Cytotoxic triterpenoid saponins from the root of Olax subscorpioidea Oliv. (Olacaceae)

0577867 - ÚEB 2024 RIV GB eng J - Článek v odborném periodiku
Adekunle, Y. A. - Samuel, B. B. - Nahar, Lutfun - Fatokun, A. A. - Sarker, S. D.
Cytotoxic triterpenoid saponins from the root of Olax subscorpioidea Oliv. (Olacaceae).
Phytochemistry. Roč. 215, NOV (2023), č. článku 113853. ISSN 0031-9422. E-ISSN 1873-3700
Grant CEP: GA ČR(CZ) GA23-05389S
Institucionální podpora: RVO:61389030
Klíčová slova: Cancer * Olax subscorpioidea, Olacaceae * Triterpene saponins
Obor OECD: Organic chemistry
Impakt faktor: 3.8, rok: 2022
Způsob publikování: Open access
https://doi.org/10.1016/j.phytochem.2023.113853

Bioactivity-guided phytochemical fractionation of the methanol extract of Olax subscorpioidea root has led to the isolation of six triterpenes. Three of these compounds are previously undescribed triterpenoid saponins: oleanolic acid 3-O-[α-L-rhamnopyranosyl-(1→3)-β-D-glucopyranosyl-(1 → 2)-6-O-methyl-β-D-glucuronopyranoside]-28-O-β-D-glucopyranosyl ester (2), oleanolic acid 3-O-[β-D-glucopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 3)-β-D-glucopyranoside] (3), and oleanolic acid 3-O-[β-D-glucopyranosyl-(1 → 4)-6-O-methyl-β-D-glucuronopyranoside] ester (5). Other reported known compounds include two triterpene glycosides: oleanolic acid 3-O-[β-D-glucopyranosyl-(1 → 4)-6-O-methyl-β-D-glucuronopyranoside]-28-O-β-D-glucopyranosyl ester (1) and oleanolic acid 3-O-[β-D-glucopyranosyl-(1 → 4)-β-D-glucuronopyranoside] (4), and a triterpene acid, oleanolic acid (6). The structures of these compounds were elucidated by spectroscopic means. The isolated compounds were tested against human cervical cancer (HeLa), colorectal cancer (Caco-2) and breast cancer (MCF-7) cell lines using the in vitro 3-[4,5-dimethylthiazole-2-yl] 3,5-diphenyltetrazolium bromide (MTT) assay, with vincristine as positive control. The cytotoxicity assay showed that compounds 3 and 5 exhibited significant inhibitory effects on the HeLa cell line, with IC50 values of 7.42 ± 0.34 μM and 10.27 ± 1.26 μM, and moderate effects on MCF-7 (IC50 values, 36.67 ± 1.23 μM and 43.83 ± 0.65 μM) and Caco-2 (IC50 values, 35.83 ± 0.55 μM and 39.03 ± 4.38 μM, respectively) cell lines. They were also more selectively cytotoxic than vincristine against the cancer cell lines, when compared with cytotoxicity against the normal lung cell line MRC5.
Trvalý link: https://hdl.handle.net/11104/0346960