Synthesis, properties, and photodynamic properties in vitro of heavy-chalcogen analogues of tetramethylrosamine
Synthesis, properties, and photodynamic properties in vitro of heavy-chalcogen analogues of tetramethylrosamine
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DOI：
10.1016/j.bmc.2004.03.029
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发表时间：
2004-05-15
影响因子：
3.5
通讯作者：
Hilf, R
中科院分区：
文献类型：
--
作者：
Detty, MR;Prasad, PN;Hilf, R
四甲基玫瑰胺的硫代和硒代类似物通过相应的N，N-二乙基2-（3-二甲基氨基苯基硫族）-4-二甲基氨基苯甲酰胺直接金属化/环化为2，7-双-（N，N-二甲基氨基）-9H-硫杂氧杂蒽-9-酮，然后加入苯基溴化镁，脱水和离子交换成氯化物盐来制备。硫代和硒代四甲基玫瑰胺比四甲基玫瑰胺具有更长的吸收波长和更高的产生单线态氧的量子产率。四甲基玫瑰胺的硫代和硒代类似物都是体外抗R3230 AC大鼠乳腺癌细胞的有效光敏剂。(C)2004爱思唯尔有限公司保留所有权利。
Thio and seleno analogues of tetramethylrosamine were prepared by the directed-metalation/cyclization of the corresponding N,N-diethyl 2-(3-dimethylaminophenylchalcogeno)-4-dimethylaminobenzamide to the 2,7-bis-(N,N-dimethylaniiiio)-9H-chalcoaenoxanthen-9-one followed by the addition of phenylmagnesium bromide, dehydration, and ion exchange to the chloride salt. The thio and seleno tetramethylrosamines had longer wavelengths of absorption and higher quantum yields for the generation of singlet oxygen than tetramethylrosamine. Both the thio and selenoanalogues of tetramethylrosamine were efficient photosensitizers against R3230AC rat mammary adenocarcinoma cells in vitro. (C) 2004 Elsevier Ltd. All rights reserved.