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1.
Three new monoterpenoid indole alkaloids, vinmajorines C–E ( 1 – 3 ), along with 18 known analogues ( 4 – 21 ), were isolated from the whole plants of Vinca major. The new structures were elucidated as (5α,15β,16R,17α,19β,20α,21β)‐10,17‐dimethoxy‐21‐methyl‐18‐oxa‐5,16‐cycloyohimban‐19‐ol ( 1 ), (5α,15β,16R,17α,20α,21β)‐10‐methoxy‐21‐methyl‐18‐oxa‐5,16‐cycloyohimban‐17‐ol ( 2 ), and (5α,15β,16R,17α,20α,21β)‐10‐methoxy‐21‐methyl‐18‐oxa‐5,16‐cycloyohimban‐17‐yl acetate ( 3 ), respectively, by extensive NMR and MS analysis and comparison with known compounds. Compounds 1 – 3 were evaluated for their cytotoxic activities against five human cancer cell lines, compounds 1 and 3 showing moderate cytotoxic activities. 相似文献
2.
Three new furostanol glycosides, named ciliatasides A, B, and C ( 1 – 3 , resp.), have been isolated from the roots of Digitalis ciliata, along with two known furostanol glycosides. The structures of the new compounds were identified as (2α,3β,5α,14β,25R)‐26‐(β‐D ‐glucopyranosyloxy)‐2‐hydroxyfurost‐20(22)‐en‐3‐yl β‐D ‐glucopyranosyl‐(1→2)‐[β‐D ‐glucopyranosyl‐(1→3)]‐β‐D ‐galactopyranoside ( 1 ), (2α,3β,5α,14β,22R)‐26‐(β‐D ‐glucopyranosyloxy)‐2‐hydroxy‐22‐methoxyfurost‐25(27)‐en‐3‐yl β‐D ‐galactopyranosyl‐(1→2)‐[β‐D ‐xylopyranosyl‐(1→3)]‐β‐D ‐glucopyranosyl‐(1→4)‐β‐D ‐galactopyranoside ( 2 ), and (2α,3β,5α,14β,22R,25R)‐26‐(β‐D ‐glucopyranosyloxy)‐2,22‐dihydroxyfurostan‐3‐yl β‐D ‐glucopyranosyl‐(1→2)‐[β‐D ‐glucopyranosyl‐(1→3)]‐β‐D ‐galactopyranoside ( 3 ). 相似文献
3.
Hai‐Xue Kuang Qiu‐Hong Wang Bing‐You Yang Zhi‐Bin Wang Yoshihito Okada Tohru Okuyama 《Helvetica chimica acta》2011,94(12):2239-2247
Four new 9,10‐secocycloartane (=9,19‐cyclo‐9,10‐secolanostane) triterpenoidal saponins, named huangqiyenins G–J ( 1 – 4 , resp.), were isolated from Astragalus membranaceus Bunge leaves. The acid hydrolysis of 1 – 4 with 1M aqueous HCl yielded D ‐glucose, which was identified by GC analysis after treatment with L ‐cysteine methyl ester hydrochloride. The structures of 1 – 4 were established by detailed spectroscopic analysis as (3β,6α,10α,16β,24E)‐3,6‐bis(acetyloxy)‐10,16‐dihydroxy‐12‐oxo‐9,19‐cyclo‐9,10‐secolanosta‐9(11),24‐dien‐26‐yl β‐D ‐glucopyranoside ( 1 ), (3β,6a,10α,24E)‐3,6‐bis(acetyloxy)‐10‐hydroxy‐12,16‐dioxo‐9,19‐cyclo‐9,10‐secolanosta‐9(11),24‐dien‐26‐yl β‐D ‐glucopyranoside ( 2 ), (3β,6α,9α,10α,16β,24E)‐3,6‐bis(acetyloxy)‐9,10,16‐trihydroxy‐9,19‐cyclo‐9,10‐secolanosta‐11,24‐dien‐26‐yl β‐D ‐glucopyranoside ( 3 ), and (3β,6α,10α,24E)‐3,6‐bis(acetyloxy)‐10‐hydroxy‐16‐oxo‐9,19‐cyclo‐9,10‐secolanosta‐9(11),24‐dien‐26‐yl β‐D ‐glucopyranoside ( 4 ). 相似文献
4.
