Cytotoxic Dammarane-Type Triterpenoids from <i>Aglaia cucullata</i> Peel Fruit

Four triterpenoids, known as dammarane-type, dammaradienone (1), 20(S),25-epoxy-5α-dammar-20-en-3-one (2), 20(S)-5α-dammar-24-en-3α,20-diol-3-acetate (3) and 3α-acetyl-20S,24S-epoxy-25-hydroxydammarane (4), were isolated from Aglaia cucullata peel fruit. The structures of isolated compounds were ide...

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Main Authors: Intan Hawina Anjari, Desi Harneti, Kindi Farabi, Al Arofatus Naini, Ace Tatang Hidayat, Risyandi Anwar, Hadi Kuncoro, Mohamad Nurul Azmi, Unang Supratman
Format: Article
Language:English
Published: Department of Chemistry, Universitas Gadjah Mada 2024-02-01
Series:Indonesian Journal of Chemistry
Subjects:
Online Access:https://jurnal.ugm.ac.id/ijc/article/view/83694
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author Intan Hawina Anjari
Desi Harneti
Kindi Farabi
Al Arofatus Naini
Ace Tatang Hidayat
Risyandi Anwar
Hadi Kuncoro
Mohamad Nurul Azmi
Unang Supratman
author_facet Intan Hawina Anjari
Desi Harneti
Kindi Farabi
Al Arofatus Naini
Ace Tatang Hidayat
Risyandi Anwar
Hadi Kuncoro
Mohamad Nurul Azmi
Unang Supratman
author_sort Intan Hawina Anjari
collection DOAJ
description Four triterpenoids, known as dammarane-type, dammaradienone (1), 20(S),25-epoxy-5α-dammar-20-en-3-one (2), 20(S)-5α-dammar-24-en-3α,20-diol-3-acetate (3) and 3α-acetyl-20S,24S-epoxy-25-hydroxydammarane (4), were isolated from Aglaia cucullata peel fruit. The structures of isolated compounds were identified based on their HR-TOFMS data and extensive NMR spectroscopic analysis, as well as compared with literature data. Compounds 1-4 were assessed for cytotoxic effects against HeLa cervical and B16-F10 melanoma skin cancer cells. All compounds showed moderate to weak activity against B16-F10 cancer cells, while compound 2 exhibited the strongest activity against HeLa cancer cells with IC50 of 7.10 µg/mL indicating that the existence of an epoxy moiety at the side chain increases the cytotoxicity to HeLa cells.
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spelling doaj.art-bcb6eb7b2f914a4eba64860c0200a3942024-02-01T07:39:51ZengDepartment of Chemistry, Universitas Gadjah MadaIndonesian Journal of Chemistry1411-94202460-15782024-02-01241678010.22146/ijc.8369435180Cytotoxic Dammarane-Type Triterpenoids from <i>Aglaia cucullata</i> Peel FruitIntan Hawina Anjari0Desi Harneti1Kindi Farabi2Al Arofatus Naini3Ace Tatang Hidayat4Risyandi Anwar5Hadi Kuncoro6Mohamad Nurul Azmi7Unang Supratman8Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jl. Raya Bandung-Sumedang Km. 21, Jatinangor, Sumedang 45363, IndonesiaDepartment of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jl. Raya Bandung-Sumedang Km. 21, Jatinangor, Sumedang 45363, IndonesiaDepartment of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jl. Raya Bandung-Sumedang Km. 21, Jatinangor, Sumedang 45363, Indonesia; Central Laboratory of Universitas Padjadjaran, Jl. Raya Bandung-Sumedang, Km. 21, Jatinangor, Sumedang 45363, IndonesiaDepartment of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jl. Raya Bandung-Sumedang Km. 21, Jatinangor, Sumedang 45363, IndonesiaDepartment