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One pot two-step borylation/fluorination reaction of dysobinin from Chisocheton macrophyllus and its cytotoxicity against cancer cell

Communications in Science and Technology · Vol. 9 No. 2 (2024) · hlm. 366–371

DOI
10.21924/cst.9.2.2024.1514
ISSN
2502-9266, 2502-9258
Terbit
2024-12-31
Penerbit
Komunitas Ilmuwan dan Profesional Muslim Indonesia
Bahasa
eng

Abstrak

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.

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  • Padjadjaran University
  • Mulawarman University
  • National Research and Innovation Agency
  • State University of Malang
  • Diponegoro University
  • Bandung Institute of Technology
  • Yamagata University
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Rekan penulisOrganisasiArtikel bersama
Kindi FarabiPadjadjaran University20
Desi HarnetiPadjadjaran University19
Nurlelasari NurlelasariPadjadjaran University17
Tri MayantiPadjadjaran University14
Sofa FajriahNational Research and Innovation Agency12
Rani MaharaniPadjadjaran University12
Yoshihito ShionoYamagata University11
Al Arofatus NainiPadjadjaran University11
Ace Tatang HidayatPadjadjaran University9
Tati HerlinaPadjadjaran University7
Mohamad Nurul AzmiUniversiti Sains Malaysia7
Darwati DarwatiPadjadjaran University6
Hadi KuncoroMulawarman University6
Fajar Fauzi AbdullahPadjadjaran University5
Euis JulaehaPadjadjaran University4
Dewa Gede KatjaSam Ratulangi University4
Ubed Sonai Fahruddin ArroziState University of Malang4
Harizon HarizonUniversitas Jambi4
Muhamad R. S. SidikPadjadjaran University4
Erina HilmayantiPadjadjaran University3
Khalijah AwangUniversity of Malaya3
Risyandi AnwarUniversitas Muhammadiyah Semarang3
Sandra Amalia RiyadiPadjadjaran University3
Desi Harneti Putri HuspaPadjadjaran University3
Atiek Rostika NoviyantiPadjadjaran University3
Ronny LesmanaPadjadjaran University3
Raihan Fathurrahman HasbillaPadjadjaran University3
Susianti SusiantiPadjadjaran University3
Istifhamy IrnandaState University of Malang2
Agus SafariPadjadjaran University2
Ricson P. HutagaolUniversitas Nusa Bangsa2
Muhammad HanafiNational Research and Innovation Agency2

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Sumber metadata: OAI-PMH (metadata jurnal) https://cst.kipmi.or.id/oai, pertama di-harvest 8 Nov 2026, terakhir terlihat 8 Nov 2026.
Metadata asli (oai_dc) 
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	<dc:title xml:lang="en-US">One pot two-step borylation/fluorination reaction of dysobinin from Chisocheton macrophyllus and its cytotoxicity against cancer cell</dc:title>
	<dc:creator>Huda, Muhammad Badrul</dc:creator>
	<dc:creator>Nurlelasari</dc:creator>
	<dc:creator>Safriansyah, Wahyu</dc:creator>
	<dc:creator>Fajar, Mohamad</dc:creator>
	<dc:creator>Widiyowati, Iis Intan</dc:creator>
	<dc:creator>Supratman, Unang</dc:creator>
	<dc:creator>Permana, Yessi</dc:creator>
	<dc:creator>Budiman, Yudha P.</dc:creator>
	<dc:subject xml:lang="en-US">Fluorine</dc:subject>
	<dc:subject xml:lang="en-US">boron</dc:subject>
	<dc:subject xml:lang="en-US">selecflour</dc:subject>
	<dc:subject xml:lang="en-US">cancer cell</dc:subject>
	<dc:subject xml:lang="en-US">dysobinin</dc:subject>
	<dc:subject xml:lang="en-US">limonoid</dc:subject>
	<dc:description xml:lang="en-US">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: &amp;nbsp;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.</dc:description>
	<dc:publisher xml:lang="en-US">Komunitas Ilmuwan dan Profesional Muslim Indonesia</dc:publisher>
	<dc:date>2024-12-31</dc:date>
	<dc:type>info:eu-repo/semantics/article</dc:type>
	<dc:type>info:eu-repo/semantics/publishedVersion</dc:type>
	<dc:format>application/pdf</dc:format>
	<dc:identifier>https://cst.kipmi.or.id/journal/article/view/1514</dc:identifier>
	<dc:identifier>10.21924/cst.9.2.2024.1514</dc:identifier>
	<dc:source xml:lang="en-US">Communications in Science and Technology; Vol. 9 No. 2 (2024); 366-371</dc:source>
	<dc:source xml:lang="id-ID">Communications in Science and Technology; Vol 9 No 2 (2024); 366-371</dc:source>
	<dc:source>2502-9266</dc:source>
	<dc:source>2502-9258</dc:source>
	<dc:source>10.21924/cst.9.2.2024</dc:source>
	<dc:language>eng</dc:language>
	<dc:relation>https://cst.kipmi.or.id/journal/article/view/1514/194</dc:relation>
	<dc:rights xml:lang="en-US">Copyright (c) 2024 Communications in Science and Technology</dc:rights>
</oai_dc:dc>