Derris fordii and Derris elliptica belong to the Derris genus of the Fabaceae family, distinguished by their high isoflavonoid content, particularly rotenoids, which hold significance in pharmaceuticals and agricultur...Derris fordii and Derris elliptica belong to the Derris genus of the Fabaceae family, distinguished by their high isoflavonoid content, particularly rotenoids, which hold significance in pharmaceuticals and agriculture. Rotenone, as a prominent rotenoid, has a longstanding history of use in pesticides, veterinary applications, medicine, and medical research. The accumulation of rotenoids within Derris plants adheres to species-specific and tissue-specific patterns and is also influenced by environmental factors. Current research predominantly addresses extraction techniques, pharmacological applications, and pesticide formulations, whereas investigations into the biosynthesis pathway and regulatory mechanism of rotenoids remain relatively scarce. In this study, we observed notable differences in rotenone content across the roots, stems, and leaves of D. fordii, as well as within the roots of D. elliptica. Utilizing RNA sequencing (RNA-seq), we analyzed the transcriptomes and expression profiles of unigenes from these four tissues, identifying a total of 121,576 unigenes. Differentially expressed genes (DEGs) across four comparison groups demonstrated significant enrichment in the phenylpropanoid and flavonoid biosynthesis pathways. Key unigenes implicated in the rotenoid biosynthesis pathway were identified, with PAL, C4H, CHS, CHI, IFS, and HI4OMT playing critical roles in D. fordii, while IFS and HI4OMT were determined to be essential for rotenoid biosynthesis in D. elliptica. These findings enhance our understanding of the biosynthesis mechanism of rotenoids in Derris species. The unigenes identified in this study represent promising candidates for future investigations aimed at validating their roles in rotenoid biosynthesis.展开更多
Four hitherto unknown prenylated isoflavonoids,named derrisisoflavones H-K(1-4)and one new isoflavan,namely 6-hydroxyisosativan(5),were isolated from the ethanol extract of Derris robusta.Their structures were elucida...Four hitherto unknown prenylated isoflavonoids,named derrisisoflavones H-K(1-4)and one new isoflavan,namely 6-hydroxyisosativan(5),were isolated from the ethanol extract of Derris robusta.Their structures were elucidated on the basis of extensive spectroscopic studies.To our knowledge,derrisisoflavones J(3)and K(4)are the first examples of hydroxyethylated isoflavonoid.展开更多
Two new rotenoids 4＇,5＇-dihydroxy-6a,12a-dehydrodeguelin （1）,11.4t,5＇-tdhydroxy-6a,12a-dehydrodeguelin （2）, along with two known rotenoids rotenone and deguelin were isolated from the root of Derris elliptica c...Two new rotenoids 4＇,5＇-dihydroxy-6a,12a-dehydrodeguelin （1）,11.4t,5＇-tdhydroxy-6a,12a-dehydrodeguelin （2）, along with two known rotenoids rotenone and deguelin were isolated from the root of Derris elliptica collected in Guangdong Province, China. Their structures were established by extensive spectroscopic analysis.展开更多
OBJECTIVE The emerging role of chronic inflammation is the major degenerative diseases of modern society such as periodontitis,atherosclerosis,rheumatoid arthritis,Parkinson′s disease and even cancer.Eight components...OBJECTIVE The emerging role of chronic inflammation is the major degenerative diseases of modern society such as periodontitis,atherosclerosis,rheumatoid arthritis,Parkinson′s disease and even cancer.Eight components were isolated from Derris laxiflora Benth.,In this study,we found these compounds from Derris laxiflora Benth suppress lipopolysaccharide-induced inflammatory response in murine macrophage(RAW 264.7)cells.METHODS RAW 264.7cells were cultured in DMEM media supplemented with 10%(V/V)heated-inactivated FBS,penicillin 100U·mL-1 and streptomycin 100μg·mL-1.The cells were incubated at 37℃in a humidified atmosphere of 5%CO2in air.RAW264.7cells were seeded in a 24-well plate at a density of 2×105 mL-1 and then incubated with or without LPS(100ng·mL-1)in the absence or presence of compounds for 24 h.Effects of these isolates on NO production were measured indirectly by analysis of nitrite levels using the Griess reaction.Quercetin was used as a positive control.RESULTS ight components were isolated from Derris laxiflora Benth.,including three new pterocarpans 7,6′-dihydroxy-3′-methoxypterocarpan(1),derrispisatin(2),derriscoumaronochromone(3)and three new flavonoids cis-3,4′-dihydroxy-5,7-dimethoxyflavan(4),derriflavanone B(5),iso-lupinenol(6)as well as two known ones,lonchocarpol A(7)and lonchocarpol D(8).The structures of these new compounds were determined by analysis of their spectroscopic data.Raw264.7 cells were treated with the compounds from Derris laxiflora Benth for 24 h.Among them,compounds 5,7 and 8 significantly suppressed the NO production in LPS-treated RAW264.7 cells with IC50 values<10μg·mL-1.CONCLUSION In this study,we found that compounds from Derris laxiflora Benth suppresses lipopolysaccharide-induced inflammatory response in murine Raw264.7 cells.展开更多
