Synthesis and antifungal activity of pradimicin derivatives. Modifications on the aglycone part.
Synthesis and antifungal activity of pradimicin analogs modified on the aglycone part is described. Upon modification studies at various sites of the aglycone part using pradimicin A (PRM A), C-11 position was found to be the sole site to be modified without loosing antifungal activity. Further modification studies at C-11 position were carried out with 11-OH derivative of pradimicin T1 (PRM T1) because of its easy availability. Among the compounds prepared, 11-demethoxy derivative of PRM A (12) and 11-O-ethyl (13) and 11-O-fluoroethyl (14) derivatives of PRM T1 showed promising antifungal activity comparable to that of PRM A.
Aburaki
S
S
Bristol-Myers Squibb Research Institute, Bristol-Myers Squibb K. K., Tokyo, Japan.
Okuyama
S
S
Hoshi
H
H
Kamachi
H
H
Nishio
M
M
Hasegawa
T
T
Masuyoshi
S
S
Iimura
S
S
Konishi
M
M
Oki
T
T
D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis* / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002240:Carbohydrate Sequence; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D008969:Molecular Sequence Data; D015394:Molecular Structure
D000903:Antibiotics, Antineoplastic; D000935:Antifungal Agents