Discovery of New 13(17)-Epoxymyrsinane Diterpenes From Aerial Flowering Parts of Euphorbia Spinidens Bornm. Ex Prokh. With Proapoptotic Activities Against Human Bladder Cancer Ej138 Cells Publisher



Ghanadian M^{1, 2} ; Aghaei M³ ; Akhavan Roofigar A⁴ ; Ayatollahi SA² Show Affiliations
Source: Natural Product Research Published:2024

Abstract

Phytochemical analysis of aerial flowering parts of Euphorbia spinidens Bornm. ex Prokh. from Euphorbiaceae family (local name: Farfion-e-dandaneh-khari) led to the isolation of five diterpenes based on myrsinane backbone. Using HRESI-MS, 1D, and 2D NMR, they were identified as two previously unreported: 33,7,14,15(β)-tetraacetyl-5(α)-butanoyl-13α(17)epoxy-8,10(18)-myrsinadiene (1), 7,14,15(β)-triacetyl-3(β),5(α)-dibutanoyl-13α(17)epoxy-8,10(18)-myrsinadiene (2), and three known diterpenes: 3,7,14,15(β)-tetraacetyl-5(α)-propanoyl-13(17)-epoxy-8,10(18)-myrsinadiene (3), and 3,7,10,14,15(β)-Pentaacetyl-5(α)-butanoyl-13,17-epoxy-8-myrsinene (4), 3,7,10,14,15(β)-pentaacetyl-5(α)-propanoyl-13,17-epoxy-8-myrsinene (5). Compound 5 was previously reported in the roots of the same plant but without NMR data. Therefore, its mass pattern,1H-, and 13C-NMR data are reported. The cytotoxicity and proapoptotic properties of 1-3 were evaluated against EJ-138 bladder carcinoma cells through standard 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide (MTT) assay for cytotoxicity screening and annexin V-FITC/PI apoptosis detection kit. In the cytotoxicity assay, the IC50 values found against EJ-138 were: (1) 41.6 ± 3.54 μM; (2) 38.4 ± 2.54 μM; (3) 57.3 ± 5.4 μM, whilst the IC50 value of doxorubicin was 1.7 ± 0.3 μM, respectively. In apoptosis assay, total apoptosis of compounds 1-3 at higher concentrations (100 μM) were 57.6 ± 3.54, 46.3 ± 2.82, and 57.2 ± 4.35%, respectively. © 2024 Informa UK Limited, trading as Taylor & Francis Group.