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Synthesis of New 2-naphthyl Ethers and Their Protective Activities Against DNA Damage Induced by Bleomycin-Iron

Bakr F Abdel-Wahab, Abdel-Aziz S El-Ahl, Farid A Badria

Chem Pharm Bull (Tokyo). 2009 Dec;57(12):1348-51.

PMID: 19952442

Abstract:

The reaction of 2-naphthaloxyacetic acid with thiosemicarbazide in the presence of phosphoryl chloride, followed by treatment with phenacylbromides, led to the formation of imidazo[2,1-b][1,3,4]thiadiazoles 3a-c. 2-(Naphthalen-3-yloxy)acetohydrazide 4 on treatment with ethyl 2-(2-arylhydrazono)-3-oxobutanoates (5a-c), 2-methoxymethylene)malononitrile, or ethyl 2-cyano-3,3-bis(methylthio)acrylate led to the formation of substituted pyrazoles 6-8. The reaction of the hydrazide 4 with hydrazonoyl chlorides 9a-c and 1,2,4,5-benzene tetracarboxylic-1,2:4,5-dianhydride produced bis-diazo compounds 10a-c and dimide 11 respectively. All new compounds were tested for their protective activity against DNA damage induced by bleomycin-iron complex. Compound 2 showed the greatest protection against DNA damage, thus diminishing chromogen formation between the damaged DNA and thiobarbituric acid.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP52684341 2-Naphthyl acrylate 2-Naphthyl acrylate 52684-34-1 Price
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