2-O-Acetyl-3,4,5,6-tetra-O-benzyl-d-myo-inosityl diphenylphosphate: A new useful intermediate to inositol phosphate and phospholipids

Chirality. 2022 Aug;34(8):1038-1043. doi: 10.1002/chir.23457. Epub 2022 May 9.

Abstract

Inositol phosphates and inositol phospholipids are ubiquitous in biochemistry and play a central role in cell signaling and regulation events. For this reason, their synthesis has attracted widespread interest. This paper describes the preparation of a new optically active inositol phosphate derivative, 2-O-acetyl-3,4,5,6-tetra-O-benzyl-d-myo-inosityl diphenylphosphate (6), and its characterization by spectroscopic methods. Compound (6) represents a useful intermediate for the preparation of inositol phosphate and phospholipids, in particular of glycerophosphoinositol (GPI), a natural anti-inflammatory agent.

Keywords: anti-inflammatory activity; desymmetrization; l-camphor dimethyl acetal; myo-inositol phosphate; myo-inositol phospholipids.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Inositol Phosphates* / chemistry
  • Phospholipids*
  • Stereoisomerism

Substances

  • Inositol Phosphates
  • Phospholipids