Issue 7, 2006

Synthesis and antimicrobial activity of N-analogous corollosporines

Abstract

Corollosporine is an antimicrobial metabolite, which was isolated from the marine fungus Corollospora maritima. Owing to its basic 4-hydroxyphthalic acid anhydride structure, it has become an attractive target for a structure/activity relationship modelling of derived compounds with potential antibiotic activity. In this regard we report on the straightforward synthesis of hetero analogous corollosporines, which were easily prepared by a three-step reaction sequence, taking advantage of a novel multicomponent reaction (AAD-reaction) and a subsequent aromatization/Grignard reaction protocol. Furthermore, the obtained products were tested in several biological assays to evaluate their antimicrobial activity.

Graphical abstract: Synthesis and antimicrobial activity of N-analogous corollosporines

Supplementary files

Article information

Article type
Paper
Submitted
01 Dec 2005
Accepted
03 Feb 2006
First published
28 Feb 2006

Org. Biomol. Chem., 2006,4, 1365-1375

Synthesis and antimicrobial activity of N-analogous corollosporines

H. Neumann, D. Strübing, M. Lalk, S. Klaus, S. Hübner, A. Spannenberg, U. Lindequist and M. Beller, Org. Biomol. Chem., 2006, 4, 1365 DOI: 10.1039/B517101F

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