Cytotoxic Cholestane and Pregnane Glycosides from Tribulus macropterus

Abstract

The methanol extract of the whole parts of Tribulus macropterus Boiss. (family Zygophyllaceae) showed cytotoxic activity against a human tumour cell line (hepatocyte generation 2, HepG2) (IC 50 = 2.9 μg/ml). The n-butanolic fraction obtained from successive fractionation of the methanolic extract exhibited activity against HepG2 (IC 50 = 2.6 μg/ml). Therefore, this fraction was subjected to separation using different chromatographic techniques. Five compounds, 1Ð5, were isolated and identified as: (22S,25S)-16 ,22,26-trihydroxy-cholest-4-en-3-one-16-O--d-glucopyranosyl-(153)--d-xylopyranoside (1), (22S,25S)-16 ,22,26-trihydroxy-cholest-4-en-3-one-16-O--d-glucopyranosyl-(153)--d-glucopyranoside (2), sucrose (3), d-pinitol (4) and 3 -hydroxy-5α-pregn-16(17)en-20-one-3-O--d-xylopyranosyl-(152)-[ -d-xylopyranosyl-(153)]--d-glucopyranosyl-(154)-[α-l-rhamnopyranosyl-(152)]--d-galactopyranoside (5) on the basis of spectroscopic and chemical data. The three steroidal compounds 1, 2 and 5 were also tested against the same cell line HepG2 and their IC 50 values were 2.4, 2.2 and 1.1 μg/ml, respectively.

Anti‐cancer effect ofCassia auriculataleaf extractin vitrothrough cell cycle arrest and induction of apoptosis in human breast and larynx cancer cell lines

“…3‐ O ‐beta‐ d ‐xylopyranosides, a class of triterpene glycosides, are present in Cassia auriculata (Sanghi et al., 2000). The methanol extract of Tribulus macropterus and its isolated compound β‐ d ‐xylopyranoside are cytotoxic to human tumor cell lines (Abdel‐Hameed el et al., 2007). 3‐ O ‐beta‐ d ‐xylopyranoside isolated from C. dahurica is effective against HepG2 cell line by regulating protein expression of bcl‐2 family (Tian et al., 2006).…”

Anti-Proliferative, Cytotoxic and Antioxidant Properties of the Methanolic Extracts of Five Saudi Arabian Flora with Folkloric Medicinal Use: Aizoon canariense, Citrullus colocynthis, Maerua crassifolia, Rhazya stricta and Tribulus macropterus

“…An investigation of the antioxidant activity using a DPPH assay reported a free radical scavenging activity of 42.7% at a concentration of 1 mg/mL [30]. The cytotoxic activity of T. macropterus was previously investigated against the cancer cell line HepG2 with an IC50 of 2.9 μg/mL [32].…”

Extraction approaches used for the determination of biologically active compounds (cyclitols, polyphenols and saponins) isolated from plant material

“…. Other chromatographic techniques such as thin layer chromatography (TLC) , or high performance liquid chromatography (HPLC) with different detectors like refractive index detector (RI) , evaporative light scattering detector (ELSD) or mass spectrometry (MS) detector have been also applied successfully for the determination, identification and quantification of cyclitols.…”