Cytotoxic Triterpenoids from the Stembark of  Aglaia argentea  (Meliaceae)

Ace Tatang Hidayat; Kindi Farabi; Desi Harneti; Nurlelasari Nurlelasari; Rani Maharani; Ida Nurfarida; Unang Supratman; Yoshihito Shiono

doi:10.22146/ijc.25052

Cytotoxic Triterpenoids from the Stembark of Aglaia argentea (Meliaceae)

https://doi.org/10.22146/ijc.25052

Ace Tatang Hidayat⁽¹⁾, Kindi Farabi⁽²⁾, Desi Harneti⁽³⁾, Nurlelasari Nurlelasari⁽⁴⁾, Rani Maharani⁽⁵⁾, Ida Nurfarida⁽⁶⁾, Unang Supratman^(7*), Yoshihito Shiono⁽⁸⁾

(1) Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jatinangor 45363, Indonesia
(2) Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jatinangor 45363, Indonesia
(3) Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jatinangor 45363, Indonesia
(4) Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jatinangor 45363, Indonesia
(5) Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jatinangor 45363, Indonesia
(6) Central Laboratory of Universitas Padjadjaran, Jatinangor 45363, Indonesia
(7) Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jatinangor 45363, Indonesia
(8) Department of Food, Life, and Environmental Science, Faculty of Agriculture, Yamagata University, Tsuruoka, Yamagata 997-8555, Japan
(*) Corresponding Author

Abstract

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.

Keywords

Aglaia argentea; cytotoxic activity; dammarane-type triterpenoids; P-388 murine leukemia

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DOI: https://doi.org/10.22146/ijc.25052