Lupane Triterpenoids from Acacia mellifera with Cytotoxic Activity

Molecules

Charles Mutai²  Dennis Abatis²  Constantinos Vagias²  Dimitri Moreau¹  Christos Roussakis¹ 

[1] ISOMer, Laboratoire de Pharmacogénomique Marine, Faculté de Pharmacie, 1 Rue Gaston Veil, F-44035 Nantes, France; E-mails:;University of Athens, Department of Pharmacy, Division of Pharmacognosy and Chemistry of Natural Products, Panepistimiopolis Zografou, Athens 157 71, Greece; E-mails:

关键词: Acacia mellifera;    lupanes;    cytotoxicity;    NSCLC-N6 cell line;    (20R)-28-hydroxylupen-30-al-3-one;    (20R)-3-oxolupan-30-al;    (20S)-3-oxolupan-30-al;   

DOI  :  10.3390/12051035

来源: mdpi

【 摘 要 】

Three new pentacyclic triterpenoids: (20R)-3-oxolupan-30-al (1), (20S)-3-oxolupan-30-al (2) and (20R)-28-hydroxylupen-30-al-3-one (3), along with (20S)-3β-hydroxylupan-30-al (4), the latter previously described as a constituent of an epimeric mixture, were isolated from Acacia mellifera. In addition, the known metabolites 30-hydroxylup-20-(29)-en-3-one (5), 30-hydroxylup-20-(29)-en-3β-ol (6), atranorin, methyl 2,4-dihydroxy-3,6 dimethyl benzoate, sitosterol-3β-O-glucoside and linoleic acid were found in the analyzed plant species for the first time. The structures of the new metabolites were elucidated by extensive spectroscopic analyses and their relative stereochemistry was determined by NOESY experiments. The new metabolite 3 exhibited significant cytotoxic activity against the NSCLC-N6 cell line, derived from a human non-small-cell bronchopulmonary carcinoma.

【 授权许可】

Unknown   
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