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Sintesis Dan Uji In Silico Senyawa Hidrazon (E)-2-((E)-1-(Naftalen-2-Il)-3-(4-Nitrofenil)Alliliden) Hidrazin-1-Karboksamida Sebagai Kandidat Antikanker Serviks Dan Payudara

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Hydrazone compounds belonged to the azomethine group, characterized by a distinctive chain (-NHN=CH-). As analogs of Schiff bases, hydrazones exhibited promising pharmacological properties, including potential anticancer activity. This study aimed to synthesize the hydrazone compound, (E)-2-((E)-1-(naphthalen-2- yl)-3-(4-nitrophenyl)allylidene)hydrazine-1-carboxamide and to evaluate its anticancer potential against cervical and breast cancer through in silico molecular docking. The hydrazone compound HSC-2NFT-4NO2 (19) was successfully synthesized through two step reaction. The first step involved the formation of chalcone (12) via Claisen-Schmidt condensation reaction using the microwave method at 180 watts, and the second step involved the formation of the hydrazone compound using the stirring method at 70–80 °C for 7 hours. The respective yields were 53,1% and 83,6%. The purity of each synthesized compound was confirmed using TLC, melting point analysis, and HPLC analysis. Structural confirmation of the final product was achieved through UV, FTIR, MS, ¹H-NMR, and ¹³C-NMR spectroscopic data. In silico analysis using molecular docking revealed that HSC-2NFT-4NO2 (19) exhibited potential as an inhibitor of SIRT1 and ER-α proteins, with better binding affinity (ΔGbind) and inhibition constant (Ki) values compared to their respective positive controls. Compounds with lower ΔGbind and Ki indicated better anticancer potential and a reduced risk of side effects. The compound showed ΔGbind and Ki values against cervical cancer of -12,44 kcal/mol and 0,0075 µM, respectively, which were better than those of EX527 at -9,25 kcal/mol and 1.64 µM. Against breast cancer, the compound showed values ΔGbind and Ki of -8,8 kcal/mol and 0,35 µM, respectively, which were also better than those at 4-OHT -6,8 kcal/mol and 10,30 µM.

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Detail Information

Título da série

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Número de chamada

2103110141

Editora

Pekanbaru : Universitas Riau FMIPA Kimia., 2025

Paginação

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Idioma

Indonesia

ISBN/ISSN

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Classificação

2103110141

Content Type

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Media Type

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Carrier Type

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Edição

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Assunto(s)

KIMIA

Detalhe específico

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Statement of Responsibility

Mutia

Other version/related

Arquivo anexo

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