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1.
Four new triterpenoid glycosides named asiaticoside C ( 1 ), D ( 2 ), E ( 3 ), and F ( 4 ) were isolated from the BuOH fraction of the EtOH extract of whole plants of Centella asiatica, together with three known compounds, asiaticoside ( 5 ), madecassoside ( 6 ), and scheffuroside B ( 7 ). Based on FAB‐MS, IR, 1H‐ and 13C‐NMR, and 2D‐NMR data (HMQC, HMBC, COSY), the structures of the new compounds were determined as (2α,3β,4α)‐23‐(acetyloxy)‐2,3‐dihydroxyurs‐12‐en‐28‐oic acid O‐α‐L ‐rhamnopyranosyl‐(1→4)‐O‐β‐D ‐glucopyranosyl‐(1→6)‐β‐D ‐glucopyranosyl ester ( 1 ), (2α,3β)‐2,3‐dihydroxyurs‐12‐en‐28‐oic acid O‐α‐L ‐rhamnopyranosyl‐(1→4)‐O‐β‐D ‐glucopyranosyl‐(1→6)‐β‐D ‐glucopyranosyl ester ( 2 ), asiatic acid 6‐O‐β‐D ‐glycopyranosyl‐β‐D ‐glucopyranosyl ester ( 3 ), (3β,4α)‐3,23‐dihydroxyurs‐12‐en‐28‐oic acid O‐α‐L ‐rhamnopyranosyl‐(1→4)‐O‐β‐D ‐glucopyranosyl‐(1→6)‐β‐D ‐glucopyranosyl ester ( 4 ). 相似文献
2.
Mohamed Elbandy Tomofumi Miyamoto Clment Delaude Marie‐Aleth Lacaille‐Dubois 《Helvetica chimica acta》2002,85(9):2721-2728
Five new triterpene saponins 1 – 5 were isolated from the roots of Muraltia ononidifolia E. Mey along with the two known saponins 3‐O‐[O‐β‐D ‐glucopyranosyl‐(1→2)‐β‐D ‐glucopyranosyl]medicagenic acid 28‐[O‐β‐D ‐xylopyranosyl‐(1→4)‐O‐α‐L ‐rhamnopyranosyl‐(1→2)‐α‐L ‐arabinopyranosyl] ester and 3‐O‐(β‐D ‐glucopyranosyl)medicagenic acid 28‐[O‐α‐L ‐rhamnopyranosyl‐(1→2)‐α‐L ‐arabinopyranosyl] ester (medicagenic acid=(4α,2β,3β)‐2,3‐dihydroxyolean‐12‐ene‐23,28‐dioic acid). Their structures were elucidated mainly by spectroscopic experiments, including 2D‐NMR techniques, as 3‐O‐(β‐D ‐glucopyranosyl)medicagenic acid 28‐[O‐β‐ D ‐apiofuranosyl‐(1→3)‐O‐β‐D ‐xylopyranosyl‐(1→4)‐O‐α‐L ‐rhamnopyranosyl‐(1→2)‐α‐L ‐arabinopyranosyl] ester ( 1 ), 3‐O‐(β‐D ‐glucopyranosyl)medicagenic acid 28‐{[O‐β‐D ‐xylopyranosyl‐(1→4)‐O‐[β‐D ‐apiofuranosyl‐(1→3)]‐O‐α‐L ‐rhamnopyranosyl‐(1→2)‐α‐L ‐arabinopyranosyl} ester ( 2 ), 3‐O‐[O‐β‐D ‐glucopyranosyl‐(1→2)‐β‐D ‐glucopyranosyl]medicagenic acid 28‐{O‐β‐D ‐xylopyranosyl‐(1→4)‐O‐[β‐D ‐apiofuranosyl‐(1→3)]‐O‐α‐L ‐rhamnopyranosyl‐(1→2)‐α‐L ‐arabinopyranosyl} ester ( 3 ), 3‐O‐[O‐β‐D ‐glucopyranosyl‐(1→2)‐β‐D ‐glucopyranosyl]medicagenic acid 28‐[O‐α‐L ‐rhamnopyranosyl‐(1→2)‐α‐L ‐arabinopyranosyl] ester ( 4 ), and 3‐O‐[O‐β‐D ‐glucopyranosyl‐(1→2)‐β‐D ‐glucopyranosyl]medicagenic acid ( 5 ). 相似文献
3.
