Examination of the phenolic profile and antioxidant activity of the leaves of the Australian native plant Smilax glyciphylla.
Together with the sweet principle component glycyphyllin A (3), seven phenolic compounds including two new dihydrochalcone rhamnopyranosides, glycyphyllin B (1) and glycyphyllin C (2), and five known flavonoids, catechin (4), kaempferol-3-O-β-D-glucopyranoside (5), quercetin-3-O-β-D-glucopyranoside (6), kaempferol-3-O-β-neohesperidoside (7), and 2R,3R-dihydrokaempferol-3-O-β-D-glucopyranoside (8), have been isolated from the ethanolic extract of the leaves of Smilax glyciphylla for the first time. The structures of these compounds were characterized by spectroscopic methods including UV, MS, and 1D and 2D NMR. In vitro antioxidant capacity tests employing FRAP and DPPH assays indicated that 1, 4, and 6 exhibited potent antioxidant activity and are the key phenolics responsible for the antioxidant activity of the leaf extract of S. glyciphylla.
School of Agriculture, Food and Wine, The University of Adelaide , Waite Campus, Urrbrae 5064, Adelaide, South Australia, Australia.
An-Cheng
AC
Huang
Amelie
A
Wilde
Johanna
J
Ebmeyer
George K
GK
Skouroumounis
Dennis K
DK
Taylor
D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D001315:Australia; D001713:Biphenyl Compounds / Q000494:pharmacology; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D044949:Kaempferols / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D019906:Nuclear Magnetic Resonance, Biomolecular; D010084:Oxidation-Reduction; D010636:Phenols / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D010851:Picrates / Q000494:pharmacology; D018515:Plant Leaves / Q000737:chemistry; D032281:Smilax / Q000737:chemistry*
D000975:Antioxidants; D001713:Biphenyl Compounds; D005419:Flavonoids; D006027:Glycosides; D044949:Kaempferols; D010636:Phenols; D010851:Picrates; C112732:kaempferol 3-O-neohesperidoside; C080220:aromadedrin; C004931:1,1-diphenyl-2-picrylhydrazyl