Eight new diterpenoids,Isodons A-H(1-8),comprising seco-abietane and abietane-type structures,together with 13 known analogues(9-21),were isolated from Isodon lophanthoides(Buch.-Ham.ex D.Don)Hara.The compounds(+)-3/(...Eight new diterpenoids,Isodons A-H(1-8),comprising seco-abietane and abietane-type structures,together with 13 known analogues(9-21),were isolated from Isodon lophanthoides(Buch.-Ham.ex D.Don)Hara.The compounds(+)-3/(-)-3,(+)-4/(-)-4,and(+)-5/(-)-5 were identified as three enantiomeric pairs.The planar structures and absolute configurations of 1-8 were determined through high-resolution electrospray ionization mass spectrometry(HR-ESI-MS),1D&2D nuclear magnetic resonance(NMR)spectroscopy,electronic circular dichroism(ECD)calculations,and X-ray diffraction crystallography.A cholesterol 7α-hydroxylase(Cyp7a1)luciferase reporter assay revealed significant anti-cholestatic activities for compounds 1,(+)-4,6,7,12-14,and 16.Additionally,compound 6 demonstrated anti-cholestatic effects through the farnesoid X receptor(FXR)-associated signaling pathways in vitro and in vivo.These findings suggest potential applications for I.Lophanthoides in pharmaceutical development.展开更多
Chronic obstructive pulmonary disease(COPD)is a respiratory condition characterized by several symptoms.The pathogenesis of COPD is complex and involves multiple factors.A fantastic drug from traditional Chinese medic...Chronic obstructive pulmonary disease(COPD)is a respiratory condition characterized by several symptoms.The pathogenesis of COPD is complex and involves multiple factors.A fantastic drug from traditional Chinese medicine,Isodon Suzhouensis(ISZ)is a perennial herb belonging to the Labiaceae family.It has the functions of resolving phlegm,removing stasis,promoting blood circulation and eliminating qi stagnation.ISZ has been found to possess great potential against COPD.Present study is focused on identifying micro RNA(mi RNA)biomarkers for COPD and determining the role of ISZ leaf extract in regulating the disease through mi RNA expression in serum exosomes.The Sprague Dawley(SD)rats were randomly divided into control group,COPD group and COPD+ISZ group.After the establishment of the model,the rats were sacrificed,and the results were compared with the control group.Then the total RNA of rat serum was extracted and identified by nanoparticle tracker.Finally,high-throughput screening and sequencing were performed to screen mi RNAs with significant differential expression.Then,different databases were used to figure out the possible target genes,and their functions were assessed by employing Gene Ontology(GO)as well as Kyoto Encyclopedia of Genes and Genomes(KEGG)analyses.The sequencing results were then further verified by q RT-PCR.The results pointed out that these 17 differentially expressed mi RNAs may have the potential of diagnostic and prognostic biomarkers against COPD.Interestingly,it was also found that ISZ leaf extract may regulate the occurrence of COPD by affecting the expression of mi RNAs.This study identified the biomarkers of COPD and clarified the mechanism of the treatment of COPD by ISZ leaf extract,which is helpful to improve the level of early diagnosis and treatment of COPD.展开更多
Corona Virus Disease 2019(COVID-19)has brought the new challenges to scientific research.Isodon suzhouensis has good anti-inflammatory and antioxidant stress effects,which is considered as a potential treatment for CO...Corona Virus Disease 2019(COVID-19)has brought the new challenges to scientific research.Isodon suzhouensis has good anti-inflammatory and antioxidant stress effects,which is considered as a potential treatment for COVID-19.The possibility for the treatment of COVID-19 with I.suzhouensis and its potential mechanism of action were explored by employing molecular docking and network pharmacology.Network pharmacology and molecular docking were used to screen drug targets,and lipopolysaccharide(LPS)induced RAW264.7 and NR8383 cells inflammation model was used for experimental verification.Collectively a total of 209 possible linkages against 18 chemical components from I.suzhouensis and 1194 COVID-19 related targets were selected.Among these,164 