Deborah K. B. Runyoro Cosam C. Joseph Olipa D. Ngassapa Mahendra P. Darokar Santosh K. Srivastava Mecky I. N. Matee Colin W. Wright 《中国化学会会志》2015,62(8):669-674
Candidiasis is one of the most frequent opportunistic infections in individuals with severe immunosupression and further development of resistance against the available antifungal drugs has created an alarming situation. This requires intensive drug discovery to develop new, more effective, affordable and accessible antifungal agents possessing novel modes of action. Albizia anthelmintica, which is ethno medically used to treat vaginal candidiasis in the Morogoro and coastal regions of Tanzania, on activity guided fractionation and subsequent purification resulted in the isolation and characterization of an isomer of methyl cyclitol ( 1 ) and six echinocystic acid saponins ( 2 – 7 ). Saponins 6 and 7 are new and being reported for the first time from nature. Among all the isolated compounds, 3‐O‐[α‐L‐arabinopyranosyl (1→2)][α‐L‐arabinopyranosyl (1→6)]‐2‐acetamido‐2‐deoxy‐β‐D‐glucopyranosyl echinocystic acid ( 4 ), 3‐O‐[α‐L‐arabinopyranosyl (1→2)] [α‐L‐arabinopyranosyl (1→6)]‐2‐amino‐2‐deoxy‐β‐D‐glucopyranosyl echinocystic acid ( 6 ) and 3‐O‐[β‐D‐glucopyranosyl (1→3)] [α‐L‐arabinopyranosyl (1→2)] [α‐L‐arabinopyranosyl (1→6)]‐2‐amino‐2‐deoxy‐β‐D‐glucopyranosyl echinocystic acid ( 7 ) and their combinations were active against the various strains of C. albicans with MICs ranging from 12.5 to 125 μg/ml. 相似文献
4.
Li Fan Jincai Lu Beibei Xu Song Gao Hongfen Zhang Runxiang Liu 《Helvetica chimica acta》2010,93(1):58-64
Two new oleanolic acid‐type triterpenoid saponins, raddeanosides R22 and R23 ( 1 and 2 , resp.), together with four known saponins were isolated from the rhizome of Anemone raddeana Regel. The structures of the new compounds were elucidated as oleanolic acid 3‐O‐β‐D ‐glucopyranosyl(1→2)[β‐D ‐glucopyranosyl(1→4)]‐α‐L ‐arabinopyranoside ( 1 ) and oleanolic acid 3‐O‐α‐L ‐arabinopyranosyl(1→3)‐α‐L ‐rhamnopyranosyl(1→2)[β‐D ‐glucopyranosyl(1→4)]‐α‐L ‐arabinopyranoside ( 2 ). The four known compounds were identified as oleanolic acid 3‐O‐α‐L ‐arabinopyranoside ( 3 ), oleanolic acid 3‐O‐β‐D ‐glucopyranosyl(1→4)‐α‐L ‐arabinopyranoside ( 4 ), hederasaponin B ( 5 ), and hederacholchiside E ( 6 ) on the basis of chemical and spectral evidences. Compound 4 is reported for the first time from the Anemone genus, while the other three known compounds have been already found in this plant. 相似文献
5.
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
6.
