Two new 19-oxygenated ent-kaurane diterpenoids,pharicinins D and E(1 and 2),together with an artifact,pharicinin D acetal (3) were isolated from the leaves of Isodon pharicus.Their structures were determined by 1D and...Two new 19-oxygenated ent-kaurane diterpenoids,pharicinins D and E(1 and 2),together with an artifact,pharicinin D acetal (3) were isolated from the leaves of Isodon pharicus.Their structures were determined by 1D and 2D NMR spectroscopic analysis. All of them were evaluated for their cytotoxicity.展开更多
On the basis of spectroscopic evidence (MS, ~1HNMR, ^(13)CNMR, CD, ~1H-~1H and ~1H-^(13)C cosy NMR) and chemical synthesis, the structure of isodopharicin E (1), isolated from the dry leaves and tender branches of Iso...On the basis of spectroscopic evidence (MS, ~1HNMR, ^(13)CNMR, CD, ~1H-~1H and ~1H-^(13)C cosy NMR) and chemical synthesis, the structure of isodopharicin E (1), isolated from the dry leaves and tender branches of Isodon pharicus (Prain) Murata was elucidated as 3R, 3'R, 13S, 13'S-tetrahydroxy-11S, 11'S-diacetoxy(16S-O-15')-bisentkaur-15'-en-15-one.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
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
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-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.
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.
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
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
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
基金supported financially by the NSFC(No.30772637 to H.-D.Sun)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. 2009CB522303 and 2009CB940900)the Natural Science Foundation of Yunnan Province(No.2008CD 162)the Key Project of Knowledge Innovation Project of CAS(No.KSCX2-YW-R-25).
文摘Two new 19-oxygenated ent-kaurane diterpenoids,pharicinins D and E(1 and 2),together with an artifact,pharicinin D acetal (3) were isolated from the leaves of Isodon pharicus.Their structures were determined by 1D and 2D NMR spectroscopic analysis. All of them were evaluated for their cytotoxicity.
文摘On the basis of spectroscopic evidence (MS, ~1HNMR, ^(13)CNMR, CD, ~1H-~1H and ~1H-^(13)C cosy NMR) and chemical synthesis, the structure of isodopharicin E (1), isolated from the dry leaves and tender branches of Isodon pharicus (Prain) Murata was elucidated as 3R, 3'R, 13S, 13'S-tetrahydroxy-11S, 11'S-diacetoxy(16S-O-15')-bisentkaur-15'-en-15-one.
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.
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.
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-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.
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.
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.
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).
