Flavonoids ofCalligonum polygonoidesand their cytotoxicity

Abstract

Context Calligonum polygonoides L. subsp. comosum L' Hér. (Polygonaceae), locally known as ''arta'', is a slow-growing small leafless desert shrub. Objective Isolation, structure elucidation and evaluation of cytotoxic activity of flavonoids from C. polygonoides aerial parts. Materials and methods Flavonoids in the hydroalcoholic extract of the of C. polygonoides were isolated and purified using column chromatography and preparative HPLC. The structures of the isolated flavonoids were elucidated on the basis of spectroscopic data including 2D NMR techniques. The cytotoxic activity of the isolated flavonoids (6.25, 25, 50 and 100 mg/mL) was evaluated against liver HepG2 and breast MCF-7 cancer cell lines using sulphorhodamine-B assay.00 -n-butyl glucuronide) (1), and 13 known flavonoids, quercetin 3-O-b-D-(6 00 -n-butyl glucuronide) (2), kaempferol-3-O-b-D-(6 00 -methyl glucuronide) (3), quercetin-3-O-b-D-(6 00 -methyl glucuronide) (4), quercetin-3-O-glucuronide (5), kaempferol-3-O-glucuronide (6), quercetin-3-O-a-rhamnopyranoside (7), astragalin (8), quercetin-3-O-glucopyranoside (9), taxifolin (10), (+)-catechin (11), dehydrodicatechin A (12), quercetin (13), and kaempferol (14), were isolated from the aerial parts of C. polygonoides. Quercetin showed significant cytotoxic activity against HepG2 and MCF-7 cell lines with IC 50 values of 4.88 and 0.87 mg/mL, respectively. Structure-activity relationships were analyzed by comparing IC 50 values of several pairs of flavonoids differing in one structural element. Discussion and conclusion The activity against breast cancer cell lines decreased by glycosylation at C-3. The presence of 2,3-double bond in ring C, carbonyl group at C-4 and 3',4'-dihydroxy substituents in ring B are essential structural requirements for the cytotoxic activity against breast cancer cells. ARTICLE HISTORY

Astragalin-induced cell death is caspase-dependent and enhances the susceptibility of lung cancer cells to tumor necrosis factor by inhibiting the NF-κB pathway

“…Cytotoxic activity of flavonoids was reported to be related to the origin of cancer cells [29]. AG was previously reported to exert highly cytotoxic effects on HepG2 cells [30]. Kaempferol, which is a phytoestrogen belonging to the flavonoids mostly found in fruits and plants, has activity against many types of cancer via regulating a variety of cancer cell features, such as cell cycle [31], inflammation [32, 33], and apoptosis [34, 35].…”

Red Beetroot and Betalains as Cancer Chemopreventative Agents

“…Rhamnocitrin bioavailability has also not been reported. It exhibited significant cytotoxicity against HeLa cells [35]. Astragalin was shown to be cytotoxic to cultured human hepatocellular carcinoma HepG2 cells, but not human breast cancer cell line MCF-7 [57].…”

Elicitation of phenolics from the micropropagated endangered medicinal plant Calligonum polygonoides L. (Polygonoaceae)

“…[ 1 ] Campesterol, stigmasterol, (3 β, 5 α, 24 S)-stigmastan-3-ol, and stigmast-4-en-3-one were isolated from the roots of the plant,[ 9 ] whereas β -sitosterol, kaempferol, quercetin, taxfolin, gallic acid, and astragalin were isolated from leaves. [ 10 ]…”