Xu‐Dong Zhang Chang‐Xiang Chen Jun‐Yun Yang Wei Ni Hai‐Yang Liu 《Helvetica chimica acta》2012,95(7):1087-1093
A further phytochemical investigation on the whole plants of Ypsilandra thibetica yielded three new spirostane glycosides, named ypsilandrosides M–O ( 1 – 3 ). Their structures were established as (3β,11α,25R)‐3,11‐dihydroxyspirost‐5‐en‐12‐one 3‐{O‐α‐L ‐rhanmopyranosyl‐(1→4)‐O‐L ‐rhanmopyranosyl‐(1→4)‐O‐[α‐L ‐rhanmopyranosyl‐(1→2)]‐β‐D ‐glucopyranoside} ( 1 ), (3β,7β,25R)‐spirost‐5‐ene‐3,7‐diol 3‐{O‐α‐L ‐rhanmopyranosyl‐(1→4)‐O‐α‐L ‐rhanmopyranosyl‐(1→4)‐O‐[α‐L ‐rhanmopyranosyl‐(1→2)]‐β‐D ‐glucopyranoside} ( 2 ), and (3β,7α,25R)‐spirost‐5‐ene‐3,7,17‐triol 3‐{O‐α‐L ‐rhanmopyranosyl‐(1→4)‐O‐α‐L ‐rhanmopyranosyl‐(1→4)‐O‐[α‐L ‐rhanmopyranosyl‐(1→2)]‐β‐D ‐glucopyranoside} ( 3 ) by means of a combination of MS, 1D‐ and 2D‐NMR spectroscopic methods, and chemical degradation. Among them, compound 3 is the first pennogenin (=(3β,25R)‐spirost‐5‐ene‐3,17‐diol) saponin whose aglycone contains an OH group at C(7). Compounds 1 – 3 were evaluated for the inhibition of the growth of five tumor cell lines, but all of them proved to be inactive. 相似文献
5.
Debabrata Acharya Anne‐Claire Mitaine‐Offer Nutan Kaushik Tomofumi Miyamoto Thomas Paululat Marie‐Aleth Lacaille‐Dubois 《Helvetica chimica acta》2008,91(12):2262-2269
Four new furostanol steroid saponins, borivilianosides A–D ( 1 – 4 , resp.), corresponding to (3β,5α,22R,25R)‐26‐(β‐D ‐glucopyranosyloxy)‐22‐hydroxyfurostan‐3‐yl O‐β‐D ‐xylopyranosyl‐(1→3)‐O‐β‐D ‐glucopyranosyl‐(1→4)‐O‐[α‐L ‐rhamnopyranosyl‐(1→2)]‐β‐D ‐galactopyranoside ( 1 ), (3β,5α,22R,25R)‐ 26‐(β‐D ‐glucopyranosyloxy)‐22‐methoxyfurostan‐3‐yl O‐β‐D ‐xylopyranosyl‐(1→3)‐O‐β‐D ‐glucopyranosyl‐(1→4)‐O‐[α‐L ‐rhamnopyranosyl‐(1→2)]‐β‐D ‐galactopyranoside ( 2 ), (3β,5α,22R,25R)‐26‐(β‐D ‐glucopyranosyloxy)‐22‐methoxyfurostan‐3‐yl O‐β‐D ‐xylopyranosyl‐(1→3)‐O‐[β‐D ‐glucopyranosyl‐(1→2)]‐O‐β‐D ‐glucopyranosyl‐(1→4)‐β‐D ‐galactopyranoside ( 3 ), and (3β,5α,25R)‐26‐(β‐D ‐glucopyranosyloxy)furost‐20(22)‐en‐3‐yl O‐β‐D ‐xylopyranosyl‐(1→3)‐O‐[β‐D ‐glucopyranosyl‐(1→2)]‐O‐β‐D ‐glucopyranosyl‐(1→4)‐β‐D ‐galactopyranoside ( 4 ), together with the known tribuluside A and (3β,5α,22R,25R)‐26‐(β‐D ‐glucopyranosyloxy)‐22‐methoxyfurostan‐3‐yl O‐β‐D ‐xylopyranosyl‐(1→2)‐O‐[β‐D ‐xylopyranosyl‐(1→3)]‐O‐β‐D ‐glucopyranosyl‐(1→4)‐O‐[α‐L ‐rhamnopyranosyl‐(1→2)]‐β‐D ‐galactopyranoside were isolated from the dried roots of Chlorophytum borivilianum Sant and Fern . Their structures were elucidated by 2D ‐NMR analyses (COSY, TOCSY, NOESY, HSQC, and HMBC) and mass spectrometry. 相似文献
6.
