Antioxidant hydroxycinnamic acid derivatives isolated from Brazilian bee pollen.
One novel and three known hydroxycinnamic acid derivatives having antioxidant activities were isolated from a Brazilian bee pollen. They were identified as kaempferol 3-O-[2-O-p-coumaroyl]-alpha-L-arabinopyranoside, N(1), N(5), N(10)-tri-p-coumaroyl spermidine, N(1), N(5), N(10), N(14)-tetra-p-coumaroyl spermine, and monocaffeoyl-tri-p-coumaroyl spermine, respectively. The structure of the kaempferol glycoside was established on the basis of spectroscopic and chemical investigations. Among the isolated compounds, monocaffeoyl-tri-p-coumaroyl spermine showed the strongest free radical-scavenging activity, which was almost identical to that of alpha-tocopherol. On the other hand, the antioxidant effect of tri-p-coumaroyl spermidine on autooxidation of linoleic acid was strongest and nearly equal to that of alpha-tocopherol.
Ohta
Shinji
S
Nagahama Institute of Bio-Science and Technology, Shiga 526-0829, Japan.
Fujimaki
Toyomi
T
Uy
Mylene M
MM
Yanai
Mihoko
M
Yukiyoshi
Akiko
A
Hirata
Toshifumi
T
D000818:Animals; D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001516:Bees; D001713:Biphenyl Compounds / Q000378:metabolism; D001938:Brazil; D002942:Circular Dichroism; D003373:Coumaric Acids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D016166:Free Radical Scavengers / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D006834:Hydrazines / Q000378:metabolism; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009904:Optical Rotation; D010851:Picrates; D011058:Pollen / Q000737:chemistry*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared
D000975:Antioxidants; D001713:Biphenyl Compounds; D003373:Coumaric Acids; D016166:Free Radical Scavengers; D006834:Hydrazines; D010851:Picrates; C004931:1,1-diphenyl-2-picrylhydrazyl