"Clicked" Sugar-Curcumin Conjugate: Modulator of Amyloid-β and Tau Peptide Aggregation at Ultralow Concentrations

被引:71
作者
Dolai, Sukanta [1 ]
Shi, Wei [3 ]
Corbo, Christopher [2 ]
Sun, Chong [1 ]
Averick, Saadyah [1 ]
Obeysekera, Dinali [1 ]
Farid, Mina [2 ]
Alonso, Alejandra [2 ]
Banerjee, Probal [1 ]
Raja, Krishnaswami [1 ]
机构
[1] CUNY Coll Staten Isl, Dept Chem, Staten Isl, NY 10314 USA
[2] CUNY Coll Staten Isl, Dept Biol, Staten Isl, NY 10314 USA
[3] Felician Coll, Dept Chem & Phys Sci, Lodi, NJ 07644 USA
关键词
Alzheimer's disease (AD); amyloid-beta; tau peptide; curcumin; click" reaction; antioxidant potential; BLOOD-BRAIN-BARRIER; A-BETA; ALZHEIMERS-DISEASE; PATHOLOGY; OLIGOMERIZATION; DERIVATIVES; INHIBITION; MECHANISM; DRUG;
D O I
10.1021/cn200088r
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
070307 [化学生物学]; 071010 [生物化学与分子生物学];
摘要
The synthesis of a water/plasma soluble, noncytotoxic, "clicked" sugar-derivative of curcumin with amplified bioefficacy in modulating amyloid-beta and tau peptide aggregation is presented. Curcumin inhibits amyloid-beta and tau peptide aggregation at micromolar concentrations; the sugar curcumin conjugate inhibits A beta and tau peptide aggregation at concentrations as low as 8 nM and 0.1 n.M, respectively. In comparison to curcumin, this conveniently synthesized Alzheimer's drug candidate is a more powerful antioxidant.
引用
收藏
页码:694 / 699
页数:6
相关论文
共 41 条
[1]
DEMENTIA A problem for our age [J].
Abbott, Alison .
NATURE, 2011, 475 (7355) :S2-S4
[2]
Phosphorylation of Tau at Thr212, Thr231, and Ser262 Combined Causes Neurodegeneration [J].
Alonso, Alejandra D. ;
Di Clerico, John ;
Li, Bin ;
Corbo, Christopher P. ;
Alaniz, Maria E. ;
Grundke-Iqbal, Inge ;
Iqbal, Khalid .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2010, 285 (40) :30851-30860
[3]
Mechanism of tau-induced neurodegeneration in Alzheimer disease and related tauopathies [J].
Alonso, Alejandra del C. ;
Li, Ben ;
Grundke-Iqbal, Inge ;
Iqbal, Khalid .
CURRENT ALZHEIMER RESEARCH, 2008, 5 (04) :375-384
[4]
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
[5]
Immunotherapy targeting pathological tau conformers in a tangle mouse model reduces brain pathology with associated functional improvements [J].
Asuni, Ayodeji A. ;
Boutajangout, Allal ;
Quartermain, David ;
Sigurdsson, Einar M. .
JOURNAL OF NEUROSCIENCE, 2007, 27 (34) :9115-9129
[6]
Evaluation of a new copper(II)-curcumin complex as superoxide dismutase mimic and its free radical reactions [J].
Barik, A ;
Mishra, B ;
Shen, L ;
Mohan, H ;
Kadam, RM ;
Dutta, S ;
Zhang, HY ;
Priyadarsini, KI .
FREE RADICAL BIOLOGY AND MEDICINE, 2005, 39 (06) :811-822
[7]
Cheng AL, 2001, ANTICANCER RES, V21, P2895
[8]
Cole GM, 2007, ADV EXP MED BIOL, V595, P197
[9]
Alzheimer's disease amyloid-β binds copper and zinc to generate an allosterically ordered membrane-penetrating structure containing superoxide dismutase-like subunits [J].
Curtain, CC ;
Ali, F ;
Volitakis, I ;
Cherny, RA ;
Norton, RS ;
Beyreuther, K ;
Barrow, CJ ;
Masters, CL ;
Bush, AI ;
Barnham, KJ .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2001, 276 (23) :20466-20473
[10]
The janus faces of nanoparticles [J].
Donaldson, Ken ;
Seaton, Anthony .
JOURNAL OF NANOSCIENCE AND NANOTECHNOLOGY, 2007, 7 (12) :4607-4611