Xue Zhang Hong‐Wei Liu Hao Gao Hui‐Ying Han Nai‐Li Wang Hou‐Ming Wu Xin‐Sheng Yao Zhao Wang 《Helvetica chimica acta》2007,90(12):2386-2394
Nine new sesquiterpenes, i.e., dendronobilins A–I ( 1 – 9 ), with copacamphane‐type ( 1 ), picrotoxane‐type ( 2 – 6 ), muurolene‐type ( 7 ), alloaromadendrane‐type ( 8 ), and cyclocopacamphane‐type ( 9 ) skeletons, were isolated from the 60% EtOH extract of the stems of Dendrobium nobile. Their structures were established as (1R,2R,4S,5S,6S,8S,9R)‐2,8‐dihydroxycopacamphan‐15‐one ( 1 ), (2β,3β,4β,5β)‐2,4,11‐trihydroxypicrotoxano‐3(15)‐lactone ( 2 ), (2β,3β,5β,9α,11β)‐2,11‐epoxy‐9,11,13‐trihydroxypicrotoxano‐3(15)‐lactone ( 3 ), (2β,3β,5β,12R*)‐2,11,13‐trihydroxypicrotoxano‐3(15)‐lactone ( 4 ), (2β,3β,5β,12S*)‐2,11,13‐trihydroxypicrotoxano‐3(15)‐lactone ( 5 ), (2β,3β,5β,9α)‐9,10‐cyclo‐2,11,13‐trihydroxypicrotoxano‐3(15)‐lactone ( 6 ), (9β,10α)‐muurol‐4‐ene‐9,10,11‐triol ( 7 ), (10α)‐alloaromadendrane‐10,12,14‐triol ( 8 ), and (5β)‐cyclocopacamphane‐5,12,15‐triol ( 9 ) on the basis of spectroscopic analysis. The absolute configuration of compound 1 was tentatively assigned as (1R,2R,4S,5S,6S,8S,9R) according to its CD spectrum and the octant rule. Compounds 1 and 4 – 9 were inactive in our preliminary in vitro immunomodulatory bioassay. 相似文献
7.
Phytochemical analyses were carried out on the rhizomes of Clintonia udensis (Liliaceae) with particular attention paid to the steroidal glycoside constituents, resulting in the isolation of three new polyhydroxylated spirostanol glycosides, named clintonioside A ( 1 ), B ( 2 ), and C ( 3 ). On the basis of their spectroscopic data, including 2D‐NMR spectroscopy, in combination with acetylation and hydrolytic cleavage, the structures of 1 – 3 were determined to be (1β,3β,23S,24S,25R)‐1,23,24‐trihydroxyspirost‐5‐en‐3‐yl O‐β‐D ‐glucopyranosyl‐(1→4)‐O‐[α‐L ‐rhamnopyranosyl‐(1→2)]‐β‐D ‐glucopyranoside ( 1 ), (1β,3β,23S,24S)‐3,21,23,24‐tetrahydroxyspirosta‐5,25(27)‐dien‐1‐yl O‐α‐L ‐rhamnopyranosyl‐(1→2)‐O‐[β‐D ‐xylopyranosyl‐(1→3)]‐β‐D ‐glucopyranoside ( 2 ), and (1β,3β,23S,24S)‐21‐(acetyloxy)‐24‐[(6‐deoxy‐β‐D ‐gulopyranosyl)oxy]‐3,23‐dihydroxyspirosta‐5,25(27)‐dien‐1‐yl O‐α‐L ‐rhamnopyranosyl‐(1→2)‐O‐[β‐D ‐xylopyranosyl‐(1→3)]‐β‐D ‐glucopyranoside ( 3 ). 相似文献
8.
