Abstract
Chevalierinoside A (1), a new isoflavonoid glycoside determined as biochanin A 7-O-[a-L-rhamnopyranosyl-1→6-β-D-apiofuranosyl-1→2-β-D-glucopyranoside], together with the known friedelin (2), friedelan-3b-ol (3) and betulinic acid (4), were isolated from the stem bark of Antidesma chevalieri Beille. Their structures were established by direct interpretation of their spectral data, mainly TOF-HRESIMS, 1D-NMR (1H, 13C and DEPT) and 2D-NMR (COSY, ROESY, TOCSY, HSQC and HMBC), and by comparison with the literature. KEY WORDS: Antidesma chevalieri, Euphorbiaceae, Isoflavonoid glycoside, Chevalierinoside A Bull. Chem. Soc. Ethiop. 2014, 28(2), 309-314.DOI: http://dx.doi.org/10.4314/bcse.v28i2.16
Highlights
The genus Antidesma (Euphorbiaceae) contains about 170 species, forest shrubs and trees, distributed in the world [1, 2]
Squalene, (E)-phyt-2-en-1-ol, sitosterol and amentoflavone are the only compounds previously isolated from the leaves of Antidesma laciniatum Muell
The signal at δΗ 3.78 (s) correlated to the 13C NMR signal at δC 159.7 in the HMBC spectrum suggesting that the methoxyl group was located at C-4’
Summary
The genus Antidesma (Euphorbiaceae) contains about 170 species, forest shrubs and trees, distributed in the world [1, 2]. Continuing with the phytochemical investigation of plants of the genus Antidesma, we report the isolation and structure elucidation of a novel isoflavonoid glycoside, chevalierinoside A (1) from the methanol extract of the stem bark of A. chevalieri Beille.
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