Synthesis of the Epimer of Pericosine B from (−)-Quinic Acid

Yoshihide Usami; Chikage Hatsuno; Hiroe Yamamoto; Manabu Tanabe; Atsushi Numata

doi:10.1248/cpb.52.1130

Notes

Synthesis of the Epimer of Pericosine B from (−)-Quinic Acid

Yoshihide Usami, Chikage Hatsuno, Hiroe Yamamoto, Manabu Tanabe, Atsushi Numata

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Keywords: epimer, pericosine B, selectivity, synthesis, cytotoxicity

JOURNAL FREE ACCESS

2004 Volume 52 Issue 9 Pages 1130-1133

DOI https://doi.org/10.1248/cpb.52.1130

[Correction] Chem. Pharm. Bull. Vol.53 (2005) No.6 pp.721-721

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Abstract

Synthesis of the epimer of pericosine B from (−)-quinic acid was achieved. This synthesis involves some regioselective and stereoselective processes. The desired product showed lower cytotoxic activity in comparison with natural pericosine B against the P388 leukemia cell line. The result implies that the stereocenter of C-6 in natural pericosine B plays an important role in this activity.

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