Four new tirucallane triterpenoid saponins, named munronosides I–IV ( 2 – 5 ), along with three known triterpenoids, sapelin B ( 1 ), melianodiol, and (3β)‐22,23‐epoxytirucall‐7‐ene‐3,24,25‐triol, were isolated from the EtOH extract of the whole plants of Munronia delavayi Franch by chromatographic methods. On the basis of spectroscopic evidences, the structures of 2 – 5 were elucidated as (20S,23R,24S)‐21,25‐epoxy‐29‐{{O‐β‐d‐ glucopyranosyl‐(1→3)‐O‐[α‐l‐ rhamnopyranosyl‐(1→6)]‐β‐d‐ glucopyranosyl}oxy}‐23,24‐dihydroxytirucall‐7‐ene‐3,21‐dione ( 2 ), (3β,20S,23R,24S)‐21,25‐epoxy‐29‐{{O‐β‐d‐ glucopyranosyl‐(1→3)‐O‐[α‐l‐ rhamnopyranosyl‐(1→6)]‐β‐d‐ glucopyranosyl}oxy}‐3,23,24‐trihydroxytirucall‐7‐en‐21‐one ( 3 ), (20S,23R,24S)‐24‐(acetyloxy)‐21,25‐epoxy‐29‐{{O‐β‐d‐ glucopyranosyl‐(1→3)‐O‐[α‐l‐ rhamnopyranosyl‐(1→6)]‐β‐d‐ glucopyranosyl}oxy}‐23‐hydroxytirucall‐7‐ene‐3,21‐dione ( 4 ), and (3β,20S,23R,24S)‐24‐(acetyloxy)‐21,25‐epoxy‐29‐{{O‐β‐d‐ glucopyranosyl‐(1→3)‐O‐[α‐l‐ rhamnopyranosyl‐(1→6)]‐β‐d‐ glucopyranosyl}oxy}‐3,23‐dihydroxytirucall‐7‐en‐21‐one ( 5 ). 相似文献
9.
Zhen‐Jie Li Jian‐Chao Chen Yun Sun Na‐Li Song Bao‐Hui Cheng Lu Lu Wei‐Guang Ma Lin Zhou Xian‐Min Zhang Zhong‐Rong Li Ming‐Hua Qiu 《Helvetica chimica acta》2009,92(9):1853-1859
Three new triterpenoid saponins, xuedanglycosides A–C ( 1 – 3 , resp.), along with six known ones, were isolated from the rhizomes of Hemsleya chinensis. By detailed analysis of the NMR spectra, by chemical methods, and by comparison with spectral data of known compounds, the structures of new compounds were determined to be 16α,23α‐epoxy‐2β,3α,20β‐trihydroxy‐10α,23α‐cucurbita‐5,24‐dien‐11‐on‐2‐yl β‐D ‐glucopyranoside ( 1 ), 2β,3α,16α,20β‐tetrahydroxycucurbita‐5,25‐diene‐11,22‐dion‐2‐yl β‐D ‐glucopyranoside ( 2 ), and oleanolic acid 28‐O‐β‐xylopyranosyl‐(1→6)‐O‐β‐glucopyranoside ( 3 ). In addition, hemslecin A 2‐O‐β‐D ‐glucopyranoside ( 6 ), hemsamabilinin B ( 7 ), and hemslonin A ( 9 ) were obtained for the first time from this plant. 相似文献
10.
