Efficient synthesis of 3-O-thia-cPA and preliminary analysis of its biological activity toward autotaxin

…, M Gotoh, K Murakami-Murofushi, S Kobayashi

Index: Tanaka, Ryo; Kato, Masaru; Suzuki, Takahiro; Nakazaki, Atsuo; Nozaki, Emi; Gotoh, Mari; Murakami-Murofushi, Kimiko; Kobayashi, Susumu Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 14 p. 4180 - 4182

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Citation Number: 8

Abstract

Abstract The efficient synthesis of 3-O-thia-cPAs (4a–d), sulfur analogues of cyclic phosphatidic acid (cPA), has been achieved. The key step of the synthesis is an intramolecular Arbuzov reaction to construct the cyclic thiophosphate moiety. The present synthetic route enables the synthesis of 4a–d in only four steps from the commercially available glycidol. Preliminary biological experiments showed that 4a–d exhibited a ...