Abstract
Dimethyl acetylenedicarboxylate, ethyl propiolate, and E-dibenzoylethylene react with thienopyrimidines (cyclo-pentyl, -hexyl, and -heptyl) derivatives to form thiazolo[3,2-a]thieno-[2,3-d]pyrimidin-2-ylidene) acetates, thieno[2,3-d]pyrimidin-2-ylthioacrylates, and thieno[2',3':4,5]pyrimido[2,1-b][1,3]thiazin-6-ones, respectively. Reactions proceed via cyclization and thio-addition processes. Some derivatives of thienopyrimidines showed high inhibition of Hep-G2 cell growth compared with the growth of untreated control cells. However, the fused heptyl of thienopyrimidothiazines indicates a promising specific antitumor agent against Hep-G2 cells with IC(50 )< 20 microM.
MeSH terms
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Antineoplastic Agents / chemical synthesis*
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Antineoplastic Agents / pharmacology*
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Antioxidants / chemical synthesis*
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Antioxidants / pharmacology*
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Biphenyl Compounds / antagonists & inhibitors
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Cell Proliferation / drug effects
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Cells, Cultured
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Cyclization
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Dose-Response Relationship, Drug
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Drug Evaluation, Preclinical
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Drug Screening Assays, Antitumor / methods
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HCT116 Cells
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Hep G2 Cells
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Humans
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Picrates / antagonists & inhibitors
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Pyrimidines / chemical synthesis
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Pyrimidines / chemistry
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Pyrimidines / pharmacology
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Structure-Activity Relationship
Substances
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Antineoplastic Agents
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Antioxidants
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Biphenyl Compounds
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Picrates
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Pyrimidines
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thienopyrimidine
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1,1-diphenyl-2-picrylhydrazyl