Xing‐Ping Zheng Qiong‐Fang Cui Jing‐Feng Zhao Li‐Juan Yang Hong‐Bin Zhang Xiao‐Dong Yang Liang Li 《Helvetica chimica acta》2014,97(12):1638-1643
Three new phthalides, gnaphalides A–C ( 1 – 3 , resp.), together with three known phthalides, were isolated from the aerial part of Gnaphalium adnatum. The structures of the new compounds were elucidated as 6‐(1,1‐dimethylprop‐2‐en‐1‐yl)‐5,7‐dihydroxy‐2‐benzofuran‐1(3H)‐one ( 1 ), 5‐hydroxy‐7‐[(2‐hydroxy‐3‐methylbut‐3‐en‐1‐yl)oxy]‐2‐benzofuran‐1(3H)‐one ( 2 ), and 1,3‐dihydro‐7‐[(3‐methylbut‐2‐en‐1‐yl)oxy]‐1‐oxo‐2‐benzofuran‐5‐yl β‐D ‐glucopyranoside ( 3 ) on the basis of spectral analyses. The structure of 1 was also confirmed by X‐ray crystallographic analysis. The three known phthalides, identified as 5,7‐dihydroxyisobenzofuran‐1(3H)‐one ( 4 ), anaphatol ( 5 ), and 7‐O‐(β‐glucopyranosyl)‐5‐hydroxyisobenzofuran‐1(3H)‐one ( 6 ), were isolated from the genus Gnaphalium for the first time. 相似文献
11.
Jie‐Qing Liu Cui‐Fang Wang Jian‐Chao Chen Shang‐Hui Tu Hong‐Fei Gu Wen‐Xiang Hu Ming‐Hua Qiu 《Helvetica chimica acta》2009,92(12):2737-2745
Six new triterpenoid glycosides, gynosaponins I–VI ( 1 – 6 , resp.), together with three known compounds, ginseng Rb1 ( 7 ), gypenoside XLIX ( 8 ), and gylongiposide I ( 9 ), were isolated from the aerial parts of Gynostemma pentaphyllum. Based on ESI‐MS, IR, 1D‐ and 2D‐NMR data (HMQC, HMBC, COSY, and TOCSY), the structures of the new compounds were determined as (3β,12β,20S)‐trihydroxydammar‐24‐ene 20‐O‐[α‐rhamnopyranosyl‐(1→2)]‐β‐glucopyranoside ( 1 ), (3β,12β,20S)‐trihydroxydammar‐24‐ene 20‐O‐[α‐rhamnopyranosyl‐(1→2)] [α‐rhamnopyranosyl‐(1→3)]‐β‐glucopyranoside ( 2 ), (3β,12β,20S)‐trihydroxydammar‐24‐ene 3‐O‐β‐glucopyranosyl‐20‐O‐[α‐rhamnopyranosyl‐(1→2)]‐β‐glucopyranoside ( 3 ), (3β,12β,20S)‐trihydroxydammar‐24‐ene 3‐O‐β‐glucopyranosyl‐20‐O‐[α‐rhamnopyranosyl‐(1→2)] [α‐rhamnopyranosyl‐(1→3)]‐β‐glucopyranoside ( 4 ), (3β,12β,20S)‐trihydroxydammar‐24‐ene 3‐O‐{[β‐glucopyranosyl‐(1→2)]‐β‐glucopyranosyl}‐20‐O‐[α‐rhamnopyranosyl‐(1→2)]‐β‐glucopyranoside ( 5 ), and (3β,12β,20S)‐trihydroxydammar‐24‐ene 3‐O‐{[β‐glucopyranosyl‐(1→2)]‐β‐glucopyranosyl}‐20‐O‐[α‐rhamnopyranosyl‐(1→2)] [α‐rhamnopyranosyl‐(1→3)]‐β‐glucopyranoside ( 6 ). 相似文献
12.
Lin Tu Yu Zhao Zu‐Yin Yu Yu‐Wen Cong Gang Xu Li‐Yan Peng Peng‐Tao Zhang Xiao Cheng Qin‐Shi Zhao 《Helvetica chimica acta》2008,91(8):1578-1587
One new dammarane triterpenoid, cylindrictone A ( 1 ), as well as five new nor‐dammarane triterpenoids cylindrictone B–F ( 2 – 6 ) were isolated from the leaves of Viburnum cylindrium, together with three known compounds 3β‐hydroxy‐hexanordammaran‐20‐one ( 7 ), 3α‐hydroxyoctanordammar‐12‐en‐17‐one ( 8 ), and neoalsogenin B ( 9 ). Their structures were identified by extensive NMR‐spectroscopic (especially 2D‐NMR) and mass‐spectrometric experiments, and the structure of 3 was further confirmed by a single‐crystal X‐ray analysis. The compounds exhibited no activity against human promyelocytic leukemia HL60 cell. 相似文献
13.
