Two new dammarane-type triterpenoids and other constituents from Gymnosporia diversifolia with anti-inflammatory and cytotoxic activities

从异叶裸孢菌(Gymnosporia diversifolia)中分离得到两种新的达玛烷型三萜类化合物及其他具有抗炎和细胞毒活性的成分

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Abstract

Eighteen compounds were afforded from the aerial parts of Gymnosporia diversifolia collected in Vietnam. These included two new dammarane-type triterpenoids, gymnosporones A-B (1-2), fourteen previously identified triterpenoids (3-16), and two phenolic compounds (17-18). The structures of new components were elucidated by a combination of IR, HRESIMS, 1D-, 2D-NMR spectroscopic methods as well as by comparison with previously reported data. Compounds 3, 7, and 8 demonstrated inhibitory activity against NO production in RAW 264.7 macrophage cells, with IC(50) values ranging from 71.85 to 95.71 μM. In cytotoxicity assays, compounds 1-3, 7, 8, 11, 15 and 16 exhibited moderate activity against A549, Hep-G2, and MCF-7 human cancer cell lines, with IC(50) values between 10.65 and 47.78 μM. Among these, compound 15 was the most active, showing IC(50) values of 10.65-14.28 μM across all tested cancer cell lines. In silico studies demonstrated that compounds 7 (-9.7 kcal mol(-1)) and 11 (-9.4 kcal mol(-1)) exhibited the strongest binding affinities for tubulin, whereas compound 15 showed strong dual binding to both tubulin (-8.7 kcal mol(-1)) and BCL-2 (-9.1 kcal mol(-1)). Molecular dynamics simulations confirmed the stability of ligand 15-protein complexes and revealed a more favorable binding free energy for tubulin (-28.59 vs. -24.04 kcal mol(-1)). Together with the in vitro results, these findings support a dual-target mechanism in which compound 15 may exert anticancer effects by inhibiting microtubule polymerization and inducing apoptosis. Our results highlight G. diversifolia as a rich source of structurally diverse triterpenoids with significant anticancer potential.

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