PHOTO-CHEMICAL REACTIONS OF CHLORPROMAZINE - CHEMICAL AND BIOCHEMICAL IMPLICATIONS

被引:62
作者
ROSENTHAL, I [1 ]
BENHUR, E [1 ]
PRAGER, A [1 ]
RIKLIS, E [1 ]
机构
[1] ISRAEL ATOM ENERGY COMMISSION,NUCL RES CTR NEGEV,BEER SHEVA,ISRAEL
关键词
D O I
10.1111/j.1751-1097.1978.tb06975.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
Abstract— The photoexcited chlorpromazine reacts with methanol to yield promazine and 2‐methoxypromazine by two different reaction pathways: hydrogen atom abstraction and nucleophilic attack. respectively. When the photoexcitation of chlorpromazine is performed in the presence of protein or nucleic acids, chlorpromazine binds to the biopolymer. This binding is drastically pH‐dependent and correlates to the phototoxic effect exhibited in chlorpromazine—photosensitization of E. coli. No photodynamic damage of E. coli attributed to CPZ‐sensitization of molecular oxygen could be detected. Copyright © 1978, Wiley Blackwell. All rights reserved
引用
收藏
页码:591 / 594
页数:4
相关论文
共 16 条
[1]   METHODS FOR DETECTING CARCINOGENS AND MUTAGENS WITH SALMONELLA-MAMMALIAN-MICROSOME MUTAGENICITY TEST [J].
AMES, BN ;
MCCANN, J ;
YAMASAKI, E .
MUTATION RESEARCH, 1975, 31 (06) :347-363
[2]  
CHARPENTIER P, 1952, CR HEBD ACAD SCI, V235, P59
[3]  
CHARPENTIER P, 1950, Patent No. 2519886
[4]   PHOTOCHEMISTRY OF CHLORPROMAZINE [2-CHLORO-N-(3-DIMETHYLAMINOPROPYL)PHENOTHIAZINE] IN PROPAN-2-OL SOLUTION [J].
DAVIES, AK ;
NAVARATNAM, S ;
PHILLIPS, GO .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1976, (01) :25-29
[5]   PHOTODYNAMIC ACTION OF CHLORPROMAZINE ON ADENOVIRUS-5 - REPAIRABLE DAMAGE AND SINGLE-STRAND BREAKS [J].
DAY, RS ;
DIMATTINA, M .
CHEMICO-BIOLOGICAL INTERACTIONS, 1977, 17 (01) :89-97
[6]   PHOTODEGRADATION OF CHLORIDE HYDROCHLORIDE [J].
FELMEISTER, A ;
DISCHER, CA .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1964, 53 (07) :756-&
[7]  
FORREST IS, 1974, ADV BIOCH PSYCHOPHAR, V9
[8]   PHOTOTOXICITY AND PHOTONUCLEOPHILIC AROMATIC SUBSTITUTION IN CHLORPROMAZINE [J].
GRANT, FW ;
GREENE, J .
TOXICOLOGY AND APPLIED PHARMACOLOGY, 1972, 23 (01) :71-&
[9]   EFFECT OF ULTRAVIOLET IRRADIATION ON CHLORPROMAZINE .I. AEROBIC CONDITION [J].
HUANG, CL ;
SANDS, FL .
JOURNAL OF CHROMATOGRAPHY, 1964, 13 (01) :246-&
[10]   EFFECT OF ULTRAVIOLET IRRADIATION ON CHLORPROMAZINE .2. ANAEROBIC CONDITION [J].
HUANG, CL ;
SANDS, FL .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1967, 56 (02) :259-+