Chitrasen Gupta Subedar Prasad Mahendra Sahai Teigo Asai Noriyuki Hara Yoshinori Fujimoto 《Helvetica chimica acta》2010,93(10):1925-1932
Six new lanostane triterpenes, artabotryols A, B, C1, C2, D, and E ( 1, 2, 3a, 3b, 4 , and 5 , resp.) have been isolated from the seeds of Artabotrys odoratissimus (Annonaceae). Their structures have been established as (3α,22S,25R)‐3‐hydroxy‐22,26‐epoxylanost‐8‐en‐26‐one ( 1 ), (3α,22S,25R)‐22,26‐epoxylanost‐8‐ene‐3,26‐diol ( 2 ), (3α,22S,25R,26R)‐26‐methoxy‐22,26‐epoxylanost‐8‐en‐3‐ol ( 3a ), (3α,22S,25R, 26S)‐26‐methoxy‐22,26‐epoxylanost‐8‐en‐3‐ol ( 3b ), (3α,22S,25R)‐3,22‐dihydroxylanost‐8‐en‐26‐oic acid ( 4 ) and (3α,7α,11α,22S,25R)‐3,7,11‐trihydroxy‐22,26‐epoxylanost‐8‐en‐26‐one ( 5 ) by spectroscopic studies and chemical correlations. 相似文献
14.
MaríaA. Ponce Rosa Erra‐Balsells AndreaC. Bruttomesso EduardoG. Gros 《Helvetica chimica acta》2004,87(12):2987-3003
The course of the singlet‐oxygen reaction with pregn‐17(20)‐enes and pregn‐5,17(20)‐dienes was studied to compare the reactivity of the two alkene moieties present in some steroid families. Thus, from commercially available (3β,5α)‐hydroxy‐androstan‐17‐one and (3β)‐3‐hydroxyandrost‐5‐en‐17‐one, the following 3‐{[(tert‐butyl)dimethylsilyl]oxy}‐substituted, 17(20)‐unsaturated pregnanes were prepared (see Fig. 1): (3β,5α)‐21‐norpregn‐17(20)‐ene 1 ; (3β,5α,17Z)‐pregn‐17(20)‐ene 2 , (3β,5α,16α,17E)‐pregn‐17(20)‐en‐16‐ol 3 , (16β,5α,17E)‐pregn‐17(20)‐en‐16‐ol 4 , (3β,5α,16β,17E)‐pregn‐17(20)‐en‐16‐ol acetate 5 , (3β,16α)‐21‐norpregna‐5,17(20)‐dien‐16‐ol 6 , (3β,16α,17E)‐pregna‐5,17(20)‐dien‐16‐ol 7 , (3β,17Z)‐pregna‐5,17(20)‐diene 8 , (3β,17E)‐pregna‐5,17(20)‐dien‐21‐ol 9 and (3β,17E)‐5,17(20)‐dien‐21‐ol acetate 10 . The oxygenated products (see Fig. 2) obtained from 1 – 10 and 1O2, generated by irradiation of Rose Bengal in 3O2‐saturated pyridine solution, were characterized by 1H‐, 13C‐NMR, and MS (EI, FAB, HR‐EI, ESI‐ and UV‐MALDI‐TOF) data. Major products were those formed by the ene reaction involving as intermediates the corresponding hydroperoxides and the cyclic tautomers of the allylic hydroperoxides, i.e., the corresponding oxiranium oxide‐like intermediate (Scheme 5). 相似文献
15.
Five new diterpenes, cespihypotins W–Z ( 1 – 4 , resp.) and cespihypotone ( 5 ) have been isolated from the AcOEt‐soluble fraction of the Formosan soft coral Cespitularia hypotentaculata. Two of them having the norverticillane skeleton, i.e., 1 and 2 , and the other three, 3 – 5 , possessing a verticillane skeleton. The structures were established as (+)‐(1βH,7E)‐6β,11β‐dihydroxynorverticilla‐4(18),7‐diene‐10,12‐dione ( 1 ), (+)‐(1βH,7E)‐6β‐acetoxy‐11β‐hydroxynorverticilla‐4(18),7‐diene‐10,12‐dione ( 2 ), (?)‐(1βH,7E)‐6β‐acetoxyverticilla‐4(18),7,11‐triene‐10,12‐γ‐lactone ( 3 ), (+)‐(1βH,7E)‐6β‐acetoxy‐10‐hydroxyverticilla‐4(18),7,11‐triene‐10,12‐γ‐lactone ( 4 ), and (+)‐(1βH,3Z)‐10β‐hydroxy‐6‐oxoverticilla‐3,11‐diene‐10,12‐γ‐lactone ( 5 ), respectively, on the basis of 1D‐ and 2D‐NMR spectroscopic analyses. 相似文献
16.
