Synthesis, in vitro, and in vivo antibacterial activity of nocathiacin I thiol-Michael adducts.
The synthesis and antibacterial activity of a series of nocathiacin I derivatives (4-20) containing polar water solubilizing groups is described. Thiol-Michael adducts containing acidic polar groups have reduced antibacterial activity whereas those with basic polar groups have retained very good antibacterial activity.
Naidu
B Narasimhulu
BN
The Bristol-Myers Squibb Pharmaceutical Research Institute, 5 Research Parkway, Wallingford, CT 06492, USA. b.narasimhulunaidu@bms.com <b.narasimhulunaidu@bms.com>
Sorenson
Margaret E
ME
Bronson
Joanne J
JJ
Pucci
Michael J
MJ
Clark
Junius M
JM
Ueda
Yasutsugu
Y
D000818:Animals; D000900:Anti-Bacterial Agents / Q000008:administration & dosage / Q000138:chemical synthesis* / Q000494:pharmacology; D005260:Female; D036341:Intercellular Signaling Peptides and Proteins; D051379:Mice; D008813:Mice, Inbred ICR; D008826:Microbial Sensitivity Tests; D010455:Peptides / Q000008:administration & dosage / Q000138:chemical synthesis* / Q000494:pharmacology; D013203:Staphylococcal Infections / Q000188:drug therapy; D013211:Staphylococcus aureus / Q000187:drug effects / Q000254:growth & development; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis* / Q000494:pharmacology
D000900:Anti-Bacterial Agents; D036341:Intercellular Signaling Peptides and Proteins; D010455:Peptides; D013438:Sulfhydryl Compounds; C463319:nocathiacin I