1. Rings D-seco and B,D-seco tetranortriterpenoids from root bark of Entandrophragma angolense
- Author
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Hiroaki Okamura, Tienabe K. Nsiama, Munehiro Nakatani, Tetsuo Iwagawa, Matsumi Doe, Toshiyuki Hamada, and Yoshiki Morimoto
- Subjects
Limonins ,Magnetic Resonance Spectroscopy ,Stereochemistry ,Plant Science ,Horticulture ,Limonoid ,Plant Roots ,Biochemistry ,Mass Spectrometry ,chemistry.chemical_compound ,Furan ,medicine ,Secosteroids ,Moiety ,Methyl angolensate ,Meliaceae ,Furans ,Molecular Biology ,Molecular Structure ,biology ,Plant Extracts ,General Medicine ,Entandrophragma angolense ,biology.organism_classification ,Triterpenes ,chemistry ,visual_art ,Plant Bark ,visual_art.visual_art_medium ,Bark ,medicine.drug - Abstract
Investigation of the root bark extract of Entandrophragma angolense led to identification of two gedunin-type limonoids 5-hydroxy-7-deacetoxy-7-oxogedunin ( 1 ) and 5,6-dehydro-7-deacetoxy-7-oxogedunin ( 2 ), and three methyl angolensate derivatives, 6-deacetoxydomesticulide D ( 3 ), 6-deacetoxydomesticulide D 21-methylether ( 4 ), and entangosin ( 5 ), together with known compounds, methyl angolensate ( 6 ), 6-acetoxymethyl angolensate ( 7 ) and secomahoganin ( 8 ). Their structures were established by extensive NMR experiments in conjunction with mass spectrometry. Entangosin is a rare example of a limonoid derivative having a fully O -substituted furan moiety.
- Published
- 2011
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