3,7-Isoquinoline quinones from the ascidian tunicate Ascidia virginea

Author:

Possner Sven T.12,Schroeder Frank C.2,Rapp Hans Tore3,Sinnwell Volker1,Franke Stefan1,Francke Wittko4

Affiliation:

1. Institute of Organic Chemistry , University of Hamburg , Martin-Luther-King-Platz 6 , D-20146 Hamburg , Germany

2. Boyce Thompson Institute and Department of Chemistry and Chemical Biology , Cornell University , Ithaca , NY 14853-1301 , USA

3. Department of Biology and K.G. Jebsen Centre for Deep-Sea Research , University of Bergen , PO Box 7800 , N-5020 Bergen , Norway

4. Institute of Organic Chemistry , University of Hamburg , Martin-Luther-King-Platz 6 , D-20146 Hamburg , Germany , Tel.: (+49) 40 42838-2866

Abstract

Abstract A new isoquinoline quinone system and its iodinated derivatives were isolated from the ascidian tunicate Ascidia virginea Müller 1776 (Phlebobranchia: Ascidiidae). Structures were elucidated by spectroscopic methods and derivatization reactions. Ascidine A (3,7-dihydro-1,8-dihydroxy-4-(4′-hydroxyphenyl)isoquinoline-3,7-dione (1), ascidine B (3,7-dihydro-1,8-dihydroxy-4-(4′-hydroxy-3′-iodophenyl)isoquinoline-3,7-dione (2), and ascidine C (3,7-dihydro-1,8-dihydroxy-4-(4′-hydroxy-3′,5′-diiodophenyl)isoquinoline-3,7-dione (3) represent a novel type of tyrosine-derived alkaloids.

Publisher

Walter de Gruyter GmbH

Subject

General Biochemistry, Genetics and Molecular Biology

Cited by 3 articles. 订阅此论文施引文献 订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献

1. Naturally Occurring Organohalogen Compounds—A Comprehensive Review;Progress in the Chemistry of Organic Natural Products;2023

2. Marine natural products;Natural Product Reports;2019

3. Ascidian Toxins with Potential for Drug Development;Marine Drugs;2018-05-13

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