异构纯细菌紫质亚胺的合成及光敏功效
Synthesis and photosensitizing efficacy of isomerically pure bacteriopurpurinimides.
作者信息
Chen Yihui, Sumlin Adam, Morgan Janet, Gryshuk Amy, Oseroff Allan, Henderson Barbara W, Dougherty Thomas J, Pandey Ravindra K
机构信息
PDT Center, Department of Dermatology, Roswell Park Cancer Institute, Buffalo, New York 14263, USA.
出版信息
J Med Chem. 2004 Sep 23;47(20):4814-7. doi: 10.1021/jm049630s.
The isomerically pure 3-deacetyl-3-(1-heptyloxy)ethylbacteriopurpurin-N-hexylimides exhibiting long-wavelength absorption near 800 nm were obtained from 3-acetylbacteriopurpurin-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.
通过遵循科里的合成方法，以高立体特异性从3-乙酰基细菌紫红素-N-己基酰亚胺中获得了在800nm附近具有长波长吸收的异构纯3-脱乙酰基-3-(1-庚氧基)乙基细菌紫红素-N-己基酰亚胺。两种庚基醚衍生物（R-和S-异构体）显示出相似的体外光敏功效和有限的皮肤光毒性，并且发现它们定位于线粒体中。然而，在初步的体内筛选中，与S-异构体相比，相应的R-异构体产生了增强的体内光动力治疗功效。
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