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Synthesis and Anticancer Activity of Some New Thiopyrano[2,3-d]thiazoles Incorporating Pyrazole Moiety

Metwally, Nadia Hanafy ; Badawy, Mohamed Ahmed ; Okpy, Doha Samir

Chemical and Pharmaceutical Bulletin, 2015/07/01, Vol.63(7), pp.495-503 [Periódico revisado por pares]

Japan: The Pharmaceutical Society of Japan

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Título:
Synthesis and Anticancer Activity of Some New Thiopyrano[2,3-d]thiazoles Incorporating Pyrazole Moiety
Autor: Metwally, Nadia Hanafy ; Badawy, Mohamed Ahmed ; Okpy, Doha Samir
Assuntos: 4-thioxo-2-thiazolidinone ; Acetic Acid - chemistry ; anticancer activity ; Antineoplastic Agents - chemical synthesis ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - pharmacology ; Binding Sites ; Cell Survival - drug effects ; Crystallography, X-Ray ; Cycloaddition Reaction ; Hep G2 Cells ; Humans ; MCF-7 Cells ; Molecular Conformation ; Molecular Docking Simulation ; Polyethylene Glycols - chemistry ; Protein Structure, Tertiary ; Pyrans - chemical synthesis ; Pyrans - chemistry ; Pyrans - pharmacology ; Pyrazoles - chemistry ; Temperature ; Thiazoles - chemical synthesis ; Thiazoles - chemistry ; Thiazoles - pharmacology ; thiopyrano[2,3-d]thiazole ; Tubulin - chemistry ; Tubulin - metabolism
É parte de: Chemical and Pharmaceutical Bulletin, 2015/07/01, Vol.63(7), pp.495-503
Notas: ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
Descrição: The knöevenagel condensation of 3-phenyl-4-thioxo-2-thiazolidinone (1) with 1-phenyl-3-aryl-1H-pyrazole-4-carbaldehydes 2a–d in refluxing glacial acetic acid or in polyethylene glycol-400 (PEG-400) at room temperature without catalyst, afforded the corresponding 5-hetarylmethylene derivatives 3a–d. [4+2]Cycloaddition reaction of compounds 3 with N-arylmaleimides, acrylonitrile and ethyl acrylate afforded thiopyrano[2,3-d]thiazole derivatives 5a–p. The anticancer activity of some of the newly synthesized compounds was investigated against different human cancer cell lines (MCF7 and HEPG2) and confirmed by molecular docking. Moreover, the structure for one representative example of the new products was confirmed by X-ray crystallography. The structure of all the newly synthesized compounds was established by elemental and spectral data.
Editor: Japan: The Pharmaceutical Society of Japan
Idioma: Inglês;Japonês

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Synthesis and Anticancer Activity of Some New Thiopyrano[2,3-d]thiazoles Incorporating Pyrazole Moiety

Metwally, Nadia Hanafy ; Badawy, Mohamed Ahmed ; Okpy, Doha Samir

Japan: The Pharmaceutical Society of Japan

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