Cytotoxic Sesquiterpenoids from the Stem Bark of <i>Aglaia harmsiana</i> (Meliaceae)

Three aromadendrane-type sesquiterpenoids, spathulenol (1), 4β,10α-dihydroxyaromadendrane (2), and 4α,10α-dihydroxyaromadendrane (3) were isolated from the stem bark of Aglaia harmsiana (Meliaceae). Compound 3 was isolated for the first time from Aglaia genus. The chemical structures of isolated com...

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Main Authors: Hersa Milawati, Winda Sukmawati, Desi Harneti, Rani Maharani, Nurlelasari Nurlelasari, Ace Tatang Hidayat, Darwati Darwati, Unang Supratman, Yoshihito Shiono
Format: Article
Language:English
Published: Universitas Gadjah Mada 2020-05-01
Series:Indonesian Journal of Chemistry
Subjects:
Online Access:https://jurnal.ugm.ac.id/ijc/article/view/47808
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spelling doaj-248af8faec78411fa4edc55e96d057382020-12-16T06:10:44ZengUniversitas Gadjah MadaIndonesian Journal of Chemistry1411-94202460-15782020-05-012061448145410.22146/ijc.4780826788Cytotoxic Sesquiterpenoids from the Stem Bark of <i>Aglaia harmsiana</i> (Meliaceae)Hersa Milawati0Winda Sukmawati1Desi Harneti2Rani Maharani3Nurlelasari Nurlelasari4Ace Tatang Hidayat5Darwati Darwati6Unang Supratman7Yoshihito Shiono8Department 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, 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, 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 Food, Life, and Environmental Science, Faculty of Agriculture, Yamagata University, Tsuruoka, Yamagata 997-8555, JapanThree aromadendrane-type sesquiterpenoids, spathulenol (1), 4β,10α-dihydroxyaromadendrane (2), and 4α,10α-dihydroxyaromadendrane (3) were isolated from the stem bark of Aglaia harmsiana (Meliaceae). Compound 3 was isolated for the first time from Aglaia genus. The chemical structures of isolated compounds were elucidated by various spectroscopic methods, including one and two-dimensional NMR, as well as mass spectroscopy analysis. These sesquiterpenoids 1-3 were evaluated for their cytotoxic activity against MCF-7 breast cancer cell lines. The IC50 value of compound 1-3 were 31.65 ± 0.1, 8.41 ± 0.04 and 2.80 ± 0.02 µM, respectively. Among the aromadendrane-type sesquiterpenoids, compounds 2 and 3, which do not have a double bond, showed higher activity than compound 1. Whereas, compound 3 showed the strongest activity indicate that α configuration of hydroxyl group increases the cytotoxic activity.https://jurnal.ugm.ac.id/ijc/article/view/47808aglaia harmsianacytotoxic activityaromadendrane-type sesquiterpenoidmcf-7 cell lines
collection DOAJ
language English
format Article
sources DOAJ
author Hersa Milawati
Winda Sukmawati
Desi Harneti
Rani Maharani
Nurlelasari Nurlelasari
Ace Tatang Hidayat
Darwati Darwati
Unang Supratman
Yoshihito Shiono
spellingShingle Hersa Milawati
Winda Sukmawati
Desi Harneti
Rani Maharani
Nurlelasari Nurlelasari
Ace Tatang Hidayat
Darwati Darwati
Unang Supratman
Yoshihito Shiono
Cytotoxic Sesquiterpenoids from the Stem Bark of <i>Aglaia harmsiana</i> (Meliaceae)
Indonesian Journal of Chemistry
aglaia harmsiana
cytotoxic activity
aromadendrane-type sesquiterpenoid
mcf-7 cell lines
author_facet Hersa Milawati
Winda Sukmawati
Desi Harneti
Rani Maharani
Nurlelasari Nurlelasari
Ace Tatang Hidayat
Darwati Darwati
Unang Supratman
Yoshihito Shiono
author_sort Hersa Milawati
title Cytotoxic Sesquiterpenoids from the Stem Bark of <i>Aglaia harmsiana</i> (Meliaceae)
title_short Cytotoxic Sesquiterpenoids from the Stem Bark of <i>Aglaia harmsiana</i> (Meliaceae)
title_full Cytotoxic Sesquiterpenoids from the Stem Bark of <i>Aglaia harmsiana</i> (Meliaceae)
title_fullStr Cytotoxic Sesquiterpenoids from the Stem Bark of <i>Aglaia harmsiana</i> (Meliaceae)
title_full_unstemmed Cytotoxic Sesquiterpenoids from the Stem Bark of <i>Aglaia harmsiana</i> (Meliaceae)
title_sort cytotoxic sesquiterpenoids from the stem bark of <i>aglaia harmsiana</i> (meliaceae)
publisher Universitas Gadjah Mada
series Indonesian Journal of Chemistry
issn 1411-9420
2460-1578
publishDate 2020-05-01
description Three aromadendrane-type sesquiterpenoids, spathulenol (1), 4β,10α-dihydroxyaromadendrane (2), and 4α,10α-dihydroxyaromadendrane (3) were isolated from the stem bark of Aglaia harmsiana (Meliaceae). Compound 3 was isolated for the first time from Aglaia genus. The chemical structures of isolated compounds were elucidated by various spectroscopic methods, including one and two-dimensional NMR, as well as mass spectroscopy analysis. These sesquiterpenoids 1-3 were evaluated for their cytotoxic activity against MCF-7 breast cancer cell lines. The IC50 value of compound 1-3 were 31.65 ± 0.1, 8.41 ± 0.04 and 2.80 ± 0.02 µM, respectively. Among the aromadendrane-type sesquiterpenoids, compounds 2 and 3, which do not have a double bond, showed higher activity than compound 1. Whereas, compound 3 showed the strongest activity indicate that α configuration of hydroxyl group increases the cytotoxic activity.
topic aglaia harmsiana
cytotoxic activity
aromadendrane-type sesquiterpenoid
mcf-7 cell lines
url https://jurnal.ugm.ac.id/ijc/article/view/47808
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