Xiao‐Li Li Lin Tu Yu Zhao Li‐Yan Peng Gang Xu Xiao Cheng Qin‐Shi Zhao 《Helvetica chimica acta》2008,91(5):856-861
Two new compounds, (6S,13S)‐6‐{[β‐D ‐glucopyranosyl‐(1→4)‐α‐L ‐rhamnopyranosyl]oxy}cleroda‐3,14‐dien‐13‐ol ( 1 ) and kadsuric acid 3‐methyl ester ( 2 ), together with nine known compounds, (6S,13E)‐6‐{[β‐D ‐glucopyranosyl‐(1→4)‐α‐L ‐rhamnopyranosyl]oxy}cleroda‐3,13‐dien‐15‐ol ( 3 ), (6S,13S)‐6‐[6‐O‐acetyl‐β‐D ‐glucopyranosyl‐(1→4)‐α‐L ‐rhamnopyranosyl]oxy}‐13‐{[α‐L ‐rhamnopyranosyl‐(1→4)‐β‐D ‐fucopyranosyl]oxy}cleroda‐3,14‐diene ( 4 ), (6S,13S)‐6‐{[6‐O‐β‐D ‐glucopyranosyl‐(1→4)‐α‐L ‐rhamnopyranosyl]oxy}‐13‐{[α‐L ‐rhamnopyranosyl‐(1→4)‐β‐D ‐fucopyranosyl]oxy}cleroda‐3,14‐diene ( 5 ), 15‐hydroxydehydroabietic acid ( 6 ), 15‐hydroxylabd‐8(17)‐en‐19‐oic acid ( 7 ), junicedric acid ( 8 ), (4β)‐kaur‐16‐en‐18‐oic acid ( 9 ), (4β)‐16‐hydroxykauran‐18‐oic acid ( 10 ), and (4β,16β)‐16‐hydroxykauran‐18‐oic acid ( 11 ) were isolated from the fronds of Dicranopteris linearis or D. ampla. Their structures were established by extensive 1D‐ and 2D‐NMR spectroscopy. Compounds 1 and 3 – 8 showed no anti‐HIV activities. 相似文献
7.
Sheng‐Xiang Yang Jin‐Ming Gao Jian‐Chun Qin Lin Zhou Ming‐Hua Chiu Lei Wang 《Helvetica chimica acta》2007,90(8):1477-1481
A new triterpene, (3β,12β)‐taraxast‐20(30)‐ene‐3,12‐diol (=(3β,12β,18α,19α)‐urs‐20(30)‐ene‐3,12‐diol; 1 ), together with the known compounds ursolic acid, α‐amyrin, β‐amyrin, (2α,3β)‐2,3‐dihydroxyursa‐5,12‐dien‐28‐oic acid, (2α,3β)‐2,3,23‐trihydroxyurs‐12‐en‐28‐oic acid, (2S,3S,4R,8Z)‐1‐O‐(β‐D ‐glucopyranosyl)‐2‐{[(2R)‐2‐hydroxydocosanoyl]amino}octadec‐8‐ene‐1,3,4‐triol, and (2S,3S,4R,8Z)‐1‐O‐(β‐D ‐glucopyranosyl)‐2‐[(palmitoyl)amino]octadec‐8‐ene‐1,3,4‐triol, and quercetin 3‐(β‐D ‐glucopyranoside) were isolated from the leaves of Craibiodendron yunnanense. Their structures were established on the basis of spectral evidence. The last four compounds were identified for the first time in this plant. 相似文献
8.
Beatriz Hernández‐Carlos Miriam Carmona‐Pineda Claudia Villanueva‐Cañongo Jesús F. López‐Olguín Agustín Aragón‐García Pedro Joseph‐Nathan 《Magnetic resonance in chemistry : MRC》2009,47(11):994-1003
The chemical study of Sechium mexicanum roots led to the isolation of the two new saponins {3‐O‐β‐D ‐glucopyranosyl (1 → 3)‐β‐D ‐glucopyranosyl‐2β,3β,16α,23‐tetrahydroxyolean‐12‐en‐28‐oic acid 28‐O‐α‐L ‐rhamnopyranosyl‐(1 → 3)‐β‐D ‐xylopyranosyl‐(1 → 4)‐α‐L ‐rhamnopyranosyl‐(1 → 2)‐α‐L ‐arabinopyranoside} (1) and {3‐O‐β‐D ‐glucopyranosyl (1 → 3)‐β‐D ‐glucopyranosyl‐2β,3β,16α,23‐tetrahydroxyolean‐12‐en‐28‐oic acid 28‐O‐α‐L ‐rhamnopyranosyl‐(1 → 3)‐β‐D ‐xylopyranosyl‐(1 → 4)‐[β‐D ‐apiosyl‐(1 → 3)]‐α‐L ‐rhamnopyranosyl‐(1 → 2)‐α‐L ‐arabinopyranoside} (2), together with the known compounds {3‐O‐β‐D ‐glucopyranosyl‐(1 → 3)‐β‐D ‐glucopyranosyl‐2β,3β,6β,16α,23‐pentahydroxyolean‐12‐en‐28‐oic acid 28‐O‐α‐L ‐rhamnopyranosyl‐(1 → 3)‐β‐D ‐xylopyranosyl‐(1 → 4)‐α‐L ‐rhamnopyranosyl‐(1 → 2)‐α‐L ‐arabinopyranoside} (3), tacacosides A1 (4) and B3 (5). The structures of saponins 1 and 2 were elucidated using a combination of 1H and 13C 1D‐NMR, COSY, TOCSY, gHMBC and gHSQC 2D‐NMR, and FABMS of the natural compounds and their peracetylated derivates, as well as by chemical degradation. Compounds 1–3 are the first examples of saponins containing polygalacic and 16‐hydroxyprotobasic acids found in the genus Sechium, while 4 and 5, which had been characterized partially by NMR, are now characterized in detail. Copyright © 2009 John Wiley & Sons, Ltd. 相似文献
9.
