Synthesis and antifungal activity of naphthalene-1,4-diones modified at positions 2, 3, and 5.
A series of 2-arylamino-5-hydroxy-naphthalene-1,4-diones, 3-arylamino-5-methoxy-naphthalene-1,4-diones, and 2-arylamino-3chloro-5-hydroxy-naphthalene-1,4-diones were synthesized and tested for in vitro antifungal activity against the species Candida and Aspergillus niger. Among those tested, 3-arylamino-5-methoxy-naphthalene-1,4-diones exhibited potent antifungal activity. In general, the 3-arylamino-5-methoxy-naphthalene-1,4-diones showed more potent antifungal activity than the 2-arylamino-5-hydroxy-naphthalene-1,4-diones and the 2-arylamino-3-chloro-5-hydroxy-naphthalene-1,4-diones.
Ryu
Chung-Kyu
CK
College of Pharmacy, Ewha Womans University, Seoul 120-750, Korea. ckryu@ewha.ac.kr
Chae
Mi Jin
MJ
D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001234:Aspergillus niger / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D008826:Microbial Sensitivity Tests; D009285:Naphthoquinones / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship
D000935:Antifungal Agents; D009285:Naphthoquinones