Microwave-assisted synthesis of 1-(4-hydroxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one and its activities as an antioxidant, sunscreen, and antibacterial

*Ihsan Ikhtiarudin orcid scopus  -  Sekolah Tinggi Ilmu Farmasi Riau, Indonesia
Nesa Agistia  -  Sekolah Tinggi Ilmu Farmasi Riau, Indonesia
Neni Frimayanti orcid scopus  -  Sekolah Tinggi Ilmu Farmasi Riau, Indonesia
Tria Harlianti  -  Sekolah Tinggi Ilmu Farmasi Riau, Indonesia
Jasril Jasril scopus  -  Universitas Riau, Indonesia
Received: 9 Dec 2019; Revised: 10 Feb 2020; Accepted: 24 Feb 2020; Published: 29 Feb 2020.
DOI: https://doi.org/10.14710/jksa.23.2.51-60 View
(E)-1-(4-hidroksifenil)-3-(4-metoksifenil)prop-2-en-1-on
Subject Analog kalkon, antioksidan, DPPH, tabir surya, difusi cakram
Type Research Results
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Open Access Copyright 2020 Jurnal Kimia Sains dan Aplikasi
License URL: http://creativecommons.org/licenses/by-sa/4.0

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Section: Research Articles
Language: EN
Statistics: 513 253
Abstract
Chalcone analogs have been reported to have a variety of exciting biological activities, such as anticancer, anti-inflammatory, antioxidant, photoprotective, antibacterial, and antidiabetic activities. Therefore, analogs of these compounds have been widely synthesized as intermediate compounds or target molecules in the discovery of bioactive compounds to be applied in the pharmaceutical field. The purpose of this study is to synthesize chalcone analog compounds (E)-1-(4-hydroxyphenyl)-3-(4-methoxyphenyl) prop-2-en-1-on with the microwave irradiation method and explore some of the biological activities of these compounds, including testing the antioxidant activity by 1,1-diphenyl-2-picrylhydrazyl (DPPH) method, in vitro sunscreen activity by microplate method, and antibacterial activity by disk diffusion method. DPPH test results indicate that the compound has weak antioxidant activity, with an IC50 value of 300.43 µg/mL. However, the compound showed excellent potential as a UV B and UV A filter at a concentration of 150 µg/mL with a value of %Te of 0.73±0.10% (sunblock), %Tp of 0.07±0.00% (sunblock), SPF value of 21.10±1.46 (ultra-protection) and potentially better than benzophenone-3 as a standard sunscreen. Then, disk diffusion testing showed that the compound had weak antibacterial activity against Staphylococcus aureus and did not show antibacterial activity against Escherichia coli bacteria at test concentrations of 30, 60, and 120 µg/disk.

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Keywords: chalcone analog; antioxidant; DPPH, sunscreen; disk diffusion

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