Synthesis and melanogenesis evaluation of 3',4',7-trihydroxyflavanone derivatives and characterization of flavanone-BODIPY.

Abstract

A class of flavanone was found to improve melanogenesis in B16F10 mouse melanoma cell line, but little is known about its target. Herein we described the synthesis and bioevaluation of sixteen 3',4',7-trihydroxyflavanone analogues and further synthesized a novel fluorescent flavanone-BODIPY, which could improve melanogenesis in B16F10 cell line by selectively binding to its endoplasmic reticulum. The fluorescent flavanone-BODIPY was proved to be a valuable probe for studying the localization of intracellular flavanone on living cells.

• Authors: Jinpeng Lv, Xiaoming Zha, Silin Pang, Haipan Jia, Yin Zhang, Jing Shang
• Journal: Bioorganic & medicinal chemistry letters (Bioorg Med Chem Lett) Vol. 25 Issue 7 Pg. 1607-10 (Apr 01 2015) ISSN: 1464-3405 [Electronic] England
• PMID: 25748162 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Copyright © 2015 Elsevier Ltd. All rights reserved.

Chemical References

• Boron Compounds
• Flavanones
• Fluorescent Dyes
• dipyrromethene
• Porphobilinogen
• flavanone

Topics

• Animals
• Boron Compounds (chemistry)
• Cell Line, Tumor
• Endoplasmic Reticulum (metabolism)
• Flavanones (chemical synthesis, chemistry, pharmacology)
• Fluorescent Dyes (chemistry)
• Melanoma (metabolism)
• Mice
• Mice, Inbred C57BL
• Porphobilinogen (analogs & derivatives, chemistry)