Synthesis of Antioxidants for Prevention of Age-Related Macular Degeneration

被引:36
作者
Joshi, Dharati [1 ]
Field, James [1 ]
Murphy, John [1 ]
Abdelrahim, Mohammed [1 ]
Schoenherr, Heike [2 ]
Sparrow, Janet R. [2 ]
Ellestad, George [1 ]
Nakanishi, Koji [1 ]
Zask, Arie [1 ]
机构
[1] Columbia Univ, Dept Chem, New York, NY 10027 USA
[2] Columbia Univ, Dept Ophthalmol, New York, NY 10032 USA
来源
JOURNAL OF NATURAL PRODUCTS | 2013年 / 76卷 / 03期
基金
美国国家卫生研究院;
关键词
LIGHT-INDUCED DAMAGE; LIPOFUSCIN FLUOROPHORE; EPITHELIAL-CELLS; PIGMENT A2-E; A2E; ANALOGS;
D O I
10.1021/np300769c
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Photooxidation of A2E may be involved in diseases of the macula, and antioxidants could serve as therapeutic agents for these diseases. Inhibitors of A2E photooxidation were prepared by Mannich reaction of the antioxidant quercetin. These compounds contain water-solubilizing amine groups, and several were more potent inhibitors of A2E photooxidation than quercetin.
引用
收藏
页码:450 / 454
页数:5
相关论文
共 19 条
[1]   Solvent and pH effects on the antioxidant activity of caffeic and other phenolic acids [J].
Amorati, R ;
Pedulli, GF ;
Cabrini, L ;
Zambonin, L ;
Landi, L .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2006, 54 (08) :2932-2937
[2]  
Ben-Shabat S, 2002, ANGEW CHEM INT EDIT, V41, P814, DOI 10.1002/1521-3773(20020301)41:5<814::AID-ANIE814>3.0.CO
[3]  
2-2
[4]   Biosynthetic studies of A2E, a major fluorophore of retinal pigment epithelial lipofuscin [J].
Ben-Shabat, S ;
Parish, CA ;
Vollmer, HR ;
Itagaki, Y ;
Fishkin, N ;
Nakanishi, K ;
Sparrow, JR .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2002, 277 (09) :7183-7190
[5]   Fluorescent pigments of the retinal pigment epithelium and age-related macular degeneration [J].
Ben-Shabat, S ;
Parish, CA ;
Hashimoto, M ;
Liu, JH ;
Nakanishi, K ;
Sparrow, JR .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (12) :1533-1540
[6]   Deuterium Enrichment of Vitamin A at the C20 Position Slows the Formation of Detrimental Vitamin A Dimers in Wild-type Rodents [J].
Kaufman, Yardana ;
Ma, Li ;
Washington, Ilyas .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2011, 286 (10) :7958-7965
[7]  
Lange J, 2000, HETEROCYCLES, V53, P197
[8]   Isolation and one-step preparation of A2E and iso-A2E, fluorophores from human retinal pigment epithelium [J].
Parish, CA ;
Hashimoto, M ;
Nakanishi, K ;
Dillon, J ;
Sparrow, J .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1998, 95 (25) :14609-14613
[9]   Design, synthesis, and biological evaluation of Mannich bases of heterocyclic chalcone analogs as cytotoxic agents [J].
Reddy, M. Vijaya Bhaskar ;
Su, Chung-Ren ;
Chiou, Wen-Fei ;
Liu, Yi-Nan ;
Chen, Rosemary Yin-Hwa ;
Bastow, Kenneth F. ;
Lee, Kuo-Hsiung ;
Wu, Tian-Shung .
BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (15) :7358-7370
[10]   Total synthesis of the ocular age pigment A2-E: A convergent pathway [J].
Ren, RXF ;
Sakai, N ;
Nakanishi, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (15) :3619-3620