1. International Advances in Molecular Biology Congress, İstanbul, Türkiye, 19 - 22 Eylül 2022, ss.103
Indole
is a nitrogenous heterocyclic aromatic compound found in various alkaloids and
phytohormones as well as in many foods consumed daily. This compound, which has
an important place in the pharmaceutical industry and is used as a pharmacological
drug precursor, has a wide range of biological activities such as antitumor,
antimicrobial, antiviral, anti-inflammatory, antidepressant, anticholinergic,
antimigraine, antiemetic and antihypertensive. Due to these properties, indole
compound is used in the pharmaceutical field to synthesize active drug
substances by using enzymatic and microbial biotransformation methods. Many
compounds that are difficult or impossible to synthesize by classical methods
can be obtained cheaply, quickly and efficiently with biotransformation
reactions performed using enzymes and biological systems. In the synthesis made
by this method, the stereochemical properties of the compounds are preserved
and the racemic forms are obtained as enantiopure. In this study, it was aimed
to obtain high enantiopurity indole derivatives, which are very difficult to
synthesize synthetically, under cheap and mild synthesis conditions. In the
first step, 1-benzyl-6,7-dihydro-6-phenyl-1H-indol-4(5H)one compound was
synthesized as a result of various synthesis[1] steps using commercially
purchased 5-phenyl-1,3-cyclohexadione starting material. Subsequently, α-acetoxy-1-benzyl-6,7-dihydro-6-phenyl-1H-indol-4(5H)
one was synthesized by the regioselective acetoxylation reaction of the synthesized
compound 1-benzyl-6,7-dihydro-6-phenyl-1H-indol-4(5H)one.