Synthesis and Evaluation of the Anti-Oxidant Capacity of Curcumin Glucuronides, the Major Curcumin Metabolites

被引:48
作者
Choudhury, Ambar K. [1 ]
Raja, Suganya [1 ]
Mahapatra, Sanjata [1 ]
Nagabhushanam, Kalyanam [2 ]
Majeed, Muhammed [1 ,2 ]
机构
[1] Sami Labs Ltd, Bangalore 560058, Karnataka, India
[2] Sabinsa Corp, East Windsor, NJ 08520 USA
关键词
curcumin monoglucuronide; Anti-oxidant; curcumin diglucuronide; DPPH; Synthesis; ORAC;
D O I
10.3390/antiox4040750
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 [生物化学与分子生物学]; 081704 [应用化学];
摘要
Curcumin metabolites namely curcumin monoglucuronide and curcumin diglucuronide were synthesized using an alternative synthetic approach. The anti-oxidant potential of these curcumin glucuronides was compared with that of curcumin using DPPH scavenging method and Oxygen Radical Absorbance Capacity (ORAC) assay. The results show that curcumin monoglucuronide exhibits 10 fold less anti-oxidant activity (DPPH method) and the anti-oxidant capacity of curcumin diglucuronide is highly attenuated compared to the anti-oxidant activity of curcumin.
引用
收藏
页码:750 / 767
页数:18
相关论文
共 43 条
[1]
Protective effect of Pterostilbene against free radical mediated oxidative damage [J].
Acharya, Jhankar D. ;
Ghaskadbi, Saroj S. .
BMC COMPLEMENTARY AND ALTERNATIVE MEDICINE, 2013, 13
[2]
Aggarwal BB, 2003, ANTICANCER RES, V23, P363
[3]
Bioavailability of curcumin: Problems and promises [J].
Anand, Preetha ;
Kunnumakkara, Ajaikumar B. ;
Newman, Robert A. ;
Aggarwal, Bharat B. .
MOLECULAR PHARMACEUTICS, 2007, 4 (06) :807-818
[4]
Antioxidant and Free Radical Scavenging Activities of Curcumin [J].
Asouri, Mohsen ;
Ataee, Ramin ;
Ahmadi, Ali Asghar ;
Amini, Abdolhossein ;
Moshaei, Masoumeh Rezaei .
ASIAN JOURNAL OF CHEMISTRY, 2013, 25 (13) :7593-7595
[5]
Borra S. K., 2013, Journal of Medicinal Plants Research, V7, P2680
[6]
CHARACTERIZATION OF THE GLUCURONIDE CONJUGATE OF COTININE - A PREVIOUSLY UNIDENTIFIED MAJOR METABOLITE OF NICOTINE IN SMOKERS URINE [J].
CALDWELL, WS ;
GREENE, JM ;
BYRD, GD ;
CHANG, KM ;
UHRIG, MS ;
DEBETHIZY, JD ;
CROOKS, PA ;
BHATTI, BS ;
RIGGS, RM .
CHEMICAL RESEARCH IN TOXICOLOGY, 1992, 5 (02) :280-285
[7]
Curcumin Extract for Prevention of Type 2 Diabetes [J].
Chuengsamarn, Somlak ;
Rattanamongkolgul, Suthee ;
Luechapudiporn, Rataya ;
Phisalaphong, Chada ;
Jirawatnotai, Siwanon .
DIABETES CARE, 2012, 35 (11) :2121-2127
[8]
Comparative Absorption of a Standardized Curcuminoid Mixture and Its Lecithin Formulation [J].
Cuomo, John ;
Appendino, Giovanni ;
Dern, Adam S. ;
Schneider, Erik ;
McKinnon, Toni P. ;
Brown, Mark J. ;
Togni, Stefano ;
Dixon, Brian M. .
JOURNAL OF NATURAL PRODUCTS, 2011, 74 (04) :664-669
[9]
Benzoylated Uronic Acid Building Blocks and Synthesis of N-Uronate Conjugates of Lamotrigine [J].
Esmurziev, Aslan M. ;
Reimers, Arne ;
Andreassen, Trygve ;
Simic, Nebojsa ;
Sundby, Eirik ;
Hoff, Bard Helge .
MOLECULES, 2012, 17 (01) :820-835
[10]
Phenolic and Enolic Hydroxyl Groups in Curcumin: Which Plays the Major Role in Scavenging Radicals? [J].
Feng, Jian-Ying ;
Liu, Zai-Qun .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2009, 57 (22) :11041-11046