Conformationally restricted paclitaxel analogues: macrocyclic mimics of the "hydrophobic collapse" conformation

T C Boge; Z J Wu; R H Himes; D G Vander Velde; G I Georg

doi:10.1016/s0960-894x(99)00522-3

Conformationally restricted paclitaxel analogues: macrocyclic mimics of the "hydrophobic collapse" conformation

Bioorg Med Chem Lett. 1999 Oct 18;9(20):3047-52. doi: 10.1016/s0960-894x(99)00522-3.

Authors

T C Boge¹, Z J Wu, R H Himes, D G Vander Velde, G I Georg

Affiliation

¹ Department of Medicinal Chemistry, University of Kansas, Lawrence 66045, USA.

PMID: 10571173
DOI: 10.1016/s0960-894x(99)00522-3

Abstract

Conformationally restricted macrocyclic analogues of paclitaxel were prepared, by connecting the 3'-phenyl group and the 2-benzoate moiety with two-atom tethers to mimic the "hydrophobic collapse" paclitaxel conformation. The analogues did not show activity in a tubulin assembly assay.

Publication types

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

MeSH terms

Antineoplastic Agents, Phytogenic / chemistry*
Molecular Conformation
Paclitaxel / chemistry*

Substances

Antineoplastic Agents, Phytogenic
Paclitaxel