Triterpenoid saponins from the stem bark of Caryocar villosum |
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Authors: | Alabdul Magid Abdulmagid Voutquenne-Nazabadioko Laurence Renimel Isabelle Harakat Dominique Moretti Christian Lavaud Catherine |
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Affiliation: | Laboratoire de Pharmacognosie, FRE CNRS 2715, IFR 53 Biomolécules, Batiment 18, BP 1039, 51687 Reims Cedex 2, France. |
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Abstract: | Five triterpenoid saponins, caryocarosides II-22 (3), III-22 (4), II-23 (5), III-23 (6), and II-24 (7), have been isolated from the methanol extract of the stem bark of Caryocar villosum, along with two known saponins (1-2). The seven saponins are glucuronides of hederagenin (II) or bayogenin (III). Caryocaroside II-24 (7) is an unusual galloyl ester saponin acylated on the sugar chain attached to C-28, the 3-O-alpha-L-rhamnopyranosyl-(1-->3)-beta-D-galactopyranosyl-(1-->3)-beta-D-glucuronopyranosyl hederagenin-28-O-[2-O-galloyl-beta-D-glucopyranosyl] ester. The structures of the saponins were established on the basis of extensive NMR ((13)C, (1)H, COSY, TOCSY, HSQC, HMBC and ROESY) and ESI-MS studies. The cytotoxic activity of saponins 2 and 3 was evaluated in vitro against human keratinocytes. The DOPA-oxidase inhibition and the lipolytic activities were evaluated ex vivo using an explant of human adipose tissue. |
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Keywords: | Caryocar villosum Caryocaraceae Triterpenoid saponins Hederagenin Bayogenin Gallic acid Dermocosmetic activity |
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