Enantioselective synthesis of dihydro indole derivatives by lipase enzyme catalysts


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Çalışkan Z., Büyükkaya H.

I. International Advances in Molecular Biology Congress, İstanbul, Türkiye, 19 - 22 Eylül 2022, ss.94

  • Yayın Türü: Bildiri / Özet Bildiri
  • Basıldığı Şehir: İstanbul
  • Basıldığı Ülke: Türkiye
  • Sayfa Sayıları: ss.94
  • Yıldız Teknik Üniversitesi Adresli: Evet

Özet

Indole derivatives with a wide spectrum of biological activity, especially anticancer, antiviral, antimicrobial, anti-inflammatory, anti-HIV, antidiabetic activities; as an active drug substance, it is among the compounds of interest for the pharmaceutical industry and the pharmaceutical industry. Indole derivatives, which have the characteristics of a typical nitrogen heterocyclic compound, can be obtained synthetically by biotransformation reactions as well as being found in nature. Biotransformation reactions are using various enzymes or microorganisms; They are reactions that can take place under mild conditions, which have advantages over chemical synthesis methods (cheap, fast, efficient). It allows the compounds in racemic form to be obtained as enantiopure by biotransformation reactions. In our study, it was aimed to obtain indole derivatives with high enantiopurity, which are difficult to synthesize by chemical methods, under mild synthesis conditions. In this study, 1-benzyl-6,7-dihydro 6-methyl-1H-indol-4(5H)-one compound was synthesized as a result of various synthesis steps starting from 5-methyl-1,3-cyclohexadione compound. In the next step, regioselective acetoxylation of 1-benzyl-6,7-dihydro-6-methyl-1H-indol-4(5H)-one was performed and as a result of the addition of acetoxy group to the α position, the compound α-acetoxy-1 benzyl-6,7-dihydro-6-methyl-1H-indol-4(5H)-one was obtained. The biotransformation reactions of the obtained indole derivatives will be carried out and the enantiomeric excess values of the products obtained as enantiopure will be determined by HPLC.