Four hitherto unknown 6a,11b-dihydroxypterocarpans,namely pterocarpadiols A–D(1–4),were isolated from the ethanol extract of the twigs and leaves of Derris robusta.Their structures were elucidated on the basis of ex...Four hitherto unknown 6a,11b-dihydroxypterocarpans,namely pterocarpadiols A–D(1–4),were isolated from the ethanol extract of the twigs and leaves of Derris robusta.Their structures were elucidated on the basis of extensive spectroscopic analysis.Pterocarpadiols A–D are a kind of very rare 6a,11b-dihydroxypterocarpans,and their presence as markers may be helpful in chemotaxonomical classification.展开更多
The discovery of novel botanical pesticides as a preferred alternative to synthetic pesticides is regarded as an environmentally friendly strategy,yet it remains a great challenge due to limited insights into the synt...The discovery of novel botanical pesticides as a preferred alternative to synthetic pesticides is regarded as an environmentally friendly strategy,yet it remains a great challenge due to limited insights into the synthesis and accumulation of active ingredient intermediates.Herein,we demonstrate the use of gold nanoparticle(AuNP)-assisted laser desorption/ionization mass spectrometry imaging(LDI-MSI)for the tissue-specific distribution and spatiotemporal accumulation effect of rotenone and active ingredient intermediates in its biosynthetic pathway within the roots of Derris elliptica.The MSI results revealed that rotenone was mainly concentrated in the epidermis,cortex,and xylem in the first two years and began to accumulate in the phloem since the 3rd year.Meanwhile,the rotenone contents increased in the epidermis,cortex,and xylem in the 4th year and finally decreased in the 5th year.The ultra-performance liquid chromatography(UPLC)results revealed that there was a significant difference in rotenone content between the root and non-root bark(p<0.05)except for the 1st year.It reached its maximum value at 9.71%in the root bark in the 4th year and 7.98%in the non-root bark in the 1st year,which was in accordance with the MSI results.Additionally,the active ingredient intermediates in the Hydroxylation/Methylation and Rotenoid Phases of the biosynthetic pathway of rotenone were concentrated in the root region.Taken together,the collective results provide the scientific guidance for the scientific cultivation of D.elliptica and the efficient extraction of botanical pesticides.展开更多
We evaluated the effects of Ralstonia solanacearum (Rs) induced biotic stress in three mangroves, viz., Avicennia officinalis, Derris trifoliata and Excoecaria agallocha. These plants were grown in pots as well as hyd...We evaluated the effects of Ralstonia solanacearum (Rs) induced biotic stress in three mangroves, viz., Avicennia officinalis, Derris trifoliata and Excoecaria agallocha. These plants were grown in pots as well as hydroponic systems with sufficient controls, and about 8 × 104 colony forming units of Rs suspension was injected into the healthy test plants (saplings). The plants were subjected to biochemical and isozyme analyses. Upon induction of Rs stress, highly significant (p 0.01) biochemical changes (%) were noticed in respect to controls: carbohydrate content was generally high (24-36) in all plants;hydroponic mangroves showed higher starch content, mangroves under hydroponic system showed increased reducing sugars (29-46), almost all mangroves showed increased protein content;phenolics showed a swing of decrease or increase between plants grown in pot and hydroponic systems;and all plants in general showed higher proline content. Regarding oxidative stress isozymes (OSE) and superoxide dismutase (EC1.15.1.1), mangroves showed 1 or 2 additional isozymes with comparable relative mobility;similarly 1 or 2 additional peroxidase (EC1.11.1.7) isozymes were found in mangroves grown under hydroponic system. Briefly, Rs induced biotic stress did not cause any wilt symptom in all the 3 mangroves tested, but their normal biochemical and OSE patterns, especially of those grown as hydroponics were elicited to significantly higher levels.展开更多
1956年,胡安·米罗(Joan Mir 6)为《Derriè re le Miroir》杂志创作了这幅彩色石版画,并刊载于其10周年特刊上。后来,该版画又以限量版形式单独发行。画面中间,明快的蓝色背景上,黑色方形与红色圆形组成的镜子意象居于右侧,左...1956年,胡安·米罗(Joan Mir 6)为《Derriè re le Miroir》杂志创作了这幅彩色石版画,并刊载于其10周年特刊上。后来,该版画又以限量版形式单独发行。画面中间,明快的蓝色背景上,黑色方形与红色圆形组成的镜子意象居于右侧,左侧伫立着一个抽象化的女性形象。她的身体由块面拼接而成,线条简练流畅,宛如孩童绘画般稚拙纯粹,却在天真烂漫中透露出强烈的生命活力。画面四周点缀着鱼、星辰以及各种形态奇异的形象,构成了活泼而充满幻想的空间。展开更多
基金Guangxi Science and Technology Base and Talent Special Fund,Project No.AD21220130Guangxi Key Laboratory of Plant Conservation and Restoration Ecology in Karst Terrain,Project No.20-065-7Guangxi Institute of Botany Fund,Project No.21014.
