Synthesis and antifungal activity of rhodopeptin analogues. 1. Modification of the east and south amino acid moieties.
Structure-activity relationships of the east and south amino acid modified analogues of rhodopeptins, novel antifungal cyclic tetrapeptides isolated from Rhodococcus species Mer-N1033, have been investigated. It was observed that a basic amino acid moiety (lysine or ornithine) as the east amino acid and a hydrophobic and bulky neutral amino acid (i.e., gamma-methylleucine) as the south amino acid were indispensable structure motifs for antifungal activity of rhodopeptin analogues.
Kawato
H C
HC
New Product Research Laboratories I, Daiichi Pharmaceutical Co., Ltd., Tokyo, Japan. kawatlm8@daiichipharm.co.jp
Nakayama
K
K
Inagaki
H
H
Nakajima
R
R
Kitamura
A
A
Someya
K
K
Ohta
T
T
D000596:Amino Acids / Q000737:chemistry*; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D005658:Fungi / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000494:pharmacology; D012240:Rhodococcus / Q000737:chemistry; D013329:Structure-Activity Relationship
D000596:Amino Acids; D000935:Antifungal Agents; D010456:Peptides, Cyclic; C401441:rhodopeptin B5