Photodynamic properties of a bispyrrolecarboxamide-modified hypocrellin B: The role of affinity and ascorbic acid
Photodynamic properties of a bispyrrolecarboxamide-modified hypocrellin B: The role of affinity and ascorbic acid
复制标题
双吡咯甲酰胺修饰的竹红菌素 B 的光动力学特性：亲和力和抗坏血酸的作用
DOI：
10.1021/jp7121467
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发表时间：
2008-08-14
影响因子：
3.3
通讯作者：
Zhang, Baowen
中科院分区：
文献类型：
--
作者：
Liu, Yanyan;Zhou, Qianxiong;Zhang, Baowen
研究了一种新的竹红菌素B衍生物（HB Net）的光动力学性质。EPR实验表明，HB-Net的活性氧（ROS）产生能力不如HB。DNA解链温度测量和溴化乙锭（EB）置换试验表明，HB-Net对dsDNA的亲和力是由双吡咯甲酰胺单元引起的，该单元在结构上与众所周知的小沟结合剂netropsin相关。抗坏血酸可通过光诱导电子转移增强HB和HB-Net的自由基生成能力，但由于HB-Net与DNA的亲和力较强，抗坏血酸仅能显著增强HB-Net的DNA光损伤能力。因此，HB-Net和抗坏血酸的组合即使在厌氧条件下也可能导致有效的DNA光损伤。
The photodynamic properties of a new hypocrellin B (HB) derivative bearing a bispyrrolecarboxamide pendant (HB-Net) were investigated in detail. EPR experiments revealed that the generation ability of reactive oxygen species (ROS) of HB-Net is inferior to that of HB. DNA melting temperature measurements and ethidium bromide (EB) displacement assay illustrated the affinity of HB-Net toward dsDNA as the result of the bispyrrolecarboxamide unit, which is structurally related to the well-known minor groove binder netropsin. The radical generation abilities of HB and HB-Net can be enhanced by ascorbic acid via the photoinduced electron transfer from ascorbic acid to the photosensitizer, however, only the DNA photodamage capability of HB-Net can be improved significantly by ascorbic acid due to the stronger affinity of HB-Net to DNA. Consequently, the combination of HB-Net and ascorbic acid may lead to efficient DNA photodamage even in anaerobic conditions.