Antimycobacterial activity of diphenylpyraline derivatives.
2-Substituted derivatives of diphenylpyraline and their 1-phenyl and 1-phenethyl analogues have been prepared in several steps from dihydropyridine-2(1H)-thiones. The structures of all new compounds have been confirmed by NMR spectroscopy. Their activity against Mycobacterium tuberculosis H(37)Rv as well as their cytotoxicity against human cells (HEK-293) have been determined via in vitro assays. The antimycobacterial potency was in general increased by substitution in ring position 2. The most promising modifications were a 2-isopropyl derivative and a 1,2-diphenyl analogue.
Weis
Robert
R
Institute of Pharmaceutical Sciences, Pharmaceutical Chemistry, Karl-Franzens-University, Universitätsplatz 1, A-8010 Graz, Austria. robert.weis@uni-graz.at
Faist
Johanna
J
di Vora
Ulrike
U
Schweiger
Klaus
K
Brandner
Barbara
B
Kungl
Andreas J
AJ
Seebacher
Werner
W
D000995:Antitubercular Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D049109:Cell Proliferation / Q000187:drug effects*; D002478:Cells, Cultured; D007668:Kidney / Q000166:cytology / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D010880:Piperidines / Q000737:chemistry*; D013329:Structure-Activity Relationship
D000995:Antitubercular Agents; D010880:Piperidines; C009871:diphenylpyraline