Syntheses, Molecular Docking Study and Anticancer Activity Examination of p-Methoxycinnamoyl Hydrazides

• Main Authors: Melanny Ika Sulistyowati, -, Nugroho A E, -, Putra G S, -, Juni Ekowati, -, Tutuk Budiati, -
• Format: Article PeerReviewed
• Language: English; English; English; English; English; English; English; English
• Published: International Journal of Pharmaceutical and Clinical Research 2016
• Subjects: R Medicine; RS Pharmacy and materia medica
• Online Access: https://repository.unair.ac.id/95745/1/Artikel%20C-12.pdf; https://repository.unair.ac.id/95745/2/Validasi%20C-12.pdf; https://repository.unair.ac.id/95745/5/C-12%20Result%20Rev.pdf; https://repository.unair.ac.id/95745/7/Validasi%20C-12%20rev.pdf; https://repository.unair.ac.id/95745/8/C-09%20Artikel.pdf; https://repository.unair.ac.id/95745/14/c9.pdf; https://repository.unair.ac.id/95745/10/C-09%20Similarity.pdf; https://repository.unair.ac.id/95745/11/BUKTI%20KOREFPONDENSI%20C9.pdf; https://repository.unair.ac.id/95745/; http://impactfactor.org/PDF/IJPCR/8/IJPCR,Vol8,Issue6,Article18.pdf
• Institution: Universitas Airlangga

In this study, we attempted to develop a potential anticancer drug by synthesizing some of p-methoxycinnamoyl hidrazides. The compounds were synthesized from the ethyl p-methoxycinnamate (EPMC), isolated from rhizome of Kaemferia galanga Linn. The structures of the compounds were confirmed by UV-vis spectrophotometry, 1H-NMR, 13C-NMR, FTIR, and MS spectroscopic methods. The study was followed by anticancer activity evaluation of the compounds by in silico study using Molegro® ver. 5.5 and by in vitro assay against human breast cancer cells (T47D) by 3-(4,5-Dimethylthiazol2-yl)-2-5-Diphenyltetrazolium Bromide (MTT) method. The yield of derivatives of p-methoxycinnamoylhidrazide was around 25 to 90%. The result showed that 3-(4-methoxyphenyl)-N'-(3-(4-methoxyphenyl) acryloyl) acrylohydrazide has the highest value of rerank score (-124.81). In addition, from the in vitro assay, it was revealed that 2-hydroxybenzohydrazide has the lowest IC50 (0.2 x 106 nM) against T47D as the most effective compound than the others. p-Methoxycinnamoyl hidrazides have been synthesized as low as 25% yields. Among the tested compounds, 2-hydroxybenzohydrazide is the most effective compound against T47D (human breast cancer) cell line in vitro. While in silico study result showed that 3-(4-methoxyphenyl)-N'-(3-(4-methoxyphenyl) acryloyl)acrylo- hydrazide has better activity than the lead compound, EPMC.