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  • Title: Actinomycin D oxazinones as improved antitumor agents.
    Author: Sengupta SK, Trites DH, Madhavarao MS, Beltz WR.
    Journal: J Med Chem; 1979 Jul; 22(7):797-802. PubMed ID: 448678.
    Abstract:
    1,4-Oxazinone derivatives of the phenoxazinone chromophore in actinomycin D (AMD) have been synthesized by condensation of AMD with alpha-keto acids. By varying the starting alpha-keto acid, the substitutions on the oxazinone ring and, consequently, the lipophilicity of the molecule could be altered. These oxazinone derivatives revert to AMD in physiological media and it appears that these oxazinones are "depot" forms of AMD and possess physicochemical and DNA-binding properties which are significantly different from those of AMD. The oxazinones, which have bulky and lipophilic substituents at position 3, demonstrate more pronounced antitumor activity against P388 mouse leukemia and are less toxic than AMD.
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