학술논문

Flavonoids of Calligonum polygonoides and their cytotoxicity.
Document Type
Article
Source
Pharmaceutical Biology. Oct2016, Vol. 54 Issue 10, p2119-2126. 8p.
Subject
*FLAVONOIDS
*POLYGONACEAE
*SHRUBS
*HIGH performance liquid chromatography
*NUCLEAR magnetic resonance
*INHIBITORY Concentration 50
*THERAPEUTICS
THERAPEUTIC use of plant extracts
Language
ISSN
1388-0209
Abstract
ContextCalligonum polygonoidesL. subsp.comosumL’ Hér. (Polygonaceae), locally known as “arta”, is a slow-growing small leafless desert shrub. ObjectiveIsolation, structure elucidation and evaluation of cytotoxic activity of flavonoids fromC. polygonoidesaerial parts. Materials and methodsFlavonoids in the hydroalcoholic extract of the ofC.polygonoideswere 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 μg/mL) was evaluated against liver HepG2 and breast MCF-7 cancer cell lines using sulphorhodamine-B assay. ResultsA new flavonoid, kaempferol-3-O-β-D-(6″-n-butyl glucuronide) (1), and 13 known flavonoids, quercetin 3-O-β-D-(6″-n-butyl glucuronide) (2), kaempferol-3-O-β-D-(6″-methyl glucuronide) (3), quercetin-3-O-β-D-(6″-methyl glucuronide) (4), quercetin-3-O-glucuronide (5), kaempferol-3-O-glucuronide (6), quercetin-3-O-α-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 ofC.polygonoides. Quercetin showed significant cytotoxic activity against HepG2 and MCF-7 cell lines with IC50values of 4.88 and 0.87 μg/mL, respectively. Structure–activity relationships were analyzed by comparing IC50values of several pairs of flavonoids differing in one structural element. Discussion and conclusionThe 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. [ABSTRACT FROM PUBLISHER]