文摘Derris fordii and Derris elliptica belong to the Derris genus of the Fabaceae family, distinguished by their high isoflavonoid content, particularly rotenoids, which hold significance in pharmaceuticals and agriculture. Rotenone, as a prominent rotenoid, has a longstanding history of use in pesticides, veterinary applications, medicine, and medical research. The accumulation of rotenoids within Derris plants adheres to species-specific and tissue-specific patterns and is also influenced by environmental factors. Current research predominantly addresses extraction techniques, pharmacological applications, and pesticide formulations, whereas investigations into the biosynthesis pathway and regulatory mechanism of rotenoids remain relatively scarce. In this study, we observed notable differences in rotenone content across the roots, stems, and leaves of D. fordii, as well as within the roots of D. elliptica. Utilizing RNA sequencing (RNA-seq), we analyzed the transcriptomes and expression profiles of unigenes from these four tissues, identifying a total of 121,576 unigenes. Differentially expressed genes (DEGs) across four comparison groups demonstrated significant enrichment in the phenylpropanoid and flavonoid biosynthesis pathways. Key unigenes implicated in the rotenoid biosynthesis pathway were identified, with PAL, C4H, CHS, CHI, IFS, and HI4OMT playing critical roles in D. fordii, while IFS and HI4OMT were determined to be essential for rotenoid biosynthesis in D. elliptica. These findings enhance our understanding of the biosynthesis mechanism of rotenoids in Derris species. The unigenes identified in this study represent promising candidates for future investigations aimed at validating their roles in rotenoid biosynthesis.
基金This work was financially supported by the “Large-scale Compound Library”project of National Development and Reform Commission of China.
文摘Four hitherto unknown prenylated isoflavonoids,named derrisisoflavones H-K(1-4)and one new isoflavan,namely 6-hydroxyisosativan(5),were isolated from the ethanol extract of Derris robusta.Their structures were elucidated on the basis of extensive spectroscopic studies.To our knowledge,derrisisoflavones J(3)and K(4)are the first examples of hydroxyethylated isoflavonoid.
基金Research Foundation for University Ph.D.Program,Ministry of Education of P.R.China(No.20070316003).
文摘Two new rotenoids 4＇,5＇-dihydroxy-6a,12a-dehydrodeguelin （1）,11.4t,5＇-tdhydroxy-6a,12a-dehydrodeguelin （2）, along with two known rotenoids rotenone and deguelin were isolated from the root of Derris elliptica collected in Guangdong Province, China. Their structures were established by extensive spectroscopic analysis.
基金The project supported by Department of Industrial Technology,Ministry of Economic Affairs,Chinese TaipeiMedical and Pharmaceutical Industry Technology and Development Center
文摘OBJECTIVE The emerging role of chronic inflammation is the major degenerative diseases of modern society such as periodontitis,atherosclerosis,rheumatoid arthritis,Parkinson′s disease and even cancer.Eight components were isolated from Derris laxiflora Benth.,In this study,we found these compounds from Derris laxiflora Benth suppress lipopolysaccharide-induced inflammatory response in murine macrophage(RAW 264.7)cells.METHODS RAW 264.7cells were cultured in DMEM media supplemented with 10%(V/V)heated-inactivated FBS,penicillin 100U·mL-1 and streptomycin 100μg·mL-1.The cells were incubated at 37℃in a humidified atmosphere of 5%CO2in air.RAW264.7cells were seeded in a 24-well plate at a density of 2×105 mL-1 and then incubated with or without LPS(100ng·mL-1)in the absence or presence of compounds for 24 h.Effects of these isolates on NO production were measured indirectly by analysis of nitrite levels using the Griess reaction.Quercetin was used as a positive control.RESULTS ight components were isolated from Derris laxiflora Benth.,including three new pterocarpans 7,6′-dihydroxy-3′-methoxypterocarpan(1),derrispisatin(2),derriscoumaronochromone(3)and three new flavonoids cis-3,4′-dihydroxy-5,7-dimethoxyflavan(4),derriflavanone B(5),iso-lupinenol(6)as well as two known ones,lonchocarpol A(7)and lonchocarpol D(8).The structures of these new compounds were determined by analysis of their spectroscopic data.Raw264.7 cells were treated with the compounds from Derris laxiflora Benth for 24 h.Among them,compounds 5,7 and 8 significantly suppressed the NO production in LPS-treated RAW264.7 cells with IC50 values<10μg·mL-1.CONCLUSION In this study,we found that compounds from Derris laxiflora Benth suppresses lipopolysaccharide-induced inflammatory response in murine Raw264.7 cells.
