Original scientific paper

https://doi.org/10.5562/cca3914

Synthesis of New C-C Linked Bichalcones and Their Antimicrobial and Antioxidant Activities

Tayyibe Beyza Yücel orcid.org/0000-0002-2632-8325 ; Health Services Vocational School, Giresun University, Giresun, Turkey
Seda Fandakli ; School of Applied Sciences, Avrasya University, Trabzon, Turkey
Ismail Demir ; Department of Biology, Faculty of Sciences, Karadeniz Technical University, Trabzon, Turkey
Nurettin Yayli ; Faculty of Pharmacy, Karadeniz Technical University, 61080 Trabzon-Turkey

Abstract

Bichalcones are obtained naturally from the genus Rhus. Bichalcones have attracted attention not only from a synthetic perspective but also because of their broad-spectrum biological activities. A series of methoxy-substituted chalcones (1–9) yielded C-C linked bichalcones (10–18) by the Ullmann coupling method, and their antimicrobial and antioxidant activities were assessed in this study. The confirmation of the synthesized compounds' structures was performed by NMR (1H, 13C, APT, and COSY), FT-IR, UV, and HRESI-TOF-MS data. According to the preliminary results, a number of the said compounds exhibited an interesting activity against Candida tropicalis. Moreover, the antioxidant activities of bichalcones (10–18) were evaluated according to DPPH and FRAP methods. Concerning antioxidant activities, compounds 15 and 16 were the most active compared to Trolox used as a standard. Of all the synthesized new bichalcone derivatives, compounds 10, 11, 12, 14, and 17 displayed higher activity against to fungal microorganism Candida tropicalis. Compounds 15 and 16 were found to have the highest antioxidant activity according to both DPPH and FRAP methods.

Keywords

bichalcone; Ullmann coupling; antimicrobial activity; antioxidant activity

Hrčak ID:

293307

URI

https://hrcak.srce.hr/293307

Publication date:

23.11.2022.

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