ChemInform Abstract: A New Class of Antituberculosis Agents

Autor:	Anthony Stapon, James D. Dick, Nikki M. Parrish, Niharika P. Bansal, Paul B. Jones, Craig A. Townsend, Todd Ashley Houston
Rok vydání:	2000
Předmět:	Degree of unsaturation Tuberculosis ATP synthase biology Chemistry medicine.drug_class Stereochemistry Biological activity Carboxamide General Medicine medicine.disease Sulfone chemistry.chemical_compound biology.protein medicine Methylene Fatty acid synthesis
Zdroj:	ChemInform. 31
ISSN:	1522-2667 0931-7597
Popis:	Long-chain lipid envelopes are characteristic of mycobacteria such as those that cause tuberculosis and leprosy. Inhibition of fatty acid synthesis or elongation is a strategy demonstrated to be clinically effective against M. tuberculosis. A new class of compounds designed to inhibit the beta-ketoacyl synthase reaction of fatty acid synthesis has been developed. Of >30 compounds described, the most active were acetamides containing alkylsulfonyl substituents. Inhibitory activities were acutely sensitive to net charge, chain length, and degree of unsaturation. The most active compound 5 (alkyl = C(10)) contained a single methylene spacer between the sulfone and carboxamide and exhibited an MIC of 0.75-1.5 microg/mL, comparable to first-line antituberculosis drugs. These compounds are species-specific, exhibiting no significant activity against bacterial species other than M. tuberculosis and closely related strains. The synthesis, biological activity, and specificity of these compounds are described.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::650cbba1d2e8f0d1820975ed3e36cf94 https://doi.org/10.1002/chin.200050072 Zobrazit plný text záznamu Plný text