Alkylation of DNA with a mitomycin derivative, 7-N-(p-hydroxyphenyl)-mitomycin C. Reductive alkylation and preferential binding to adenine.
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چکیده
منابع مشابه
Chemical modification of DNA with muta-carcinogens. III. Reductive alkylation of DNA with mitomycin C.
Mitomycin C (MMC) binds to DNA after its reductive activation by catalytic hydrogenation with Pd on charcoal. Three modified nucleotides, named MG-1, MG-2, and MA, were isolated from the modified DNA after enzymatic hydrolysis to 5'-nucleotides. The structures of these modified nucleotides were deduced from their 1H-NMR and UV spectra, and from studies of the chemically transformed derivatives ...
متن کاملPhage inactivation and DNA strand scission activities of 7-N-(p-hydroxyphenyl)mitomycin C.
A new derivative of mitomycin C (MMC), 7-N-(p-hydroxyphenyl)mitomycin C (M-83), had higher phage inactivation activity against phages phiX174 and PM2 than MMC, and also higher DNA strand scission activity against their single- and double-stranded DNAs. M-83, at one third to one sixth concentration of MMC, showed the same level of phage inactivation and DNA strand scission activities. The mechan...
متن کاملDevelopment and application of a sensitive enzyme immunoassay for 7-N-(p-hydroxyphenyl)mitomycin C.
An antibody specific for 7-N-(p-hydroxyphenyl)mitomycin C (M-83) was developed and used in a simple and sensitive enzyme immunoassay for detection of this anticancer drug in serum. The imino group of M-83 was covalently coupled to mercaptosuccinyl groups introduced into bovine serum albumin with a cross-linker, N-maleoylaminobutyric acid. The resulting conjugate was then used for the production...
متن کاملAntitumor activity and pharmacokinetics of 7-N-(p-hydroxyphenyl)mitomycin C in human tumor xenografts transplanted into nude mice.
The effects of 7-N-(p-hydroxyphenyl)mitomycin C (M-83), a derivative of mitomycin C, against eight human tumor xenografts serially transplanted into male BALB/c nude mice were evaluated. M-83 showed positive antitumor effect against six out of eight tumor strains. The antitumor spectrum of this agent was similar to that of mitomycin C except for two strains. The serum level of M-83 detected by ...
متن کاملThe Reactions of Mitomycin C with Dithiols I. Reductive Activation
We report that the clinically used antitumor drug mitomycin C is reductively activated in vitro by simple thiols; a mechanism for this activation is proposed based on kinetic data and the identification of mitosene metabolites. The biological implications of these findings are discussed. Introduction Mitomycin C (MC, 1) 1 is a natural antitumour antibiotic used in anticancer therapy 2 that requ...
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ژورنال
عنوان ژورنال: Chemical and Pharmaceutical Bulletin
سال: 1982
ISSN: 0009-2363,1347-5223
DOI: 10.1248/cpb.30.2644