The iso fl avone calycosin-7-O-β-D-glucopyranoside(CG) is a principal constituent of Astragalus membranaceus(AR) and has been reported to inhibit osteoclast development in vitro and bone loss in vivo. The aim of this...The iso fl avone calycosin-7-O-β-D-glucopyranoside(CG) is a principal constituent of Astragalus membranaceus(AR) and has been reported to inhibit osteoclast development in vitro and bone loss in vivo. The aim of this study was to investigate the osteogenic effects of CG and its underlying mechanism in ST2 cells. The results show that exposure of cells to CG in osteogenic differentiation medium increases ALP activity, osteocalcin(Ocal) m RNA expression and the osteoblastic mineralization process. Mechanistically, CG treatment increased the expression of bone morphogenetic protein 2(BMP-2), p-Smad 1/5/8, β-catenin and Runx2, all of which are regulators of the BMP- or wingless-type MMTV integration site family(WNT)/β-catenin-signaling pathways. Moreover, the osteogenic effects of CG were inhibited by Noggin and DKK-1 which are classical inhibitors of the BMP and WNT/β-catenin-signaling pathways, respectively. Taken together, the results indicate that CG promotes the osteoblastic differentiation of ST2 cells through regulating the BMP/WNT signaling pathways. On this basis, CG may be a useful lead compound for improving the treatment of bone-decreasing diseases and enhancing bone regeneration.展开更多
Patrinia scabiosaefolia,is used as wild vegetable in China for more than 2000 years,with a variety of pharmacological activities,including anti-inflammatory,anti-tumor and hypoglycemic.Based on our ongoing research on...Patrinia scabiosaefolia,is used as wild vegetable in China for more than 2000 years,with a variety of pharmacological activities,including anti-inflammatory,anti-tumor and hypoglycemic.Based on our ongoing research on chemical constituents and hypoglycemic activity of P.scabiosaefolia,4 lignan compounds,(+)-isolariciresinol(1),7R,7’R,8S,8’S-(+)-neo-olivil-4-O-β-D-glucopyranoside(2),4-O-methylcedrusin(3)and patrinian A(4),were isolated and identifi ed.The hypoglycemic activity showed that compounds 2 and 3 could extremely signifi cantly improve insulin resistance at 100(P<0.001),50(P<0.001)and 25μmol/L(P<0.01)in IR 3T3-L1 cells.While compound 4 only promoted glucose uptake by IR 3T3-L1 cells at 100μmol/L(P<0.01).Western blotting experiments showed that compounds 2 and 4 up-regulated the protein expressions of p-IRS,PI-3K,p-AKT and glucose transporter 4(GLUT4),and promoted the transcription of GLUT4 mRNA.Therefore,the mechanisms of compounds 2 and 4 were presumed to improve IR by activating PI-3K/AKT signaling pathway.展开更多
Two new flavonoid glycosides were isolated from the flowering heads of Chrysanthemum morifolium. Their structures were determined to be luteolin 4'-methoxy-7- O-(6"-O-acetyl)-β-D-glucopyranoside (1) and acaceti...Two new flavonoid glycosides were isolated from the flowering heads of Chrysanthemum morifolium. Their structures were determined to be luteolin 4'-methoxy-7- O-(6"-O-acetyl)-β-D-glucopyranoside (1) and acacetin 7-O-(3"-O-acetyl)-β-D-glucopyranoside (2) by means of 1H and 13C NMR spectroscopic analysis, including 2D NMR technique.展开更多
From the ethanol extract of Selaginella moellendorffii Hieron., a new flavone O-glycoside and three known flavone C-glycosides have been isolated and identified as 5-carboxymethyl-4′-hydroxyflavone-7-O-β-D-glucopyra...From the ethanol extract of Selaginella moellendorffii Hieron., a new flavone O-glycoside and three known flavone C-glycosides have been isolated and identified as 5-carboxymethyl-4′-hydroxyflavone-7-O-β-D-glucopyranoside 1, 6,8-di-C-β-D-glueopyranosylapigenin 2, 6-C-[3-D-glucopyranosyl-8-C-β-D-xylopyranosyl apigenin 3, 6-C-B-D-xylopyranosyl-8-C-β-glucopyranosylapigenin 4, respectively. Their structures were elucidated by spectroscopic methods.展开更多
