title: Antimycobacterial agents. 1. Thio analogues of purine.
abstract: Thio analogues of purine, pyridine, and pyrimidine were prepared based on the initial activity screening of several analogues of these heterocycles against Mycobacterium tuberculosis (Mtb). Certain 6-thio-substituted purine analogues described herein showed moderate to good inhibitory activity. In particular, two purine analogues 9-(ethylcarboxymethyl)-6-(decylthio)-9H-purine (20) and 9-(ethylcarboxymethyl)-6-(dodecylthio)-9H-purine (21) exhibited MIC values of 1.56 and 0.78 microg/mL respectively against the Mtb H(37)Rv strain. N(9)-Substitution apparently enhances the antimycobacterial activity in the purine series described herein.
authors.affiliation: Drug Discovery Division, Southern Research Institute, P.O. Box 55305, Birmingham, Alabama 35255-5305, USA.
authors.forename: Ashish K
authors.initials: AK
authors.lastname: Pathak
authors.forename: Vibha
authors.initials: V
authors.lastname: Pathak
authors.forename: Lainne E
authors.initials: LE
authors.lastname: Seitz
authors.forename: William J
authors.initials: WJ
authors.lastname: Suling
authors.forename: Robert C
authors.initials: RC
authors.lastname: Reynolds
mesh_terms: D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D011687:Purines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011725:Pyridines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D011743:Pyrimidines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D013440:Sulfides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: C481790:9-(ethylcarboxymethyl)-6-(decylthio)-9H-purine; C481791:9-(ethylcarboxymethyl)-6-(dodecylthio)-9H-purine; D000995:Antitubercular Agents; D011687:Purines; D011725:Pyridines; D011743:Pyrimidines; D013440:Sulfides