Radiolytic cyclization products of phloridzin as potent anti-glycation agents.

Radiolytic cyclization products of phloridzin as potent anti-glycation agents.
Chem Biodivers. 2020 Jul 05;:
Authors: Jeong GH, Kim TH
Abstract
The current research examined for radiolytic structure modification and improved bioefficacy of phloridzin by gamma-ray, subsequent to a 50 kGy irradiation dose. Structures of the unusual degraded products phlorocyclin (2), isophlorocyclin (3), and radiophlorisin (4) were determined spectroscopically, by detailed nuclear magnetic resonance (NMR) and mass spectrometry (MS). Additionally, absolute stereochemistry of the novel cyclized phlorocyclin (2) and isophlorocyclin (3) were proposed by circular dichroism (CD) spectrum analysis. Among the compounds tested, phlorocyclin (2) and isophlorocyclin (3) exhibit potent anti-diabetic complication capacities toward advanced glycation end products (AGEs) formation inhibition assay, with IC50 values of 9.1±0.5 and 13.8±0.7 μM, respectively. Furthermore, the predominantly formed products phlorocyclin (2) and isophlorocyclin (3) exerted significantly enhanced DPPH radical scavenging activity compared to the parent phloridzin. These results indicate that gamma-ray mediated cyclization of phloridzin exerts a positive influence on the bioactivity.
PMID: 32627292 [PubMed - as supplied by publisher]

Source: Chemistry and Biodiversity - July 4, 2020 Category: Biochemistry Authors: Jeong GH, Kim TH Tags: Chem Biodivers Source Type: research