Hao Gao Zhao Wang Zhi‐Hong Yao Ning Wu Hua‐Jin Dong Jin Li Nai‐Li Wang Wen‐Cai Ye Xin‐Sheng Yao 《Helvetica chimica acta》2008,91(3):451-459
Four new saponins, yemuosides YM17–YM20 ( 1 – 4 , resp.), were isolated from the rattan of Stauntonia chinensis DC. (Lardizabalaceae) along with a known saponin, nipponoside D ( 5 ). Their structures were elucidated by spectroscopic analysis and chemical evidence as 20,30‐dihydroxy‐29‐noroleanolic acid 28‐O‐α‐L ‐rhamnopyranosyl‐(1→4)‐β‐D ‐glucopyranosyl‐(1→6)‐β‐D ‐glucopyranosyl ester ( 1 ), 20,29‐dihydroxy‐30‐noroleanolic acid 28‐O‐α‐L ‐rhamnopyranosyl‐(1→4)‐β‐D ‐glucopyranosyl‐(1→6)‐β‐D ‐glucopyranosyl ester ( 2 ), 29‐hydroxy‐30‐norolean‐20(21)‐enolic acid 28‐O‐α‐L ‐rhamnopyranosyl‐(1→4)‐β‐D ‐glucopyranosyl‐(1→6)‐β‐D ‐glucopyranosyl ester ( 3 ), 29‐hydroxyoleanolic acid 28‐O‐α‐L ‐rhamnopyranosyl‐(1→4)‐β‐D ‐glucopyranosyl‐(1→6)‐β‐D ‐glucopyranosyl ester ( 4 ), and 23,29‐dihydroxyoleanolic acid 28‐O‐α‐L ‐rhamnopyranosyl‐(1→4)‐β‐D ‐glucopyranosyl‐(1→6)‐β‐D ‐glucopyranosyl ester ( 5 ). Yemuoside YM17–YM19 ( 1 – 3 , resp.) contain novel unusual nortriterpene aglycones. 相似文献
17.
Three new triterpenoid saponins, ardisicrenoside I ( 1 ), ardisicrenoside J ( 2 ), and ardisicrenoside M ( 3 ), along with eight known compounds, were isolated from the roots of Ardisia crenata Sims . Their structures were elucidated as 16α‐hydroxy‐30,30‐dimethoxy‐3β‐O‐{β‐D ‐xylopyranosyl‐(1→2)‐β‐D ‐glucopyranosyl‐(1→4)‐[β‐D ‐glucopyranosyl‐(1→2)]‐α‐L ‐arabinopyranosyl}‐13β,28‐epoxyoleanane ( 1 ), 16α‐hydroxy‐30,30‐dimethoxy‐3β‐O‐{α‐L ‐rhamnopyranosyl‐(1→2)‐β‐D ‐glucopyranosyl‐(1→4)‐[β‐D ‐glucopyranosyl‐(1→2)]‐α‐L ‐arabinopyranosyl}‐13β,28‐epoxyoleanane ( 2 ), 30,30‐dimethoxy‐16‐oxo‐3β‐O‐{β‐D ‐xylopyranosyl‐(1→2)‐β‐D ‐glucopyranosyl‐(1→4)‐[β‐D ‐glucopyranosyl‐(1→2)]‐α‐L ‐arabinopyranosyl}‐13β,28‐epoxyoleanane ( 3 ), ardisiacrispin A ( 4 ), ardisiacrispin B ( 5 ), ardisicrenoside B ( 6 ), ardisicrenoside A ( 7 ), ardisicrenoside H ( 8 ), ardisicrenoside G ( 9 ), cyclamiretin A‐3β‐O‐β‐D ‐xylopyranosyl‐(1→2)‐β‐D ‐glucopyranosyl‐(1→4)‐α‐L ‐arabinopyranoside ( 10 ), and cyclamiretin A‐3β‐O‐α‐L ‐rhamnopyranosyl‐(1→2)‐β‐D ‐glucopyranosyl‐(1→4)‐α‐L ‐arabinopyranoside ( 11 ) by means of chemical and spectral analysis, and their cytotoxicities were evaluated in vitro. 相似文献
18.
