%0 Journal Article
%T Optimization of hypocrellin B derivative amphiphilicity and biological activity<br>
%A Xin Liu
%A Jie Xie
%A LuYong Zhang
%A HongXia Chen
%A Ying Gu
%A JingQuan Zhao
%A <br>
%J 科学通报(英文版)
%D 2009
%I 
%X To satisfy the dual requirements of the fluent transportation in blood and the affinity to the target tissues of vascular diseases, hypocrellin derivatives with optimized amphiphilicity are expected. In this work, 3-amino-1-propanesulfonic acid and 4-amino-1-butanesulfonic acid substituted hypocrellin B, named compounds 1 and 2, were designed, synthesized in high yields and characterized. Besides greatly strengthened red absorption, the maximum solubility of compound 2 in phosphate buffered saline (PBS) is 4.2 mg/mL which is just enough to prepare an aqueous solution for intravenous injection in clinically acceptable concentration, while the partition coefficient between n-octanol and PBS, 5.6, benefits the cell-uptake and biological activity as well. Furthermore, EPR measurements reveal that the photosensitization activities of the two compounds to generate semiquinone anion radicals, superoxide anion radicals and singlet oxygen are a little bit higher than those of taurine substituted hypocrellin B (THB), but the photodynamic activities to human lung cancer A549 cells are several times that of THB, mainly due to increases in lipophilicity and cell-uptake. Supported by the National Natural Science Foundation of China (Grant No. 50221201)
%K hypocrellin derivatives
%K photodynamic therapy to vas capillary diseases
%K drug delivery
%K target affinity
%K EPR spectra
%K phtotoxicity<br>
%U http://www.alljournals.cn/get_abstract_url.aspx?pcid=01BA20E8BA813E1908F3698710BBFEFEE816345F465FEBA5&cid=96E6E851B5104576C2DD9FC1FBCB69EF&jid=DD6615BC9D2CFCE0B6F945E8D5314523&aid=13223F800E01B863FCBD549C41CF3F4D&yid=DE12191FBD62783C&vid=318E4CC20AED4940&iid=59906B3B2830C2C5&sid=28A5659E3BD66D6A&eid=5ACAEB88D41E54A7&journal_id=1001-6538&journal_name=科学通报(英文版)&referenced_num=0&reference_num=32