A study of synthetic approaches to 2-acyl DHA lysophosphatidic acid

Yoshinori Yamamoto; Toshimasa Itoh; Keiko Yamamoto

doi:10.1039/C7OB01771E

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A study of synthetic approaches to 2-acyl DHA lysophosphatidic acid†

Yoshinori Yamamoto,^a Toshimasa Itoh^a and Keiko Yamamoto

*^a

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* Corresponding authors

^a Laboratory of Drug Design and Medicinal Chemistry, Showa Pharmaceutical University, 3-3165 Higashi-Tamagawagakuen, Machida, Tokyo 194-8543, Japan
E-mail: yamamoto@ac.shoyaku.ac.jp

Abstract

Lysophosphatidic acid (LPA) is a chemical mediator with a very simple glycerophospholipid structure. 1-Acyl LPA and 2-acyl LPA are biosynthesized in vivo. Unlike 1-acyl LPA, the biological function of 2-acyl LPA has been hardly elucidated and even organic synthesis of 2-acyl LPA had not been established. We suppressed acyl migration by formation of a salt with a phosphate group in order to synthesize 2-acyl LPA condensed with docosahexaenoic acid.

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Article information

DOI: https://doi.org/10.1039/C7OB01771E
Article type: Paper
Submitted: 19 Jul 2017
Accepted: 12 Sep 2017
First published: 12 Sep 2017

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Org. Biomol. Chem., 2017,15, 8186-8192

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A study of synthetic approaches to 2-acyl DHA lysophosphatidic acid

Y. Yamamoto, T. Itoh and K. Yamamoto, Org. Biomol. Chem., 2017, 15, 8186 DOI: 10.1039/C7OB01771E

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Organic & Biomolecular Chemistry

A study of synthetic approaches to 2-acyl DHA lysophosphatidic acid†

Abstract

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A study of synthetic approaches to 2-acyl DHA lysophosphatidic acid

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