Structure-activity correlations of cytochalasins. Novel halogenated and related cytochalasin C and D derivatives.
J Med Chem
; 25(6): 663-6, 1982 Jun.
Article
em En
| MEDLINE
| ID: mdl-7097721
ABSTRACT
A series of halogenated and related analogues of cytochalasin C (CC) and D (CD) has been synthesized, and the biological activities of the analogues as inhibitors in a cell-free contractility model system obtained from Ehrlich ascites tumor cells were evaluated. The reaction sequence involved treatment of CD with phenyltrimethylammonium perbromide to give 6,12-dibromo-CD (2), dehydrohalogenation of 2 to 12-bromo-CC (3), and the subsequent conversions of 3 to 12-azido- (4), 12-iodo- (5), and 12-cyano-CC (6). The ID50 values for 5, 3, 4, 2, and 6 are 6.0, 7.4, 8.8, 45, and 77 X 10(-7) M, respectively, in comparison to ca. 2.8 X 10(-7) M for the parental compounds. The potential cell and molecular biological applications of these compounds are delineated.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Citocalasinas
/
Antineoplásicos
Limite:
Animals
Idioma:
En
Revista:
J Med Chem
Assunto da revista:
QUIMICA
Ano de publicação:
1982
Tipo de documento:
Article