Synthesis and activities of bactobolin derivatives having new functionality at C-3.
Some derivatives of bactobolin were prepared from bactobolin (1) by transformation of the dichloromethyl group at C-3 to the hydroxymethyl, carboxylic acid, methanesulfonyloxymethyl and aldehydeoxime groups. The derivatives proved to be less active than the parent antibiotic 1 against bacteria as well as cytotoxicity, indicating that the functionality at C-3 considerably influences the biological activity.
Adachi
Hayamitsu
H
Institute of Microbial Chemistry, Tokyo, Japan.
Nishimura
Yoshio
Y
Takeuchi
Tomio
T
D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000494:pharmacology*; D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis* / Q000494:pharmacology; D001578:Benzopyrans / Q000737:chemistry / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D011714:Pyrans; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D000903:Antibiotics, Antineoplastic; D001578:Benzopyrans; D011714:Pyrans; C025268:bactobolin; C100221:actinobolin