common targets were obtained from the intersection of I.suzhouensis and COVID-19.Gene Ontology(GO)and Kyoto Encyclopedia of Genes and Genomes(KEGG)enriched 582 function targets and 87 target proteins pathways,respectively.The results from molecular docking studies revealed that rutin,vitexin,isoquercitrin and quercetin had significant binding ability with 3 chymotrypsin like protease(3CLpro)and angiotensin converting enzyme 2(ACE2).In vitro studies showed that I.suzhouensis extract(ISE)may inhibit the activation of PI3K/Akt pathway and the expression level of downstream proinflammatory factors by inhibiting the activation of epidermal growth factor receptor(EGFR)in RAW264.7 cells induced by LPS.In addition,ISE was able to inhibit the activation of TLR4/NF-κB signaling pathway in NR8383 cells exposed to LPS.Overall,the network pharmacology and in vitro studies conclude that active components from I.suzhouensis have strong therapeutic potential against COVID-19 through multi-target,multi-pathway dimensions and can be a promising candidate against COVID-19.展开更多
Three new ent-kaurane diterpenoids,silvaticusins A-C(1-3),along with a new ent-kaurane dimer silvaticusin D(4)were isolated from the aerial parts of Isodon silvaticus.The structures of these new compounds were establi...Three new ent-kaurane diterpenoids,silvaticusins A-C(1-3),along with a new ent-kaurane dimer silvaticusin D(4)were isolated from the aerial parts of Isodon silvaticus.The structures of these new compounds were established mainly by comprehensive analysis of their NMR and MS data.The absolute configuration of compounds 1 and 4 were determined using a single-crystal X-ray diffraction and computational methods,respectively.Compounds 2 and 3 were found to exhibit remarkable cytotoxic effects against five human tumor cell lines(HL-60,A-549,SMMC-7721,MDA-MB-231,and SW-480),with IC_(50) values spanning from 1.27±0.08 to 7.52±0.33μM.展开更多
[Objectives]This study was conducted to explore the anti-tumor substances and mechanism of Isodon suzhouensis roots based on high performance liquid chromatography-quadrupole-time-of-flight mass spectrometry(UPLC-Q-TO...[Objectives]This study was conducted to explore the anti-tumor substances and mechanism of Isodon suzhouensis roots based on high performance liquid chromatography-quadrupole-time-of-flight mass spectrometry(UPLC-Q-TOF-MS),network pharmacology and molecular docking verification.[Methods]Main chemical composition information in I.suzhouensis roots was confirmed based on UPLC-Q-TOF-MS/MS,literature and databases.The targets of active components in I.suzhouensis roots were predicted by Swiss Target Prediction database.Relevant targets of cancer were obtained from GeneCards,OMIM,and TTD databases.The intersecting targets of drug active component targets and disease targets were obtained using Venn diagram,and a protein-protein interaction network(PPI)was constructed by using STRING database.GO enrichment analysis and KEGG pathway analysis were carried out through the Metascape database.An"active component-antitumor targets-enrichment pathway"network was constructed with the Cytoscape software.Molecular docking was used for preliminary verification.[Results]A total of 58 compounds were identified from the roots of I.suzhouensis,showing 55 antitumor active components and 202 potential targets.Network pharmacology analysis showed that I.suzhouensis roots might acted on AKT1,TP53,ALB,GAPDH,CTNNB1,SRC and other core targets through dehydrodiisoeugenol,tetramethylcurcumin,isosteviol,ursonic acid,echinocystic acid,oleanonic acid and other active compounds,regulating pathways in cancer,PI3K/Akt,lipid and atherosclerosis,prostate cancer,proteoglycans in cancer,AGE-RAGE and other pathways,thus exerting antitumor effects.The results of molecular docking verification showed that the antitumor components of I.suzhouensis roots had strong binding activity with disease target proteins.[Conclusions]The effective components of I.suzhouensis roots can exert antitumor effects through multiple components,multiple targets and multiple pathways,providing a scientific and reasonable theoretical basis for subsequent research.展开更多
