Synthesis of glycoglycerolipid of 1,2-dipalmitoyl-3-(N-palmitoyl-6'-amino-6'-deoxy-α-D-glucosyl)-sn-glycerol and its analogues, inhibitors of human Myt1-kinase

Carbohydrate Research
Yihua SunGuangli Yu

Abstract

A glycoglycerolipid 1a isolated from a marine alga showed inhibition to Myt1 kinase with IC(50) of 0.12 μg/mL. We synthesized 1a and its seven analogues (1b-h) in an efficient method with high stereoselectivity. The process employed trichloroacetimidate donor 4b at low substrate concentration to achieve high α-selectivity (α/β=33:1) in glycosylation reaction. The present synthesis provided various acyl derivatives required for the study on the structure-activity relationship later.

References

Dec 12, 2001·Phytochemistry·J Q DaiY Li

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Citations

Jun 4, 2013·Carbohydrate Research·Chunxia LiHuashi Guan
Oct 1, 2013·Carbohydrate Research·Jun ZhangHuashi Guan
Jun 19, 2014·Journal of Enzyme Inhibition and Medicinal Chemistry·Alexander RoheMatthias Schmidt
Aug 24, 2018·Marine Drugs·Iván Cheng-Sánchez, Francisco Sarabia
Jun 2, 2017·Chemical & Pharmaceutical Bulletin·Tomohiro TanakaShin Aoki
Oct 16, 2014·The Journal of Organic Chemistry·Na Chen, Juan Xie

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