Frontiers in Natural Product Chemistry

Author(s): E. Winterfeldt

DOI: 10.2174/978160805212710501010031

Structure and Biological Activity - Diversity Orientated Synthesis

Pp: 31-36 (6)

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Abstract

SHS investigation development is considered from the geographical and historical viewpoint. 3 stages are described. Within Stage 1 the work was carried out in the Department of the Institute of Chemical Physics in Chernogolovka where the scientific discovery had been made. At Stage 2 the interest to SHS arose in different cities and towns of the former USSR. Within Stage 3 SHS entered the international scene. Now SHS processes and products are being studied in more than 50 countries.

Abstract

The cephalostatins ( Cephalodicus gilchristi ) and the agelorins (Agelas oroides ) represent two groups of marine natural products showing high biological activity. The total synthesis of enantiopure analogues reveals for the cephalostatins and the decisive role of molecular dissymmetry and of a chiral curvature, while the agelorins were shown to be prodrugs, which under stress conditions are undergoing an enzymatically induced fragmentation, generating the highly active cyclohexadiene aeroplysinin. Finally a simple diversity oriented enantioselective synthesis of wistarin precursor is reported.

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