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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Photodynamic properties of a bispyrrolecarboxamide-modified hypocrellin B: the role of affinity and ascorbic acid
Yanyan Liu1, Qianxiong Zhou, Zhanghua Zeng
1Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, PR China.
Abstract:
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.
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