Two new ent-kauranoids, tenuifolin A (3beta,6alpha, 15beta-trihydroxy-1alpha, 7beta-diacetoxy-11beta, 16beta-epoxy-ent-kaurane) (1) and tenuifolin B (1alpha,6alpha, 11beta-trihydroxy-3beta,7beta-diacetoxy-ent-kaur-16-...Two new ent-kauranoids, tenuifolin A (3beta,6alpha, 15beta-trihydroxy-1alpha, 7beta-diacetoxy-11beta, 16beta-epoxy-ent-kaurane) (1) and tenuifolin B (1alpha,6alpha, 11beta-trihydroxy-3beta,7beta-diacetoxy-ent-kaur-16-en-15-one) (2), together with four known compounds were isolated from the aerial parts of Isodon tenuifolia (W. W. Smith) Kudo collected from Zhongdian County, Yunnan Province, China. Their structures were determined by the spectral methods (including 2D NMR techniques).展开更多
A new lignan, together with a known one, was isolated from Isodon lophanthoides var. gerardianus [Bentham] H. Hara. The structure of the new lignan was elucidated as 1_acetoxyl_2e_piperonyl_6e_[6_methoxyl_pi...A new lignan, together with a known one, was isolated from Isodon lophanthoides var. gerardianus [Bentham] H. Hara. The structure of the new lignan was elucidated as 1_acetoxyl_2e_piperonyl_6e_[6_methoxyl_piperonyl]_3,7_dioxabicyclo_[3,3,0]_octane mainly by 1D and 2D NMR techniques.展开更多
Three new ent-kaurene diterpenoids, adenanthins N, 0 and P (1-3), and four known diterpenoids, leucophyllin E (4), glabcensin C (5), adenanthin A (6), leucophyllin B (7), together with a highly unsaturated fatty acid,...Three new ent-kaurene diterpenoids, adenanthins N, 0 and P (1-3), and four known diterpenoids, leucophyllin E (4), glabcensin C (5), adenanthin A (6), leucophyllin B (7), together with a highly unsaturated fatty acid, 9,16-dioxo-10,1 2,14-octadeca-trienoic acid (8), were isolated from Isodon adenanthus (Diels) Kudo. The structure of compound 4 was revised accordingly. Compound I showed significant cytotoxic activity against K562 cells with IC50 = 0.45 mug/mL.展开更多
Two new ent-kaurane diterpenoids taihangexcisoidesin A and B （1 and 2）, were isolated from the EtOAc extract of the leaves of lsodon excisoides. Their structures were determined on the basis of spectroscopic methods.
One new ent-kaurane diterpenoid,named maoyecrystal L was isolated from the EtOAc extract of the dried leaves of lsodon japonica.Its structure was established by various spectroscopic means and confirmed by X-ray cryst...One new ent-kaurane diterpenoid,named maoyecrystal L was isolated from the EtOAc extract of the dried leaves of lsodon japonica.Its structure was established by various spectroscopic means and confirmed by X-ray crystallographic analysis.展开更多
From the aerial part of Isodon serra, two new ent-6,7-seco-kaurane-type diterpenoids, 15α,20β-dihydroxy-6β- methoxy-6,7- seco-6,20-epoxy-1,7-olide-ent-kaur-16-ene （1） and 6α,15α-dihydroxy-20-aldehyde-6,7-seco-6...From the aerial part of Isodon serra, two new ent-6,7-seco-kaurane-type diterpenoids, 15α,20β-dihydroxy-6β- methoxy-6,7- seco-6,20-epoxy-1,7-olide-ent-kaur-16-ene （1） and 6α,15α-dihydroxy-20-aldehyde-6,7-seco-6,11α-epoxy-1,7-olide-ent-kaur-16- ene （2） were isolated. Their structures were elucidated by spectroscopic means.展开更多
A new phenylethanoid glycoside,seulponisidc（1） was isolated from the aerial parts of Isodon sculponeatus（Vaniot） Kudo, along with six known compounds martynoside（2）,verbascoside（3）,（＋）-hydroxypinoresinol-8-...A new phenylethanoid glycoside,seulponisidc（1） was isolated from the aerial parts of Isodon sculponeatus（Vaniot） Kudo, along with six known compounds martynoside（2）,verbascoside（3）,（＋）-hydroxypinoresinol-8-O- β-D-glucoside（4）,cedrusin（5）, 7-megastigmene-3S,5R,6R,7E,9S-tetrol（6） and 4-oxo- β-ionol- β-D-glucopyranoside（7）.Their chemical structures were elucidated from physieochemical data and by acidic hydrolysis.展开更多
Two new ent-kaurane diterpenoids,taihangexcisoidesin C(1) and its acetonide,taihangexcisoidesin D(2) were isolated from the leaves of Isodon excisoides.Their structures were determined by 1D and 2D spectroscopic analy...Two new ent-kaurane diterpenoids,taihangexcisoidesin C(1) and its acetonide,taihangexcisoidesin D(2) were isolated from the leaves of Isodon excisoides.Their structures were determined by 1D and 2D spectroscopic analysis.展开更多
