Five new flavan-4-ol glycosides jixueqiosides A-E(1-5)and two new flavan glycosides jixueqiosides F and G(6 and 7),along with twelve known flavan-4-ol glycosides(8-19),were isolated from the roots of Pronephrium penan...Five new flavan-4-ol glycosides jixueqiosides A-E(1-5)and two new flavan glycosides jixueqiosides F and G(6 and 7),along with twelve known flavan-4-ol glycosides(8-19),were isolated from the roots of Pronephrium penangianum.Comprehensive spectral analyses,X-ray single-crystal diffraction,and theoretical electronic circular dichroism(ECD)calculations established structures and absolute configurations.A single crystal structure of flavan-4-ol glycoside(14)was reported for the first time,while the characteristic ECD and NMR data for all isolated flavan-4-ol glycosides(1-5,8-19)were analyzed,establishing a set of empirical rules.Activity screening of these isolates showed that 8 and 9 could inhibit the proliferation of MDA-MB-231 and MCF-7 cells with IC50 values of 7.93±2.85μmol·L^(-1)and 5.87±1.58μmol·L^(-1)(MDA-MB-231),and 2.21±1.38μmol·L^(-1)and 3.52±1.55μmol·L^(-1)(MCF-7),respectively.Western blotting and flow cytometry analyses demonstrated that 8 and 9 dose-dependently induced apoptosis in MDA-MB-231 cells by up-regulating BAX,activating caspase-3 and down-regulating BCL-2.Additionally,compound 8 affected autophagy-related proteins,increasing the ratio of LC3-II/LC3-I and Beclin-1 levels to inhibit MDA-MB-231 cell proliferation.Moreover,anti-inflammatory studies indicated that 2,3,7,13,14,and 18 moderately inhibited tumor necrosis factor-α(TNF-α),interleukin-6(IL-6),and nitric oxide(NO)release.展开更多
Objective To study the chemical constituents of Pronephrium triphyllum.Methods The chemical constituents in the plant were isolated and purified with silica gel and Sephadex LH-20.Their structures were identified by a...Objective To study the chemical constituents of Pronephrium triphyllum.Methods The chemical constituents in the plant were isolated and purified with silica gel and Sephadex LH-20.Their structures were identified by analyses of spectral data and physicochemical properties.Results Six compounds were isolated and identified as shelincaoide A(1),n-butyl-β-D-fructopyranoside(2),triphyllin A(3),6,7-di-hydroxycoumarin(4),daucosterol(5),andβ-sitosterol(6),respectively.Conclusion Compound 1 is found to be a new compound.Compounds 2 and 4 are firstly isolated from the plants in Pronephrium Presl.and all compounds except 3 are obtained from the species for the first time.展开更多
Background:Terpinen-4-ol(T4O),a key constituent of tea tree essential oil and various aromatic plants,has shown promising antiproliferative and pro-apoptotic effects in melanoma and other cancer types.However,its effi...Background:Terpinen-4-ol(T4O),a key constituent of tea tree essential oil and various aromatic plants,has shown promising antiproliferative and pro-apoptotic effects in melanoma and other cancer types.However,its efficacy against cutaneous squamous cell carcinoma(cSCC)remains unclear.Thus,in this study,we investigated the in vivo and in vitro effects of T4O on cSCC cell lines and preliminarily explored its impacting pathways.Methods:Using CCK8 and assay colony formation,we assessed the viability of cSCC A431,SCL-1,and COLO-16 cells treated with T40 at varying concentrations(0,1,2,and 4μM).Flow cytometry was employed to evaluate T4O’s effect on cSCC cell’s cycle progression and apoptosis induction.Additionally,western blotting was utilized to examine the expression intensities of N-cadherin and E-cadherin,two indicative markers of the epithelial-mesenchymal transition(EMT)pathway.T4O’s in vivo effect on inhibiting tumor progression was evaluated on an established xenograft tumor model.Then,the molecular mechanisms of T4O’s antitumor effect were explored by an integrated genome-wide transcriptomics and proteomics study on cSCC A431c cells.Finally,calpain-2’s potential mediator role in T4O’s anti-tumor mechanism was investigated in calpain-2 knockdown cell lines prepared via siRNA transfection.Result:It’s demonstrated that T4O treatment inhibited cSCC proliferation,clonogenicity,migration,and invasion while inducing apoptosis and suppressing the EMT pathway.T4O administration also inhibited cSCC tumorigenesis in the xenograft tumor model.RNA-sequencing and iTRAQ analysis detected significant upregulation of calpain-2 expression in T4O-treated cSCC cells.Western blotting confirmed that T4O significantly increased calpain-2 expression and promoted proteolytic cleavage ofβ-catenin and caspase-12,two calpain-2 target proteins.Importantly,siRNA-mediated calpain-2 knockdown relieved T4O’s suppressive effect on cSCC cell proliferation and motility.Mechanistically,T4O upregulates calpain-2 expression and promotes the cleavage ofβ-catenin and caspase-12,with siRNA-mediated calpain-2 knockdown mitigating T4O’s suppressive effects.Conclusion:These findings suggest that T4O’s antitumor activity in cSCC is mediated through the upregulation of calpain-2 expression and subsequent modulation ofβ-catenin and caspase-12.展开更多
A new flavan-3-ol glucoside, (-)-afzelechin-7-O-β-D-glucopyranoside (1), has been isolated from the stem of Daphniphyllum oldhami. The structure of the new compound was elucidated on the basis of detailed spectroscop...A new flavan-3-ol glucoside, (-)-afzelechin-7-O-β-D-glucopyranoside (1), has been isolated from the stem of Daphniphyllum oldhami. The structure of the new compound was elucidated on the basis of detailed spectroscopie analysis and comparison with related compounds.展开更多
