Examination of the reactivity of hydroxy groups in multioxygenated cyclohexanoids: synthetic study toward cytotoxic pericosine B

Yoshihide Usami; Atsushi Numata

doi:10.1248/cpb.52.1125

Examination of the reactivity of hydroxy groups in multioxygenated cyclohexanoids: synthetic study toward cytotoxic pericosine B

Chem Pharm Bull (Tokyo). 2004 Sep;52(9):1125-9. doi: 10.1248/cpb.52.1125.

Authors

Yoshihide Usami¹, Atsushi Numata

Affiliation

¹ Osaka University of Pharmaceutical Sciences, Takatsuki, Osaka 569-1094, Japan. usami@gly.oups.ac.jp

PMID: 15340203
DOI: 10.1248/cpb.52.1125

Abstract

The reactivity of two hydroxy groups in some multioxygenated cyclohexanoids was examined for basic study of the synthesis of the cytotoxic marine natural product pericosine B and related compounds. Differences in reactivity for O-methylation or O-acylation among substrates were observed.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antineoplastic Agents / chemical synthesis*
Antineoplastic Agents / chemistry
Molecular Structure
Shikimic Acid / analogs & derivatives*
Shikimic Acid / chemical synthesis*
Shikimic Acid / chemistry
Structure-Activity Relationship

Substances

Antineoplastic Agents
methyl 3,4-O-isopropylidene-6-epishikimate
pericosine B
Shikimic Acid