The glycosylation of hydroxylcoumarin was investigated by using suspension cultures of hairy roots of Polygonum multiflorum. Two new coumarin glucosides (3 and 4) were biosysthesized by regioselectively glycosylatio...The glycosylation of hydroxylcoumarin was investigated by using suspension cultures of hairy roots of Polygonum multiflorum. Two new coumarin glucosides (3 and 4) were biosysthesized by regioselectively glycosylation of corresponding substrates (1 and 2) in the system. The structures of two products were identified as 7-hydroxy-4-methylcoumarin 5-O-β-D-glucopyranoside and 7- hydroxy-3,4-dimethylcoumarin 5-O-β-D-glucopyranoside on the ground of chemical and spectroscopic methods, respectively. 2007 Rong Min Yu. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.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
A new polyacetylene glycoside,(1,3Z,11E)-tridecatriene-7,9-diyne-5-hydroxyl-6-O-β-D-glucopyranoside,was isolated from the rhizomes of Atractylodes lancea(Thunb.) DC.Its structure was elucidated on the basis of sp...A new polyacetylene glycoside,(1,3Z,11E)-tridecatriene-7,9-diyne-5-hydroxyl-6-O-β-D-glucopyranoside,was isolated from the rhizomes of Atractylodes lancea(Thunb.) DC.Its structure was elucidated on the basis of spectral analysis.展开更多
Two new isoflavonoids, 6-methoxy-5,7,8,4′-tetrahydryoxyisoflavone (1) and 4′-methoxy -5,6-dihydroxyisoflavone-7-O-β-d-glucopyranoside (2), were isolated from the rhizomes of Belamcanda chinensis (L.) DC. Their stru...Two new isoflavonoids, 6-methoxy-5,7,8,4′-tetrahydryoxyisoflavone (1) and 4′-methoxy -5,6-dihydroxyisoflavone-7-O-β-d-glucopyranoside (2), were isolated from the rhizomes of Belamcanda chinensis (L.) DC. Their structures were elucidated by extensive spectroscopic evidence including 1D NMR, 2D NMR, MS and IR spectra.展开更多
Two new compounds 7-hydroxy-5-O-(β-D-glucopyranoside) flavan (1) and (Z)-4',6'-dihydroxy-2'-O-(β-D-glucopyranoside) chalcone (2), along with eight known compounds, were isolated from the stem bark of Dr...Two new compounds 7-hydroxy-5-O-(β-D-glucopyranoside) flavan (1) and (Z)-4',6'-dihydroxy-2'-O-(β-D-glucopyranoside) chalcone (2), along with eight known compounds, were isolated from the stem bark of Drypetes parvifolia (Euphorbiaceae). Their structures were established on the basis of spectroscopic analysis and chemical evidence.展开更多
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
A new diterpene glycoside named 9(10-->20)-abeo-7 beta ,10 beta ,11,15-tetrahydroxy-8,11,13-abietatrien-12-O-beta -D-glucopyranoside was isolated from aerial parts of Isodon forrestii. Its structure was determined ...A new diterpene glycoside named 9(10-->20)-abeo-7 beta ,10 beta ,11,15-tetrahydroxy-8,11,13-abietatrien-12-O-beta -D-glucopyranoside was isolated from aerial parts of Isodon forrestii. Its structure was determined by means of spectroscopic studies.展开更多
Abstract: Objective To study the constituents in the dried aerial parts of Eclipta prostrata. Methods The constituents wereisolated and purified by column chromatography and their structures were elucidated by spectro...Abstract: Objective To study the constituents in the dried aerial parts of Eclipta prostrata. Methods The constituents wereisolated and purified by column chromatography and their structures were elucidated by spectroscopic methods (1D,2D NMR, UV, IR, and HRESI-TOF-MS) and chemical analyses. Results Eight compounds were isolated andidentified as 7-O-methylorobol-4′-O-β-D-glucopyranoside (1), 3′-hydroxybiochanin A (2), echinocystic acid28-O-β-D-glucopyranoside (3), ecliptasaponin A (4), eclalbasaponin I (5), eclalbasaponin IV (6), echinocystic acid(7), and 3-oxo-16α-hydroxy-olean-12-en-28-oic acid (8). Conclusion Compound 1 is a new compound andcompound 3 is obtained from this genus for the first time.展开更多
A new lignan glycoside was isolated from the n-butanol extract of the roots and rhizomes of Sinopodophyllum emodi.On the basis of spectral evidences,its structure was established and named as 4,5-didemethylpodophyllot...A new lignan glycoside was isolated from the n-butanol extract of the roots and rhizomes of Sinopodophyllum emodi.On the basis of spectral evidences,its structure was established and named as 4,5-didemethylpodophyllotoxin 7'-O-β-D-glucopyranoside. This compound showed cytotoxicity against four human cancer cell lines(Hela,K562,SH-SY5Y and CNE) in vitro.展开更多
基金supported by the National Natural Science Foundation of China, China (No. 31400304)the Natural Science Foundation of Hubei Province, China (No. 2012FFB00303)+1 种基金the Youth & Middle-aged Talent Project of Hubei Province (No. Q20111005)the Science and Technology Program of Shandong Province (No. J12LL07)
