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. 2023 Jan:205:113477.
doi: 10.1016/j.phytochem.2022.113477. Epub 2022 Oct 22.

Sesquiterpenoids and sesquiterpenoid dimers from the stem bark of Dysoxylum parasiticum (osbeck) kosterm

Al Arofatus Naini  1 , Tri Mayanti  2 , Desi Harneti  2 , Darwati  2 , Nurlelasari  2 , Rani Maharani  2 , Kindi Farabi  2 , Tati Herlina  3 , Unang Supratman  4 , Sofa Fajriah  5 , Hadi Kuncoro  6 , Mohamad Nurul Azmi  7 , Yoshihito Shiono  8 , Siriporn Jungsuttiwong  9 , Suda Chakthong  10
Affiliations

Sesquiterpenoids and sesquiterpenoid dimers from the stem bark of Dysoxylum parasiticum (osbeck) kosterm

Al Arofatus Naini et al. Phytochemistry. 2023 Jan.

Abstract

Two undescribed sesquiterpenoids, namely dysoticans A and B, and three undescribed sesquiterpenoid dimers, namely dysoticans C-E, together with six analogs, were isolated from the stem bark of Dysoxylum parasiticum (Osbeck) Kosterm. (Meliaceae), growing in West Java, Indonesia. Their structures were elucidated based on extensive spectroscopic analysis and theoretical simulations of ECD spectra and 13C NMR shifts. Dysoticans A and B possessed undescribed cadinanes with minor modifications, while C and D featured unprecedented pseudo-sesquiterpenoid dimers through O-ether linkages of cadinanes and guaianes, respectively. Dysotican E was also characterized as the true-sesquiterpenoid dimer featuring eudesmane-germacrene hybrid framework from the Meliaceae family. Furthermore, A-C and E showed moderate activities against the human breast cancer MCF-7 and cervical cancer HeLa cell lines with IC50 values ranging from 22.15 to 45.14 μM. D selectively exhibited significant cytotoxicity against the HeLa cell line with an IC50 value of 13.00 ± 0.13 μM.

Keywords: Cytotoxic activity; Dysoticans A-E; Dysoxylum parasiticum (Osbeck) kosterm.; Meliaceae; Sesquiterpenoids.

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Conflict of interest statement

Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

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