SYNTHESIS AND ANTIFUNGAL ACTIVITY OF PRADIMICIN DERIVATIVES MODIFICATIONS ON THE AGLYCONE PART

S. ABURAKI; S. OKUYAMA; H. HOSHI; H. KAMACHI; M. NISHIO; T. HASEGAWA; S. MASUYOSHI; S. IIMURA; M. KONISHI; T. OKI

doi:10.7164/antibiotics.46.1447

SYNTHESIS AND ANTIFUNGAL ACTIVITY OF PRADIMICIN DERIVATIVES

MODIFICATIONS ON THE AGLYCONE PART

S. ABURAKI, S. OKUYAMA, H. HOSHI, H. KAMACHI, M. NISHIO, T. HASEGAWA, S. MASUYOSHI, S. IIMURA, M. KONISHI, T. OKI

Author information

S. ABURAKI
Bristol-Myers Squibb Research Institute, Bristol-Myers Squibb K. K.
S. OKUYAMA
Bristol-Myers Squibb Research Institute, Bristol-Myers Squibb K. K.
H. HOSHI
Bristol-Myers Squibb Research Institute, Bristol-Myers Squibb K. K.
H. KAMACHI
Bristol-Myers Squibb Research Institute, Bristol-Myers Squibb K. K.
M. NISHIO
Bristol-Myers Squibb Research Institute, Bristol-Myers Squibb K. K.
T. HASEGAWA
Bristol-Myers Squibb Research Institute, Bristol-Myers Squibb K. K.
S. MASUYOSHI
Bristol-Myers Squibb Research Institute, Bristol-Myers Squibb K. K.
S. IIMURA
Bristol-Myers Squibb Research Institute, Bristol-Myers Squibb K. K.
M. KONISHI
Bristol-Myers Squibb Research Institute, Bristol-Myers Squibb K. K.
T. OKI
Bristol-Myers Squibb Research Institute, Bristol-Myers Squibb K. K.

JOURNAL FREE ACCESS

1993 Volume 46 Issue 9 Pages 1447-1457

DOI https://doi.org/10.7164/antibiotics.46.1447

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Abstract

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.

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