To study insecticidal mechanism of terpinen-4-ol, a main insecticidal composition in the essential oil of Sabina vulgaris, the 5th instar larvae of Mythimna separta, were investigated with terpinen-4-ol by topical app...To study insecticidal mechanism of terpinen-4-ol, a main insecticidal composition in the essential oil of Sabina vulgaris, the 5th instar larvae of Mythimna separta, were investigated with terpinen-4-ol by topical application. The activities of phosphatase, glutathione S-transferase （GSTs）, cytochrome P450 （P450）, and polyphenol oxidase （PPO） of tested insects were determined in all poisoning stages, including exciting stage, convulsing stage, paralysis stage, and recover stage. The result showed that the activities of both acid phosphatase （ACP） and alkaline phosphatase （AKP） in treated insects were induced by terpinen-4-ol, but ACP was inhibited in paralysis stage. The activities of GSTs were inhibited in exciting stage, convulsing stage, and paralysis stage, but gradually recovered in recover stage. O-demethylase activity of cytochrome P450 was inhibited by terpinen-4-ol, and the inhibition rate in all poisoning stages were 26.27, 46.03, 80.24, and 90.22%, respectively. PPO activities were strongly inhibited by terpinen-4-ol both in vitro and in vivo. In conclusion, the activities of P450, GSTs, and PPO could have relation with toxicity of terpinen-4-ol against larvae of the Mythimna separta, but recover stage of the poisoning insects might be related to GSTs induced. As a new insecticide or synergist, terpinen- 4-ol has a potential value in field of insecticide resistance management.展开更多
To reveal the insecticidal mechanism of terpinen-4-ol, the activity of Na＋,K＋-ATPase in insects tested were determined in vivo and in vitro. The results showed that terpinen-4-ol and its ester derivatives had strong...To reveal the insecticidal mechanism of terpinen-4-ol, the activity of Na＋,K＋-ATPase in insects tested were determined in vivo and in vitro. The results showed that terpinen-4-ol and its ester derivatives had strong contact activity to housefly and the contact toxicities of its derivatives except Z3 were all superior or equivalent to terpinen-4-ol. All the 7 compounds had strong inhibition towards activity of Na＋,K＋-ATPase. With poisoning symptom exacerbating, the inhibition rates were gradually increased. In vitro, the IC50 of terpinen-4-ol, Z1, Z2, Z4, Z5, and Z6 was 155.89, 197.98, 96.02, 121.36, 124.85, and 153.74 μg mL% respectively. There was well correlation between the LDs0 of terpinen-4-ol derivatives to housefly and the IC50 of terpinen-4-ol derivatives to Na＋,K＋-ATPase in housefly. In conclusion, Na＋,K＋-ATPase was likely the target of terpinen-4-ol against insects.展开更多
Although tea is grown in agro-ecological regions widely varying in environmental factors affecting yield and quality, planters usually import genetic materials across the different growing regions assuming genotypes w...Although tea is grown in agro-ecological regions widely varying in environmental factors affecting yield and quality, planters usually import genetic materials across the different growing regions assuming genotypes with good quality attributes in one location maintain their status in all regions. However, tea quality has not been replicated in new production regions. Black tea quality is influenced by the green leaf quality precursors including caffeine, total polyphenols and individual flavan-3-ols which are precursors of theaflavins and thearubigins, key plain black tea quality parameters. Factors influencing levels of the precursors compounds have not been quantified for popular Kenyan tea cultivars. The influence of geographical production location and seasons on levels and ratios of the quality precursors for 10 black tea popular clones grown in three locations in Kenya under uniform agronomic inputs were monitored. Caffeine varied significantly （P _〈 0.05） with clones and location but not with season. The flavan-3-ols and their ratios all varied （P 〈 0.05） with clones and site but not with season, with significant interactions （P 〈 0.05） between locations and clones, and locations and seasons. These results explain the observed variations in plain black tea quality due to clones and location of production. Thus, farmers in different locations are unlikely to produce black tea of same quality. It is therefore necessary to evaluate new tea genotypes in intended growing areas to establish cultivars suitable for producing high quality plain black teas in the locations. Seasonal variations in plain black tea in Kenya are unlikely to vary significantly due to flavan-3-ols.展开更多
A more feasibly convergent synthesis of selective estrogen receptor degrading agent(S)-8-(4-((1-(3-fluoropropyl)-pyrrolidin-3-yl)oxy)phenyl)-7-(4-hydroxyphenyl)-5,6-dihydronaphthalen-2-ol was reported,featured with co...A more feasibly convergent synthesis of selective estrogen receptor degrading agent(S)-8-(4-((1-(3-fluoropropyl)-pyrrolidin-3-yl)oxy)phenyl)-7-(4-hydroxyphenyl)-5,6-dihydronaphthalen-2-ol was reported,featured with concise work up and absence of regioselectivity dilemma.展开更多
This study aims to elucidate intestinal injury from the perspective of intestinal epithelial cell homeostasis and to explore the modulatory roles of terpine-4-ol(a major bioactive component of tea tree oil).Forty 28-d...This study aims to elucidate intestinal injury from the perspective of intestinal epithelial cell homeostasis and to explore the modulatory roles of terpine-4-ol(a major bioactive component of tea tree oil).Forty 28-day-old piglets(7.82±0.43 kg)were randomly divided into 5 groups with 8 pigs per group.Piglets in the control(CON)and lipopolysaccharide(LPS)groups were fed a basal diet,while those in the remaining 3 groups were fed the basal diet supplemented with 30(LTP),60(MTP),or 90 mg/kg terpine4-ol(HTP),respectively.Piglets in the LPS and terpine-4-ol supplementation groups were intraperitoneally injected with 100μg/kg BW of LPS at the end of the 21-day growth period.Six hours after injection,6 piglets from each group were randomly selected and slaughtered to detect intestinal cell homeostasis.The results showed that the average daily weight gain(ADG)and average daily feed intake(ADFI)of piglets in MTP and HTP groups were higher than those in the CON group(P<0.05),whereas the feed conversion ratio(FCR)of piglets in LTP group was lower as compared to the CON group(P=0.007).Terpine-4-ol supplementation also decreased the diarrhea rate of piglets.Lipopolysaccharide challenge decreased the villus length and the ratio of villus length to crypt