[Objectives]This study was conducted to explore the action mechanism of chemical components from stems of Isodon suzhouensis on prostate cancer based on UPLC-Q-TOF-MS/MS technique,network pharmacology,and molecular do...[Objectives]This study was conducted to explore the action mechanism of chemical components from stems of Isodon suzhouensis on prostate cancer based on UPLC-Q-TOF-MS/MS technique,network pharmacology,and molecular docking validation.[Methods]UPLC-Q-TOF-MS/MS was applied to search active components in stems of I.suzhouensis,and SwissTargetPrediction and PharmaMapper databases were used to predict their potential targets.The GeneCards database was adopted to screen the targets of prostate cancer,and the targets of the active components and the targets of prostate cancer were intersected to obtain common targets.A protein-protein interaction network was constructed,and also,an"active component-target-disease-pathway"network was constructed using Metascape for gene ontology function and Kyoto Encyclopedia of Genes and Genomes pathway enrichment analysis.Moreover,AutoDock was adopted to perform molecular docking verification on key active components and core targets.[Results]Sixty three active components were screened from stems of I.suzhouensis,and they had 233 common targets with prostate cancer,mainly involving biological processes such as protein phosphorylation,response to hormones,active regulation of cell movement,cell response to lipids,and response to oxidative stress,as well as pathways in cancer,prostate cancer,micro ribonucleic acids in cancer,p53 signaling pathway,NF-κB signaling pathway and other signaling pathways,exerting anti-tumor effects.Molecular docking showed that the top 5 key active components had good binding ability with the top 5 core targets.[Conclusions]Active components from stems of I.suzhouensis can exert therapeutic effects on prostate cancer through multiple targets and pathways.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.
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-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
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.
Two new diterpenoids taibairubescensin A (1) and B (2) have been isolated from Isodon rubescens. The structures of compound 1 and 2 were elucidated as 2 beta,3 beta-diacetoxy-11 beta,13 alpha-dihydroxy-ent-kaur- 16-en...Two new diterpenoids taibairubescensin A (1) and B (2) have been isolated from Isodon rubescens. The structures of compound 1 and 2 were elucidated as 2 beta,3 beta-diacetoxy-11 beta,13 alpha-dihydroxy-ent-kaur- 16-en-15-one (1) and 3 beta,11 beta-diacetoxy-2 beta,6 alpha-dihydroxy-ent-kaur-16-en-15-one (2) on the basis of spectroscopic analysis.展开更多
Two new ent-kaurane diterpenoids, sculponeatins L (1) and M (2), were isolated from the EtOAc extract of Isodon sculponeata. Their structures were elucidated by spectroscopic evidences. The cytotoxicities of 1 and 2...Two new ent-kaurane diterpenoids, sculponeatins L (1) and M (2), were isolated from the EtOAc extract of Isodon sculponeata. Their structures were elucidated by spectroscopic evidences. The cytotoxicities of 1 and 2 against human tumor cells K562 and T24 were tested.展开更多
A new 1β-hydroxy-ent-kauren diterpenoid, enanderianin C1, has been isolated from the leaves of Isodon enanderianus, and its structure has been elucidated by spectroscopic evidences.
Four new diterpenoids,laxiflorins S-V(1-4),bearing four different types,and one known compound,laxiflorin O(5),were isolated from Isodon eriocalyx var.laxiflora.Compound 1 was the first example of ent-kauranoids beari...Four new diterpenoids,laxiflorins S-V(1-4),bearing four different types,and one known compound,laxiflorin O(5),were isolated from Isodon eriocalyx var.laxiflora.Compound 1 was the first example of ent-kauranoids bearing a unique C_(24) carbon framework and compound 4 was the first example of 3,4-seco-ent-abietane diterpenoids from the Isodon genus.Their structures were determined by spectroscopic methods(UV,IR,MS,NMR).展开更多
On the basis of chemical and spectroscopic evidence,the structure of parvifolin was established as ent-7β,20-epoxy-kaurane-15-oxo-1α,6β,7β,11β,16α-pentaol.
