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All Journal VALENSI Communications in Science and Technology Greensphere: Journal of Environmental Chemistry JOURNAL OF BIOMEDICAL SCINECES AND HEALTH
Huda, Muhammad Badrul
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Biochemistry, Genetics & Molecular Biology Chemistry Engineering Health Professions Immunology & microbiology Medicine & Pharmacology Public Health

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Journal : Communications in Science and Technology

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One pot two-step borylation/fluorination reaction of dysobinin from Chisocheton macrophyllus and its cytotoxicity against cancer cell Huda, Muhammad Badrul; Nurlelasari; Safriansyah, Wahyu; Fajar, Mohamad; Widiyowati, Iis Intan; Supratman, Unang; Permana, Yessi; Budiman, Yudha P.
Communications in Science and Technology Vol 9 No 2 (2024)
Publisher : Komunitas Ilmuwan dan Profesional Muslim Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.21924/cst.9.2.2024.1514

Abstract

Dysobinin is a naturally occurred limonoid, which is a specific form of triterpenoid, mostly found in certain plants, particularly the Meliaceae family. Overall, it has been found that limonoids have a wide range of biological functions. Typically, the compound comprises anticancer, antimicrobial, and anti-inflammatory properties. Even though dysobinin has shown some effectiveness, its potential in pharmacology, so far, is found limited. This study, therefore, aims to enhance the pharmacological properties of dysobinin through the addition of fluorine. To do this, a one-pot, two-step reaction comprising C-H borylation and selectfluor was used to turn dysobinin into two new compounds: 1,2-dihydro-6?-acetoxyazadirone (5) and 1?-fluorodysobinin (6). After the transformation, various spectroscopic methods, including UV (Ultraviolet), IR (infrared), MS (mass spectra), as well as NMR (1D and 2D) were applied to figure out the structures of the new compounds. Accordingly, of the derived compounds, 1?-fluorodysobinin showed significantly higher cytotoxicity against A549 lung cancer cells when compared to dysobinin.
Co-Authors Budiman, Yudha P. Enny Fachriyah Fajar, Mohamad Ibrahim, Mohd Hairy Iis Intan Widiyowati Ismiyarto Ismitarto Jumadi Marcelinus Christwardana Ngadiwiyana M.Si. S.Si. Nurlelasari Pratama Jujur Wibawa Prayogo, Fitra Adi Purbowatiningrum Ria Sarjono Rinaryadi, Kemilau Permata Hati Safriansyah, Wahyu Unang Supratman Yessi Permana