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5a Crsoxystricrosidire: A Possible Intermediate in the Diogenes's of Insole Alkaloids

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dc.contributor.author De Silva, K.T.D.
dc.date.accessioned 2016-09-22T07:41:41Z
dc.date.available 2016-09-22T07:41:41Z
dc.date.issued 2016-09-22T07:41:41Z
dc.identifier.uri http://dr.lib.sjp.ac.lk/handle/123456789/2896
dc.description.abstract Attached en_US
dc.description.abstract The isolated and characterization of three amino acid glycosides from the roots of Rhazya orientalis are described. The relative stereochemistry of 5 a - carboxystrictosidine is determined by NMR and thermodynamic correlations with model compounds. The absolute stereochemistry of 5 a -carboxystrictosidine is established by molar rotation comparisons and biosynthesis and that of strictosamic acid by conversion into strictosidine. The macro-isolation of secologanin is described. Secologanin is used for the partial synthesis of the diastereoisomers of 5 a - carboxystrictosidine. Conformational analysis and the chemistry of these compounds leading to the assignments of their absolute configurations are presented. Final proof of the complete stereochemistry of 5 a – carboxystrictosidine and 5 a - carboxystrictosamic acid came from a direct comparison. The absence of vincoside and 5 – carboxyvincoside in Rhazya orientalis is demonstrated by radio – chemical dilution analysis. The biosynthesis of 5 a – carboxystrictosidine from loganin and L – tryptophan is established and it’s possible biogenetic significance is discussed.
dc.language.iso en en_US
dc.title 5a Crsoxystricrosidire: A Possible Intermediate in the Diogenes's of Insole Alkaloids en_US
dc.type Article en_US
dc.date.published 1971


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