A new flavone glycoside, 5,8-dihydroxy-4',6,7-trimethoxyflavone 8-O-(-D-glucopyranoside 1, together with three known flavonoids, pedalitin 2, cirsimartin 3 and genkwanin 4, were isolated from the aerial parts of I...A new flavone glycoside, 5,8-dihydroxy-4',6,7-trimethoxyflavone 8-O-(-D-glucopyranoside 1, together with three known flavonoids, pedalitin 2, cirsimartin 3 and genkwanin 4, were isolated from the aerial parts of Isodon enanderianus. Their structures were determined on the basis of spectral data.展开更多
Two new ent-kaurane diterpenoids, xerophilusin E (1) and xerophilusin F (2), were isolated from the leaves of Isodon xerophilus. Their structures were determined as 3, 20: 7, 20-diepoxy-ent-kaur-16-en-15-one and 7 bet...Two new ent-kaurane diterpenoids, xerophilusin E (1) and xerophilusin F (2), were isolated from the leaves of Isodon xerophilus. Their structures were determined as 3, 20: 7, 20-diepoxy-ent-kaur-16-en-15-one and 7 beta, 14 beta, 20 (R)-trihydroxy-11 beta-acetoxy-7,20-cyclo-ent-kaur-16-en-6, 15-dione, respectively, by spectral methods and X-ray crystallographic analysis.展开更多
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
A new spirosecokaurenoid, enanderinanin F 1 and its C-6 epimer, angustifolin were isolated from the aerial parts of Isodon enanderianus. The structure of 1 was determined on the basis of spectral data, especially by 2...A new spirosecokaurenoid, enanderinanin F 1 and its C-6 epimer, angustifolin were isolated from the aerial parts of Isodon enanderianus. The structure of 1 was determined on the basis of spectral data, especially by 2D techniques. The C-13 NMR data of angustifolin were revised by 2D NMR.展开更多
Three new diterpenoids, eriocalyxins C-E, were isolated from Isodon eriocalyx. Their structures were elucidated as 66-hydroxy- 15β-acetoxy-3α, 20-epoxy-16β, 17-epoxy-ent-kaur-1,7-dione, 1α, 7β-dihydroxy-6β, 15β...Three new diterpenoids, eriocalyxins C-E, were isolated from Isodon eriocalyx. Their structures were elucidated as 66-hydroxy- 15β-acetoxy-3α, 20-epoxy-16β, 17-epoxy-ent-kaur-1,7-dione, 1α, 7β-dihydroxy-6β, 15β-diacetoxy-7, 20-epoxy-ent-kaur-16-ene, and 15β-acetoxy-1, 6-dioxo-6, 7-seco-ent-kaur-2, 16-dien-7, 20-olide by means of spectroscopic methods, including two-dimensional NMR techniques.展开更多
基金Supported by Science and Technology Project of Guizhou Provincial Health Commission(gzwkj2021-364)Social Development Project of Anshun City Science and Technology Bureau in 2022(ASKS[2022]39)Social Development Project of Anshun City Science and Technology Bureau in 2021(ASKS[2021]41).
文摘[Objectives]This study was conducted to explore the action mechanism of chemical components from stems of Isodon suzhouensis on prostate cancer based on UPLC-Q-TOF-MS/MS technique,network pharmacology,and molecular docking validation.[Methods]UPLC-Q-TOF-MS/MS was applied to search active components in stems of I.suzhouensis,and SwissTargetPrediction and PharmaMapper databases were used to predict their potential targets.The GeneCards database was adopted to screen the targets of prostate cancer,and the targets of the active components and the targets of prostate cancer were intersected to obtain common targets.A protein-protein interaction network was constructed,and also,an"active component-target-disease-pathway"network was constructed using Metascape for gene ontology function and Kyoto Encyclopedia of Genes and Genomes pathway enrichment analysis.Moreover,AutoDock was adopted to perform molecular docking verification on key active components and core targets.[Results]Sixty three active components were screened from stems of I.suzhouensis,and they had 233 common targets with prostate cancer,mainly involving biological processes such as protein phosphorylation,response to hormones,active regulation of cell movement,cell response to lipids,and response to oxidative stress,as well as pathways in cancer,prostate cancer,micro ribonucleic acids in cancer,p53 signaling pathway,NF-κB signaling pathway and other signaling pathways,exerting anti-tumor effects.Molecular docking showed that the top 5 key active components had good binding ability with the top 5 core targets.[Conclusions]Active components from stems of I.suzhouensis can exert therapeutic effects on prostate cancer through multiple targets and pathways.