Ana Isabel V. Maia Raimundo Braz‐Filho Edilberto R. Silveira Carlos Alberto de Simone Otília Deusdênia L. Pessoa 《Helvetica chimica acta》2012,95(8):1387-1394
Two new epimeric chlorinated withaphysalins, rel‐(4β,5β,6α,18S,22R)‐ and rel‐(4β,5β,6α,18R,22R)‐6‐chloro‐18,20‐epoxy‐18‐ethoxy‐4,5‐dihydroxy‐1‐oxowitha‐2,24‐diene‐26,22‐lactone ( 1 and 2 resp.), together with the new rel‐(4β,5β,6α,18R,22R)‐6‐chloro‐18,20‐epoxy‐4,5‐dihydroxy‐18‐methoxy‐1‐oxowitha‐2,24‐diene‐26,22‐lactone ( 3 ) and rel‐(3β,4β,5β,6β,18R,22R)‐5,6:18,20‐diepoxy‐3,18‐diethoxy‐4‐hydroxy‐1‐oxowith‐24‐ene‐26,22‐lactone ( 4 ) were isolated from the leaves of Acnistus arborescens and named withaphysalins T–W, respectively. The final structures and the complete 1H‐ and 13C‐NMR assignments of the three chlorowithaphysalins 1 – 3 were performed by means of HR‐ESI‐MS and 1D‐ and 2D‐NMR experiments, including COSY, HSQC, and HMBC, beside comparison with spectral data of analogous compounds from the literature. The structure of 4 was also confirmed by means of a single‐crystal X‐ray diffraction analysis. 相似文献
19.
Bingyou Yang Qiuhong Wang Yonggang Xia Weisheng Feng Haixue Kuang 《Helvetica chimica acta》2008,91(5):964-971
Three new withanolide compounds, named baimantuoluolines D–F, along with three known withanolides and a lignan were isolated from the flower of Datura metel L., the parts effective against psoriasis. The structures of the new compounds were elucidated as (5α,6β,12β,20R,22R,24R,25S)‐21,24‐epoxy‐5,6,12‐trihydroxy‐27‐methoxy‐1‐oxowith‐2‐enolide ( 1 ), (5α,6β,12β,20R,22R,24R,25S)‐21,24‐epoxy‐5,6,12,27‐tetrahydroxy‐1‐oxowith‐2‐enolide ( 2 ), and (5α,6β,12β,22R)‐5,6,12,21‐tetrahydroxy‐1‐oxowith‐24‐enolide( 3 ) on the basis of physicochemical evidence. 相似文献
20.
Sayaka Taji Takeshi Yamada Yasuko In Shun‐ichi Wada Yoshihide Usami Kazuo Sakuma Reiko Tanaka 《Helvetica chimica acta》2007,90(11):2047-2057
Three new lanostane‐type triterpenoids, inonotsulides A, B, and C ( 1 – 3 , resp.) were isolated from the sclerotia of Inonotus obliquus (Pers .: Fr.) (Japanese name: Kabanoanatake; Russian name: Chaga). Their structures were determined to be (20R,24S)‐3β,25‐dihydroxylanost‐8‐en‐20,24‐olide ( 1 ), (20R,24R)‐3β,25‐dihydroxylanost‐8‐en‐20,24‐olide ( 2 ), and (20R,24S)‐3β,25‐dihydroxylanosta‐7,9(11)‐dien‐20,24‐olide ( 3 ) on the basis of chemical transformation, NMR spectroscopy including 1D and 2D (1H,1H‐COSY, NOESY, HMQC, HMBC), EI‐MS, and single‐crystal X‐ray analysis. 相似文献