title: Indoline Amide Glucosides from Portulaca oleracea: Isolation, Structure, and DPPH Radical Scavenging Activity.
abstract: A polyamide column chromatography method using an aqueous ammonia mobile phase was developed for large-scale accumulation of water-soluble indoline amide glucosides from a medicinal plant, Portulaca oleracea. Ten new [oleraceins H, I, K, L, N, O, P, Q, R, S (1-10)] and four known [oleraceins A-D (11-14)] indoline amide glucosides were further purified and structurally characterized by various chromatographic and spectroscopic methods. The DPPH radical scavenging activities of oleraceins K (5) and L (6), with EC50 values of 15.30 and 16.13 μM, respectively, were twice that of a natural antioxidant, vitamin C; the EC50 values of the 12 other indoline amides, which ranged from 29.05 to 43.52 μM, were similar to that of vitamin C. Structure-activity relationships indicated that the DPPH radical scavenging activities of these indoline amides correlate with the numbers and positions of the phenolic hydroxy groups.
authors.affiliation: School of Pharmaceutical Sciences, Shandong University , 44 Wenhua West Road, Jinan 250012, People's Republic of China.
authors.forename: Ze-Zhao
authors.initials: ZZ
authors.lastname: Jiao
authors.affiliation: School of Pharmaceutical Sciences, Shandong University , 44 Wenhua West Road, Jinan 250012, People's Republic of China.
authors.forename: Su
authors.initials: S
authors.lastname: Yue
authors.affiliation: School of Pharmaceutical Sciences, Shandong University , 44 Wenhua West Road, Jinan 250012, People's Republic of China.
authors.forename: Hong-Xiang
authors.initials: HX
authors.lastname: Sun
authors.affiliation: School of Pharmaceutical Sciences, Shandong University , 44 Wenhua West Road, Jinan 250012, People's Republic of China.
authors.forename: Tian-Yun
authors.initials: TY
authors.lastname: Jin
authors.affiliation: School of Pharmaceutical Sciences, Shandong University , 44 Wenhua West Road, Jinan 250012, People's Republic of China.
authors.forename: Hai-Na
authors.initials: HN
authors.lastname: Wang
authors.affiliation: School of Chemistry and Chemical Engineering, Shandong University , Shanda South Road, Jinan 250100, People's Republic of China.
authors.forename: Rong-Xiu
authors.initials: RX
authors.lastname: Zhu
authors.affiliation: School of Pharmaceutical Sciences, Shandong University , 44 Wenhua West Road, Jinan 250012, People's Republic of China.
authors.forename: Lan
authors.initials: L
authors.lastname: Xiang
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D001713:Biphenyl Compounds / Q000494:pharmacology*; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D016166:Free Radical Scavengers / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D005960:Glucosides / Q000737:chemistry; D007211:Indoles / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010636:Phenols / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D010851:Picrates / Q000494:pharmacology*; D035261:Plant Components, Aerial / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D031822:Portulaca / Q000737:chemistry*; D013329:Structure-Activity Relationship
chemical_list: D000470:Alkaloids; D000975:Antioxidants; D001713:Biphenyl Compounds; D004365:Drugs, Chinese Herbal; D016166:Free Radical Scavengers; D005960:Glucosides; D007211:Indoles; D010636:Phenols; D010851:Picrates; C542298:oleracein A; C057812:indoline; C004931:1,1-diphenyl-2-picrylhydrazyl