Antifungal agents. 5. Chemical modification of antibiotics from Polyangium cellulosum var. fulvum. Alcohol, ketone, aldehyde, and oxime analogues of ambruticin.
Alcohol, ketone, aldehyde, and oxime analogues of ambruticin (1) were prepared. The analogues were tested against Histoplasma capsulatum, Microsporum fulvum, Candida albicans, and Streptococcus pyogenes. Structure-activity relationships are described. Increasing the bulk of substituent at C1 and C5 reduces antifungal activity.
D000438:Alcohols / Q000138:chemical synthesis / Q000494:pharmacology; D000447:Aldehydes / Q000138:chemical synthesis / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis*; D001419:Bacteria / Q000187:drug effects; D005658:Fungi / Q000187:drug effects; D007659:Ketones / Q000138:chemical synthesis / Q000494:pharmacology; D009231:Myxococcales; D010091:Oximes / Q000138:chemical synthesis / Q000494:pharmacology; D011714:Pyrans / Q000138:chemical synthesis; D013329:Structure-Activity Relationship
D000438:Alcohols; D000447:Aldehydes; D000935:Antifungal Agents; D007659:Ketones; D010091:Oximes; D011714:Pyrans; C014964:ambruticin