文摘The iso fl avone calycosin-7-O-β-D-glucopyranoside(CG) is a principal constituent of Astragalus membranaceus(AR) and has been reported to inhibit osteoclast development in vitro and bone loss in vivo. The aim of this study was to investigate the osteogenic effects of CG and its underlying mechanism in ST2 cells. The results show that exposure of cells to CG in osteogenic differentiation medium increases ALP activity, osteocalcin(Ocal) m RNA expression and the osteoblastic mineralization process. Mechanistically, CG treatment increased the expression of bone morphogenetic protein 2(BMP-2), p-Smad 1/5/8, β-catenin and Runx2, all of which are regulators of the BMP- or wingless-type MMTV integration site family(WNT)/β-catenin-signaling pathways. Moreover, the osteogenic effects of CG were inhibited by Noggin and DKK-1 which are classical inhibitors of the BMP and WNT/β-catenin-signaling pathways, respectively. Taken together, the results indicate that CG promotes the osteoblastic differentiation of ST2 cells through regulating the BMP/WNT signaling pathways. On this basis, CG may be a useful lead compound for improving the treatment of bone-decreasing diseases and enhancing bone regeneration.
基金funded by National Key R&D Program of China(2022YFF1100300)National Natural Science Foundation of China(31900292)+1 种基金Science and Technology Development Program of Henan Province(212102110469,222102520035)Research on Precision Nutrition and Health Food,Department of Science and Technology of Henan Province(CXJD2021006).
文摘Patrinia scabiosaefolia,is used as wild vegetable in China for more than 2000 years,with a variety of pharmacological activities,including anti-inflammatory,anti-tumor and hypoglycemic.Based on our ongoing research on chemical constituents and hypoglycemic activity of P.scabiosaefolia,4 lignan compounds,(+)-isolariciresinol(1),7R,7’R,8S,8’S-(+)-neo-olivil-4-O-β-D-glucopyranoside(2),4-O-methylcedrusin(3)and patrinian A(4),were isolated and identifi ed.The hypoglycemic activity showed that compounds 2 and 3 could extremely signifi cantly improve insulin resistance at 100(P<0.001),50(P<0.001)and 25μmol/L(P<0.01)in IR 3T3-L1 cells.While compound 4 only promoted glucose uptake by IR 3T3-L1 cells at 100μmol/L(P<0.01).Western blotting experiments showed that compounds 2 and 4 up-regulated the protein expressions of p-IRS,PI-3K,p-AKT and glucose transporter 4(GLUT4),and promoted the transcription of GLUT4 mRNA.Therefore,the mechanisms of compounds 2 and 4 were presumed to improve IR by activating PI-3K/AKT signaling pathway.
基金supported by the Natural Science Foundation of Jiangsu Science and Technology Department(No.BK2001219)
文摘Two new flavonoid glycosides were isolated from the flowering heads of Chrysanthemum morifolium. Their structures were determined to be luteolin 4'-methoxy-7- O-(6"-O-acetyl)-β-D-glucopyranoside (1) and acacetin 7-O-(3"-O-acetyl)-β-D-glucopyranoside (2) by means of 1H and 13C NMR spectroscopic analysis, including 2D NMR technique.
基金supported by the National Natural Science Foundation of China (No.30470193).
文摘From the ethanol extract of Selaginella moellendorffii Hieron., a new flavone O-glycoside and three known flavone C-glycosides have been isolated and identified as 5-carboxymethyl-4′-hydroxyflavone-7-O-β-D-glucopyranoside 1, 6,8-di-C-β-D-glueopyranosylapigenin 2, 6-C-[3-D-glucopyranosyl-8-C-β-D-xylopyranosyl apigenin 3, 6-C-B-D-xylopyranosyl-8-C-β-glucopyranosylapigenin 4, respectively. Their structures were elucidated by spectroscopic methods.
文摘The glycosylation of hydroxylcoumarin was investigated by using suspension cultures of hairy roots of Polygonum multiflorum. Two new coumarin glucosides (3 and 4) were biosysthesized by regioselectively glycosylation of corresponding substrates (1 and 2) in the system. The structures of two products were identified as 7-hydroxy-4-methylcoumarin 5-O-β-D-glucopyranoside and 7- hydroxy-3,4-dimethylcoumarin 5-O-β-D-glucopyranoside on the ground of chemical and spectroscopic methods, respectively. 2007 Rong Min Yu. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
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.