Four new triterpenoid saponins, named scheffarboside A – D ( 1 – 4 ), along with five known saponins were isolated from the stems of Schefflera arboricola. The structures of the four new saponins were determined as 3‐O‐(O‐β‐glucuronopyranosyl‐(1 → 3)‐O‐α‐rhamnopyranosyl‐(1 → 2)‐α‐arabinopyranosyl)oleanolic acid ( 1 ), 3‐O‐(O‐α‐arabinopyranosyl‐(1 → 4)‐O‐α‐arabinopyranosyl‐(1 → 3)‐O‐α‐rhamnopyranosyl‐(1 → 2)‐α‐arabinopyranosyl)oleanolic acid ( 2 ), 3‐O‐(O‐α‐arabinopyranosyl‐(1 → 4)‐O‐α‐arabinopyranosyl‐(1 → 3)‐O‐α‐rhamnopyranosyl‐(1 → 2)‐α‐arabinopyranosyl)hederagenin ( 3 ), 3‐O‐(O‐α‐arabinopyranosyl‐(1 → 4)‐O‐α‐arabinopyranosyl‐(1 → 3)‐O‐α‐rhamnopyranosyl‐(1 → 2)‐α‐arabinopyranosyl)oleanolic acid O‐α‐rhamnopyranosyl‐(1 → 4)‐O‐β‐glucopyranosyl‐(1 → 6)‐β‐glucopyranosylester ( 4 ), respectively, on the basis of spectroscopic and chemical degradation methods. 相似文献
10.
The isolation and structure elucidation of two new oleanane‐type triterpene glycosides, 29‐(β‐D ‐glucopyranosyloxy)‐2α,3β,23‐trihydroxyolean‐12‐en‐28‐oic acid (=(2α,3β,4α,29α)‐29‐(β‐D ‐glucopyranosyloxy)‐2,3,23‐trihydroxyolean‐12‐en‐28‐oic acid; 1 ) and its C(20)‐epimer, 30‐(β‐D ‐glucopyranosyloxy)‐2α,3β,23‐trihydroxyolean‐12‐en‐28‐oic acid (=(2α,3β,4α,29β)‐29‐β‐D ‐glucopyranosyloxy)‐2,3,23‐trihydroxyolean‐12‐en‐28‐oic acid; 2 ), and a novel nortriterpene glycoside, (17S)‐2α,18β,23‐trihydroxy‐3,19‐dioxo‐19(18→17)‐ abeo‐28‐norolean‐12‐en‐25‐oic acid β‐D ‐glucopyranosyl ester (=(1R,2S,4aS,4bR,6aR,7R,9R,10aS,10bS)‐3,4,4a,4b,5,6,6a,7,8,9,10,10a,10b,11‐tetradecahydro‐1‐hydroxy‐7‐(hydroxymethyl)‐3′,4′,4a,4b,7‐pentamethyl‐2′,8‐ dioxospiro[chrysene‐2(1H),1′‐cyclopentane]‐10a‐carboxylic acid β‐D ‐glucopyranosyl ester; 3 ) from Phlomis viscosa (Lamiaceae) are reported. The structures of the compounds were asigned by means of spectroscopic (IR, 1D‐ and 2D‐NMR, and LC‐ESI‐MS) and chemical (acetylation) methods. 相似文献
11.