depth(V/C)in the jejunum(P<0.05),decreased the V/C ratio and increased the crypt depth in the ileum(P<0.05).In contrast,terpine-4-ol supplementation led to increased villus length and V/C ratio in the jejunum,raised the V/C ratio in the HTP group,and decreased crypt depth in the LTP and MTP groups in the ileum(P<0.05).Lipopolysaccharide reduced the number of antigen Ki-67 positive(Ki67^(+))cells and increased the number of caspase 3^(+)cells(P<0.05)in both the jejunum and ileum,whereas terpine-4-ol increased the number of Ki67^(+)cells in the crypts of the jejunum and ileum,while decreasing the number of caspase 3^(+)cells of the ileum and in the jejunum of MTP and HTP groups(P<0.05).Lipopolysaccharide downregulated the expression of the intestinal stem cell marker leucine-rich repeat-containing G-protein coupled receptor 5(Lgr5)(P<0.05,except for Lgr5 gene in the jejunum),while terpine-4-ol supplementation alleviated the effect.Lipopolysaccharide decreased the number of goblet cells and mucin 2(Muc2)secretion(P<0.05),whereas the number of goblet cells and Muc2 secretion in the small intestine of MTP group were increased(P<0.05).In addition,LPS injection led to a reduction in the expression of endocrine cell marker chromogranin A and absorption cell marker villin(P<0.05).Conversely,terpine-4-ol increased the abundance of endocrine cells and absorption cells in the small intestine(P<0.05).Moreover,LPS inhibited the expression of genes and proteins of wingless-type MMTV integration site family(Wnt)/β-catenin signaling pathway(P<0.05),whereas terpine-4-ol reversed this effect.In conclusion,terpine-4-ol supplementation improved growth performance,decreased diarrhea in piglets and alleviated the damage to the intestinal epithelial cell homeostasis under LPS challenge,probably via Wnt/β-catenin signaling activation.A dose of 60 mg terpine-4-ol per kilogram diet was recommended based on the present study.展开更多
A novel phenylpropanoid-substituted catechin glycoside glabraoside A 1 and a new dihydrochalcone 3＇-（7＂-allylphenyl）-2＇,4＇,4＂-trihydroxy-6＇-methoxydihydrochalcone 2 were isolated from the herbs of Sarcandra gl...A novel phenylpropanoid-substituted catechin glycoside glabraoside A 1 and a new dihydrochalcone 3＇-（7＂-allylphenyl）-2＇,4＇,4＂-trihydroxy-6＇-methoxydihydrochalcone 2 were isolated from the herbs of Sarcandra glabra. Their structures were elucidated on the basis of spectroscopic analyses and chiroptical methods.展开更多
Stomach and colorectal cancers are common cancers and leading causes of cancer deaths.Because the alimentary tract can interact directly with dietary components,stomach and colorectal cancer may be closely related to ...Stomach and colorectal cancers are common cancers and leading causes of cancer deaths.Because the alimentary tract can interact directly with dietary components,stomach and colorectal cancer may be closely related to dietary intake.We systematically searched published literature written in English via PubMed by searching for terms related to stomach and colorectal cancer risk and dietary flavonoids up to June 30,2012.Twenty-three studies out of 209 identified articles were finally selected for the analysis.Log point effect estimates and the corresponding standard errors were calculated using covariate-adjusted point effect estimates and 95%CIs from the selected studies.Total dietary flavonoid intake was not associated with a reduced risk of colorectal or stomach cancer [odds ratio(OR)(95%CI) = 1.00(0.90-1.11) and 1.07(0.70-1.61),respectively].Among flavonoid subclasses,the intake of flavonols,flavan-3-ols,anthocyanidins,and proanthocyanidins showed a significant inverse association with colorectal cancer risk [OR(95%CI) = 0.71(0.63-0.81),0.88(0.79-0.97),0.68(0.56-0.82),and 0.72(0.61-0.85),respectively].A significant association was found only between flavonols and stomach cancer risk based on a limited number of selected studies [OR(95%CI) = 0.68(0.46-0.99)].In the summary estimates from casecontrol studies,all flavonoid subclasses except flavones and flavanones were inversely associated with colorectal cancer risk,whereas neither total flavonoids nor any subclasses of flavonoids were associated with colorectal cancer risk in the summary estimates based on the cohort studies.The significant association between flavonoid subclasses and cancer risk might be closely related to bias derived from the case-control design.There was no clear evidence that dietary flavonoids are associated with reduced risk of stomach and colorectal cancer.展开更多
Zingiber cassumunar is an important plant used in traditional medicine and as a natural mosquito re-pellent.However,the compounds responsible for the repellent activity of the plant are still unknown.The aim of the st...Zingiber cassumunar is an important plant used in traditional medicine and as a natural mosquito re-pellent.However,the compounds responsible for the repellent activity of the plant are still unknown.The aim of the study is to identify the components of Z.cassumunar essential oil that show repellent activity against Aedes albopictus.We also evaluated the larvicidal and adulticidal activities of Z.cassumunar essential oil against Ae.albopictus.In-cage mosquito repellent experiments showed that Z.cassumunar essential oil possessed moderate repellent activity with a minimum effective dose(MED)of 0.16±0.01 mg/cm^(20,compared to reference standard N,N-diethyl-3-methylbenzamide(DEET,0.03±0.01 mg/cm^(20).Bioassay-guided fractionation identified the major active compound of Z.cassumunar essential oil as(-)-terpinen-4-ol(1)(MED:0.19±0 mg/cm^(20).We also found that Z.cassumunar essential oil showed moderate larvicidal activity against first instar larvae of Ae.albopictus with a LC50(50%lethal concentration)of 44.9 mg/L after 24 h.Fumigation bioassays showed that Z.cassumunar essential oil exhibits moderate adulticidal activity against Ae.albopictus with a LC50 of 5.44%,while(-)-terpinen-4-ol showed significant adulticidal activity with a LC50 of 2.10%after 24 h.This study verifies that the Z.cassumunar essential oil has mosquito repellent activity,and that(-)-terpinen-4-ol is mainly responsible for this activity.Furthermore,this study provides scientific support for the folk usage of Z.cassumunar essential oil as mosquito repellent and indicates that Z.cassumunar essential oil and(-)-terpinen-4-ol can be used as plant-derived repellents and insecticides for mosquito control.展开更多
