Chemical-constituent diversity of Tridax procumbens

• Published in: Canadian journal of chemistry Vol. 86; no. 9; pp. 892 - 898
• Main Authors: Chen, Wen-Hao, Ma, Xing-Ming, Wu, Quan-Xiang, Shi, Yan-Ping
• Format: Journal Article
• Language: English
• Published: Ottawa, Canada NRC Research Press 01.09.2008; Canadian Science Publishing; Canadian Science Publishing NRC Research Press
• Subjects: Antioxidants; Antioxidants (Nutrients); Chemical compounds; Chemistry; Chemistry, Multidisciplinary; Comparative analysis; Epoxy resins; Flavonoids; Glucosides; Oxidation; Physical Sciences; Phytochemicals; Science & Technology; Spectrum analysis; GLYCOSIDES; antioxidant activities; ionone; flavonol; Tridax procumbens; FLAVONOIDS; DITERPENOIDS; ANTIOXIDANT; MAGNETIC-RESONANCE; PLANTS; SPECTRA; polyacetylene; cytotoxicity
• ISSN: 0008-4042; 1480-3291
• DOI: 10.1139/v08-097

Three new phytochemicals, a polyacetylene, 1,2-dihydrodendroarboreol B ( 1 ), an ionone derivative, (3S,5R,6S,7E)-3-tetradecanoate-5,6-epoxy-β-ionone ( 4 ), and a flavonol diglycoside, quercetagetin-3,6,4′-trimethoxy-7-O-neohesperidoside ( 38 ), along with 35 known compounds with diverse structures, were isolated from the EtOH extract of the aerial parts of Tridax procumbens. The structures of 1 , 4 , and 38 were determined on the basis of comprehensive methods including UV, IR, NMR, HR-ESI-MS, and CD, and by comparison of the spectroscopic data with those reported for structurally related compounds. Compounds 4 , (3S,5R,6S,7E)-5,6-epoxy-3-hydroxy-7-megastigmene-9-one ( 5 ), and icariside B 1 ( 12 ) were tested for their abilities to inhibit SGC-7901 and HL-60 cells. The antioxidant activities of quercetagetin-3,6,4′-trimethoxyl-7-O-β- D -glucopyranoside ( 36 ), quercetin-3-methoxyl-4′-O-β- D -glucoside ( 37 ), and 38 were evaluated by measuring their free-radical-scavenging effects, using the DPPH free-radical method.Key words: Tridax procumbens, polyacetylene, ionone, flavonol, cytotoxicity, antioxidant activities.