Two new ent-kaurane-type diterpenoids,6β,7β,13α-trihydroxy-1α-acetoxy-7α,20-epoxy-ent-kaur-16-en-15-one（1）and 15β- hydroxy-6,7-seco-6,11β：6,20-diepoxy-1α,7-olide-ent-kaur-16-ene（2）were isolated from the I...Two new ent-kaurane-type diterpenoids,6β,7β,13α-trihydroxy-1α-acetoxy-7α,20-epoxy-ent-kaur-16-en-15-one（1）and 15β- hydroxy-6,7-seco-6,11β：6,20-diepoxy-1α,7-olide-ent-kaur-16-ene（2）were isolated from the Isodon nervosus,and the structures were elucidated by spectroscopic analysis.展开更多
Two new ent-kauranoids, named maoyecrystals A (1) and B (2), were isolated from the EtOAc extract of the dried leaves of Isodon japonica (Burman f.) Hara collected in Tongbai mountains, Henan Province. Their structur...Two new ent-kauranoids, named maoyecrystals A (1) and B (2), were isolated from the EtOAc extract of the dried leaves of Isodon japonica (Burman f.) Hara collected in Tongbai mountains, Henan Province. Their structures were determined on the basis of spectral data, especially by 2D NMR.展开更多
Widely distributed in plants,ent-kaurane diterpenoids could reduce the incidence of inflammatory.The most important active ingredient of Isodon serra(Maxim.)Hara is ent-kaurane diterpenoids,which contribute to the ant...Widely distributed in plants,ent-kaurane diterpenoids could reduce the incidence of inflammatory.The most important active ingredient of Isodon serra(Maxim.)Hara is ent-kaurane diterpenoids,which contribute to the anti-inflammatory pharmacological effects of Isodon serra.However,the ingredients,the active compounds,drug targets,inflammatory targets and exact molecular mechanism of Isodon serra in treating inflammatory are still unclear.The purpose of this study was to use the method of network pharmacological analysis to find the active compounds in Isodon serra.These active compounds match the library of ent-kaurane diterpenoids compounds we established,and we find all the eligible ent-kaurane diterpenoids compounds.Isodon serra related and anti-inflammatory targets were found and then combined to get intersection,which represented potential anti-inflammatory targets of active compounds in Isodon serra.Moreover,anti-inflammatory targets and active compounds targets protein-protein interaction network were merged to get the protein-protein interaction network intersection and core genes in anti-inflammatory target protein-protein interaction network.For the anti-inflammatory targets of Isodon serra,Gene Ontology(GO)and Kyoto Encyclopedia of Genes and Genomes(KEGG)pathway analysis were executed to confirm gene functions of Isodon serra in antagonizing inflammation.Finally,TCMSP analysis identified 10 active compounds out of 48 ent-kaurane.The pathway analysis showed enrichment for different pathways like AGE-RAGE signaling pathway in diabetic complications,small cell lung cancer and human cytomegalovirus infection,which were all connected to inflammatory.On the whole,the proposed method clearly identified the ent-kaurane diterpenoids of Isodon serra and the results gave the active compounds of Isodon serra for the first time.The combining use of the qualitative analysis of traditional Chinese medicine(TCM)and network pharmacological methods could discover potential drug targets and reveal the biological process of TCM,which would open up a new approach in the study of TCM in future.展开更多
Nine new ent-kaurane diterpenoids, named scopariusols L–T(1–9), were isolated from the aerial parts of Isodon scoparius. Their structures were characterized mainly by analyzing the NMR and HR-ESI-MS data, and the ab...Nine new ent-kaurane diterpenoids, named scopariusols L–T(1–9), were isolated from the aerial parts of Isodon scoparius. Their structures were characterized mainly by analyzing the NMR and HR-ESI-MS data, and the absolute configuration of 1 was determined by single-crystal X-ray diffraction. Compound 1 was active against five human tumor cell lines(HL-60, SMMC-7721, A-549, MCF-7, and SW-480), and it also inhibited NO production in LPS-stimulated RAW264.7 cells, with an IC50 value of 0.6 μmol·L-1.展开更多
A new ent-abietane diterpenoid, named dayecrystal C, was isolated from the EtOAc extract of the dried leaves of Isodon macrophyllus. Its structure was determined on the basis of spectroscopic methods.
