2β,3α--Dihydroxyurs-12-en-28-oic acid （6） is a naturally occurring diastereoisomer of corosolic acid with glycogen phosphorylase inhibitory activity. A new strategy for the semi-synthesis of 6 was developed. Using...2β,3α--Dihydroxyurs-12-en-28-oic acid （6） is a naturally occurring diastereoisomer of corosolic acid with glycogen phosphorylase inhibitory activity. A new strategy for the semi-synthesis of 6 was developed. Using the commercially available ursolic acid （1） as the starting materials, 6 was synthesized through five facile reactions with a high stereoselectivity and an overall yield of 47,3%, The structure of 6 was confirmed by optical rotation, ESI-MS, 1H NMR and 13C NMR data,展开更多
6a-Hydroxylup-20(29)-en-3-on-28-oic acid(1),a natural triterpenoid,was found to possess the ability in a dose-dependent manner inhibiting hormone-induced adipocyte differentiation in 3T3-L1 preadipocytes,and restoring...6a-Hydroxylup-20(29)-en-3-on-28-oic acid(1),a natural triterpenoid,was found to possess the ability in a dose-dependent manner inhibiting hormone-induced adipocyte differentiation in 3T3-L1 preadipocytes,and restoring glucose consuming ability in dexamethasone(DXM)-induced insulin resistant 3T3-L1 adipocytes.Compound 1 was also found to ameliorate DXM-induced adipocyte dysfunction in lipolysis and adipokine secretion.Mechanistic studies revealed that 1 inhibited adipocyte differentiation in 3T3-L1 preadipocytes via down-regulating hormone-stimulated gene transcription of peroxisome proliferator-activated receptor c and CCAAT-enhancer-binding protein alpha which are key factors in lipogenesis,and restored DXM-impaired glucose consuming ability in differentiated 3T3-L1 adipocytes via repairing insulin signaling pathway and activating down-stream signaling transduction by phosphorylation of signaling molecules PI3K/p85,Akt2 and AS160,thus leading to increased translocation of glucose transporter type 4 and transportation of glucose.展开更多
From the fruit of Rosa davidii Crep., eleven compounds were isolated and identified by spectral evidence, viz. 2 alpha, 3 beta, 19 beta -trihydroxyl-olean-12-en-28-oic acid (1), 2 alpha, 3 beta -dihydroxyl-urs-28 (13)...From the fruit of Rosa davidii Crep., eleven compounds were isolated and identified by spectral evidence, viz. 2 alpha, 3 beta, 19 beta -trihydroxyl-olean-12-en-28-oic acid (1), 2 alpha, 3 beta -dihydroxyl-urs-28 (13)-lactone (2), arjunic acid (3), euscaphic acid (4), 2 alpha, 3 beta -dihydroxyl-urs-12-en-28-oic acid (5), oleanolic acid (6), kaempferol (7), tiliroside (8), quercetin (9), daucosterol (10) and beta -sitosterol (11). Among them, 1 and 2 were new compounds.展开更多
Two new pentacyclic triterpene acids, 1a, 3b-dihydroxyl-olean-12-en-28-oic acid and 1a, 2a, 3b-trihydroxyl-olean-12-en-28-oic acid, were isolated from the arial parts of Sabia parviflora.
A new stigmasterol type natural product,viburodorol A(1),along with eleven known sterols and terpenoids(2–12),were isolated from the aerial parts of Viburnum odoratissimum.The structure of 1 was elucidated on the bas...A new stigmasterol type natural product,viburodorol A(1),along with eleven known sterols and terpenoids(2–12),were isolated from the aerial parts of Viburnum odoratissimum.The structure of 1 was elucidated on the basis of comprehensive spectroscopic analysis.It’s noteworthy that compound 2,the major constituent of this plant,can signifi-cantly stimulate glucose absorption in insulin resistant HepG2 cells without affecting cell viability.Furthermore,this compound can also restore the glucose absorption in DXMS-induced insulin resistant 3T3-L1 cells.展开更多
A new oleanane-type triterpene was isolated from the roots of Doellingeria scaber. Its structure was identified as 3-oxo-16a-hydroxy-olean-12-en-28-oic acid based on 1D and 2D NMR spectroscopy and X-ray analysis.
