title: Polyphenolic constituents of Cynomorium songaricum Rupr. and antibacterial effect of polymeric proanthocyanidin on methicillin-resistant Staphylococcus aureus.
abstract: Oligomeric and polymeric flavan-3-ols were obtained by chromatographic fractionation of extracts from Cynomorium songaricum Rupr. The structure of the polymeric constituent, cynomoriitannin, was characterized using spectral and chemical data. Results from acid-catalyzed degradation indicated that cynomoriitannin is a polymeric proanthocyanidin predominantly composed of epicatechin, together with low proportions of epicatechin-3-O-gallate and catechin as extension units. The terminal unit was chiefly composed of catechin, with an admixture of epicatechin. Size exclusion chromatographic analysis demonstrated a mean polymerization degree of 14. Two new phloroglucinol adducts (cynomoriitannin-phloroglucinol adducts A and B) obtained by acid-catalyzed degradation of cynomoriitannin in the presence of phloroglucinol were characterized using spectral analyses. Six oligomeric flavan-3-ols were also identified as follows: procyanidin B3, catechin-(6'-8)-catechin, catechin-(6'-6)-catechin, epicatechin-(4β-8)- epicatechin-(4β-8)-catechin, epicatechin-(4β-6)-epicatechin-(4β-8)-catechin, and arecatannin A1, respectively. These flavan-3-ols were isolated from C. songaricum. This is the first time that this procedure has been described. The antibacterial activity of the fractions and constituents was tested against methicillin-resistant Staphylococcus aureus (MRSA). The crude acetone-water (7:3) extract had moderate activity against MRSA. Cynomoriitannin was the most effective of the plant constituents against MRSA.
authors: College of Life Sciences, Inner Mongolia University, Hohhot, Inner Mongolia, China.
authors: Shangwu
authors: S
authors: Jin
authors: Eerdunbayaer
authors: Airi
authors: A
authors: Doi
authors: Teruo
authors: T
authors: Kuroda
authors: Guixia
authors: G
authors: Zhang
authors: Tsutomu
authors: T
authors: Hatano
authors: Guilin
authors: G
authors: Chen
mesh_terms: D000900:Anti-Bacterial Agents / Q000494:pharmacology*; D002392:Catechin / Q000737:chemistry; D031482:Cynomorium / Q000737:chemistry*; D005419:Flavonoids / Q000032:analysis / Q000737:chemistry; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects*; D010696:Phloroglucinol / Q000737:chemistry; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology; D018547:Plant Stems / Q000737:chemistry; D059808:Polyphenols / Q000032:analysis*; D044945:Proanthocyanidins / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000900:Anti-Bacterial Agents; D005419:Flavonoids; D010936:Plant Extracts; D059808:Polyphenols; D044945:Proanthocyanidins; C013221:proanthocyanidin; D002392:Catechin; D010696:Phloroglucinol