2-[3,5-Di-O-β-D-glucosyl-4-(3-methylbut-2-enyl)phenyl]benzofuran-6-ol,a new prenylated arylbenzofuran derivative was isolated from Morus alba L.Its structure was elucidated by various spectroscopic methods including ...2-[3,5-Di-O-β-D-glucosyl-4-(3-methylbut-2-enyl)phenyl]benzofuran-6-ol,a new prenylated arylbenzofuran derivative was isolated from Morus alba L.Its structure was elucidated by various spectroscopic methods including MS,~1H NMR,^(13)C NMR,DEPT,~1H-~1HCOSY,HMQC and HMBC.展开更多
We compared two different strategies to increase the catches oflps typographus （L.）, particularly males, in pheromone-baited traps. The first of these strategies, the barrier approach, used alternating pheromone ble...We compared two different strategies to increase the catches oflps typographus （L.）, particularly males, in pheromone-baited traps. The first of these strategies, the barrier approach, used alternating pheromone blends, targeting males and females respectively, in closely-spaced traps forming a barrier around forest stands. The second strategy, the single trap approach, used widely-spaced traps that were all baited with the same lure and intended to trap the highest possible numbers of males without compromising trapping of females. In the blend used for the barrier traps targeting primarily males, with a lower percentage of （4S）-cis-verbenol （cV）, the （-）-α-pinene was replaced step wise with （＋）-limonene at rates of 0%, 1%, 10%, 35%, 60% and 90%. This replacement had no significant effect on the numbers of responding 1. typographus males, but there was a slight effect on the percentage of males caught. In the attractant blend for the barrier traps targeting females, with a higher percentage of cV, the 2-methyl-3-buten-2-ol （MB） was replaced with 1-methoxy-2-propanol （MP） in a similar fashion as for the male-specific blends. The replacement did not significantly affect the catch of females. Thus, it is pos- sible to use the MP in the blend with cV and ipsdienol without significant change in catch efficacy. In the blends for single traps, the （-）-α- pinene was replaced with （＋）-limonene and MB with MP. The replacement of （-）-α-pinene had only a slight effect on the percentage of males, but the results suggest that replacing MB with MP in the blend will not significantly reduce trapping efficacy.展开更多
The protective role of(poly)phenols against metabolic disorders has been extensively studied in adults but not in adolescents.To assess associations of dietary(poly)phenols and their subclasses with cardiometabolic he...The protective role of(poly)phenols against metabolic disorders has been extensively studied in adults but not in adolescents.To assess associations of dietary(poly)phenols and their subclasses with cardiometabolic health parameters in adolescents.A cross-sectional study was conducted in 944 individuals aged 11–14 years enrolled in the SI!Program for Secondary Schools trial(NCT03504059).(Poly)phenol intake was assessed using semiquantitative food frequency questionnaires and the Phenol-Explorer database.The measured cardiometabolic parameters were waist circumference(WC)age-sex Z-score,blood pressure(BP)age-sex Z-score,blood glucose(BG),triglycerides(TG),and high-density lipoprotein cholesterol(HDL-c).Multilevel mixedeffect linear regression models were applied to examine the association between(poly)phenol quintiles and cardiometabolic health parameters.Compared to the lowest quintile,adolescents in the highest quintile of total(poly)phenol intake had lower WC Z-scores,mean arterial pressure Z-scores,and HDL-c after multivariable adjustment.The WC Z-scores and HDL-c were lower in the highest quintile of flavonoid intake compared to the lowest quintile.The highest quintile of phenolic acid intake was associated with a lower WC Z-score and TG levels,and the highest quintile of stilbene intake with lower BG and TG,and with higher HDL-c compared to the lowest quintile.A higher intake of(poly)phenols,especially flavonoids,phenolic acids,and stilbenes,was associated with better cardiometabolic parameters in adolescents.展开更多
Over the past few decades,complementary and alternative treatments have become increasingly popular worldwide.The purported therapeutic characteristics of natural products have come under increased scrutiny both in vi...Over the past few decades,complementary and alternative treatments have become increasingly popular worldwide.The purported therapeutic characteristics of natural products have come under increased scrutiny both in vitro and in vivo as part of efforts to legitimize their usage.One such product is tea tree oil(TTO),a volatile essential oil primarily obtained from the native Australian plant,Melaleuca alternifolia,which has diverse traditional and industrial applications such as topical preparations for the treatment of skin infections.Its anti-inflammatory-linked immunomodulatory actions have also been reported.This systematic review focuses on the anti-inflammatory effects of TTO and its main components that have shown strong immunomodulatory potential.An extensive literature search was performed electronically for data curation on worldwide accepted scientific databases,such as Web of Science,Google Scholar,PubMed,ScienceDirect,Scopus,and esteemed publishers such as Elsevier,Springer,Frontiers,and Taylor&Francis.Considering that the majority of pharmacological studies were conducted on crude oils only,the extracted data were critically analyzed to gain further insight into the prospects of TTO being used as a neuroprotective agent by drug formulation or dietary supplement.In addition,the active constituents contributing to the activity of TTO have not been well justified,and the core mechanisms need to be unveiled especially for anti-inflammatory and immunomodulatory effects leading to neuroprotection.Therefore,this review attempts to correlate the anti-inflammatory and immunomodulatory activity of TTO with its neuroprotective mechanisms.展开更多
