Cytotoxic Triterpenoids from the Stembark of <i>Aglaia argentea</i> (Meliaceae)
Four dammarane-type triterpenoid compounds, dammar-24-en-3a-ol (1), 3-epi-cabraleahydroxy lactone (2), (E)-25-hydroperoxydammar-23-en-3b,20-diol (3), and dammar-24-en-3β,20-diol (4), were isolated from the methanolic extract of the stembark of Aglaia argentea. Compounds 1-4 were isolated for first t...
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doaj-d273d3d8e8f640ada12368544bc25a302020-11-25T00:29:12ZengUniversitas Gadjah MadaIndonesian Journal of Chemistry1411-94202460-15782018-02-01181354210.22146/ijc.2505219420Cytotoxic Triterpenoids from the Stembark of <i>Aglaia argentea</i> (Meliaceae)Ace Tatang Hidayat0Kindi Farabi1Desi Harneti2Nurlelasari Nurlelasari3Rani Maharani4Ida Nurfarida5Unang Supratman6Yoshihito Shiono7Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jatinangor 45363, IndonesiaDepartment of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jatinangor 45363, IndonesiaDepartment of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jatinangor 45363, IndonesiaDepartment of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jatinangor 45363, IndonesiaDepartment of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jatinangor 45363, IndonesiaCentral Laboratory of Universitas Padjadjaran, Jatinangor 45363, IndonesiaDepartment of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jatinangor 45363, IndonesiaDepartment of Food, Life, and Environmental Science, Faculty of Agriculture, Yamagata University, Tsuruoka, Yamagata 997-8555, JapanFour dammarane-type triterpenoid compounds, dammar-24-en-3a-ol (1), 3-epi-cabraleahydroxy lactone (2), (E)-25-hydroperoxydammar-23-en-3b,20-diol (3), and dammar-24-en-3β,20-diol (4), were isolated from the methanolic extract of the stembark of Aglaia argentea. Compounds 1-4 were isolated for first time from this plant. The structure of isolated compounds were elucidated by spectroscopic methods including one and two-dimensional NMR as well as mass spectrometric analysis. Compounds, 1-4, along with a known synthetic analog, 20-hydroxy-dammar-24-en-3-on (5), were evaluated their cytotoxic activity against P-388 murine leukemia cells in vitro. The IC50 values of compounds, 1-5 were 9.09 ± 0.10, 68.53 ± 0.08, 5.89 ± 0.08, 22.40 ± 0.11, and 11.53 ± 0.08 µg/mL, respectively. Among the dammarane-type triterpenoids, compounds 1, 3, 4 and 5 having opened side chain showed the stronger activity, wheres compound 2 with cyclic side chain showed weak or no activity. In addition, compound 3 showed strongest activity, indicate that hydroperoxy group at side chain increase cytotoxic activity.https://jurnal.ugm.ac.id/ijc/article/view/25052Aglaia argenteacytotoxic activitydammarane-type triterpenoidsP-388 murine leukemia |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Ace Tatang Hidayat Kindi Farabi Desi Harneti Nurlelasari Nurlelasari Rani Maharani Ida Nurfarida Unang Supratman Yoshihito Shiono |
spellingShingle |
Ace Tatang Hidayat Kindi Farabi Desi Harneti Nurlelasari Nurlelasari Rani Maharani Ida Nurfarida Unang Supratman Yoshihito Shiono Cytotoxic Triterpenoids from the Stembark of <i>Aglaia argentea</i> (Meliaceae) Indonesian Journal of Chemistry Aglaia argentea cytotoxic activity dammarane-type triterpenoids P-388 murine leukemia |
author_facet |
Ace Tatang Hidayat Kindi Farabi Desi Harneti Nurlelasari Nurlelasari Rani Maharani Ida Nurfarida Unang Supratman Yoshihito Shiono |
author_sort |
Ace Tatang Hidayat |
title |
Cytotoxic Triterpenoids from the Stembark of <i>Aglaia argentea</i> (Meliaceae) |
title_short |
Cytotoxic Triterpenoids from the Stembark of <i>Aglaia argentea</i> (Meliaceae) |
title_full |
Cytotoxic Triterpenoids from the Stembark of <i>Aglaia argentea</i> (Meliaceae) |
title_fullStr |
Cytotoxic Triterpenoids from the Stembark of <i>Aglaia argentea</i> (Meliaceae) |
title_full_unstemmed |
Cytotoxic Triterpenoids from the Stembark of <i>Aglaia argentea</i> (Meliaceae) |
title_sort |
cytotoxic triterpenoids from the stembark of <i>aglaia argentea</i> (meliaceae) |
publisher |
Universitas Gadjah Mada |
series |
Indonesian Journal of Chemistry |
issn |
1411-9420 2460-1578 |
publishDate |
2018-02-01 |
description |
Four dammarane-type triterpenoid compounds, dammar-24-en-3a-ol (1), 3-epi-cabraleahydroxy lactone (2), (E)-25-hydroperoxydammar-23-en-3b,20-diol (3), and dammar-24-en-3β,20-diol (4), were isolated from the methanolic extract of the stembark of Aglaia argentea. Compounds 1-4 were isolated for first time from this plant. The structure of isolated compounds were elucidated by spectroscopic methods including one and two-dimensional NMR as well as mass spectrometric analysis. Compounds, 1-4, along with a known synthetic analog, 20-hydroxy-dammar-24-en-3-on (5), were evaluated their cytotoxic activity against P-388 murine leukemia cells in vitro. The IC50 values of compounds, 1-5 were 9.09 ± 0.10, 68.53 ± 0.08, 5.89 ± 0.08, 22.40 ± 0.11, and 11.53 ± 0.08 µg/mL, respectively. Among the dammarane-type triterpenoids, compounds 1, 3, 4 and 5 having opened side chain showed the stronger activity, wheres compound 2 with cyclic side chain showed weak or no activity. In addition, compound 3 showed strongest activity, indicate that hydroperoxy group at side chain increase cytotoxic activity. |
topic |
Aglaia argentea cytotoxic activity dammarane-type triterpenoids P-388 murine leukemia |
url |
https://jurnal.ugm.ac.id/ijc/article/view/25052 |
work_keys_str_mv |
AT acetatanghidayat cytotoxictriterpenoidsfromthestembarkofiaglaiaargenteaimeliaceae AT kindifarabi cytotoxictriterpenoidsfromthestembarkofiaglaiaargenteaimeliaceae AT desiharneti cytotoxictriterpenoidsfromthestembarkofiaglaiaargenteaimeliaceae AT nurlelasarinurlelasari cytotoxictriterpenoidsfromthestembarkofiaglaiaargenteaimeliaceae AT ranimaharani cytotoxictriterpenoidsfromthestembarkofiaglaiaargenteaimeliaceae AT idanurfarida cytotoxictriterpenoidsfromthestembarkofiaglaiaargenteaimeliaceae AT unangsupratman cytotoxictriterpenoidsfromthestembarkofiaglaiaargenteaimeliaceae AT yoshihitoshiono cytotoxictriterpenoidsfromthestembarkofiaglaiaargenteaimeliaceae |
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1716162262546251776 |