BAZI BİYOLOJİK AKTİF İZOOKSAZOL-KALKON HİBRİD BİLEŞİKLERİNİN SENTEZİ


Tezin Türü: Yüksek Lisans

Tezin Yürütüldüğü Kurum: Atatürk Üniversitesi, Fen Fakültesi, Kimya, Türkiye

Tezin Onay Tarihi: 2020

Tezin Dili: Türkçe

Öğrenci: Gökçen Akınalp

Danışman: Derya Anıl

Özet:

SYNTHESIS OF SOME BIOLOGICAL ACTIVE ISOXAZOL-CHALCONE HYBRID COMPOUNDS

Gökçen AKINALP

Supervisor: Assoc. Prof. Dr. Derya AKTAŞ ANIL

Purpose: Within the scope of this thesis, the synthesis and determination of the anticancer properties of eleven new 3,5-diaryl isoxazol derivatives that could be potential anticancer agents were targeted. The designed derivatives are intended to be potential drug candidate molecules in cancer treatment.

Method: For this purpose, chalcone derivatives were obtained by Claisen-Schmidt condensation reaction of related acetophenones and benzaldehydes. Eleven new 3,5-diaryl-isoxazole compounds were obtained from the addition reaction of chalcones with TsNHOH. The structures of all synthesized compounds were determined by IR, 1H-NMR, 13C-NMR and elemental analysis.

Findings: Within the scope of the study, eleven 3,5-diaryl isoxazole derivatives were synthesized in high purity with 10-68% yield. Biological potentials of the compounds obtained against prostate cancer were determined with cancer PC3 and non- tumorigenic PNT1a cells. The compound 26 with the highest anticancer activity were determined to be the prototype of this series.

Results: Findings of positive synergistic effects of new hybrid compounds formed by using chalcone and isoxazole pharmacophores on cancer cells have revealed. Significant results of the newly obtained hybrid compounds in pancreatic cancer cell line were observed.

Keywords: Chalcone, Isoxazole, Claisen-Schmidt Condensation Reaction