Synthesis and structure-activity relationships of a novel antifungal agent, azoxybacilin.
A new antifungal substance, azoxybacilin (an unusual amino acid with an azoxy moiety) and its derivatives have been synthesized from Boc-L-Asp-OtBu utilizing the Moss procedure for the preparation of the azoxy moiety. The ester derivative, Ro 09-1824, showed more potent antifungal activity and a broader antifungal spectrum than azoxybacilin did.
Nippon Roche Research Center, Kamakura, Japan.
J
J
Ohwada
I
I
Umeda
H
H
Ontsuka
Y
Y
Aoki
N
N
Shimma
D000613:Aminobutyrates / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002176:Candida albicans / Q000187:drug effects; D003455:Cryptococcus neoformans / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008715:Methionine / Q000096:biosynthesis; D013329:Structure-Activity Relationship
D000613:Aminobutyrates; D000935:Antifungal Agents; C089089:azoxybacilin; C090256:azoxybacilin phenylmethyl ester; D008715:Methionine