Adakarleny Sosa Carmelo Rosquete Luis Rojas Laurent Pouységu Stéphane Quideau Thomas Paululat Anne‐Claire Mitaine‐Offer Marie‐Aleth Lacaille‐Dubois 《Helvetica chimica acta》2011,94(10):1850-1859
Two new triterpenoid glycosides, together with two new ergostane glycosides, umbellatosides A–D ( 1 – 4 , resp.), have been isolated from the leaves of Hydrocotyle umbellata L. Their structures were established by 2D‐NMR spectroscopic techniques (1H,1H‐COSY, TOCSY, NOESY, HSQC, and HMBC) and mass spectrometry as 3β,22β‐dihydroxy‐3‐O‐[α‐L ‐rhamnopyranosyl‐(1→2)‐β‐D ‐glucuronopyranosyl]olean‐12‐en‐28‐oic acid 28‐O‐β‐D ‐glucopyranosyl ester ( 1 ), 3‐O‐[α‐L ‐rhamnopyranosyl‐(1→2)‐β‐D ‐glucuronopyranosyl]oleanolic acid 28‐O‐β‐D ‐glucopyranosyl ester ( 2 ), (3β,11α,26)‐ergosta‐5,24(28)‐diene‐3,11,26‐triol 3‐O‐(β‐D ‐glucopyranosyl)‐11‐O‐(α‐L ‐rhamnopyranosyl)‐26‐O‐β‐D ‐glucopyranoside ( 3 ), and (3β,11α,21,26)‐ergosta‐5,24(28)‐diene‐3,11,21,26‐tetrol 3‐O‐(β‐D ‐glucopyranosyl)‐11‐O‐(α‐L ‐rhamnopyranosyl)‐26‐O‐β‐D ‐glucopyranoside ( 4 ). 相似文献
12.
《Magnetic resonance in chemistry : MRC》2002,40(9):603-608
Four new ursane‐type saponins, monepalosides C–F, together with a known saponin, mazusaponin II, were isolated from Morina nepalensis var. alba Hand.‐Mazz. Their structures were determined to be 3‐O‐α‐L ‐arabinopyranosyl‐(1 → 3)‐&[alpha;‐L ‐rhamnopyranosyl‐(1 → 2)]‐α‐L ‐arabinopyranosylpomolic acid 28‐O‐β‐D ‐glucopyranosyl‐(1 → 6)‐β‐D ‐glucopyranoside (monepaloside C, 1 ), 3‐O‐α‐L ‐arabinopyranosyl‐(1 → 3)‐&[alpha;‐L ‐rhamnopyranosyl‐(1 → 2)]‐β‐D ‐xylopyranosylpomolic acid 28‐O‐β‐D ‐glucopyranosyl‐(1 → 6)‐β‐D ‐glucopyranoside (monepaloside D, 2 ), 3‐O‐α‐L ‐arabinopyranosyl‐(1 → 3)‐&[beta;‐D ‐glucopyranosy‐(1 → 2)]‐α‐L ‐arabinopyranosylpomolic acid 28‐O‐β‐D ‐glucopyranosyl‐(1 → 6)‐β‐D ‐glucopyranoside (monepaloside E, 3 ) and 3‐O‐β‐D ‐xylopyranosylpomolic acid 28‐O‐β‐D ‐glucopyranoside (monepaloside F, 4 ) on the basis of chemical and spectroscopic evidence. 2D NMR techniques, including 1H–1H COSY, HMQC, 2D HMQC‐TOCSY, HMBC and ROESY, and selective excitation experiments, including SELTOCSY and SELNOESY, were utilized in the structure elucidation and complete assignments of 1H and 13C NMR spectra. Copyright © 2002 John Wiley & Sons, Ltd. 相似文献
13.
