Synthesis, properties, and photodynamic properties in vitro of heavy-chalcogen analogues of tetramethylrosamine

被引：88

作者：

Detty, MR ^{[1
]}

Prasad, PN

Donnelly, DJ

Ohulchanskyy, T

Gibson, SL

Hilf, R

机构：

[1] SUNY Buffalo, Dept Chem, Inst Lasers Photon & Biophoton, Buffalo, NY 14260 USA

[2] Univ Rochester, Med Ctr, Dept Biochem & Biophys, Rochester, NY 14642 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2004年 / 12卷 / 10期

关键词：

photodynamic therapy; anticancer drugs; photosensitizers; tetramethylrosamines; thioxanthylium; selenoxanthylium;

D O I：

10.1016/j.bmc.2004.03.029

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：

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.

引用

页码：2537 / 2544

页数：8

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