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Synthesis, Antimicrobial and Antineoplastic Activities for Agelasine and Agelasimine Analogs with a β‐Cyclocitral Derived Substituent
Author(s) -
Proszenyák Ágnes,
Charnock Colin,
Hedner Erik,
Larsson Rolf,
Bohlin Lars,
Gundersen LiseLotte
Publication year - 2007
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.200700137
Subject(s) - antimicrobial , acanthamoeba , acanthamoeba keratitis , microbiology and biotechnology , biology , keratitis , mycobacterium tuberculosis , protozoa , natural product , chemistry , tuberculosis , biochemistry , medicine , genetics , pathology
Agelasines and agelasimines are antimicrobial and cytotoxic purine derivatives isolated from marine sponges ( Agelas sp .). We have synthesized structurally simplified analogs of these natural products starting from β‐cyclocitral. The novel compounds were found to be strong inhibitors of a wide variety of pathogenic microorganisms (incl. Mycobacterium tuberculosis ) as well as cancer cell lines. The biological activities were generally in the same range as those previously found for the structurally more complex agelasines and agelasimines isolated in small amounts from natural sources. We also report for the first time that agelasine and agelasimine analogs inhibit growth of protozoa ( Acanthamoeba castellanii and Acanthamoeba polyphaga ). Acanthamoeba keratitis is an increasingly common and severe corneal infection, closely associated with contact lens wear.