Limonoids of the phragmalin type from Swietenia macrophylla and their chemotaxonomic significance.
J Nat Prod
; 71(12): 1983-7, 2008 Dec.
Article
in En
| MEDLINE
| ID: mdl-19053509
ABSTRACT
Species of Swietenia elaborate limonoid chemistry along only one route, which leads to the mexicanolide type in most species and the phragmalin type in S. mahogani. A hexane extract from leaves of S. macrophylla afforded six new phragmalins with a 8,9,30-ortho-ester unit, namely, 6-O-acetylswietephragmin E (1), 3beta-O-destigloyl-3beta-O-benzoyl-6-O-acetylswietephragmin E (2), 12alpha-acetoxyswietephragmin C (3), 3beta-O-destigloyl-3beta-O-benzoyl-12alpha-acetoxyswietephragmin C (4), 12alpha-acetoxyswietephragmin D (5), and 3beta-O-destigloyl-3beta-O-benzoyl-12alpha-acetoxyswietephragmin D (6). This appears to be the first record of phragamalins from S. macrophylla, and this study shows the potential of tricyclic [3.3.1(2,10).1(1,4)]-decane limonoids as taxonomically useful chemical markers in the Meliaceae.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Meliaceae
/
Limonins
Country/Region as subject:
America do sul
/
Brasil
Language:
En
Journal:
J Nat Prod
Year:
2008
Document type:
Article
Affiliation country:
Brazil