A highly efficient synthesis of novel pyrido[2,3-d]pyrimidin-4-ols was developed via an iodine-catalyzed tandem oxidative cyclization under focused microwave irradiation. Pyrido[2,3-d]pyrimidin-4-ols were obtained fro...A highly efficient synthesis of novel pyrido[2,3-d]pyrimidin-4-ols was developed via an iodine-catalyzed tandem oxidative cyclization under focused microwave irradiation. Pyrido[2,3-d]pyrimidin-4-ols were obtained from easily available 2-amino-4-aryl-6-arylnicotinamides and benzylic amines with good to excellent yields.展开更多
基金supported by the National Natural Science Foundation of China(No.81874369)the Excellent Youth Project of the Hunan Provincial Department of Education(No.22B0388)the Project of Hunan Administration of Traditional Chinese Medicine(No.B2023143)。
文摘Five new flavan-4-ol glycosides jixueqiosides A-E(1-5)and two new flavan glycosides jixueqiosides F and G(6 and 7),along with twelve known flavan-4-ol glycosides(8-19),were isolated from the roots of Pronephrium penangianum.Comprehensive spectral analyses,X-ray single-crystal diffraction,and theoretical electronic circular dichroism(ECD)calculations established structures and absolute configurations.A single crystal structure of flavan-4-ol glycoside(14)was reported for the first time,while the characteristic ECD and NMR data for all isolated flavan-4-ol glycosides(1-5,8-19)were analyzed,establishing a set of empirical rules.Activity screening of these isolates showed that 8 and 9 could inhibit the proliferation of MDA-MB-231 and MCF-7 cells with IC50 values of 7.93±2.85μmol·L^(-1)and 5.87±1.58μmol·L^(-1)(MDA-MB-231),and 2.21±1.38μmol·L^(-1)and 3.52±1.55μmol·L^(-1)(MCF-7),respectively.Western blotting and flow cytometry analyses demonstrated that 8 and 9 dose-dependently induced apoptosis in MDA-MB-231 cells by up-regulating BAX,activating caspase-3 and down-regulating BCL-2.Additionally,compound 8 affected autophagy-related proteins,increasing the ratio of LC3-II/LC3-I and Beclin-1 levels to inhibit MDA-MB-231 cell proliferation.Moreover,anti-inflammatory studies indicated that 2,3,7,13,14,and 18 moderately inhibited tumor necrosis factor-α(TNF-α),interleukin-6(IL-6),and nitric oxide(NO)release.
基金Science and Technology Project of Zhongshan,China(20071A036)
文摘Objective To study the chemical constituents of Pronephrium triphyllum.Methods The chemical constituents in the plant were isolated and purified with silica gel and Sephadex LH-20.Their structures were identified by analyses of spectral data and physicochemical properties.Results Six compounds were isolated and identified as shelincaoide A(1),n-butyl-β-D-fructopyranoside(2),triphyllin A(3),6,7-di-hydroxycoumarin(4),daucosterol(5),andβ-sitosterol(6),respectively.Conclusion Compound 1 is found to be a new compound.Compounds 2 and 4 are firstly isolated from the plants in Pronephrium Presl.and all compounds except 3 are obtained from the species for the first time.
基金supported by the Basic Research Program of the Guizhou Science Cooperation Foundation Project(Grant Number:ZK[2021]466)Guizhou Provincial Health Commission(Grant Number:gzwkj2022-062).
文摘Background:Terpinen-4-ol(T4O),a key constituent of tea tree essential oil and various aromatic plants,has shown promising antiproliferative and pro-apoptotic effects in melanoma and other cancer types.However,its efficacy against cutaneous squamous cell carcinoma(cSCC)remains unclear.Thus,in this study,we investigated the in vivo and in vitro effects of T4O on cSCC cell lines and preliminarily explored its impacting pathways.Methods:Using CCK8 and assay colony formation,we assessed the viability of cSCC A431,SCL-1,and COLO-16 cells treated with T40 at varying concentrations(0,1,2,and 4μM).Flow cytometry was employed to evaluate T4O’s effect on cSCC cell’s cycle progression and apoptosis induction.Additionally,western blotting was utilized to examine the expression intensities of N-cadherin and E-cadherin,two indicative markers of the epithelial-mesenchymal transition(EMT)pathway.T4O’s in vivo effect on inhibiting tumor progression was evaluated on an established xenograft tumor model.Then,the molecular mechanisms of T4O’s antitumor effect were explored by an integrated genome-wide transcriptomics and proteomics study on cSCC A431c cells.Finally,calpain-2’s potential mediator role in T4O’s anti-tumor mechanism was investigated in calpain-2 knockdown cell lines prepared via siRNA transfection.Result:It’s demonstrated that T4O treatment inhibited cSCC proliferation,clonogenicity,migration,and invasion while inducing apoptosis and suppressing the EMT pathway.T4O administration also inhibited cSCC tumorigenesis in the xenograft tumor model.RNA-sequencing and iTRAQ analysis detected significant upregulation of calpain-2 expression in T4O-treated cSCC cells.Western blotting confirmed that T4O significantly increased calpain-2 expression and promoted proteolytic cleavage ofβ-catenin and caspase-12,two calpain-2 target proteins.Importantly,siRNA-mediated calpain-2 knockdown relieved T4O’s suppressive effect on cSCC cell proliferation and motility.Mechanistically,T4O upregulates calpain-2 expression and promotes the cleavage ofβ-catenin and caspase-12,with siRNA-mediated calpain-2 knockdown mitigating T4O’s suppressive effects.Conclusion:These findings suggest that T4O’s antitumor activity in cSCC is mediated through the upregulation of calpain-2 expression and subsequent modulation ofβ-catenin and caspase-12.
文摘A new flavan-3-ol glucoside, (-)-afzelechin-7-O-β-D-glucopyranoside (1), has been isolated from the stem of Daphniphyllum oldhami. The structure of the new compound was elucidated on the basis of detailed spectroscopie analysis and comparison with related compounds.
基金supported by the National Natural Science Foundation of China(30600404)the Key Technologies R&D Program of China during the 10th Five-Year Plan Period(2004BA516A04).
