Original scientific paper

https://doi.org/10.2478/v10007-010-0027-6

Design and synthesis of novel thiophenecarbohydrazide, thienopyrazole and thienopyrimidine derivatives as antioxidant and antitumor agents

AMEEN ALI ABU-HASHEM ; Photochemistry Department (Heterocyclic Unit), National Research Center, 12622 Dokki, Giza, Egypt
MOHAMED FATHY EL-SHEHRY ; Green Chemistry Department ,National Research Center, 12622 Dokki, Giza, Egypt
FARID ABD-ELRAHEEM BADRIA ; Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, 35516 Mansoura, Egypt

Abstract

2-Amino-5-acetyl-4-methyl-thiophene-3-carboxylic acid ethyl ester (1) and 5-acetyl-2-amino-4-methylthiophene-3-carbohydrazide (2) were synthesized and used as starting materials for the synthesis of new series of 1-(5-amino-4-(3,5-dimethyl-1H-pyrazole-1-carbonyl)-3-methylthiophen-2-yl) ethanone (3a), 1-(5-amino-4-(4-chloro-3,5-dimethyl-1H-pyrazole-1-carbonyl)-3-methylthiophen-2-yl) ethanone (3b), 1-(4-methyl-2-amino-5-acetylthiophene-3-carbonyl) pyrazolidine-3,5-dione (4), (Z)-N'-(4-methyl-2-amino-5-acetylthiophene-3-carbonyl) formohydrazonic acid (5a), (Z)-ethyl-N'-(4-methyl-2-amino-5-acetylthiophene-3-carbonylformo hydrazonate (5b), 6-acetyl-3-amino-2,5-dimethylthieno2,3-dpyrimidin-4(3H)-one (8), 5-methyl-3-amino-2-mercapto-6-acetylthieno2,3-dpyrimidin-4(3H)-one (10) and 5-methyl-6-acetyl-2-thioxo-2,3-dihydrothieno2,3-dpyrimidin-4(1H)-one (12) as potential antioxidant and antitumor agents. Pharmacological results showed that compounds 6a, 6b, 8, 10 and 12 exhibited promising antitumor and antioxidant activity.

Keywords

thienopyrazole; thieno[2,3-d]pyrimidines; thiophenecarbohydrazide; antioxidant activity; bleomycin-dependent DNA damage; antitumor activity

Hrčak ID:

53497

URI

https://hrcak.srce.hr/53497

Publication date:

1.9.2010.

Article data in other languages: croatian

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