Two new antioxidant phenylpropanoids from Lindelofia stylosa.
Two new phenylpropanoids were isolated from Lindelofia stylosa (Kar. and Kir.) and characterized as 4-hydroxy-N-{4-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamido]butyl}benzamide (1) and 2-[3-hydroxy-4-(4-hydroxyphenoxy)phenyl]-1-(methoxycarbonyl)ethyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate (2). Four known compounds, i.e. two phenylpropanoids, p-coumaric acid (=(E)-3-(4-hydroxyphenyl)prop-2-enoic acid; 3) and ferulic acid (=(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid; 4), and two naphthalene glycosides, 8-O-beta-D-glucopyranosyltorachrysone (5) and 8-O-beta-D-glucopyranosyl-6-demethoxytorachrysone (6), were also isolated for the first time from the plant. Compounds 1-6 were subjected to various antioxidant assays, including DPPH radical- and superoxide anion-scavenging, and Fe(2+)-chelation assays. Compound 2 was found to be most active in all assays with potency nearly similar to that of propyl gallate. Besides 2, compounds 1 and 5 were also found to be active in DPPH radical-scavenging standard assay.
Choudhary
M Iqbal
MI
H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi, Pakistan. hej@cyber.net.pk
Begum
Afshan
A
Abbaskhan
Ahmed
A
Musharraf
Syed Ghulam
SG
Ejaz
Asma
A
D000975:Antioxidants / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D001549:Benzamides / Q000737:chemistry*; D028082:Boraginaceae / Q000737:chemistry*; D016166:Free Radical Scavengers / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D010666:Phenylpropionates / Q000737:chemistry*; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification; D010946:Plants, Medicinal
C534857:2-(3-hydroxy-4-(4-hydroxyphenoxy)phenyl)-1-(methoxycarbonyl)ethyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate; C534856:4-hydroxy-N-(4-((E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamido)butyl)benzamide; D000975:Antioxidants; D001549:Benzamides; D016166:Free Radical Scavengers; D010666:Phenylpropionates; D010936:Plant Extracts