文摘To study insecticidal mechanism of terpinen-4-ol, a main insecticidal composition in the essential oil of Sabina vulgaris, the 5th instar larvae of Mythimna separta, were investigated with terpinen-4-ol by topical application. The activities of phosphatase, glutathione S-transferase （GSTs）, cytochrome P450 （P450）, and polyphenol oxidase （PPO） of tested insects were determined in all poisoning stages, including exciting stage, convulsing stage, paralysis stage, and recover stage. The result showed that the activities of both acid phosphatase （ACP） and alkaline phosphatase （AKP） in treated insects were induced by terpinen-4-ol, but ACP was inhibited in paralysis stage. The activities of GSTs were inhibited in exciting stage, convulsing stage, and paralysis stage, but gradually recovered in recover stage. O-demethylase activity of cytochrome P450 was inhibited by terpinen-4-ol, and the inhibition rate in all poisoning stages were 26.27, 46.03, 80.24, and 90.22%, respectively. PPO activities were strongly inhibited by terpinen-4-ol both in vitro and in vivo. In conclusion, the activities of P450, GSTs, and PPO could have relation with toxicity of terpinen-4-ol against larvae of the Mythimna separta, but recover stage of the poisoning insects might be related to GSTs induced. As a new insecticide or synergist, terpinen- 4-ol has a potential value in field of insecticide resistance management.
基金supported by the National Natural Science Foundation of China (30600404)
文摘To reveal the insecticidal mechanism of terpinen-4-ol, the activity of Na＋,K＋-ATPase in insects tested were determined in vivo and in vitro. The results showed that terpinen-4-ol and its ester derivatives had strong contact activity to housefly and the contact toxicities of its derivatives except Z3 were all superior or equivalent to terpinen-4-ol. All the 7 compounds had strong inhibition towards activity of Na＋,K＋-ATPase. With poisoning symptom exacerbating, the inhibition rates were gradually increased. In vitro, the IC50 of terpinen-4-ol, Z1, Z2, Z4, Z5, and Z6 was 155.89, 197.98, 96.02, 121.36, 124.85, and 153.74 μg mL% respectively. There was well correlation between the LDs0 of terpinen-4-ol derivatives to housefly and the IC50 of terpinen-4-ol derivatives to Na＋,K＋-ATPase in housefly. In conclusion, Na＋,K＋-ATPase was likely the target of terpinen-4-ol against insects.
文摘Although tea is grown in agro-ecological regions widely varying in environmental factors affecting yield and quality, planters usually import genetic materials across the different growing regions assuming genotypes with good quality attributes in one location maintain their status in all regions. However, tea quality has not been replicated in new production regions. Black tea quality is influenced by the green leaf quality precursors including caffeine, total polyphenols and individual flavan-3-ols which are precursors of theaflavins and thearubigins, key plain black tea quality parameters. Factors influencing levels of the precursors compounds have not been quantified for popular Kenyan tea cultivars. The influence of geographical production location and seasons on levels and ratios of the quality precursors for 10 black tea popular clones grown in three locations in Kenya under uniform agronomic inputs were monitored. Caffeine varied significantly （P _〈 0.05） with clones and location but not with season. The flavan-3-ols and their ratios all varied （P 〈 0.05） with clones and site but not with season, with significant interactions （P 〈 0.05） between locations and clones, and locations and seasons. These results explain the observed variations in plain black tea quality due to clones and location of production. Thus, farmers in different locations are unlikely to produce black tea of same quality. It is therefore necessary to evaluate new tea genotypes in intended growing areas to establish cultivars suitable for producing high quality plain black teas in the locations. Seasonal variations in plain black tea in Kenya are unlikely to vary significantly due to flavan-3-ols.
文摘A more feasibly convergent synthesis of selective estrogen receptor degrading agent(S)-8-(4-((1-(3-fluoropropyl)-pyrrolidin-3-yl)oxy)phenyl)-7-(4-hydroxyphenyl)-5,6-dihydronaphthalen-2-ol was reported,featured with concise work up and absence of regioselectivity dilemma.
基金supported by grants from the National Natural Science Foundation of China for Youth(grant number 32302753)Practice and Innovation Program of Graduated students in Jiangsu Province(grant number SJCX23_1992)the Priority Academic Program Development of Jiangsu Higher Education Institutions(PAPD).
文摘This study aims to elucidate intestinal injury from the perspective of intestinal epithelial cell homeostasis and to explore the modulatory roles of terpine-4-ol(a major bioactive component of tea tree oil).Forty 28-day-old piglets(7.82±0.43 kg)were randomly divided into 5 groups with 8 pigs per group.Piglets in the control(CON)and lipopolysaccharide(LPS)groups were fed a basal diet,while those in the remaining 3 groups were fed the basal diet supplemented with 30(LTP),60(MTP),or 90 mg/kg terpine4-ol(HTP),respectively.Piglets in the LPS and terpine-4-ol supplementation groups were intraperitoneally injected with 100μg/kg BW of LPS at the end of the 21-day growth period.Six hours after injection,6 piglets from each group were randomly selected and slaughtered to detect intestinal cell homeostasis.The results showed that the average daily weight gain(ADG)and average daily feed intake(ADFI)of piglets in MTP and HTP groups were higher than those in the CON group(P<0.05),whereas the feed conversion ratio(FCR)of piglets in LTP group was lower as compared to the CON group(P=0.007).Terpine-4-ol supplementation also decreased the diarrhea rate of piglets.Lipopolysaccharide challenge decreased the villus length and the ratio of villus length to crypt depth(V/C)in the jejunum(P<0.05),decreased the V/C ratio and increased the crypt depth in the ileum(P<0.05).In contrast,terpine-4-ol supplementation led to increased villus length and V/C ratio in the jejunum,raised the V/C ratio in the HTP group,and decreased crypt depth in the LTP and MTP groups in the ileum(P<0.05).Lipopolysaccharide reduced the number of antigen Ki-67 positive(Ki67^(+))cells and increased the number of caspase 3^(+)cells(P<0.05)in both the jejunum and ileum,whereas terpine-4-ol increased the number of Ki67^(+)cells in the crypts of the jejunum and ileum,while decreasing the number of caspase 3^(+)cells of the ileum and in the jejunum of MTP and HTP groups(P<0.05).Lipopolysaccharide downregulated the expression of the intestinal stem cell marker leucine-rich repeat-containing G-protein coupled receptor 5(Lgr5)(P<0.05,except for Lgr5 gene in the jejunum),while terpine-4-ol supplementation alleviated the effect.Lipopolysaccharide decreased the number of goblet cells and mucin 2(Muc2)secretion(P<0.05),whereas the number of goblet cells and Muc2 secretion in the small intestine of MTP group were increased(P<0.05).In addition,LPS injection led to a reduction in the expression of endocrine cell marker chromogranin A and absorption cell marker villin(P<0.05).Conversely,terpine-4-ol increased the abundance of endocrine cells and absorption cells in the small intestine(P<0.05).Moreover,LPS inhibited the expression of genes and proteins of wingless-type MMTV integration site family(Wnt)/β-catenin signaling pathway(P<0.05),whereas terpine-4-ol reversed this effect.In conclusion,terpine-4-ol supplementation improved growth performance,decreased diarrhea in piglets and alleviated the damage to the intestinal epithelial cell homeostasis under LPS challenge,probably via Wnt/β-catenin signaling activation.A dose of 60 mg terpine-4-ol per kilogram diet was recommended based on the present study.
