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Molecules 2017, 22(6), 971; doi:10.3390/molecules22060971

Synthesis and Evaluation of Curcuminoid Analogues as Antioxidant and Antibacterial Agents

1
Department of Chemistry, Faculty of Science, King Khalid University, Abha 9004, Saudi Arabia
2
Department of Pharmacology, Faculty of Pharmacy, King Khalid University, Abha 61441, Saudi Arabia
3
Department of Chemistry, Faculty of Science, Mansoura University, Mansoura 35516, Egypt
4
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, King Khalid University, Abha 61441, Saudi Arabia
5
Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt
*
Authors to whom correspondence should be addressed.
Received: 11 May 2017 / Revised: 3 June 2017 / Accepted: 7 June 2017 / Published: 11 June 2017
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Abstract

Diazocoupling reaction of curcumin with different diazonium salts of p-toluidine, 2-aminopyridine, and 4-aminoantipyrine in pyridine yielded the arylhydrazones 2ac. Arylhydrazone of p-toluidine reacted with urea, thiourea, and guanidine nitrate to produce 5,6-dihydropyrimidines. Further reaction of 2a with 2,3-diaminopyrdine in sodium ethoxide solution yielded 1H-pyrido[2,3-b][1,4]diazepine derivative. Bis(2,5-dihydroisoxazole) is obtained from the reaction of 2a with hydroxylamine hydrochloride, while its reactions with hydrazines afforded the respective 4,5-dihydro-1H-pyrazoles. The target compounds were evaluated as antioxidant and antibacterial agents. The tested compounds showed good to moderate activities compared to ascorbic acid and chloramphenicol, respectively. View Full-Text
Keywords: curcumin; pyrazole; isoxazole; pyrimidine; antioxidant activity; antibacterial activity curcumin; pyrazole; isoxazole; pyrimidine; antioxidant activity; antibacterial activity
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Emam, D.R.; Alhajoj, A.M.; Elattar, K.M.; Kheder, N.A.; Fadda, A.A. Synthesis and Evaluation of Curcuminoid Analogues as Antioxidant and Antibacterial Agents. Molecules 2017, 22, 971.

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