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Synthesis and Evaluation of Antioxidant, Antimicrobial and Anticancer Properties of 2-(Prop-2-yn-1-yloxy)benzaldehyde Derivatives

[ Vol. 16 , Issue. 5 ]

Author(s):

Metin Konus*, Selahattin Aydemir, Can Yilmaz, Arif Kivrak, Aslihan Kurt Kizildogan and Pembegül Uyar Arpacı   Pages 415 - 423 ( 9 )

Abstract:


5-bromo-2-(prop-2-yn-1-yloxy)benzaldehyde (compound 3) and 3,5-di-tert-butyl-2-(prop-2- yn-1-yloxy)benzaldehyde (compound 5) were synthesized via nucleophilic substitution reactions. Compound 5 showed higher antioxidant capacity with respect to compound 3 in all the four different antioxidant activity methods used. Moreover, in phosphomolybdenum assay, compound 5, with 1.1 proportion value, showed almost the same total antioxidant capacity compared to universal trolox standard. Furthermore, Broth microdilution method and agar disc diffusion tests demonstrated that the same compound also exhibited good antibacterial activity towards the bacteria Bacillus subtilis. Finally, both of the benzaldehyde compounds showed high antifungal activity against Aspergillus niger. In this study, compound 5 (IC50: 54.3 µg/ml) showed significant cytotoxic activity against breast adenocarcinoma cell line MCF-7 with respect to compound 3 (IC50: 173.4 µg/ml).

Keywords:

2-(prop-2-yn-1-yloxy)benzaldehyde, antioxidant, antibacterial, antifungal, anticancer, human breast carcinoma.

Affiliation:

Department of Molecular Biology and Genetics, Faculty of Science, Van Yuzuncu Yil University, Van, Department of Molecular Biology and Genetics, Faculty of Science, Van Yuzuncu Yil University, Van, Department of Molecular Biology and Genetics, Faculty of Science, Van Yuzuncu Yil University, Van, Department of Chemistry, Faculty of Science, Van Yuzuncu Yil University, Van, Enzyme and Microbial Biotechnology Section, Department of Agricultural Biotechnology, Faculty of Agriculture, Ondokuz Mayıs University, Samsun, Department of Biotechnology, Faculty of Science, Selcuk University, Konya

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