Alka1oids of Corydalis incisa PERS. II. The Structure of Corydalic Acid Methyl Ester<SUP>2)</SUP>

Chemical and Pharmaceutical Bulletin
1973.0

Abstract

The structure (I) of a new alkaloid, corydalic acid methyl ester, mp 140—141°, [a]D + 85.4°, C22H2306N, isolated from Corydalis incisa PERS. (Papaveraceae) only in the vegetative stage, was established by the spectroscopic studies and chemical correlation with mesotetrahydrocorysamine. Furthermore, on the basis of the stereochemical investigation of mesotetrahydrocorysamine, the stereo structure of corydalic acid methyl ester was determined as XII. Corydalic acid methyl ester is a noteworthy natural alkaloid in which aromatic ring is attached to the position-3 of the tetrahydroisoquinoline, and biogenetically it is supposed to be derived from protoberberine skeleton by a fission of B-ring, possibly through an aldehyde-type intermediate. © 1973, The Pharmaceutical Society of Japan. All rights reserved.

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