Constitution of mangiferin

Bhatia, V. K. ; Ramanathan, J. D. ; Seshadri, T. R. (1967) Constitution of mangiferin Tetrahedron, 23 (3). pp. 1363-1368. ISSN 0040-4020

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Mangiferin, C19H18O11, has been isolated from the leaves, heartwood and stem-bark of Mangifera indica. Its properties indicate that it is a stable C-glycoside of the xanthone group. Reductive hydrolysis with hydriodic acid and oxidation with ferric chloride yield 1,3,6,7-tetrahydroxyxanthone and glucose respectively indicating that it is a glucoside of the former and oxidation with periodic acid reveals that the sugar is in the pyranose form. The position of linkage has been shown to be 2 by oxidizing mangiferin tri and tetra methyl ethers with periodate to the corresponding α-hydroxyacetaldehydes of trimethoxy and tetramethoxyxanthones and comparing them with synthetic samples obtained from the appropriate 2-allylxanthones. This has been further supported by oxidation of mangiferin tetra methyl ether and 2-allyl-1,3,6,7-tetramethoxyxanthone with permanganate yielding 1,3,6,7-tetramethoxyxanthone-2-carboxylic acid.

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ID Code:68161
Deposited On:02 Nov 2011 11:28
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