Flavonoid, iridoid, and lignan glycosides from Putoria calabrica.
From the aerial parts of Putoria calabrica, two new flavonol triglycosides were isolated and their structures were elucidated as quercetin-3-O-[alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranoside]-7-O-beta-D-glucopyranoside (1, calabricoside A) and quercetin-3-O-[4' "-O-caffeoyl-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranoside]-7-O-beta-D-glucopyranoside (2, calabricoside B). Additionally, seven iridoid and three lignan glycosides were isolated and characterized. Radical scavenging activities of all compounds were determined by quantifying their effects on luminol-enhanced chemiluminescence in formyl-methionyl-leucyl-phenylalanine (FMLP) stimulated human polymorphonuclear neutrophils (PMNs). Calabricoside A and B showed strong radical scavenging activity with IC(50) values of 0.25 and 0.3 microM, respectively.
Calis
I
I
Department of Pharmacognosy, Faculty of Pharmacy, Hacettepe University, TR-06100 Ankara, Turkey. icalis@hacettepe.edu.tr
Heilmann
J
J
Tasdemir
D
D
Linden
A
A
Ireland
C M
CM
Sticher
O
O
D002845:Chromatography; D004952:Esters / Q000737:chemistry; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D016166:Free Radical Scavengers / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008163:Luminescent Measurements; D015394:Molecular Structure; D009240:N-Formylmethionine Leucyl-Phenylalanine / Q000494:pharmacology; D009504:Neutrophils / Q000187:drug effects; D010946:Plants, Medicinal / Q000737:chemistry*; D011794:Quercetin; D019666:Rubiaceae / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D013329:Structure-Activity Relationship; D014421:Turkey
D004952:Esters; D005419:Flavonoids; D016166:Free Radical Scavengers; D005960:Glucosides; D017705:Lignans; C435877:calabricoside A; C435878:calabricoside B; D009240:N-Formylmethionine Leucyl-Phenylalanine; D011794:Quercetin