基金This work was financially supported by the“Large-scale Compound Library”project of National Development and Reform Commission of China.
文摘Four hitherto unknown 6a,11b-dihydroxypterocarpans,namely pterocarpadiols A–D(1–4),were isolated from the ethanol extract of the twigs and leaves of Derris robusta.Their structures were elucidated on the basis of extensive spectroscopic analysis.Pterocarpadiols A–D are a kind of very rare 6a,11b-dihydroxypterocarpans,and their presence as markers may be helpful in chemotaxonomical classification.
基金the financial support from the Spring Sunshine Programme by the Ministry of Education of China(No.HZKY20220113)Natural Science Foundation of Guangdong Province(No.2023A1515030241)+2 种基金the Youth Talent Support Programme of Guangdong Provincial Association for Science and Technology(No.SKXRC202315)Young Talent Support Project of Guangzhou Association for Science and Technology(No.QT20220101031)supported by the Science and Technology Planning Project of Guangzhou(No.SL2022A04J00958).
文摘The discovery of novel botanical pesticides as a preferred alternative to synthetic pesticides is regarded as an environmentally friendly strategy,yet it remains a great challenge due to limited insights into the synthesis and accumulation of active ingredient intermediates.Herein,we demonstrate the use of gold nanoparticle(AuNP)-assisted laser desorption/ionization mass spectrometry imaging(LDI-MSI)for the tissue-specific distribution and spatiotemporal accumulation effect of rotenone and active ingredient intermediates in its biosynthetic pathway within the roots of Derris elliptica.The MSI results revealed that rotenone was mainly concentrated in the epidermis,cortex,and xylem in the first two years and began to accumulate in the phloem since the 3rd year.Meanwhile,the rotenone contents increased in the epidermis,cortex,and xylem in the 4th year and finally decreased in the 5th year.The ultra-performance liquid chromatography(UPLC)results revealed that there was a significant difference in rotenone content between the root and non-root bark(p<0.05)except for the 1st year.It reached its maximum value at 9.71%in the root bark in the 4th year and 7.98%in the non-root bark in the 1st year,which was in accordance with the MSI results.Additionally,the active ingredient intermediates in the Hydroxylation/Methylation and Rotenoid Phases of the biosynthetic pathway of rotenone were concentrated in the root region.Taken together,the collective results provide the scientific guidance for the scientific cultivation of D.elliptica and the efficient extraction of botanical pesticides.
文摘We evaluated the effects of Ralstonia solanacearum (Rs) induced biotic stress in three mangroves, viz., Avicennia officinalis, Derris trifoliata and Excoecaria agallocha. These plants were grown in pots as well as hydroponic systems with sufficient controls, and about 8 × 104 colony forming units of Rs suspension was injected into the healthy test plants (saplings). The plants were subjected to biochemical and isozyme analyses. Upon induction of Rs stress, highly significant (p 0.01) biochemical changes (%) were noticed in respect to controls: carbohydrate content was generally high (24-36) in all plants;hydroponic mangroves showed higher starch content, mangroves under hydroponic system showed increased reducing sugars (29-46), almost all mangroves showed increased protein content;phenolics showed a swing of decrease or increase between plants grown in pot and hydroponic systems;and all plants in general showed higher proline content. Regarding oxidative stress isozymes (OSE) and superoxide dismutase (EC1.15.1.1), mangroves showed 1 or 2 additional isozymes with comparable relative mobility;similarly 1 or 2 additional peroxidase (EC1.11.1.7) isozymes were found in mangroves grown under hydroponic system. Briefly, Rs induced biotic stress did not cause any wilt symptom in all the 3 mangroves tested, but their normal biochemical and OSE patterns, especially of those grown as hydroponics were elicited to significantly higher levels.
文摘1956年,胡安·米罗(Joan Mir 6)为《Derriè re le Miroir》杂志创作了这幅彩色石版画,并刊载于其10周年特刊上。后来,该版画又以限量版形式单独发行。画面中间,明快的蓝色背景上,黑色方形与红色圆形组成的镜子意象居于右侧,左侧伫立着一个抽象化的女性形象。她的身体由块面拼接而成,线条简练流畅,宛如孩童绘画般稚拙纯粹,却在天真烂漫中透露出强烈的生命活力。画面四周点缀着鱼、星辰以及各种形态奇异的形象,构成了活泼而充满幻想的空间。
