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Antifungal activities of pradimicin derivatives modified at C4'-amino group.
Kamachi, H; Okuyama, S; Hirano, M; Masuyoshi, S; Konishi, M; Oki, T.
Affiliation
  • Kamachi H; Bristol-Myers Squibb Research Institute, Bristol-Myers Squibb K.K., Tokyo, Japan.
J Antibiot (Tokyo) ; 46(8): 1246-51, 1993 Aug.
Article in En | MEDLINE | ID: mdl-8407587
ABSTRACT
In order to explore potent derivatives of pradimicins (PRMs), modification of their C4'-amino group was carried out. 4'-N-Cyano (1,2), 4'-deamino-4'-nitroguanidino (4), 4'-deamino-4'-ureido (7-9) and 4'-deamino-4'-thioureido (10) derivatives were synthesized by trimethylsilylation of PRMs A and C, followed by condensation with appropriate reagents. 4'-Deamino-4'-guanidino (5) and 4'-deamino-4'-amidino (6) derivatives were synthesized by catalytic hydrogenation of 4 and 2, respectively. 4'-N-Nitroso derivative 3 was prepared by treatment of PRM A with nitrous acid. Among these compounds, the 4'-N-cyano derivative of PRM C (2) exhibited in vitro and in vivo antifungal activities comparable to the parent compounds together with good water-solubility.
Subject(s)
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Collection: 01-internacional Database: MEDLINE Main subject: Anthracyclines / Mitosporic Fungi / Antibiotics, Antineoplastic / Antifungal Agents Limits: Animals Language: En Journal: J Antibiot (Tokyo) Year: 1993 Document type: Article Affiliation country: Japan
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Collection: 01-internacional Database: MEDLINE Main subject: Anthracyclines / Mitosporic Fungi / Antibiotics, Antineoplastic / Antifungal Agents Limits: Animals Language: En Journal: J Antibiot (Tokyo) Year: 1993 Document type: Article Affiliation country: Japan