基金the National Natural Science Foundation of China （No. 20432030） for financial support.
文摘A novel phenylpropanoid-substituted catechin glycoside glabraoside A 1 and a new dihydrochalcone 3＇-（7＂-allylphenyl）-2＇,4＇,4＂-trihydroxy-6＇-methoxydihydrochalcone 2 were isolated from the herbs of Sarcandra glabra. Their structures were elucidated on the basis of spectroscopic analyses and chiroptical methods.
文摘Stomach and colorectal cancers are common cancers and leading causes of cancer deaths.Because the alimentary tract can interact directly with dietary components,stomach and colorectal cancer may be closely related to dietary intake.We systematically searched published literature written in English via PubMed by searching for terms related to stomach and colorectal cancer risk and dietary flavonoids up to June 30,2012.Twenty-three studies out of 209 identified articles were finally selected for the analysis.Log point effect estimates and the corresponding standard errors were calculated using covariate-adjusted point effect estimates and 95%CIs from the selected studies.Total dietary flavonoid intake was not associated with a reduced risk of colorectal or stomach cancer [odds ratio(OR)(95%CI) = 1.00(0.90-1.11) and 1.07(0.70-1.61),respectively].Among flavonoid subclasses,the intake of flavonols,flavan-3-ols,anthocyanidins,and proanthocyanidins showed a significant inverse association with colorectal cancer risk [OR(95%CI) = 0.71(0.63-0.81),0.88(0.79-0.97),0.68(0.56-0.82),and 0.72(0.61-0.85),respectively].A significant association was found only between flavonols and stomach cancer risk based on a limited number of selected studies [OR(95%CI) = 0.68(0.46-0.99)].In the summary estimates from casecontrol studies,all flavonoid subclasses except flavones and flavanones were inversely associated with colorectal cancer risk,whereas neither total flavonoids nor any subclasses of flavonoids were associated with colorectal cancer risk in the summary estimates based on the cohort studies.The significant association between flavonoid subclasses and cancer risk might be closely related to bias derived from the case-control design.There was no clear evidence that dietary flavonoids are associated with reduced risk of stomach and colorectal cancer.
基金National Natural Sci-ence Foundation of China(31670337)Research Project(ZYS2016-001)funded by Yunnan Key Laboratory for Wild Plant Resources.
文摘Zingiber cassumunar is an important plant used in traditional medicine and as a natural mosquito re-pellent.However,the compounds responsible for the repellent activity of the plant are still unknown.The aim of the study is to identify the components of Z.cassumunar essential oil that show repellent activity against Aedes albopictus.We also evaluated the larvicidal and adulticidal activities of Z.cassumunar essential oil against Ae.albopictus.In-cage mosquito repellent experiments showed that Z.cassumunar essential oil possessed moderate repellent activity with a minimum effective dose(MED)of 0.16±0.01 mg/cm^(20,compared to reference standard N,N-diethyl-3-methylbenzamide(DEET,0.03±0.01 mg/cm^(20).Bioassay-guided fractionation identified the major active compound of Z.cassumunar essential oil as(-)-terpinen-4-ol(1)(MED:0.19±0 mg/cm^(20).We also found that Z.cassumunar essential oil showed moderate larvicidal activity against first instar larvae of Ae.albopictus with a LC50(50%lethal concentration)of 44.9 mg/L after 24 h.Fumigation bioassays showed that Z.cassumunar essential oil exhibits moderate adulticidal activity against Ae.albopictus with a LC50 of 5.44%,while(-)-terpinen-4-ol showed significant adulticidal activity with a LC50 of 2.10%after 24 h.This study verifies that the Z.cassumunar essential oil has mosquito repellent activity,and that(-)-terpinen-4-ol is mainly responsible for this activity.Furthermore,this study provides scientific support for the folk usage of Z.cassumunar essential oil as mosquito repellent and indicates that Z.cassumunar essential oil and(-)-terpinen-4-ol can be used as plant-derived repellents and insecticides for mosquito control.
基金supported by the Great Research Project of National Major New Drug Development(No. 2009ZX09102-110)
文摘2-[3,5-Di-O-β-D-glucosyl-4-(3-methylbut-2-enyl)phenyl]benzofuran-6-ol,a new prenylated arylbenzofuran derivative was isolated from Morus alba L.Its structure was elucidated by various spectroscopic methods including MS,~1H NMR,^(13)C NMR,DEPT,~1H-~1HCOSY,HMQC and HMBC.
