New Acylated Presenegenin Saponins from Two Species ofMuraltia

2004

Six new acylated bisdesmosidic triterpene glycosides 1–6 were isolated from the roots of Muraltia heisteria (L.) DC., as three inseparable mixtures 1/2, 3/4, and 5/6 of the (E)- and (Z)-3,4,5-trimethoxycinnamoyl derivatives. The compound pair 1/2 along with four known saponins were also isolated from the roots of Muraltia satureioides DC. Their structures were elucidated mainly by spectroscopic experiments including 2D-NMR techniques as 3-O-(β-D-glucopyranosyl)presenegenin 28-{O-β-D-apiofuranosyl-(13)-O-[β-D-xylopyranosyl-(14)]-O-α-L-rhamnopyranosyl-(12)-O-[6-O-acetyl-β-D-galactopyranosyl-(13)]-4-O-[(E)-3,4,5-trimethoxycinnamoyl]-β-D-fucopyranosyl} ester (1) and its (Z)-isomer 2, 3-O-(β-D-g…

Novel Acylated Triterpene Glycosides from Muraltia heisteria

2002

Four new acylated triterpene glycosides (1-4) have been isolated as two inseparable mixtures of the trans- and cis-3,4,5-trimethoxycinnamoyl derivatives (1,2 and 3,4) from the roots of Muraltia heisteria. The structures of these compounds were elucidated by various 1D and 2D NMR techniques, including (1)H and (13)C, COSY, NOESY, HSQC, TOCSY, and HMBC experiments and FABMS. Compounds 3 and 4 were shown to be cytotoxic in a human colon cancer cell line but did not show any ability to potentiate in vitro cisplatin cytotoxicity.

2002

by Mohamed Elbandya), Tomofumi Miyamotob), Cle¬ment Delaudec), and Marie-Aleth Lacaille-Dubois*a) a) Laboratoire de Pharmacognosie, Unite¬ de Mole¬cules d×Inte¬re√ t Biologique (UMIB JE 2244), Faculte¬ de Pharmacie, Universite¬ de Bourgogne, 7 Bd Jeanne d×Arc, BP 87900, F-21079 Dijon Cedex b) Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka, Japan c) Centre de Recherche Phytochimique, Universite¬ de Lieige, Institut de Chimie-B6, Sart Tilman B-4000-Lieige I

New Triterpenoidal Saponins fromGypsophila repens

2007

Six new triterpene glycosides, repensosides A–F (1–6, resp.), were isolated from the roots of Gypsophila repens L. Their structures, established by extensive 1D- and 2D-NMR spectroscopic experiments as well as MS analyses, were found to be based on gypsogenic acid (or gypsogenin) as aglycone, with three to nine branched or unbranched sugar moieties.

New Acylated Preatroxigenin Saponins from Atroxima congolana

2003

Eight new acylated preatroxigenin saponins 1–8 were isolated as four inseparable mixtures of the trans- and cis-4-methoxycinnamoyl derivatives, atroximasaponins A1/A2 (1/2), B1/B2 (3/4), C1/C2 (5/6) and D1/D2 (7/8) from the roots of Atroxima congolana. These compounds are the first examples of triterpene saponins containing preatroxigenin (=(2β,3β,4α,22β)-2,3,22,27-tetrahydroxyolean-12-ene-23,28-dioic acid as aglycone. Their structures were elucidated on the basis of extensive 1D- and 2D-NMR studies and FAB-MS as 3-O(β-D-glucopyranosyl)preatroxigenin 28-{O-β-D-xylopyranosyl-(14)-O-α-L-rhamnopyranosyl-(12)-O-[O-β-D-glucopyranosyl-(13)-β-D-glucopyranosyl-(13)]-4-O-(trans-4-methoxycinnamoyl)-β…

Constituents of the rhizome of Homalomena occulta

2004

Constituents of the rhizome of Homalomena occulta Mohamed Elbandy , Holger Lerche , Hildebert Wagner , Marie-Aleth Lacaille-Dubois a, a Laboratoire de Pharmacognosie, Unite de Molecules d’Interet Biologique (UMIB EA 3660), Faculte de Pharmacie, Universite de Bourgogne, 7 Bd Jeanne d’Arc, BP 87900, 21079 Dijon Cedex, France b Department of Pharmacy, Centre of Pharmaresearch, Butenandtstr. 5-13, University of Munich, 81377 Munich, Germany

Acylated Preatroxigenin Glycosides from Atroxima congolana

2003

Six new acylated bisdesmosidic preatroxigenin saponins named atroximasaponins E1, E2 (1, 2), F1, F2 (3, 4), and G1, G2 (5, 6) were isolated as three inseparable mixtures of the trans- and cis-p-methoxycinnamoyl derivatives, from the roots of Atroxima congolana. Their structures were established through extensive NMR spectroscopic analysis as 3-O-beta-D-glucopyranosylpreatroxigenin-28-O-beta-D-xylopyranosyl-(1--4)-alpha-L-rhamnopyranosyl-(1--2)-[beta-D-glucopyranosyl-(1--3)]-[4-O-trans-p-methoxycinnamoyl]-beta-D-fucopyranoside (atroximasaponin E1, 1), and its cis-isomer, atroximasaponin E2 (2), 3-O-beta-D-glucopyranosylpreatroxigenin-28-O-beta-D-xylopyranosyl-(1--4)-alpha-L-rhamnopyranosyl-(…

Sulfated Lupane Triterpene Derivatives and a Flavone C-Glycoside from Gypsophila repens

2007

A new sulfated lupane triterpene, Gypsophilin (1), and its glucosyl ester, Gypsophilinoside (2) were isolated from the roots of Gypsophila repens whereas a new flavone C-glycoside (3) was obtained from the aerial parts. Their structures were established as (3beta)-3-O-(sulfo)lup-20(29)-en-23,28-dioic acid (1), (3beta)-3-O-(sulfo)lup-20(29)-en-23,28-dioic acid -28-O-beta-D-glucopyranosyl ester (2) and luteolin-7-O-alpha-L-arabinopyranosyl-6-C-beta-glucopyranoside (3) by spectroscopic methods such as 1D and 2D NMR, HR-ESI-MS and FAB-MS.