Vibrational spectroscopic study of brazilin and brazilein, the main constituents of brazilwood from Brazil

被引:74
作者
de Oliveira, LFC [1 ]
Edwards, HGM
Velozo, ES
Nesbitt, M
机构
[1] Univ Bradford, Dept Chem & Forens Sci, Bradford BD7 1DP, W Yorkshire, England
[2] Univ Fed Juiz De Fora, Dept Quim, Inst Ciencias Exatas, BR-36036330 Juiz De Fora, MG, Brazil
[3] Univ Fed Bahia, Fac Farm, BR-41170290 Salvador, BA, Brazil
[4] Royal Bot Gardens, Ctr Econ Bot, Richmond TW9 3AE, Surrey, England
关键词
brazilin; brazilein; Brazilwood; FT-Raman spectroscopy;
D O I
10.1016/S0924-2031(01)00138-2
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
In this work, the vibrational spectra (FT-Raman and infrared spectra) of brazilin, the major component of brazilwood Caesalpinia echinata (from Bahia, Brazil), and brazilein, the oxidised pigment, are investigated. The FT-Raman spectra of the compounds show different patterns in the carbonyl stretching region, where brazilein presents a Raman feature at 1697 cm(-1) that is tentatively assigned to a coupled vibrational mode described by C=O and aromatic C=C stretching. Infrared measurements are used to support this assignment. The spectral region between 1700 and 1500 cm(-1) is also proposed as a fingerprint for brazilin and brazilein. Comparisons with some quinones and polyalcohols as parent molecules and other deep red resin pigments such as "dragon's blood" are undertaken to assist the vibrational assignment. As a test of the spectroscopic protocol for the identification of these pigments in natural brazilwoods, an 80-year-old archival specimen of Caesalpinia echinata was analysed non-destructively and the feature of brazilein shown from the Raman spectrum. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:243 / 249
页数:7
相关论文
共 21 条
[1]  
[Anonymous], 1918, NATURAL ORGANIC COLO, DOI [10.1002/jctb.5000380302, DOI 10.1002/JCTB.5000380302]
[2]   Anticonvulsant compounds from the wood of Caesalpinia sappan L. [J].
Baek, NI ;
Jeon, SG ;
Ahn, EM ;
Hahn, JT ;
Bahn, JH ;
Jang, JS ;
Cho, SW ;
Park, JK ;
Choi, SY .
ARCHIVES OF PHARMACAL RESEARCH, 2000, 23 (04) :344-348
[3]   RAMAN-SPECTRA OF ISOTOPIC DERIVATIVES OF PARA-BENZOQUINONE - REVISED VIBRATIONAL ASSIGNMENTS [J].
BECKER, ED .
JOURNAL OF PHYSICAL CHEMISTRY, 1991, 95 (07) :2818-2823
[4]  
Defillips RA, 1998, ARCH NAT HIST, V25, P103
[5]  
EDWARDS HGM, 2001, IN PRESS SPECTROCH A
[6]   2 AROMATIC-COMPOUNDS RELATED TO BRAZILIN FROM CAESALPINIA-SAPPAN [J].
FUKE, C ;
YAMAHARA, J ;
SHIMOKAWA, T ;
KINJO, J ;
TOMIMATSU, T ;
NOHARA, T .
PHYTOCHEMISTRY, 1985, 24 (10) :2403-2405
[7]   Effects of brazilin on the phospholipase A2 activity and changes of intracellular free calcium concentration in rat platelets [J].
Hwang, GS ;
Kim, JY ;
Chang, TS ;
Jeon, SD ;
So, DS ;
Moon, CK .
ARCHIVES OF PHARMACAL RESEARCH, 1998, 21 (06) :774-778
[8]   Effects of Brazilin on GLUT4 recruitment in isolated rat epididymal adipocytes [J].
Khil, LY ;
Han, SS ;
Kim, SG ;
Chang, TS ;
Jeon, SD ;
So, DS ;
Moon, CK .
BIOCHEMICAL PHARMACOLOGY, 1999, 58 (11) :1705-1712
[9]  
Kim DS, 1997, PHYTOCHEMISTRY, V46, P177, DOI 10.1016/S0031-9422(96)00874-6
[10]   Brazilin inhibits activities of protein kinase C and insulin receptor serine kinase in rat liver [J].
Kim, SG ;
Kim, YM ;
Khil, LY ;
Jeon, SD ;
So, DS ;
Moon, CH ;
Moon, CK .
ARCHIVES OF PHARMACAL RESEARCH, 1998, 21 (02) :140-146