(Article)
a Pharmacognosie et Molécules Naturelles Bioactives, Laboratoire d'Innovation Thérapeutique, UMR 7200, CNRS-Université de Strasbourg, Faculté de Pharmacie, 74 route du Rhin, Illkirch Cedex, France
b Laboratoire de Pharmacochimie des Substances Naturelles, Département de Chimie Organique, Faculté de Sciences, Université de Yaoundé, BP 812, Yaoundé, Cameroon
b Laboratoire de Pharmacochimie des Substances Naturelles, Département de Chimie Organique, Faculté de Sciences, Université de Yaoundé, BP 812, Yaoundé, Cameroon
Abstract
As part of our search of new bioactive saponins from Cameroonian medicinal plants, phytochemical investigation of the roots of Albizia glaberrima led to the isolation of three new oleanane-type saponins, named glaberrimosides A-C (1-3). Their structures were established by direct interpretation of their spectral data, mainly HRESIMS, 1D NMR (1 H, 13C NMR, and DEPT) and 2D NMR (COSY, ROESY, HSQC and HMBC) as 3-O-[α-l-arabinopyranosyl-(1 → 6)-[β-d-glucopyranosyl-(1 → 2)]-β-d-glucopyranosyl]-28-O-[β-d-glucopyranosyl-(1 → 6)-[β-d-glucopyranosyl-(1 → 2)]-β-d-glucopyranosyl]-oleanolic acid (1), 3-O-[α-l-arabinopyranosyl-(1 → 6)-[β-d-glucopyranosyl-(1 → 2)]-β-d-glucopyranosyl]-28-O-[β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranosyl]-oleanolic acid (2), and 3-O-[β-d-glucopyranosyl-(1 → 2)-β-d-glucopyranosyl]-28-O-[β-d-glucopyranosyl-(1 → 6)-[β-d-fucopyranosyl-(1 → 2)]-β-d-glucopyranosyl]-oleanolic acid (3). The pro-apoptotic effect of the three saponins was evaluated on three human cell lines (pancreatic carcinoma AsPC-1, hematopoietic monocytic THP-1, and human fibroblast cell line BJ). Saponins 1-3 specifically induced apoptosis of pancreatic carcinoma cell (AsPC-1) in a dose-dependent manner. More interestingly, there were inactive on monocytic (THP-1) and normal human fibroblast (BJ) cell lines. © 2015 Elsevier B.V. All Rights Reserved.
Reaxys Database Information
Author keywords
Albizia glaberrima; Mimosaceae; Pancreatic carcinoma AsPC-1; Pro-apoptotic activity; Triterpenoid saponins
Indexed keywords
EMTREE drug terms: carbon 13; glaberrimoside A; glaberrimoside B; glaberrimoside C; plant medicinal product; proton; saponin derivative; triterpenoid; unclassified drug
EMTREE medical terms: Albizia; Albizia glaberrima; antineoplastic activity; apoptosis; Article; carbon nuclear magnetic resonance; carcinoma cell line; controlled study; drug isolation; electrospray mass spectrometry; fibroblast; hematopoietic cell; heteronuclear multiple bond correlation; heteronuclear single quantum coherence; human; human cell; human cell culture; in vitro study; medicinal plant; monocyte; pancreas carcinoma; phenotype; phytochemistry; priority journal; proton nuclear magnetic resonance
Chemicals and CAS Registry Numbers: carbon 13, 14762-74-4; proton, 12408-02-5, 12586-59-3
ISSN: 0367326X CODEN: FTRPASource Type: Journal Original language: English
DOI: 10.1016/j.fitote.2015.12.012Document Type: Article
Publisher: Elsevier