The structures of two new abietane quinones, named micranthins A and B, were determined to be 7a-methoxy-14, 16-epoxy-8, 13-abietadiene-11, 12-dione (1) and 16-acetoxy-6, 7-dehydroroyleanone (2) respectively, which we...The structures of two new abietane quinones, named micranthins A and B, were determined to be 7a-methoxy-14, 16-epoxy-8, 13-abietadiene-11, 12-dione (1) and 16-acetoxy-6, 7-dehydroroyleanone (2) respectively, which were isolated from Isodon lophanthoides var. micranthus.展开更多
Two new diterpenoids, maoecrystal U and epi-maoecrystal P were isolated from the leaves of Isodon eriocalyx. Their structures were determined as 6 beta-acetoxy-15 beta-hydroxy-3 alpha, 20epoxy-ent-kaur-16-ene-1,7-dion...Two new diterpenoids, maoecrystal U and epi-maoecrystal P were isolated from the leaves of Isodon eriocalyx. Their structures were determined as 6 beta-acetoxy-15 beta-hydroxy-3 alpha, 20epoxy-ent-kaur-16-ene-1,7-dione 1 and 16 (s)-methoxymethyl-6 beta,7 beta-dihydroxy-7 alpha,20-epoxy-ent-kaur-2,3-ethenylene-1, 15-dione 2 respectively, by spectroscopic methods.展开更多
基金supported by the National Key R&D Program of China(No.2023YFD1601400)Jiangsu Outstanding Youth Fund Project(No.BK20231535)+2 种基金the National Natural Science Foundation of China(Nos.82074068 and 82430118)the Basic Research Project for the Development of Modern Industrial College of Traditional Chinese Medicine and Health at Lishui University,Specialized Research Funds from the State Key Laboratory of Natural Medicines,China Pharmaceutical University(SKLNMZZ2024JS25)the 111 Project(No.B18056)。
文摘Eight new diterpenoids,Isodons A-H(1-8),comprising seco-abietane and abietane-type structures,together with 13 known analogues(9-21),were isolated from Isodon lophanthoides(Buch.-Ham.ex D.Don)Hara.The compounds(+)-3/(-)-3,(+)-4/(-)-4,and(+)-5/(-)-5 were identified as three enantiomeric pairs.The planar structures and absolute configurations of 1-8 were determined through high-resolution electrospray ionization mass spectrometry(HR-ESI-MS),1D&2D nuclear magnetic resonance(NMR)spectroscopy,electronic circular dichroism(ECD)calculations,and X-ray diffraction crystallography.A cholesterol 7α-hydroxylase(Cyp7a1)luciferase reporter assay revealed significant anti-cholestatic activities for compounds 1,(+)-4,6,7,12-14,and 16.Additionally,compound 6 demonstrated anti-cholestatic effects through the farnesoid X receptor(FXR)-associated signaling pathways in vitro and in vivo.These findings suggest potential applications for I.Lophanthoides in pharmaceutical development.
基金supported by the National Natural Science Foundation of China(82170481,82570069)Anhui Natural Science Foundation(2008085J39 and 2108085MH314)+1 种基金Anhui Province Innovation Team of Authentic Medicinal Materials Development and High Value Utilization(2022AH010080)Suzhou University Joint Cultivation Postgraduate Research Innovation Fund Project(2023KYCX04)。
文摘Chronic obstructive pulmonary disease(COPD)is a respiratory condition characterized by several symptoms.The pathogenesis of COPD is complex and involves multiple factors.A fantastic drug from traditional Chinese medicine,Isodon Suzhouensis(ISZ)is a perennial herb belonging to the Labiaceae family.It has the functions of resolving phlegm,removing stasis,promoting blood circulation and eliminating qi stagnation.ISZ has been found to possess great potential against COPD.Present study is focused on identifying micro RNA(mi RNA)biomarkers for COPD and determining the role of ISZ leaf extract in regulating the disease through mi RNA expression in serum exosomes.The Sprague Dawley(SD)rats were randomly divided into control group,COPD group and COPD+ISZ group.After the establishment of the model,the rats were sacrificed,and the results were compared with the control group.Then the total RNA of rat serum was extracted and identified by nanoparticle tracker.Finally,high-throughput screening and sequencing were performed to screen mi RNAs with significant differential expression.Then,different databases were used to figure out the possible target genes,and their functions were assessed by employing Gene Ontology(GO)as well as Kyoto Encyclopedia of Genes and Genomes(KEGG)analyses.The sequencing results were then further verified by q RT-PCR.The results pointed out that these 17 differentially expressed mi RNAs may have the potential of diagnostic and prognostic biomarkers against COPD.Interestingly,it was also found that ISZ leaf extract may regulate the occurrence of COPD by affecting the expression of mi RNAs.This study identified the biomarkers of COPD and clarified the mechanism of the treatment of COPD by ISZ leaf extract,which is helpful to improve the level of early diagnosis and treatment of COPD.
