Eudesman-Type Sesquiterpenoids from Stem Bark Dysoxylum gaudichaudianum and Cytotoxic Evaluation Against Human HeLa Cervical Cancer

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Faizah Maira, Al Arofatus Naini, Tri Mayanti, Kindi Farabi, Sofa Fajriah, Rurini Retnowati, Unang Supratman

2025 Jurnal Kimia Valensi Vol. 11 Issue 2 Article Cited by 1 Quartile

Abstract

Two eudesmane-type sesquiterpenoids were isolated from the stem bark of Dysoxylum gaudichaudianum: 6α-hydroxy-eudesm-4(15)-en-1-one (1) and eudesm-4(15),7-dien-1β-ol (2). This study represents the first report of these compounds not only from D. gaudichaudianum but also from the genus Dysoxylum. The cytotoxic potential of two sesquiterpenoids was assessed against human cervical carcinoma (HeLa) cells employing the Resazurin-based PrestoBlue assay. Using cisplatin as a positive control, compound 1 exhibited moderate cytotoxicity with an IC50 of 28.04 µM, whereas compound 2 showed comparatively weaker activity, with an IC50 of 58.37 µM. Their structures were elucidated through comprehensive spectroscopic analyses, including HR-ESI-MS, ¹H NMR, and ¹³C NMR. Structure–activity relationship analysis indicates that hydroxylation at C-6 enhances cytotoxic activity, whereas the C-6/C-7 olefinic moiety reduces potency, likely due to increased molecular rigidity, highlighting key structural features for activity modulation in the eudesmane scaffold. © 2025 The Author(s).

Affiliations

Departement of Chemistry, Faculty Mathematics and Natural Science, Universitas Padjadjaran, Jl. Raya Bandung-Sumedang KM. 21, Sumedang Jatinangor, 45363, Indonesia; Central Laboratory of Universitas Padjadjaran, Jl. Raya Bandung-Sumedang, KM. 21, Sumedang, Jatinangor, 45363, Indonesia; Research Center for Pharmaceutical Ingredients and Traditional Medicine, National Research and Innovation Agency, BRIN, Cibinong Science Center Complex-BRIN, Bogor, West Java, Cibinong, 16911, Indonesia; Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Brawijaya, Malang, 65145, Indonesia