of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jl. Raya Bandung-Sumedang Km. 21, Jatinangor, Sumedang 45363, Indonesia; Central Laboratory of Universitas Padjadjaran, Jl. Raya Bandung-Sumedang, Km. 21, Jatinangor, Sumedang 45363, IndonesiaHerbal Medicine Research, Department of Paediatric Dentistry, Faculty of Dental Medicine, University of Muhammadiyah Semarang, Semarang 50272, IndonesiaFaculty of Pharmacy, Universitas Mulawarman, Samarinda 75123, IndonesiaSchool of Chemical Sciences, Universiti Sains Malaysia, 11800 Minden, Penang, MalaysiaDepartment of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jl. Raya Bandung-Sumedang Km. 21, Jatinangor, Sumedang 45363, Indonesia; Central Laboratory of Universitas Padjadjaran, Jl. Raya Bandung-Sumedang, Km. 21, Jatinangor, Sumedang 45363, IndonesiaFour triterpenoids, known as dammarane-type, dammaradienone (1), 20(S),25-epoxy-5α-dammar-20-en-3-one (2), 20(S)-5α-dammar-24-en-3α,20-diol-3-acetate (3) and 3α-acetyl-20S,24S-epoxy-25-hydroxydammarane (4), were isolated from Aglaia cucullata peel fruit. The structures of isolated compounds were identified based on their HR-TOFMS data and extensive NMR spectroscopic analysis, as well as compared with literature data. Compounds 1-4 were assessed for cytotoxic effects against HeLa cervical and B16-F10 melanoma skin cancer cells. All compounds showed moderate to weak activity against B16-F10 cancer cells, while compound 2 exhibited the strongest activity against HeLa cancer cells with IC50 of 7.10 µg/mL indicating that the existence of an epoxy moiety at the side chain increases the cytotoxicity to HeLa cells.https://jurnal.ugm.ac.id/ijc/article/view/83694aglaia cucullateb16-f10dammarane-typecytotoxic activityhela
spellingShingle Intan Hawina Anjari
Desi Harneti
Kindi Farabi
Al Arofatus Naini
Ace Tatang Hidayat
Risyandi Anwar
Hadi Kuncoro
Mohamad Nurul Azmi
Unang Supratman
Cytotoxic Dammarane-Type Triterpenoids from <i>Aglaia cucullata</i> Peel Fruit
Indonesian Journal of Chemistry
aglaia cucullate
b16-f10
dammarane-type
cytotoxic activity
hela
title Cytotoxic Dammarane-Type Triterpenoids from <i>Aglaia cucullata</i> Peel Fruit
title_full Cytotoxic Dammarane-Type Triterpenoids from <i>Aglaia cucullata</i> Peel Fruit
title_fullStr Cytotoxic Dammarane-Type Triterpenoids from <i>Aglaia cucullata</i> Peel Fruit
title_full_unstemmed Cytotoxic Dammarane-Type Triterpenoids from <i>Aglaia cucullata</i> Peel Fruit
title_short Cytotoxic Dammarane-Type Triterpenoids from <i>Aglaia cucullata</i> Peel Fruit
title_sort cytotoxic dammarane type triterpenoids from i aglaia cucullata i peel fruit
topic aglaia cucullate
b16-f10
dammarane-type
cytotoxic activity
hela
url https://jurnal.ugm.ac.id/ijc/article/view/83694
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AT alarofatusnaini cytotoxicdammaranetypetriterpenoidsfromiaglaiacucullataipeelfruit
AT acetatanghidayat cytotoxicdammaranetypetriterpenoidsfromiaglaiacucullataipeelfruit
AT risyandianwar cytotoxicdammaranetypetriterpenoidsfromiaglaiacucullataipeelfruit
AT hadikuncoro cytotoxicdammaranetypetriterpenoidsfromiaglaiacucullataipeelfruit
AT mohamadnurulazmi cytotoxicdammaranetypetriterpenoidsfromiaglaiacucullataipeelfruit
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