Photodynamic action of hypocrellin dyes: structure-activity relationships

被引:28
作者
He, YY
Liu, HY
An, JY
Han, R
Jiang, LJ
机构
[1] Acad Sinica, Inst Photog Chem, Beijing 100101, Peoples R China
[2] Chinese Acad Med Sci, Inst Mat Med, Beijing 10050, Peoples R China
[3] Peking Union Med Coll, Beijing 10050, Peoples R China
关键词
photodynamic action; hypocrellin dyes; photocytotoxicity; singlet oxygen; amphiphilicity;
D O I
10.1016/S0143-7208(99)00074-1
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Hypocrellin and its derivatives were compared for their photodynamic effects on human oral cavity epithelial carcinoma KB cell line. The amphiphilicity as well as the singlet oxygen generating quantum yield of the hypocrellin dyes affected their photodynamic activity. The most hydrophilic dyes exhibited the lowest phototoxic activity, whereas the hydrophobic and amphiphilic dyes with higher singlet oxygen-generating quantum yield, exhibited high photodynamic activity. Cysteamine mono- and di-substituted hypocrellin B and cysteine mono-substituted hypocrellin B, demonstrating strong red absorption in the domain of phototherapeutic window (600-900 nm), proper hydrophobic and amphiphilic properties and high photocytotoxicity to KB cells, might prove to be potential phototherapeutic agents. (C) 1999 Elsevier Science Ltd, All rights reserved.
引用
收藏
页码:63 / 67
页数:5
相关论文
共 21 条
[1]  
Amor T. Ben, 1998, Photochemistry and Photobiology, V68, P314, DOI 10.1111/j.1751-1097.1998.tb09687.x
[3]   NOVEL THERAPEUTIC AND DIAGNOSTIC APPLICATIONS OF HYPOCRELLINS AND HYPERICINS [J].
DIWU, Z .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1995, 61 (06) :529-539
[4]   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
[5]   PROPERTIES AND APPLICATIONS OF PHOTODYNAMIC THERAPY [J].
GOMER, CJ ;
RUCKER, N ;
FERRARIO, A ;
WONG, S .
RADIATION RESEARCH, 1989, 120 (01) :1-18
[6]   PRECLINICAL EXAMINATION OF 1ST AND 2ND GENERATION PHOTOSENSITIZERS USED IN PHOTODYNAMIC THERAPY [J].
GOMER, CJ .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1991, 54 (06) :1093-1107
[7]  
GROSSWEINER LI, 1994, SCIE PHOTOTHERAPY, pCH8
[8]   Synthesis of a new water-soluble phototherapeutic sensitizer from hypocrellin B with enhanced red absorption [J].
He, YY ;
An, JY ;
Jiang, LJ .
DYES AND PIGMENTS, 1999, 41 (1-2) :93-100
[9]   Photoreactions of hypocrellin B with thiol compounds [J].
He, YY ;
An, JY ;
Zou, W ;
Jiang, LJ .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, 1998, 44 (01) :45-52
[10]   Synthesis and ESR investigation of hypocrellin glycoside [J].
He, YY ;
An, JY ;
Jiang, LJ .
TETRAHEDRON LETTERS, 1998, 39 (28) :5069-5072