基金supported by the National Natural Science Foundation of China(82170481)Anhui Natural Science Foundation(2008085J39 and 2108085MH314)+2 种基金Excellent Top-notch Talents Training Program of Anhui Universities(gxbjZD2022073)Anhui Province Innovation Team of Authentic Medicinal Materials Development and High Value Utilization(2022AH010080)Suzhou University Joint Cultivation Postgraduate Research Innovation Fund Project(2023KYCX04).
文摘Corona Virus Disease 2019(COVID-19)has brought the new challenges to scientific research.Isodon suzhouensis has good anti-inflammatory and antioxidant stress effects,which is considered as a potential treatment for COVID-19.The possibility for the treatment of COVID-19 with I.suzhouensis and its potential mechanism of action were explored by employing molecular docking and network pharmacology.Network pharmacology and molecular docking were used to screen drug targets,and lipopolysaccharide(LPS)induced RAW264.7 and NR8383 cells inflammation model was used for experimental verification.Collectively a total of 209 possible linkages against 18 chemical components from I.suzhouensis and 1194 COVID-19 related targets were selected.Among these,164 common targets were obtained from the intersection of I.suzhouensis and COVID-19.Gene Ontology(GO)and Kyoto Encyclopedia of Genes and Genomes(KEGG)enriched 582 function targets and 87 target proteins pathways,respectively.The results from molecular docking studies revealed that rutin,vitexin,isoquercitrin and quercetin had significant binding ability with 3 chymotrypsin like protease(3CLpro)and angiotensin converting enzyme 2(ACE2).In vitro studies showed that I.suzhouensis extract(ISE)may inhibit the activation of PI3K/Akt pathway and the expression level of downstream proinflammatory factors by inhibiting the activation of epidermal growth factor receptor(EGFR)in RAW264.7 cells induced by LPS.In addition,ISE was able to inhibit the activation of TLR4/NF-κB signaling pathway in NR8383 cells exposed to LPS.Overall,the network pharmacology and in vitro studies conclude that active components from I.suzhouensis have strong therapeutic potential against COVID-19 through multi-target,multi-pathway dimensions and can be a promising candidate against COVID-19.
基金supported by the National Science Fund for Distinguished Young Scholars(82325047)Second Tibetan Plateau Scientific Expedition and Research(STEP)program(2019QZKK0502)+1 种基金NSFC-Joint Foundation of Yunnan Province(U2002221)Youth Innovation Promotion Association CAS(2023409).
文摘Three new ent-kaurane diterpenoids,silvaticusins A-C(1-3),along with a new ent-kaurane dimer silvaticusin D(4)were isolated from the aerial parts of Isodon silvaticus.The structures of these new compounds were established mainly by comprehensive analysis of their NMR and MS data.The absolute configuration of compounds 1 and 4 were determined using a single-crystal X-ray diffraction and computational methods,respectively.Compounds 2 and 3 were found to exhibit remarkable cytotoxic effects against five human tumor cell lines(HL-60,A-549,SMMC-7721,MDA-MB-231,and SW-480),with IC_(50) values spanning from 1.27±0.08 to 7.52±0.33μM.
文摘[Objectives]This study was conducted to explore the anti-tumor substances and mechanism of Isodon suzhouensis roots based on high performance liquid chromatography-quadrupole-time-of-flight mass spectrometry(UPLC-Q-TOF-MS),network pharmacology and molecular docking verification.[Methods]Main chemical composition information in I.suzhouensis roots was confirmed based on UPLC-Q-TOF-MS/MS,literature and databases.The targets of active components in I.suzhouensis roots were predicted by Swiss Target Prediction database.Relevant targets of cancer were obtained from GeneCards,OMIM,and TTD databases.The intersecting targets of drug active component targets and disease targets were obtained using Venn diagram,and a protein-protein interaction network(PPI)was constructed by using STRING database.GO enrichment analysis and KEGG pathway analysis were carried out through the Metascape database.An"active component-antitumor targets-enrichment pathway"network was constructed with the Cytoscape software.Molecular docking was used for preliminary verification.[Results]A total of 58 compounds were identified from the roots of I.suzhouensis,showing 55 antitumor active components and 202 potential targets.Network pharmacology analysis showed that I.suzhouensis roots might acted on AKT1,TP53,ALB,GAPDH,CTNNB1,SRC and other core targets through dehydrodiisoeugenol,tetramethylcurcumin,isosteviol,ursonic acid,echinocystic acid,oleanonic acid and other active compounds,regulating pathways in cancer,PI3K/Akt,lipid and atherosclerosis,prostate cancer,proteoglycans in cancer,AGE-RAGE and other pathways,thus exerting antitumor effects.The results of molecular docking verification showed that the antitumor components of I.suzhouensis roots had strong binding activity with disease target proteins.[Conclusions]The effective components of I.suzhouensis roots can exert antitumor effects through multiple components,multiple targets and multiple pathways,providing a scientific and reasonable theoretical basis for subsequent research.