文摘A new polyacetylene glycoside,(1,3Z,11E)-tridecatriene-7,9-diyne-5-hydroxyl-6-O-β-D-glucopyranoside,was isolated from the rhizomes of Atractylodes lancea(Thunb.) DC.Its structure was elucidated on the basis of spectral analysis.
文摘Two new isoflavonoids, 6-methoxy-5,7,8,4′-tetrahydryoxyisoflavone (1) and 4′-methoxy -5,6-dihydroxyisoflavone-7-O-β-d-glucopyranoside (2), were isolated from the rhizomes of Belamcanda chinensis (L.) DC. Their structures were elucidated by extensive spectroscopic evidence including 1D NMR, 2D NMR, MS and IR spectra.
基金One of the authors(J.Wandji)is grateful for grant(No.F/2624-3F)from the International Foundation for Science(Sweden)the sponsorship of the"UniversitéParis Descartes,France"during his multiple research visits in Paris.
文摘Two new compounds 7-hydroxy-5-O-(β-D-glucopyranoside) flavan (1) and (Z)-4',6'-dihydroxy-2'-O-(β-D-glucopyranoside) chalcone (2), along with eight known compounds, were isolated from the stem bark of Drypetes parvifolia (Euphorbiaceae). Their structures were established on the basis of spectroscopic analysis and chemical evidence.
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A new diterpene glycoside named 9(10-->20)-abeo-7 beta ,10 beta ,11,15-tetrahydroxy-8,11,13-abietatrien-12-O-beta -D-glucopyranoside was isolated from aerial parts of Isodon forrestii. Its structure was determined by means of spectroscopic studies.
文摘目的研究何首乌Polygonum multiflorum的化学成分。方法采用大孔吸附树脂(DM-8型)、Sephadex LH-20、反相硅胶柱色谱和液相制备等多种色谱技术进行分离纯化,采用核磁共振等波谱技术进行结构鉴定。结果从何首乌提取物55%乙醇洗脱部位中分离得到10个化合物,分别鉴定为thunberginol C 6-O-β-D-glucopyranoside(1)、对羟基苯甲醛(2)、反式-N-咖啡酰酪胺(3)、(Z)-2,3,5,4′-四羟基二苯乙烯-2-O-β-D-葡萄糖苷(4)、(E)-2,3,5,4′-四羟基二苯乙烯-2-O-β-D-葡萄糖苷(5)、白藜芦醇-3-O-β-D-(2″-O-没食子酰)-葡萄糖苷(6)、(E)-2,3,5,4′-四羟基二苯乙烯-2-O-β-D-(3″-没食子酰)-葡萄糖苷(7)、苜蓿素-7-O-β-D-葡萄糖苷(8)、torachrysone-8-O-β-D-glucoside(9)、大黄素-8-O-β-D-葡萄糖苷(10)。结论化合物1为新化合物,命名为何首乌丁素。化合物3和8为首次从何首乌中分离得到。
基金Program for New Century Excellent Talents in University(NCET-10-0958)Important Drug Development Fund,Ministry of Science and Technology of China(2011ZX09307-002-01)
文摘Abstract: Objective To study the constituents in the dried aerial parts of Eclipta prostrata. Methods The constituents wereisolated and purified by column chromatography and their structures were elucidated by spectroscopic methods (1D,2D NMR, UV, IR, and HRESI-TOF-MS) and chemical analyses. Results Eight compounds were isolated andidentified as 7-O-methylorobol-4′-O-β-D-glucopyranoside (1), 3′-hydroxybiochanin A (2), echinocystic acid28-O-β-D-glucopyranoside (3), ecliptasaponin A (4), eclalbasaponin I (5), eclalbasaponin IV (6), echinocystic acid(7), and 3-oxo-16α-hydroxy-olean-12-en-28-oic acid (8). Conclusion Compound 1 is a new compound andcompound 3 is obtained from this genus for the first time.
基金supported by the Chinese National Natural Science Foundation(No.30973869)the Ministry of Science and Technology of China(No.2008BAC39B05)Foundation of Shannxi Provincial Education Department
文摘A new lignan glycoside was isolated from the n-butanol extract of the roots and rhizomes of Sinopodophyllum emodi.On the basis of spectral evidences,its structure was established and named as 4,5-didemethylpodophyllotoxin 7'-O-β-D-glucopyranoside. This compound showed cytotoxicity against four human cancer cell lines(Hela,K562,SH-SY5Y and CNE) in vitro.