ANALISIS TEORITIK AKTIVITAS ANTIOKSIDAN, TOKSISITAS, DAN POTENSI SENYAWA TURUNAN TIOSEMIKARBAZIDA SEBAGAI OBAT KANKER SERVIKS

Yanti, Yona Ramada (2023) ANALISIS TEORITIK AKTIVITAS ANTIOKSIDAN, TOKSISITAS, DAN POTENSI SENYAWA TURUNAN TIOSEMIKARBAZIDA SEBAGAI OBAT KANKER SERVIKS. Diploma thesis, Universitas Andalas.

	Text (ABSTRAK) 1. COVER DAN ABSTRAK.pdf - Published Version Download (285kB)
	Text (BAB 1) 2. BAB I.pdf - Published Version Download (97kB)
	Text (BAB AKHIR) 3. BAB AKHIR.pdf - Published Version Download (144kB)
	Text (DAFTAR PUSTAKA) 4. DAFTAR PUSTAKA.pdf - Published Version Download (171kB)
	Text (SKRIPSI FULLTEXT) SKRIPSI FULL TEXT.pdf - Published Version Restricted to Repository staff only Download (3MB)

Abstract

Thiosemicarbazide is the simplest hydrazine-derived compound of thiocarbamic acid containing C=O and C=S groups known to have antioxidant activity and is widely studied as a target in drug design. Thiosemicarbazide-derived compounds were investigated through parameters of reactivity, antioxidant activity, toxicity, drug score, reaction with radicals, and molecular docking. The mechanism of antioxidant activity was investigated with the DFT (Density Functional Theory) / B3LYP (Beckee-3-Lee Yang Parr) / 6-31G method in the gas phase. The thiosemicarbazide derivative compounds studied consist of 2-(ethylthio)benzoyl-N-phenylhydrazine carbothioamide (TSC 1), 2-(ethylthio) benzoyl-N-(4-chlorophenyl) hydrazine carbothioamide (TSC 2), 2-(ethylthio) benzoyl-N-(4-methylphenyl) hydrazine carbothioamide (TSC 3), 2-(ethylthio) benzoyl)-N-(4-methoxyphenyl) hydrazine carbothioamide (TSC 4). The Quantitative Structure-Activity (HKSA) relationship of compounds with antioxidant activity was analyzed based on a multilinear regression equation. The results showed the reactivity of thiosemicarbazide derivative molecules was sorted as follows: TSC 4 > TSC 2 > TSC 3 > TSC 1. The best antioxidant reaction mechanism in breaking NH bonds produces ·H and ArN· more easily through the Single Electron Transfer – Proton Transfer (SET-PT) mechanism because it has a smaller total energy Ionization Potential (IP) and Proton Dissociation Enthalpy (PDE). Toxicity testing showed that thiosemicarbazide (TSC 4) derivatives met Lipinsky's rule as candidate drugs, were not potentially irritating and had similar drug scores of 0.353. Based on the analysis of the multilinear regression equation, the value of Inhibition Concentration 50% (IC50) of the experiment is the same as theoretical. The results of pharmacophore studies obtained compounds that have the best interaction with the Human Papillomavirus (HPV) Type 11 L1 (2R5K) receptor, namely TSC 4 compounds with docking energy of -9.2510 Kj/mol. The reactivity of thiosemicarbazide-derived molecules with ROS (Reactive Oxygen Species) and RNS (Reactive Nitrogen Species) radicals in the gas phase indicates that thiosemicarbazide-derived compounds are more reactive to ROS radicals. The results showed that thiosemicarbazide derivative compounds have potential in capturing free radicals at the termination of H at the N2 position and are good antioxidants and potential drug candidates. Keywords: thiosemicarbazide derivative, DFT, Antioxidant, Toxicity, Molecular Docking, ROS/RNS

Actions (login required)

View Item