Günter Michl Dawit Abebe Franz Bucar Asfaw Debella Olaf Kunert MartinG. Schmid Efrem Mulatu Ernst Haslinger 《Helvetica chimica acta》2000,83(2):359-363
Two new bisdesmosidic triterpenoid saponins, i.e. 1 and 2 , were isolated, besides the three known saponins 3 – 5 , from the MeOH extract of the aerial parts of Achyranthes aspera Linn. (Amaranthaceae). Their structures were elucidated as β‐D ‐glucopyranosyl 3β‐[O‐α‐L ‐rhamnopyranosyl‐(1→3)‐O‐β‐D ‐glucopyranuronosyloxy]machaerinate ( 1 ) and β‐D ‐glucopyranosyl 3β‐[O‐β‐D ‐galactopyranosyl‐(1→2)‐O‐α‐D ‐glucopyranuronosyloxy]machaerinate ( 2 ) by NMR spectroscopy, including 2D‐NMR experiments (machaerinic acid=3β,21β‐dihydroxyolean‐12‐en‐28‐oic acid). The other saponins were identified as β‐D ‐glucopyranosyl 3β[O‐α‐L ‐rhamnopyranosyl‐(1→3)‐O‐β‐D ‐glucopyranuronosyloxy]oleanolate ( 3 ), β‐D ‐glucopyranosyl 3‐β‐[O‐β‐D ‐galactopyranosyl‐(1→2)‐O‐β‐D ‐glucopyranuronosyloxy]oleanolate ( 4 ), and β‐D ‐glucopyranosyl 3β‐[O‐β‐D ‐glucopyranuronosyloxy]oleanolate ( 5 ) (oleanolic acid=3β‐hydroxyolean‐12‐en‐28‐oic acid). 相似文献
14.
Hai‐Liang Xin Xiao‐Qiang Yue Yan‐Feng Xu Ying‐Chun Wu Ya‐Ni Zhang Yong‐Zi Wang Chang‐Quan Ling 《Helvetica chimica acta》2008,91(3):575-580
Two new polyoxygenated triterpenoids, (2β,3α,6α)‐2,3,6,20,23,30‐hexahydroxyurs‐12‐en‐28‐oic acid ( 1 ) and (2β,3α)‐2,3,20,23,24,30‐hexahydroxyurs‐12‐en‐28‐oic acid O‐β‐D ‐glucopyranosyl ester ( 2 ) were isolated from the roots of Actinidia valvata Dunn . Their structures were elucidated by means of extensive spectroscopic studies. Both compounds showed moderate cytotoxic activity in vitro against the BEL‐7402 and SMMC‐7721 tumor cell lines. 相似文献
15.
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
16.
Jens Linnek Anne‐Claire Mitaine‐Offer Thomas Paululat Marie‐Aleth Lacaille‐Dubois 《Magnetic resonance in chemistry : MRC》2012,50(12):798-802
From the branches of Pittosporum senacia Putterlick (Pittosporaceae), two new triterpenoid saponins, senaciapittosides A and B (1, 2), were isolated. Their structures were elucidated by extensive analysis of one‐ and two‐dimensional nuclear magnetic resonance spectroscopy, high‐resolution electrospray ionization mass spectrometry (HR‐ESIMS) and chemical evidence as 3‐O‐[β‐d ‐glucopyranosyl‐(1 → 2)]‐[α‐l ‐arabinopyranosyl‐(1 → 3)]‐[α‐l ‐arabinofuranosyl‐(1 → 4)]‐β‐d ‐glucuronopyranosyl oleanolic acid 28‐O‐β‐d ‐glucopyranosyl ester (1) and 3‐O‐[β‐d ‐glucopyranosyl‐(1 → 2)]‐[α‐l ‐arabinopyranosyl‐(1 → 3)]‐[α‐l ‐arabinofuranosyl‐(1 → 4)]‐β‐d ‐glucuronopyranosyl‐22‐O‐α‐l ‐arabinopyranosyl‐21‐acetoxy R1‐barrigenol (2). Compound 2 presents an unusual glycosylation at C‐22 of its aglycone. Copyright © 2012 John Wiley & Sons, Ltd. 相似文献
17.
