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Four Azadirone-Type Limonoids from Chisocheton Pentandrus Stem Bark and Their Cytotoxic Acitivity Against Mcf-7 Breast Cancer Cell Lines

Molekul: Jurnal Ilmiah Kimia · Vol. 19 No. 2 (2024) · hlm. 360–367

DOI
10.20884/1.jm.2024.19.2.11085
ISSN
2503-0310, 1907-9761
Terbit
2024-07-18
Penerbit
Universitas Jenderal Soedirman
Bahasa
eng

Abstrak

ABSTRACT. Limonoid group belongs to triterpenoid that has undergone further oxidation accompanied by the loss of four carbon atoms to form a furan ring in the chain. This limonoid compound is often found in the Chisocheton genus. Limonoid compounds have been known as compounds with high structural variations and this makes limonoids have diverse and interesting activities, including cytotoxic and anticancer. In the course of our continuing study for limonoid constituents that have cytotoxic activity against cancer cell lines, methanol extract of stem bark from the Chisocheton pentandrus plant provides significant activity. The methanol extract was separated using various chromatographic techniques in the normal and reverse stationary phase to produce four azadirone-type limonoid compounds (1-4). The elucidation structure of 1-4 was determined using spectroscopic methods including, UV-Visible, IR, and 1D-NMR as well as optical rotation. All four known compounds were established as trichilenone acetate (1), toonaciliaton C (2), 11α-acetoxiazadiron (3), and 16β-hydroxydisobinine (4). The cytotoxicity of compounds 1-4 was assessed by examination using the resazurin method, which showed that compound 4 was the promising constituent against the MCF-7 cells with an IC50 value of 43.1 µM and was stronger than its positive control. Keywords: Azadirone-type limonoid, Chisocheton pentandrus, cytotoxic activity, Meliaceae.

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  • Padjadjaran University
  • National Research and Innovation Agency
  • Sultan Idris Education University
  • Yamagata University
  • Universiti Sains Malaysia
  • Mulawarman University
  • Sam Ratulangi University
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Rekan penulisOrganisasiArtikel bersama
Sofa FajriahNational Research and Innovation Agency44
Yoshihito ShionoYamagata University38
Ace Tatang HidayatPadjadjaran University32
Darwati DarwatiPadjadjaran University32
Mohamad Nurul AzmiUniversiti Sains Malaysia26
Erina HilmayantiPadjadjaran University16
Dewa Gede KatjaSam Ratulangi University13
Fajar Fauzi AbdullahPadjadjaran University13
Hadi KuncoroMulawarman University12
Risyandi AnwarUniversitas Muhammadiyah Semarang12
Desi Harneti Putri HuspaPadjadjaran University12
Wahyu SafriansyahPadjadjaran University11
Harizon HarizonUniversitas Jambi11
Muhammad HanafiNational Research and Innovation Agency11
Ferry Ferdiansyah SofianPadjadjaran University11
Tati HerlinaPadjadjaran University10
Agus SafariPadjadjaran University9
Khalijah AwangUniversity of Malaya8
Euis JulaehaPadjadjaran University7
Sandra Amalia RiyadiPadjadjaran University7
Aprilia Permata SariPadjadjaran University6
Ronny LesmanaPadjadjaran University5
Rurini RetnowatiUniversity of Brawijaya5
Ricson P. HutagaolUniversitas Nusa Bangsa4
Dadan SumiarsaPadjadjaran University4
Raihan Fathurrahman HasbillaPadjadjaran University3
Susianti SusiantiPadjadjaran University3
Sari PurbayaUniversitas Jenderal Achmad Yani3
Arif Rahman HakimPadjadjaran University2
Dikdik KurniaPadjadjaran University2

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Sumber metadata: OAI-PMH (metadata jurnal) https://jos.unsoed.ac.id/index.php/jm/oai, pertama di-harvest 9 Nov 2026, terakhir terlihat 9 Nov 2026.
Metadata asli (oai_dc)
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	<dc:title xml:lang="en-US"> Four Azadirone-Type Limonoids from Chisocheton Pentandrus Stem Bark and Their Cytotoxic Acitivity Against Mcf-7 Breast Cancer Cell Lines</dc:title>
	<dc:creator>Supratman, Unang</dc:creator>
	<dc:creator>Runadi, Dudi</dc:creator>
	<dc:creator>Naini, Al Arofatus</dc:creator>
	<dc:creator>Purnama, Purnama</dc:creator>
	<dc:creator>Mayanti, Tri</dc:creator>
	<dc:creator>Harneti, Desi</dc:creator>
	<dc:creator>Nurlelasari, Nurlelasari</dc:creator>
	<dc:creator>Maharani, Rani</dc:creator>
	<dc:creator>Farabi, Kindi</dc:creator>
	<dc:creator>Nafiah, Mohamad Azlan</dc:creator>
	<dc:description xml:lang="en-US">ABSTRACT. Limonoid group belongs to triterpenoid that has undergone further oxidation accompanied by the loss of four carbon atoms to form a furan ring in the chain. This limonoid compound is often found in the Chisocheton genus. Limonoid compounds have been known as compounds with high structural variations and this makes limonoids have diverse and interesting activities, including cytotoxic and anticancer. In the course of our continuing study for limonoid constituents that have cytotoxic activity against cancer cell lines, methanol extract of stem bark from the Chisocheton pentandrus plant provides significant activity. The methanol extract was separated using various chromatographic techniques in the normal and reverse stationary phase to produce four azadirone-type limonoid compounds (1-4). The elucidation structure of 1-4 was determined using spectroscopic methods including, UV-Visible, IR, and 1D-NMR as well as optical rotation. All four known compounds were established as trichilenone acetate (1), toonaciliaton C (2), 11α-acetoxiazadiron (3), and 16β-hydroxydisobinine (4). The cytotoxicity of compounds 1-4 was assessed by examination using the resazurin method, which showed that compound 4 was the promising constituent against the MCF-7 cells with an IC50 value of 43.1 µM and was stronger than its positive control.
&amp;nbsp;
Keywords: Azadirone-type limonoid, Chisocheton pentandrus, cytotoxic activity, Meliaceae.</dc:description>
	<dc:publisher xml:lang="en-US">Universitas Jenderal Soedirman</dc:publisher>
	<dc:date>2024-07-18</dc:date>
	<dc:type>info:eu-repo/semantics/article</dc:type>
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	<dc:identifier>https://jos.unsoed.ac.id/index.php/jm/article/view/11085</dc:identifier>
	<dc:identifier>10.20884/1.jm.2024.19.2.11085</dc:identifier>
	<dc:source xml:lang="en-US">Molekul; Vol 19 No 2 (2024); 360-367</dc:source>
	<dc:source>2503-0310</dc:source>
	<dc:source>1907-9761</dc:source>
	<dc:language>eng</dc:language>
	<dc:relation>https://jos.unsoed.ac.id/index.php/jm/article/view/11085/5537</dc:relation>
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