Synthesis and evaluation of novel phosphate ester analogs as neutral sphingomyelinase inhibitors

Bioorganic & Medicinal Chemistry Letters
Hiroshi ImagawaJ Sakurai

Abstract

A novel sphingomyelin inhibitor RY221B-a, which contains a bipyridyl moiety as a metal coordination site was designed based upon the mechanism of phosphate ester hydrolysis. RY221B-a was synthesized from N-Boc-sphingosine in three steps via selective etherification using stannyl acetal. Synthesized RY221B-a exhibited relatively-strong inhibitory activity against Bc-SMase (IC(50)=1.2microM).

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Citations

Sep 29, 2011·Nihon saikingaku zasshi. Japanese journal of bacteriology·Masataka Oda
Mar 16, 2013·Journal of Enzyme Inhibition and Medicinal Chemistry·Masataka OdaMasahiro Nagahama
Feb 9, 2019·Journal of Enzyme Inhibition and Medicinal Chemistry·Priscila Hess LopesDenise V Tambourgi
Jan 5, 2021·Journal of Medicinal Chemistry·Jan SkácelTakashi Tsukamoto

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