Synthesis and antimicrobial activity of some netropsin analogues

Khalaf, A.I. and Ebrahimabadi, A.H. and Drummond, A.J. and Anthony, N.G. and Mackay, S.P. and Suckling, C.J. and Waigh, R.D. (2004) Synthesis and antimicrobial activity of some netropsin analogues. Organic and Biomolecular Chemistry, 2 (21). pp. 3119-3127. ISSN 1477-0520

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Official URL: http://dx.doi.org/10.1039/b408386p

Abstract

Nine novel lexitropsins were synthesized by linking two netropsin-like moieties through three different dicarboxylic acids; 9,10-dihydro-2,7-phenanthrenedicarboxylic acid; [(3-{[(carboxymethyl)amino]carbonyl}benzoyl)amino]acetic acid and indole-2,5-dicarboxylic acid. The netropsin residues were modified by the use of N-isopentylpyrrole, 5-methylthiophene or 5-isopropylthiazole heterocyclic building blocks in place of the usual N-methylpyrrole. The compounds were tested against five gram-positive bacteria: Staphylococcus aureus, Streptomyces faecalis, methicillin resistant Staphylococcus aureus, Enterobacter cloacae, Mycobacterium fortuitum, three gram-negative bacteria: Klebsiella aerogenes, Proteus vulgaris, Escherichia coli and three fungi: Aspergillus niger, Candida albicans and Aspergillus nidulans. Some of the compounds showed significant inhibitory effects on the growth of the microorganisms.

Creators(s):	Khalaf, A.I. ORCID: https://orcid.org/0000-0001-9162-7527, Ebrahimabadi, A.H., Drummond, A.J., Anthony, N.G. ORCID: https://orcid.org/0000-0002-2026-8763, Mackay, S.P. ORCID: https://orcid.org/0000-0001-8000-6557, Suckling, C.J. and Waigh, R.D.;
Item type:	Article
ID code:	782
Keywords:	antimicrobial activity, netropsin analogues, dicarboxylic acids, staphylococcus aureus, streptomyces faecalis, methicillin resistant staphylococcus aureus, enterobacter cloacae, mycobacterium fortuitum, pure and applied chemistry, Chemistry, Biochemistry, Organic Chemistry, Physical and Theoretical Chemistry
Subjects:	Science > Chemistry
Department:	Faculty of Science > Pure and Applied Chemistry Faculty of Science > Strathclyde Institute of Pharmacy and Biomedical Sciences
Depositing user:	Allison Crawford
Date deposited:	18 Apr 2006
Last modified:	04 Sep 2020 00:42
URI:	https://strathprints.strath.ac.uk/id/eprint/782
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