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Paper | Special issue | Vol 88, No. 1, 2014, pp.363-375
Published online, 27th June, 2013
DOI: 10.3987/COM-13-S(S)32
Isolation, Structure Characterization, and Synthesis of Stabilized 1,2,3,4-Tetrahydroisoquinoline Marine Natural Product from Potassium Cyanide Pretreated Thai Tunicate, Ecteinascidia thurstoni

Shinya Kimura, Waree Pangkruang, Masashi Yokoya, Amane Honda, Ploenthip Puthongking, Khanit Suwanborirux,* and Naoki Saito*

*Department of Medicinal Chemistry, Pharmaceutical Chemistry, Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan

Abstract

A simple 1,2,3,4-tetrahydroisoquinoline marine natural product (2a) together with two known compounds (3 and 4) was isolated from a low polar fraction of the crude extract of KCN pretreated Thai tunicate Ecteinascidia thurstoni. The structure of 2a was determined by X-ray crystallographic analysis. We also reported an eight-step large-scale preparation of 2a from isovanillin (9).