Hai‐Liang Xin Yan‐Feng Xu Yin‐Huan Hou Ya‐Ni Zhang Xiao‐Qiang Yue Jin‐Cai Lu Chang‐Quan Ling 《Helvetica chimica acta》2008,91(11):2075-2080
Two novel triterpenoids, (2α,3α)‐3‐{[4‐O‐(β‐D ‐glucopyranosyl)‐β‐D ‐xylopyranosyl]oxy}‐2,23‐dihydroxy‐30‐methoxy‐30‐oxoolean‐12‐en‐28‐oic acid ( 1 ) and (2α,3α)‐2,23,30‐trihydroxy‐3‐[(β‐D ‐xylopyranosyl)oxy]olean‐12‐en‐28‐oic acid ( 2 ) were isolated from Portulaca oleracea L., and they both showed weak cytotoxic activity assayed with the MTT method. 相似文献
18.
Hui Dou Xun Liao Shu‐Lin Peng Yuan‐Jiang Pan Li‐Sheng Ding 《Helvetica chimica acta》2003,86(8):2797-2804
The new rearranged‐abietane diterpene 1 , the four new triterpenoids 2 – 5 , and the new aminoethylphenyl oligoglycoside 6 , besides 19 known compounds, were isolated from the roots of Schnabelia tetradonta, a Chinese endemic herb. The structures of the new compounds were elucidated on the basis of spectroscopic evidence as 12,17‐epoxy‐11,14,16‐trihydroxy‐17(15→16)‐abeo‐abieta‐8,11,13,15‐tetraen‐7‐one ( 1 ), 21β‐(β‐D ‐glucopyranosyloxy)‐2α,3α‐dihydroxyolean‐12‐en‐28‐oic acid ( 2 ), 2β,3β,16β‐trihydroxy‐15‐oxo‐28‐norolean‐12‐en‐23‐oic acid ( 3 ), 3β‐[(4‐O‐acetyl‐β‐D ‐glucopyranuronosyl)oxy]‐2β,16β‐dihydroxy‐28‐norolean‐15‐oxo‐12‐en‐23‐oic acid ( 4 ), 3β‐[(4‐O‐acetyl‐6‐O‐methyl‐β‐D ‐glucopyranuronosyl)oxy]‐2β,16β‐dihydroxy‐15‐oxo‐28‐norolean‐12‐en‐23‐oic acid ( 5 ), and 4‐[2‐(acetylamino)ethyl]phenyl O‐6‐O‐[(Z)‐p‐methoxycinnamoyl]‐β‐D ‐glucopyranosyl‐(1→2)]‐O‐[β‐D ‐glucopyranosyl‐(1→3)]‐4‐O‐acetyl‐α‐L ‐rhamnopyranoside ( 6 ), respectively. 相似文献
19.
《Magnetic resonance in chemistry : MRC》2002,40(9):609-613
Two new triterpenoid saponins, gledistside A ( 1 ) and gledistside B ( 2 ), isolated from the fruits of Gledistsia dolavayi Franch., were characterized as the 3,28‐O‐bisdesmoside of echinocystic acid acylated with monoterpene carboxylic acids. On the basis of spectroscopic and chemical evidence, their structures were elucidated as 3‐O‐β‐D ‐xylopyranosyl‐(1→2)‐α‐L ‐arabinopyranosyl‐(1→6)‐β‐D ‐glucopyranosyl‐28‐O‐β‐D ‐xylopyranosyl‐(1→3)‐β‐D ‐xylopyranosyl‐(1→4)‐[β‐D ‐galactopyranosyl‐(1→2)]‐α‐L ‐rhamnopyranosyl‐(1→2)‐{6‐O‐[2,6‐dimethyl‐6(S)‐hydroxy‐2‐trans‐2,7‐octadienoyl]}‐β‐D ‐glucopyranosylechinocystic acid ( 1 ) and 3‐O‐β‐D ‐xylopyranosyl‐(1→2)‐α‐L ‐arabinopyranosyl‐(1→6)‐β‐D ‐glucopyranosyl‐28‐O‐β‐D ‐xylopyranosyl‐(1→3)‐β‐D ‐xylopyranosyl‐(1→4)‐[β‐D ‐galactopyranosyl‐(1→2)]‐α‐L ‐rhamnopyranosyl‐(1→2)‐{6‐O‐[2‐hydroxymethyl‐6‐methyl‐6(S)‐hydroxy‐2‐trans‐2,7‐octadienoyl]}‐β‐D ‐glucopyranosylechinocystic acid ( 2 ). The complete 1H and 13C assignments of saponins 1 and 2 were achieved on the basis of 2D NMR spectra including HMQC‐TOCSY, TOCSY, 1H–1H COSY, HMBC, ROESY and HMQC spectra. Copyright © 2002 John Wiley & Sons, Ltd. 相似文献
20.