文摘Two new ent-kauranoids, tenuifolin A (3beta,6alpha, 15beta-trihydroxy-1alpha, 7beta-diacetoxy-11beta, 16beta-epoxy-ent-kaurane) (1) and tenuifolin B (1alpha,6alpha, 11beta-trihydroxy-3beta,7beta-diacetoxy-ent-kaur-16-en-15-one) (2), together with four known compounds were isolated from the aerial parts of Isodon tenuifolia (W. W. Smith) Kudo collected from Zhongdian County, Yunnan Province, China. Their structures were determined by the spectral methods (including 2D NMR techniques).
文摘A new lignan, together with a known one, was isolated from Isodon lophanthoides var. gerardianus [Bentham] H. Hara. The structure of the new lignan was elucidated as 1_acetoxyl_2e_piperonyl_6e_[6_methoxyl_piperonyl]_3,7_dioxabicyclo_[3,3,0]_octane mainly by 1D and 2D NMR techniques.
文摘Three new ent-kaurene diterpenoids, adenanthins N, 0 and P (1-3), and four known diterpenoids, leucophyllin E (4), glabcensin C (5), adenanthin A (6), leucophyllin B (7), together with a highly unsaturated fatty acid, 9,16-dioxo-10,1 2,14-octadeca-trienoic acid (8), were isolated from Isodon adenanthus (Diels) Kudo. The structure of compound 4 was revised accordingly. Compound I showed significant cytotoxic activity against K562 cells with IC50 = 0.45 mug/mL.
文摘Two new ent-kaurane diterpenoids taihangexcisoidesin A and B （1 and 2）, were isolated from the EtOAc extract of the leaves of lsodon excisoides. Their structures were determined on the basis of spectroscopic methods.
文摘One new ent-kaurane diterpenoid,named maoyecrystal L was isolated from the EtOAc extract of the dried leaves of lsodon japonica.Its structure was established by various spectroscopic means and confirmed by X-ray crystallographic analysis.
文摘From the aerial part of Isodon serra, two new ent-6,7-seco-kaurane-type diterpenoids, 15α,20β-dihydroxy-6β- methoxy-6,7- seco-6,20-epoxy-1,7-olide-ent-kaur-16-ene （1） and 6α,15α-dihydroxy-20-aldehyde-6,7-seco-6,11α-epoxy-1,7-olide-ent-kaur-16- ene （2） were isolated. Their structures were elucidated by spectroscopic means.
基金supported financially by the NSFC(Nos.30772637 to H.D.Sun,and 30830119 to S.J.Chen)the NSFC-Joint Foundation of Yunnan Province(No.U0832602 to H.D.Sun)+2 种基金the Major State Basic Research Development Program of China(No.2009CB522300 and 2009CB940900)the Natural Science Foundation of Yunnan Province(No.2008CD162)the Science and technology plan project of Yunnan Province(No. 2008IF010)
文摘A new phenylethanoid glycoside,seulponisidc（1） was isolated from the aerial parts of Isodon sculponeatus（Vaniot） Kudo, along with six known compounds martynoside（2）,verbascoside（3）,（＋）-hydroxypinoresinol-8-O- β-D-glucoside（4）,cedrusin（5）, 7-megastigmene-3S,5R,6R,7E,9S-tetrol（6） and 4-oxo- β-ionol- β-D-glucopyranoside（7）.Their chemical structures were elucidated from physieochemical data and by acidic hydrolysis.
文摘Two new ent-kaurane diterpenoids,taihangexcisoidesin C(1) and its acetonide,taihangexcisoidesin D(2) were isolated from the leaves of Isodon excisoides.Their structures were determined by 1D and 2D spectroscopic analysis.
