Synthesis of extremely simplified compounds possessing the key pharmacophore units of taxol, phenylisoserine and oxetane moieties

Chem Pharm Bull (Tokyo). 1999 Sep;47(9):1334-7. doi: 10.1248/cpb.47.1334.

Abstract

Straight chain compounds having a phenylisoserine unit and an oxetane ring at the alpha- and omega- position, respectively as extremely simplified analogues of taxol were prepared. None of these compounds showed promising tubulin inhibitory activity.

MeSH terms

  • Alcohols / chemistry
  • Antineoplastic Agents, Phytogenic / chemistry*
  • Chemical Phenomena
  • Chemistry, Physical
  • Ethers, Cyclic / chemistry*
  • Magnetic Resonance Spectroscopy
  • Paclitaxel / chemistry*
  • Serine / analogs & derivatives*
  • Serine / chemistry
  • Tubulin / chemistry

Substances

  • Alcohols
  • Antineoplastic Agents, Phytogenic
  • Ethers, Cyclic
  • Tubulin
  • Serine
  • beta-phenylisoserine
  • oxetane
  • Paclitaxel