Synthesis and melanogenesis evaluation of 3',4',7-trihydroxyflavanone derivatives and characterization of flavanone-BODIPY.
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.
State Key Laboratory of Natural Medicines and Center for Drug Screening, China Pharmaceutical University, 24 Tongjiaxiang, Nanjing 210009, JiangSu, PR China.
Jinpeng
J
Lv
State Key Laboratory of Natural Medicines and Center for Drug Screening, China Pharmaceutical University, 24 Tongjiaxiang, Nanjing 210009, JiangSu, PR China.
Xiaoming
X
Zha
State Key Laboratory of Natural Medicines and Center for Drug Screening, China Pharmaceutical University, 24 Tongjiaxiang, Nanjing 210009, JiangSu, PR China.
Silin
S
Pang
State Key Laboratory of Natural Medicines and Center for Drug Screening, China Pharmaceutical University, 24 Tongjiaxiang, Nanjing 210009, JiangSu, PR China.
Haipan
H
Jia
State Key Laboratory of Natural Medicines and Center for Drug Screening, China Pharmaceutical University, 24 Tongjiaxiang, Nanjing 210009, JiangSu, PR China.
Yin
Y
Zhang
State Key Laboratory of Natural Medicines and Center for Drug Screening, China Pharmaceutical University, 24 Tongjiaxiang, Nanjing 210009, JiangSu, PR China. Electronic address: shangjing21cn@163.com.
Jing
J
Shang
D000818:Animals; D001896:Boron Compounds / Q000737:chemistry*; D045744:Cell Line, Tumor; D004721:Endoplasmic Reticulum / Q000378:metabolism; D044950:Flavanones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D005456:Fluorescent Dyes / Q000737:chemistry; D008545:Melanoma / Q000378:metabolism*; D051379:Mice; D008810:Mice, Inbred C57BL; D011162:Porphobilinogen / Q000031:analogs & derivatives* / Q000737:chemistry
D001896:Boron Compounds; D044950:Flavanones; D005456:Fluorescent Dyes; C507544:dipyrromethene; D011162:Porphobilinogen; C028610:flavanone
BODIPY; Co-localization imaging; Flavanone; Melanogenesis; Molecular probes