Syntheses and antimicrobial activities of five-membered ring heterocycles coupled to indole moieties.
Indole-substituted oxazolidinones, oxazolones, pyrrolidinone, imidazolidinone and imidazolones were synthesized. Their inhibitory potencies towards protein kinase C and protein kinase A were determined and their in vitro activities against Streptomyces chartreusis, Streptomyces griseus, Bacillus cereus, Candida albicans and Escherichia coli were examined. The inhibition of Streptomyces sporulation observed for some of them could not be linked to in vitro protein kinase C inhibition. All proved inactive against C. albicans but three of them exhibited a marked activity towards E. coli. This effect extends to other Gram-negative bacteria.
Pereira
E R
ER
Université Blaise Pascal, Laboratoire de Chimie Organique Biologique, Aubière, France.
Sancelme
M
M
Towa
J J
JJ
Prudhomme
M
M
Martre
A M
AM
Mousset
G
G
Rapp
M
M
D000470:Alkaloids / Q000737:chemistry / Q000494:pharmacology; D001409:Bacillus cereus / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D002227:Carbazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D017868:Cyclic AMP-Dependent Protein Kinases / Q000037:antagonists & inhibitors; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D004926:Escherichia coli / Q000187:drug effects; D007093:Imidazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D011493:Protein Kinase C / Q000037:antagonists & inhibitors*; D011760:Pyrrolidinones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D012440:Saccharomyces / Q000187:drug effects / Q000254:growth & development; D019311:Staurosporine; D013329:Structure-Activity Relationship
C099668:4,5-bis(3-indolyl)imidazolidin-2-one; C099667:5-(3-indolyl)pyrrolidin-2-one; C099669:5H-indolo(2,3-a)imidazolo(4,5-c)carbazol-6(7H)-one; D000470:Alkaloids; D002227:Carbazoles; D004791:Enzyme Inhibitors; D007093:Imidazoles; D007211:Indoles; D011760:Pyrrolidinones; D017868:Cyclic AMP-Dependent Protein Kinases; D011493:Protein Kinase C; D019311:Staurosporine