Synthesis of acetoxy stabilised indolequinones as precursors to model eumelanin polymers

被引:6
作者
Atkinson, S [1 ]
Meredith, P [1 ]
机构
[1] Univ Queensland, Ctr Biophoton & Laser Sci, Dept Phys, Brisbane, Qld 4072, Australia
关键词
5,6-dihydroxyindole; 5,6-diacetoxyindole; melanin biopolymers; melanin precursors; nitration of activated aromatic compound;
D O I
10.1055/s-2003-41409
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report an efficient synthetic route to obtaining a stable analogue of 5,6-dihydroxyindole. These analogues can be used to build controlled composition model melanin biopolymers for solid state and spectroscopic studies of this important biomolecule.
引用
收藏
页码:1853 / 1855
页数:3
相关论文
共 8 条
[1]  
BENIGNI JD, 1965, J HETEROCYCLIC CHEM, V21, P1183
[2]  
ITO S, 1986, BIOCHIM BIOPHYS ACTA, V883, P115
[3]  
MASON HS, 1953, PIGMENT CELL GROWTH
[4]   A NEW PIGMENT FROM STREPTOMYCES-LAVENDULAE [J].
MIKAMI, Y ;
TAKAHASHI, K ;
FUKUSHIMA, K ;
YAZAWA, K ;
ARAI, T ;
KUBO, A ;
SAITO, N ;
KAWAKAMI, N .
JOURNAL OF ANTIBIOTICS, 1987, 40 (03) :385-387
[5]   EFFICIENT SYNTHESIS OF 5,6-DIACETOXYINDOLE - A STABLE EUMELANIN PRECURSOR [J].
MURPHY, BP .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (26) :5873-5875
[6]  
Nicolaus R. A., 1968, MELANINS
[7]  
Novellino L, 1999, SYNTHESIS-STUTTGART, P793
[8]   SYNTHESIS AND CHARACTERIZATION OF MELANINS FROM DIHYDROXYINDOLE-2-CARBOXYLIC ACID AND DIHYDROXYINDOLE [J].
ORLOW, SJ ;
OSBER, MP ;
PAWELEK, JM .
PIGMENT CELL RESEARCH, 1992, 5 (03) :113-121