4'-羟甲基-4,5',8'-三甲基补骨脂素在水溶液中经紫外线照射产生的光产物的分子和立体化学结构。

The molecular and stereochemical structures of photoproducts generated by UV-irradiation of 4'-hydroxymethyl-4,5',8'-trimethylpsoralen in aqueous solution.

作者信息

Kao J P, Isaacs S T, Hearst J E

机构信息

Department of Molecular and Cell Biology, University of California, Berkeley 94720.

出版信息

Photochem Photobiol. 1990 Mar;51(3):273-83. doi: 10.1111/j.1751-1097.1990.tb01711.x.

DOI:10.1111/j.1751-1097.1990.tb01711.x

PMID:2356224

Abstract

UV irradiation of 4'-hydroxymethyl-4,5',8-trimethyl psoralen (HMT) in aqueous solution yields three major photoproducts. We have isolated and characterized (1) a cyclobutane-bridged dimer in which a cis-syn linkage occurs between the furan end of one HMT moiety and the pyrone end of the other; (2) a cyclobutane-bridged dimer wherein both HMT moieties are linked at their pyrone ends with probable cis-syn configuration; and (3) an isomer of HMT for which we have proposed a structure in which the furan and pyrone ring oxygens assume a para orientation via photoisomerization.

摘要

4'-羟甲基-4,5',8-三甲基补骨脂素（HMT）在水溶液中经紫外线照射会产生三种主要光产物。我们已分离并表征了：（1）一种环丁烷桥连二聚体，其中一个HMT部分的呋喃端与另一个的吡喃酮端之间形成顺式-顺连键；（2）一种环丁烷桥连二聚体，其中两个HMT部分在其吡喃酮端相连，可能具有顺式-顺构型；（3）一种HMT异构体，我们已为其提出一种结构，其中呋喃环和吡喃酮环的氧原子通过光异构化呈对位取向。