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

1Sekolah Tinggi Ilmu Farmasi Riau, Indonesia

2Universitas Riau, Indonesia

Received: 9 Dec 2019; Revised: 10 Feb 2020; Accepted: 24 Feb 2020; Published: 29 Feb 2020.
Open Access Copyright 2020 Jurnal Kimia Sains dan Aplikasi under http://creativecommons.org/licenses/by-sa/4.0.

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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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(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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Keywords: chalcone analog; antioxidant; DPPH, sunscreen; disk diffusion
Funding: DPRM Kementrian Riset Teknologi dan Pendidikan Tinggi (KEMENRISTEK DIKTI) melalui hibah Penelitian Dosen Pemula (PDP) tahun 2019 dengan nomor kontrak penelitian 06.15.LP2M.STIFAR.V.2019.

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