Anne‐Claire Mitaine‐Offer Tomofumi Miyamoto Claire Jolly Clment Delaude Marie‐Aleth Lacaille‐Dubois 《Helvetica chimica acta》2005,88(11):2986-2995
Twelve triterpene saponins were isolated by successive MPLC over silica gel from four species of Polygalaceae: From Polygala ruwenzoriensis, five new saponins 1 – 5 of which 1 – 4 as two pairs of (E)/(Z)‐isomers, together with the four known compounds tenuifoline, (E)‐ and (Z)‐senegasaponin b, (E)‐ and (Z)‐senegin II, and polygalasaponin XXVIII, from the genus Carpolobia, one new saponin 6 from C. alba and the known arilloside ( 11 ) from C. lutea, and another new triterpene glycoside 7 from Polygala arenaria. Their structures were established mainly by 600‐MHz 2D‐NMR techniques (1H,1H‐COSY, TOCSY, NOESY, HSQC, HMBC) as 3‐O‐(β‐D ‐glucopyranosyl)presenegenin 28‐{O‐α‐L ‐arabinopyranosyl‐(1 → 4)‐O‐β‐D ‐xylopyranosyl‐(1 → 4)‐O‐α‐L ‐rhamnopyranosyl‐(1 → 2)‐4‐O‐[(E)‐4‐methoxycinnamoyl]‐β‐D ‐fucopyranosyl} ester ( 1 ) and its (Z)‐isomer 2 , 3‐O‐(β‐D ‐glucopyranosyl)presenegenin 28‐{O‐α‐L ‐arabinopyranosyl‐(1 → 4)‐O‐β‐D ‐xylopyranosyl‐(1 → 4)‐O‐α‐L ‐rhamnopyranosyl‐(1 → 2)‐4‐O‐[(E)‐3,4‐dimethoxycinnamoyl]‐β‐D ‐fucopyranosyl} ester ( 3 ) and its (Z)‐isomer 4 , 3‐O‐(β‐D ‐glucopyranosyl)presenegenin 28‐[O‐β‐D ‐galactopyranosyl‐(1 → 4)‐O‐β‐D ‐xylopyranosyl‐(1 → 4)‐O‐α‐L ‐rhamnopyranosyl‐(1 → 2)‐β‐D ‐fucopyranosyl] ester ( 5 ), 3‐O‐(β‐D ‐glucopyranosyl)presenegenin 28‐{O‐α‐L ‐arabinopyranosyl‐(1 → 3)‐O‐[β‐D ‐galactopyranosyl‐(1 → 4)]‐O‐β‐D ‐xylopyranosyl‐(1 → 4)‐O‐α‐L ‐rhamnopyranosyl‐(1 → 2)‐O‐[β‐D ‐apiofuranosyl‐(1 → 3)]‐4‐O‐acetyl‐β‐D ‐fucopyranosyl} ester ( 6 ), and 3‐O‐(β‐D ‐glucopyranosyl)presenegenin 28‐{O‐β‐D ‐galactopyranosyl‐(1 → 4)‐O‐[β‐D ‐glucopyranosyl‐(1 → 3)]‐O‐β‐D ‐xylopyranosyl‐(1 → 4)‐O‐α‐L ‐rhamnopyranosyl‐(1 → 2)‐β‐D ‐fucopyranosyl} ester ( 7 ) (presenegenin = (2β,3β,4α)‐2,3,27‐trihydroxyolean‐12‐ene‐23,28‐dioic acid). 相似文献