PMID- 10563852
OWN - NLM
STAT- MEDLINE
DCOM- 20000816
LR  - 20220318
IS  - 0021-8561 (Print)
IS  - 0021-8561 (Linking)
VI  - 47
IP  - 1
DP  - 1999 Jan
TI  - Chemical studies on antioxidant mechanism of curcuminoid: analysis of radical 
      reaction products from curcumin.
PG  - 71-7
AB  - In the course of studies on the antioxidant mechanism of curcumin, its radical 
      reaction was investigated. Curcumin was reacted with radical species, which were 
      generated from the pyrolysis of 2, 2'-azobis(isobutyronitrile) under an oxygen 
      atmosphere, and the reaction products from curcumin were followed by HPLC. The 
      reaction at 70 degrees C gave several products, three of which were structurally 
      identified to be vanillin, ferulic acid, and a dimer of curcumin after their 
      isolation. The dimer was a newly identified compound bearing a dihydrofuran 
      moiety, and its chemical structure was elucidated using spectroscopic analyses, 
      especially 2D NMR techniques. A mechanism for the dimer production is proposed 
      and its relation to curcumin's antioxidant activity discussed. The time course 
      and gel permeation chromatography studies of the reaction were also investigated, 
      and the results indicate that the dimer is a radical-terminated product in the 
      initial stage.
FAU - Masuda, T
AU  - Masuda T
AD  - Faculty of Integrated Arts and Sciences, University of Tokushima, Tokushima 
      770-8502, Japan. masuda@ias.tokushima-u.ac.jp
FAU - Hidaka, K
AU  - Hidaka K
FAU - Shinohara, A
AU  - Shinohara A
FAU - Maekawa, T
AU  - Maekawa T
FAU - Takeda, Y
AU  - Takeda Y
FAU - Yamaguchi, H
AU  - Yamaguchi H
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
PL  - United States
TA  - J Agric Food Chem
JT  - Journal of agricultural and food chemistry
JID - 0374755
RN  - 0 (Antioxidants)
RN  - 0 (Free Radicals)
RN  - IT942ZTH98 (Curcumin)
SB  - IM
MH  - Antioxidants/*chemistry/isolation & purification/*pharmacology
MH  - Chromatography, Gel
MH  - Chromatography, High Pressure Liquid
MH  - Curcumin/*chemistry/isolation & purification/*pharmacology
MH  - Free Radicals
MH  - Kinetics
MH  - Magnetic Resonance Spectroscopy
EDAT- 1999/11/24 09:00
MHDA- 2000/08/19 11:00
CRDT- 1999/11/24 09:00
PHST- 1999/11/24 09:00 [pubmed]
PHST- 2000/08/19 11:00 [medline]
PHST- 1999/11/24 09:00 [entrez]
AID - jf9805348 [pii]
AID - 10.1021/jf9805348 [doi]
PST - ppublish
SO  - J Agric Food Chem. 1999 Jan;47(1):71-7. doi: 10.1021/jf9805348.