Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
A New Gluco Indole Alkaloid, 3, 4-Dehydro-5-carboxystrictosidine, from Preruvian Una de Gato (Uncaria tomentosa)
Mariko KITAJIMAKen-ichiro HASHIMOTOMasashi YOKOYAHiromitsu TAKAYAMANorio AIMIShin-ichiro SAKAI
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2000 年 48 巻 10 号 p. 1410-1412

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A new gluco indole alkaloid, 3, 4-dehydro-5-carboxystrictosidine, was obtained from Peruvian Una de Gato(Cat's Claw, original plant : Uncaria tomentosa) together with two known gluco indole alkaloids. This compound was the first example of isolation of a gluco monoterpenoid indole alkaloid having a 3, 4-dihydro-β-carboline ring system from nature. A characteristc feature of the compound was the quick replacement of the methylene hydrogens on C-14 with deuterium that was observed when it was dissolved in CD3OD. We demonstrated a similar proton-deuterium exchange on a model compound, 1-methyl-3, 4-dihydro-β-carboline, in CD3OD solution.

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