Two new triterpenes, 2α,3β-dihydroxyurs- 12-en- 18,19-epoxy-28-oic acid （1） and 18,19-seco, 2α, 2α-dihydroxyl-19-oxo-urs- 11,13（18）-dien-28-oic acid （2） were isolated from the herbaceous part of Duchesnea in...Two new triterpenes, 2α,3β-dihydroxyurs- 12-en- 18,19-epoxy-28-oic acid （1） and 18,19-seco, 2α, 2α-dihydroxyl-19-oxo-urs- 11,13（18）-dien-28-oic acid （2） were isolated from the herbaceous part of Duchesnea indica. Their structures were elucidated by spectroscopic analysis, including 2D NMR technique. The isolated compounds exhibited moderate cytotoxic activities against HeLa and L929 cell lines.展开更多
A new triterpene and a saponin, named 2α,3β23-trihydroxyurs-20-en-28-oic acid （1） and 2α,3β,23-trihydroxyurs-20-en-28-oic acid O-α-L-rhanmopyranosyl-（1→4）-O-β-D-glucopyranosyl-（1→6）-O-β-D-glucopyranosyl...A new triterpene and a saponin, named 2α,3β23-trihydroxyurs-20-en-28-oic acid （1） and 2α,3β,23-trihydroxyurs-20-en-28-oic acid O-α-L-rhanmopyranosyl-（1→4）-O-β-D-glucopyranosyl-（1→6）-O-β-D-glucopyranosyl ester （2）, have been isolated from the aerial part of CenteUa asiatica. Their structures were elucidated by spectral methods, including 2D-NMR spectra.展开更多
A new ursane-type triterpene, 3 beta-hydroxy-urs-5(6)-en-28-oic acid 1, was isolated from the aerial parts of Teucrium integrifolium and characterized. The structure of this new compound was mainly established by 2D N...A new ursane-type triterpene, 3 beta-hydroxy-urs-5(6)-en-28-oic acid 1, was isolated from the aerial parts of Teucrium integrifolium and characterized. The structure of this new compound was mainly established by 2D NMR techniques (COSY, HETCOR, HMBC).展开更多
基金Financial support from the Fundamental Research Funds for the Central Universities(No.DUT12JB08)
文摘2β,3α--Dihydroxyurs-12-en-28-oic acid （6） is a naturally occurring diastereoisomer of corosolic acid with glycogen phosphorylase inhibitory activity. A new strategy for the semi-synthesis of 6 was developed. Using the commercially available ursolic acid （1） as the starting materials, 6 was synthesized through five facile reactions with a high stereoselectivity and an overall yield of 47,3%, The structure of 6 was confirmed by optical rotation, ESI-MS, 1H NMR and 13C NMR data,
基金China National Major Projects of Science&Technology(2014ZX100050022009ZX09103-436)+1 种基金the Young Academic Leader Raising Foundation of Yunnan Province(No.2009CI073)the foundation from Chinese Academy of Sciences to Gang Xu,and the Program for Research Team in South China Chinese Medicine Collaborative Innovation Center of Guangdong,China(A1-AFD01514A07).
文摘6a-Hydroxylup-20(29)-en-3-on-28-oic acid(1),a natural triterpenoid,was found to possess the ability in a dose-dependent manner inhibiting hormone-induced adipocyte differentiation in 3T3-L1 preadipocytes,and restoring glucose consuming ability in dexamethasone(DXM)-induced insulin resistant 3T3-L1 adipocytes.Compound 1 was also found to ameliorate DXM-induced adipocyte dysfunction in lipolysis and adipokine secretion.Mechanistic studies revealed that 1 inhibited adipocyte differentiation in 3T3-L1 preadipocytes via down-regulating hormone-stimulated gene transcription of peroxisome proliferator-activated receptor c and CCAAT-enhancer-binding protein alpha which are key factors in lipogenesis,and restored DXM-impaired glucose consuming ability in differentiated 3T3-L1 adipocytes via repairing insulin signaling pathway and activating down-stream signaling transduction by phosphorylation of signaling molecules PI3K/p85,Akt2 and AS160,thus leading to increased translocation of glucose transporter type 4 and transportation of glucose.
文摘利用硅胶柱色谱反复层析从黄背越橘的乙酸乙酯部分分得7个化合物,根据理化性质和光谱数据鉴定,分别为β-谷甾醇(β-sitosterol,Ⅰ),熊果酸(ursolic acid,Ⅱ),蒲公英萜醇(taraxerol,Ⅲ),蒲公英萜酮(taraxerone,Ⅳ),木栓酮(friedelin,Ⅴ),木栓醇(friedelinol,Ⅵ),19,24-d ihydroxyurs-12-en-3-one-28-oic ac id(Ⅶ).
文摘Two new pentacyclic triterpene acids, 1a, 3b-dihydroxyl-olean-12-en-28-oic acid and 1a, 2a, 3b-trihydroxyl-olean-12-en-28-oic acid, were isolated from the arial parts of Sabia parviflora.
基金the foundations from NSFC(20972167)the Young Academic Leader Raising Foundation of Yunnan Province(No.2009CI073)。
文摘A new stigmasterol type natural product,viburodorol A(1),along with eleven known sterols and terpenoids(2–12),were isolated from the aerial parts of Viburnum odoratissimum.The structure of 1 was elucidated on the basis of comprehensive spectroscopic analysis.It’s noteworthy that compound 2,the major constituent of this plant,can signifi-cantly stimulate glucose absorption in insulin resistant HepG2 cells without affecting cell viability.Furthermore,this compound can also restore the glucose absorption in DXMS-induced insulin resistant 3T3-L1 cells.
文摘A new oleanane-type triterpene was isolated from the roots of Doellingeria scaber. Its structure was identified as 3-oxo-16a-hydroxy-olean-12-en-28-oic acid based on 1D and 2D NMR spectroscopy and X-ray analysis.
基金sponsored by the Scientific Research Foundation of Tianjin Medical University,Tianjin,China.
文摘Two new triterpenes, 2α,3β-dihydroxyurs- 12-en- 18,19-epoxy-28-oic acid （1） and 18,19-seco, 2α, 2α-dihydroxyl-19-oxo-urs- 11,13（18）-dien-28-oic acid （2） were isolated from the herbaceous part of Duchesnea indica. Their structures were elucidated by spectroscopic analysis, including 2D NMR technique. The isolated compounds exhibited moderate cytotoxic activities against HeLa and L929 cell lines.
文摘A new triterpene and a saponin, named 2α,3β23-trihydroxyurs-20-en-28-oic acid （1） and 2α,3β,23-trihydroxyurs-20-en-28-oic acid O-α-L-rhanmopyranosyl-（1→4）-O-β-D-glucopyranosyl-（1→6）-O-β-D-glucopyranosyl ester （2）, have been isolated from the aerial part of CenteUa asiatica. Their structures were elucidated by spectral methods, including 2D-NMR spectra.
文摘A new ursane-type triterpene, 3 beta-hydroxy-urs-5(6)-en-28-oic acid 1, was isolated from the aerial parts of Teucrium integrifolium and characterized. The structure of this new compound was mainly established by 2D NMR techniques (COSY, HETCOR, HMBC).
