Synthesis and photosensitizing efficacy of isomerically pure bacteriopurpurinimides

被引：15

作者：

Chen, YH

Sumlin, A

Morgan, J

Gryshuk, A

Oseroff, A

Henderson, BW

Dougherty, TJ

Pandey, RK ^{[1
]}

机构：

[1] Roswell Pk Canc Inst, PDT Ctr, Dept Dermatol, Buffalo, NY 14263 USA

[2] Roswell Pk Canc Inst, Dept Nucl Med Radiol, Buffalo, NY 14263 USA

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 2004年 / 47卷 / 20期

关键词：

D O I：

10.1021/jm049630s

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The isomerically pure 3-deacetyl-3-(1-heptyloxy)ethylbacteriopurpurin-N-hexylimides exhibiting long-wavelength absorption near 800 nm were obtained from 3-acetyl-bacteriopurpurin-N-hexylimide in high stereospecificity by following Corey's synthetic approach. Both heptyl ether derivatives (R- and S-isomers) showed similar in vitro photosensitizing efficacy and limited skin phototoxicity and were found to localize in mitochondria. However, in preliminary in vivo screening, compared to the S-isomer, the corresponding R-isomer produced enhanced in vivo photodynamic therapy efficacy.

引用

页码：4814 / 4817

页数：4

共 18 条

[1] ENANTIOSELECTIVE REDUCTION OF KETONES WITH BORANE, CATALYZED BY (S)-(-)-PROLINE OR (S)-(+)-PROLINOL [J].