Three New Medicagenic Acid Saponins from Polygala micrantha Guill. & Perr. |
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Authors: | Turibio Kuiate Tabopda Anne‐Claire Mitaine‐Offer Tomofumi Miyamoto Chiaki Tanaka Bonaventure Tchaleu Ngadjui Jean‐François Mirjolet Olivier Duchamp Marie‐Aleth Lacaille‐Dubois |
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Affiliation: | 1. Laboratoire de Pharmacognosie, Unité de Molécules d'Intérêt Biologique, UMIB, UPRES‐EA 3660, Faculté de Pharmacie, Université de Bourgogne, 7, Bd. Jeanne d'Arc, BP 87900, F‐21079 Dijon Cedex, (phone: +33‐3‐80393229;2. fax: +33‐3‐80393300);3. Département de Chimie Organique, Université de Yaoundé 1, BP?812 Yaoundé, Cameroun;4. Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka 812‐8582, Japan;5. Oncodesign, 20 rue Jean Mazen, BP 27627, F‐21076 Dijon Cedex |
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Abstract: | Three new medicagenic acid saponins, micranthosides A–C ( 1 – 3 ), were isolated from the roots of Polygala micrantha Guill . & Perr ., along with six known presenegenin saponins. Their structures were elucidated on the basis of extensive 1D‐ and 2D‐NMR experiments (1H, 13C, DEPT, COSY, TOCSY, NOESY, HSQC, and HMBC) and mass spectrometry as 3‐O‐β‐D ‐glucopyranosylmedicagenic acid 28‐[O‐β‐D ‐galactopyranosyl‐(1→4)‐O‐β‐D ‐xylopyranosyl‐(1→4)‐O‐α‐L ‐rhamnopyranosyl‐(1→2)‐β‐D ‐fucopyranosyl] ester ( 1 ), 3‐O‐β‐D ‐glucopyranosylmedicagenic acid 28‐[O‐6‐O‐acetyl‐β‐D ‐galactopyranosyl‐(1→4)‐O‐β‐D ‐xylopyranosyl‐(1→4)‐O‐α‐L ‐rhamnopyranosyl‐(1→2)‐β‐D ‐fucopyranosyl] ester ( 2 ), and 3‐O‐{O‐β‐D ‐glucopyranosyl‐(1→3)‐O‐[β‐D ‐glucopyranosyl‐(1→6)]‐β‐D ‐glucopyranosyl}medicagenic acid 28‐{O‐β‐D ‐apiofuranosyl‐(1→3)‐O‐β‐D ‐xylopyranosyl‐(1→4)‐O‐[β‐D ‐apiofuranosyl‐(1→3)]‐O‐α‐L ‐rhamnopyranosyl‐(1→2)‐β‐D ‐fucopyranosyl} ester ( 3 ). Compounds 1 – 3 were evaluated against HCT 116 and HT‐29 human colon cancer cells, but they did not show any cytotoxicity. |
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Keywords: | Polygala micrantha Medicagenic acid Micranthosides A – C Cytotoxic activity Saponins |
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