文摘Two new ent-kaurane-type diterpenoids,6β,7β,13α-trihydroxy-1α-acetoxy-7α,20-epoxy-ent-kaur-16-en-15-one（1）and 15β- hydroxy-6,7-seco-6,11β：6,20-diepoxy-1α,7-olide-ent-kaur-16-ene（2）were isolated from the Isodon nervosus,and the structures were elucidated by spectroscopic analysis.
文摘Two new ent-kauranoids, named maoyecrystals A (1) and B (2), were isolated from the EtOAc extract of the dried leaves of Isodon japonica (Burman f.) Hara collected in Tongbai mountains, Henan Province. Their structures were determined on the basis of spectral data, especially by 2D NMR.
基金Hebei Administration of Traditional Chinese Medicine(Grant No.2021133)the Natural Science Foundation of Hebei Province of China(Grant No.H2019206562)the Key Projects of Hebei Education Department(Grant No.ZD2017244)。
文摘Widely distributed in plants,ent-kaurane diterpenoids could reduce the incidence of inflammatory.The most important active ingredient of Isodon serra(Maxim.)Hara is ent-kaurane diterpenoids,which contribute to the anti-inflammatory pharmacological effects of Isodon serra.However,the ingredients,the active compounds,drug targets,inflammatory targets and exact molecular mechanism of Isodon serra in treating inflammatory are still unclear.The purpose of this study was to use the method of network pharmacological analysis to find the active compounds in Isodon serra.These active compounds match the library of ent-kaurane diterpenoids compounds we established,and we find all the eligible ent-kaurane diterpenoids compounds.Isodon serra related and anti-inflammatory targets were found and then combined to get intersection,which represented potential anti-inflammatory targets of active compounds in Isodon serra.Moreover,anti-inflammatory targets and active compounds targets protein-protein interaction network were merged to get the protein-protein interaction network intersection and core genes in anti-inflammatory target protein-protein interaction network.For the anti-inflammatory targets of Isodon serra,Gene Ontology(GO)and Kyoto Encyclopedia of Genes and Genomes(KEGG)pathway analysis were executed to confirm gene functions of Isodon serra in antagonizing inflammation.Finally,TCMSP analysis identified 10 active compounds out of 48 ent-kaurane.The pathway analysis showed enrichment for different pathways like AGE-RAGE signaling pathway in diabetic complications,small cell lung cancer and human cytomegalovirus infection,which were all connected to inflammatory.On the whole,the proposed method clearly identified the ent-kaurane diterpenoids of Isodon serra and the results gave the active compounds of Isodon serra for the first time.The combining use of the qualitative analysis of traditional Chinese medicine(TCM)and network pharmacological methods could discover potential drug targets and reveal the biological process of TCM,which would open up a new approach in the study of TCM in future.
基金supported by the National Natural Science Foundation of China(No.21322204)the NSFC-Joint Foundation of Yunnan Province(No.U1302223)
文摘Nine new ent-kaurane diterpenoids, named scopariusols L–T(1–9), were isolated from the aerial parts of Isodon scoparius. Their structures were characterized mainly by analyzing the NMR and HR-ESI-MS data, and the absolute configuration of 1 was determined by single-crystal X-ray diffraction. Compound 1 was active against five human tumor cell lines(HL-60, SMMC-7721, A-549, MCF-7, and SW-480), and it also inhibited NO production in LPS-stimulated RAW264.7 cells, with an IC50 value of 0.6 μmol·L-1.
文摘A new ent-abietane diterpenoid, named dayecrystal C, was isolated from the EtOAc extract of the dried leaves of Isodon macrophyllus. Its structure was determined on the basis of spectroscopic methods.
文摘The structures of two new abietane quinones, named micranthins A and B, were determined to be 7a-methoxy-14, 16-epoxy-8, 13-abietadiene-11, 12-dione (1) and 16-acetoxy-6, 7-dehydroroyleanone (2) respectively, which were isolated from Isodon lophanthoides var. micranthus.
文摘Two new diterpenoids, maoecrystal U and epi-maoecrystal P were isolated from the leaves of Isodon eriocalyx. Their structures were determined as 6 beta-acetoxy-15 beta-hydroxy-3 alpha, 20epoxy-ent-kaur-16-ene-1,7-dione 1 and 16 (s)-methoxymethyl-6 beta,7 beta-dihydroxy-7 alpha,20-epoxy-ent-kaur-2,3-ethenylene-1, 15-dione 2 respectively, by spectroscopic methods.
