Asymmetric Synthesis of a 3-Acyltetronic Acid Derivative, RK-682, and Formation of Its Calcium Salt during Silica Gel Column Chromatography

元データ 2001-02-01 公益社団法人日本薬学会

概要

RK-682 was reported to be a potent protein tyrosine phosphatase inhibitor. We found that(R)-3-hexadecanoyl-5-hydroxymethyltetronic acid(1)was easily converted to its calcium salt during column chromatography on Silica gel 60, and this calcium salt was identical to RK-682 originally isolated from a natural source. Here we report details of the asymmetric synthesis of(R)-1 and its conversion to the calcium salt. Fast atom bombardment mass spectrometric(FAB-MS) analysis of the free and calcium salt forms of RK-682 is also reported.

著者

MORISAKI Naoko Institute of Molecular & Cellular Biosciences, The University of Tokyo
HASHIMOTO Yuichi Institute of Molecular & Cellular Biosciences, The University of Tokyo
Hashimoto Yuichi Univ. Tokyo Tokyo Jpn
Morisaki N Institute Of Molecular & Cellular Biosciences The University Of Tokyo
Morisaki Naoko Institute Of Molecular And Cellular Biosciences The University Of Tokyo
SODEOKA Mikiko Institute of Molecular and Cellular Biosciences, University of Tokyo
Hashimoto Y Graduate School Of Pharmaceutical Sciences Kyushu University
BABA Yoshiyasu Institute for Chemical Reaction Science, Tohoku University
Hashimoto Yuichi Institute Of Molecular & Cellular Biosciences University Of Tokyo
Morisaki Naoko Institute Of Molecular And Cellular Bioscience The University Of Tokyo
Sodeoka Mikiko Sagami Chemical Research Center
SAMPE Ruriko Sagami Chemical Research Center
KOJIMA Sachiko Sagami Chemical Research Center
Baba Y Institute For Chemical Reaction Science Tohoku University
Hashimoto Y Institute Of Molecular & Cellular Biosciences The University Of Tokyo
Sodeoka Mikiko Institute for Chemical Reaction Science, Tohoku University

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