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Sintesis Dan Uji In Silico Senyawa Pirazolin 5-(3,4-Dimetoksifenil)-3-(Naftalen-1-Il)-1-Fenil-4,5-Dihidro-1h-Pirazol Sebagai Kandidat Antikanker
Pyrazoline is a five-circle heterocyclic compound that has two nitrogen atoms close to each other and has one endocyclic double bond which has diverse biological activities, one of which is as an anticancer. The pyrazoline compound 5-(3,4- dimethoxyphenyl)-3-(naphthalen-1-yl)-1-phenyl-4,5-dihydro-1H-pyrazole (14) was successfully synthesized through two reaction stages. The first stage of chalcone formation by reacting 1-acetylnaphthalene and 3,4- dimethoxybenzaldehyde through Claisen-Schmidt condensation reaction with base catalyst and using stirring method at room temperature produced yield of 67,4%. The second stage of pyrazoline compound formation by reacting chalcone and phenyl hydrazine using sodium hydroxide catalyst. The synthesis method used was stirring with a temperature of 70-80⸰C to produce the target compound with a yield of 49,8%. The purity of pyrazoline compound was determined using Thin Layer Chromatography (KLT) test, melting point, and High Performance Liquid Chromatography (HPLC) analysis. The structure of the synthesized compound was characterized through Ultraviolet (UV), Fourier Transform Infra Red (FTIR), Nuclear Magnetic Resonance (NMR) and Liquid Chromatography Mass Spectrometry (LC-MS) spectroscopy analysis. The molecular docking results of PR-NFT-3,4DiOMe (14) compounds against estrogen receptor α and EGFR have free energy of binding (∆Gbind) of -12,25 and -11,99 kkal/mol with inhibition constants (Ki) of 1,05 and 1,64 nM.
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