Benzisoxazolones: antimicrobial and antileukemic activity.
An unusual acid-mediated rearrangement of o-nitrostyrene oxide afforded 1-(hydroxymethyl)-2,1-benzisoxazol-3(1H)-one which exhibited broad-spectrum antimicrobial and cytotoxic activity. A number of analogues were prepared by employing a modified zinc-reduction procedure on o-nitrobenzoate. Several of these analogues exhibited interesting antipseudomonal activity in agar and broth but were ineffective in vivo.
D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis*; D000935:Antifungal Agents / Q000138:chemical synthesis*; D007555:Isoxazoles / Q000138:chemical synthesis / Q000494:pharmacology*; D007939:Leukemia L1210 / Q000188:drug therapy; D010080:Oxazoles / Q000494:pharmacology*
D000900:Anti-Bacterial Agents; D000903:Antibiotics, Antineoplastic; D000935:Antifungal Agents; D007555:Isoxazoles; D010080:Oxazoles