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-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.
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Two new diterpenoids taibairubescensin A (1) and B (2) have been isolated from Isodon rubescens. The structures of compound 1 and 2 were elucidated as 2 beta,3 beta-diacetoxy-11 beta,13 alpha-dihydroxy-ent-kaur- 16-en-15-one (1) and 3 beta,11 beta-diacetoxy-2 beta,6 alpha-dihydroxy-ent-kaur-16-en-15-one (2) on the basis of spectroscopic analysis.
文摘Two new ent-kaurane diterpenoids, sculponeatins L (1) and M (2), were isolated from the EtOAc extract of Isodon sculponeata. Their structures were elucidated by spectroscopic evidences. The cytotoxicities of 1 and 2 against human tumor cells K562 and T24 were tested.
文摘A new 1β-hydroxy-ent-kauren diterpenoid, enanderianin C1, has been isolated from the leaves of Isodon enanderianus, and its structure has been elucidated by spectroscopic evidences.
基金This project was supported financially by the National Natural Science Foundation of China(No.81172939)the West Light Foundation of the Chinese Academy of Sciences(J.X.Pu)+3 种基金the Major State Basic Research Development Program of China(No.2009CB522300)the reservation talent project of Yunnan Province(2011CI043 to J.X.Pu)the Science and Technology Program of Yunnan Province(Nos.2008IF010)the Major Direction Projection Foundation of CAS Intellectual Innovation Project(No.KSCX2-EW-J-24 to J.X.Pu).
文摘Four new diterpenoids,laxiflorins S-V(1-4),bearing four different types,and one known compound,laxiflorin O(5),were isolated from Isodon eriocalyx var.laxiflora.Compound 1 was the first example of ent-kauranoids bearing a unique C_(24) carbon framework and compound 4 was the first example of 3,4-seco-ent-abietane diterpenoids from the Isodon genus.Their structures were determined by spectroscopic methods(UV,IR,MS,NMR).
文摘On the basis of chemical and spectroscopic evidence,the structure of parvifolin was established as ent-7β,20-epoxy-kaurane-15-oxo-1α,6β,7β,11β,16α-pentaol.
文摘A new flavone glycoside, 5,8-dihydroxy-4',6,7-trimethoxyflavone 8-O-(-D-glucopyranoside 1, together with three known flavonoids, pedalitin 2, cirsimartin 3 and genkwanin 4, were isolated from the aerial parts of Isodon enanderianus. Their structures were determined on the basis of spectral data.
文摘Two new ent-kaurane diterpenoids, xerophilusin E (1) and xerophilusin F (2), were isolated from the leaves of Isodon xerophilus. Their structures were determined as 3, 20: 7, 20-diepoxy-ent-kaur-16-en-15-one and 7 beta, 14 beta, 20 (R)-trihydroxy-11 beta-acetoxy-7,20-cyclo-ent-kaur-16-en-6, 15-dione, respectively, by spectral methods and X-ray crystallographic analysis.
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A new spirosecokaurenoid, enanderinanin F 1 and its C-6 epimer, angustifolin were isolated from the aerial parts of Isodon enanderianus. The structure of 1 was determined on the basis of spectral data, especially by 2D techniques. The C-13 NMR data of angustifolin were revised by 2D NMR.
文摘Three new diterpenoids, eriocalyxins C-E, were isolated from Isodon eriocalyx. Their structures were elucidated as 66-hydroxy- 15β-acetoxy-3α, 20-epoxy-16β, 17-epoxy-ent-kaur-1,7-dione, 1α, 7β-dihydroxy-6β, 15β-diacetoxy-7, 20-epoxy-ent-kaur-16-ene, and 15β-acetoxy-1, 6-dioxo-6, 7-seco-ent-kaur-2, 16-dien-7, 20-olide by means of spectroscopic methods, including two-dimensional NMR techniques.
基金The authors wish to thank all members of the analytical group of Phytochemistry Laboratory of Kunming Institute of Botany Academic Sinica for the measurement of spectral data.
