Photoreactions of hypocrellin B with thiol compounds

被引:45
作者
He, YY [1 ]
An, JY [1 ]
Zou, W [1 ]
Jiang, LJ [1 ]
机构
[1] Acad Sinica, Inst Photog Chem, Beijing 100101, Peoples R China
关键词
hypocrellin B; thiol compounds; photoreduction; photothiylation; nucleophilic anionic addition;
D O I
10.1016/S1011-1344(98)00116-X
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The photoreactions of hypocrellin B (HB) with thiol compounds (RSH) in ethanol buffer solutions have been investigated by electron spin resonance (ESR), alpha-phenyl-N-tert-butyl nitrone (PBN) spin trapping and quenching experiments. The mechanism of photothiylation of HE is proposed to involve a nucleophilic anion (RS-) addition of Michael type at the 5 or/and 8 positions followed by oxidation. The effects of oxygen and pH value have been studied. The photoreaction and thermal reaction have been compared. (C) 1998 Elsevier Science S.A. All rights reserved.
引用
收藏
页码:45 / 52
页数:8
相关论文
共 27 条
[1]  
AN JY, 1992, CHINESE SCI BULL, V37, P203
[2]  
AN JY, 1991, SCI CHINA SER B, V34, P1281
[3]  
AN JY, 1989, CHINESE SCI BULL, V34, P1694
[4]  
DIWU ZJ, 1993, ANTI-CANCER DRUG DES, V8, P129
[5]   DESIGN, SYNTHESIS AND INVESTIGATION OF MECHANISMS OF ACTION OF NOVEL PROTEIN-KINASE-C INHIBITORS - PERYLENEQUINONOID PIGMENTS [J].
DIWU, ZJ ;
ZIMMERMANN, J ;
MEYER, T ;
LOWN, JW .
BIOCHEMICAL PHARMACOLOGY, 1994, 47 (02) :373-385
[6]   PHOTOSENSITIZATION WITH ANTICANCER AGENTS .15. PERYLENEQUINONOID PIGMENTS AS POTENTIAL PHOTODYNAMIC THERAPEUTIC AGENTS - FORMATION OF SEMIQUINONE RADICALS AND REACTIVE OXYGEN SPECIES ON ILLUMINATION [J].
DIWU, ZJ ;
LOWN, JW .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, 1993, 18 (2-3) :131-143
[7]   PHOTOTHERAPEUTIC POTENTIAL OF ALTERNATIVE PHOTOSENSITIZERS TO PORPHYRINS [J].
DIWU, ZJ ;
LOWN, JW .
PHARMACOLOGY & THERAPEUTICS, 1994, 63 (01) :1-35
[8]   PHOTOSENSITIZATION BY ANTICANCER AGENTS .12. PERYLENE QUINONOID PIGMENTS, A NOVEL TYPE OF SINGLET OXYGEN SENSITIZER [J].
DIWU, ZJ ;
LOWN, JW .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1992, 64 (03) :273-287
[9]  
DIWU ZJ, 1990, PHOTOCHEM PHOTOBIOL, V52, P609
[10]   PHOTOSENSITIZATION WITH ANTICANCER AGENTS 19 - EPR STUDIES OF PHOTODYNAMIC-ACTION OF CALPHOSTIN-C - FORMATION OF SEMIQUINONE RADICAL AND ACTIVATED OXYGEN ON ILLUMINATION WITH VISIBLE-LIGHT [J].
DIWU, ZJ ;
LOWN, JW .
FREE RADICAL BIOLOGY AND MEDICINE, 1994, 16 (05) :645-652