Cancer Chemopreventive 3-Substituted-4-oxoretinoic Acids
Autor: | Wille Jw, Hosmer Ca, Rogers Ts, Shealy Yf, Donald L. Hill, James M. Riordan |
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Rok vydání: | 1994 |
Předmět: |
Magnetic Resonance Spectroscopy
Skin Neoplasms Alkylation Stereochemistry Substituent Mice Inbred Strains Tretinoin Ornithine Decarboxylase Mice Structure-Activity Relationship chemistry.chemical_compound Drug Stability In vivo Cricetinae Drug Discovery Animals Anticarcinogenic Agents Anticarcinogen Carcinogen Skin Papilloma Biological activity chemistry Enzyme Induction Tetradecanoylphorbol Acetate Molecular Medicine Female Aliphatic compound Enone |
Zdroj: | Journal of Medicinal Chemistry. 37:3051-3056 |
ISSN: | 1520-4804 0022-2623 |
Popis: | The introduction of substituents at position 3 of methyl 4-oxoretinoate can be effected in good yields by alkylating the lithium dienolate. A second substituent can be introduced also, but the resulting 3,3-disubstituted-4-oxoretinoates were isolated in lower yields. Evidence was obtained for a slower rate of alkylation at the alpha-position (carbon 14) of the ester group. Some of these 4-oxoretinoic acid analogues showed high activity in assays in vivo for the inhibition of ornithine decarboxylase activity and carcinogen-induced papillomas in mouse skin. |
Databáze: | OpenAIRE |
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