基金supported by Slovak Research and Development Agency (APVV-51-P06005 and APVV-27-P05205)the Scientific Grant Agency of the Ministry of Education of the Slovak Republic and the Slovak Academy of Sciences (2/6153/26)
文摘We compared two different strategies to increase the catches oflps typographus （L.）, particularly males, in pheromone-baited traps. The first of these strategies, the barrier approach, used alternating pheromone blends, targeting males and females respectively, in closely-spaced traps forming a barrier around forest stands. The second strategy, the single trap approach, used widely-spaced traps that were all baited with the same lure and intended to trap the highest possible numbers of males without compromising trapping of females. In the blend used for the barrier traps targeting primarily males, with a lower percentage of （4S）-cis-verbenol （cV）, the （-）-α-pinene was replaced step wise with （＋）-limonene at rates of 0%, 1%, 10%, 35%, 60% and 90%. This replacement had no significant effect on the numbers of responding 1. typographus males, but there was a slight effect on the percentage of males caught. In the attractant blend for the barrier traps targeting females, with a higher percentage of cV, the 2-methyl-3-buten-2-ol （MB） was replaced with 1-methoxy-2-propanol （MP） in a similar fashion as for the male-specific blends. The replacement did not significantly affect the catch of females. Thus, it is pos- sible to use the MP in the blend with cV and ipsdienol without significant change in catch efficacy. In the blends for single traps, the （-）-α- pinene was replaced with （＋）-limonene and MB with MP. The replacement of （-）-α-pinene had only a slight effect on the percentage of males, but the results suggest that replacing MB with MP in the blend will not significantly reduce trapping efficacy.
基金supported by the SHE Foundation,“la Caixa”Foundation(LCF/PR/CE16/10700001)the Fundacióla Maratóde TV3(grant number 369/C/2016)and by the funding from Idilia Foods(FBG 311240)+6 种基金Support was also provided by the Ministerio de Ciencia,Innovación y Universidades(PID2020-114022RB-I00)CIBEROBN from the Instituto de Salud Carlos III,ISCIII from the Ministerio de Ciencia,Innovación y Universidades,(AEI/FEDER,UE)Generalitat de Catalunya.J.Martínez-Gómez is a postgraduate fellow of the Ministerio de Ciencia e Innovación of Spain at the Residencia de Estudiantes(2020–ongoing)R.F-J is a recipient of grant PI19/01704 funded by the Fondo de Investigación Sanitaria-Instituto de Salud Carlos III(ISCIII)co-funded by the European Regional Development Fund/European Social Fund“A way to make Europe”/“Investing in your future”.The CNIC is supported by the ISCIII,the Ministerio de Ciencia e Innovación(MCIN)and the Pro CNIC Foundation,and is a Severo Ochoa Center of Excellence(CEX2020-001041-S funded by MICIN/AEI/10.13039/501100011033)G.Santos-Beneit is the recipient of grant LCF/PR/MS19/12220001 funded by“la Caixa”Foundation(ID 100010434)A.Tresserra-Rimbau is a Serra Húnter Fellow.E.P.Laveriano-Santos is a FI-SDUR(EMC/503/2021)fellow from the Generalitat de Catalunya.
文摘The protective role of(poly)phenols against metabolic disorders has been extensively studied in adults but not in adolescents.To assess associations of dietary(poly)phenols and their subclasses with cardiometabolic health parameters in adolescents.A cross-sectional study was conducted in 944 individuals aged 11–14 years enrolled in the SI!Program for Secondary Schools trial(NCT03504059).(Poly)phenol intake was assessed using semiquantitative food frequency questionnaires and the Phenol-Explorer database.The measured cardiometabolic parameters were waist circumference(WC)age-sex Z-score,blood pressure(BP)age-sex Z-score,blood glucose(BG),triglycerides(TG),and high-density lipoprotein cholesterol(HDL-c).Multilevel mixedeffect linear regression models were applied to examine the association between(poly)phenol quintiles and cardiometabolic health parameters.Compared to the lowest quintile,adolescents in the highest quintile of total(poly)phenol intake had lower WC Z-scores,mean arterial pressure Z-scores,and HDL-c after multivariable adjustment.The WC Z-scores and HDL-c were lower in the highest quintile of flavonoid intake compared to the lowest quintile.The highest quintile of phenolic acid intake was associated with a lower WC Z-score and TG levels,and the highest quintile of stilbene intake with lower BG and TG,and with higher HDL-c compared to the lowest quintile.A higher intake of(poly)phenols,especially flavonoids,phenolic acids,and stilbenes,was associated with better cardiometabolic parameters in adolescents.
文摘Over the past few decades,complementary and alternative treatments have become increasingly popular worldwide.The purported therapeutic characteristics of natural products have come under increased scrutiny both in vitro and in vivo as part of efforts to legitimize their usage.One such product is tea tree oil(TTO),a volatile essential oil primarily obtained from the native Australian plant,Melaleuca alternifolia,which has diverse traditional and industrial applications such as topical preparations for the treatment of skin infections.Its anti-inflammatory-linked immunomodulatory actions have also been reported.This systematic review focuses on the anti-inflammatory effects of TTO and its main components that have shown strong immunomodulatory potential.An extensive literature search was performed electronically for data curation on worldwide accepted scientific databases,such as Web of Science,Google Scholar,PubMed,ScienceDirect,Scopus,and esteemed publishers such as Elsevier,Springer,Frontiers,and Taylor&Francis.Considering that the majority of pharmacological studies were conducted on crude oils only,the extracted data were critically analyzed to gain further insight into the prospects of TTO being used as a neuroprotective agent by drug formulation or dietary supplement.In addition,the active constituents contributing to the activity of TTO have not been well justified,and the core mechanisms need to be unveiled especially for anti-inflammatory and immunomodulatory effects leading to neuroprotection.Therefore,this review attempts to correlate the anti-inflammatory and immunomodulatory activity of TTO with its neuroprotective mechanisms.
基金Project supported by the National Natural Science Foundation of China （No. 20902073）, the Natural Science Foundation of Gansu Province （No. 096RJZA116） and Scientific and Technological Innovation Engineering Program of Northwest Normal University （No. nwnu-kjcxgc-03-64）.
文摘A highly efficient synthesis of novel pyrido[2,3-d]pyrimidin-4-ols was developed via an iodine-catalyzed tandem oxidative cyclization under focused microwave irradiation. Pyrido[2,3-d]pyrimidin-4-ols were obtained from easily available 2-amino-4-aryl-6-arylnicotinamides and benzylic amines with good to excellent yields.
