Antimycobacterial agents. 1. Thio analogues of purine.
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.
Pathak
Ashish K
AK
Drug Discovery Division, Southern Research Institute, P.O. Box 55305, Birmingham, Alabama 35255-5305, USA.
Pathak
Vibha
V
Seitz
Lainne E
LE
Suling
William J
WJ
Reynolds
Robert C
RC
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
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