Stilbenophane analogues of deoxycombretastatin A-4

Carmen Mateo; Concepción Pérez-Melero; Rafael Peláez; Manuel Medarde

doi:10.1021/jo0508393

Stilbenophane analogues of deoxycombretastatin A-4

J Org Chem. 2005 Aug 5;70(16):6544-7. doi: 10.1021/jo0508393.

Authors

Carmen Mateo¹, Concepción Pérez-Melero, Rafael Peláez, Manuel Medarde

Affiliation

¹ Laboratorio de Química Orgánica y Farmacéutica, Universidad de Salamanca, Facultad de Farmacia, Campus Miguel de Unamuno, E-37007, Salamanca, Spain.

PMID: 16050729
DOI: 10.1021/jo0508393

Abstract

A new family of polyoxygenated stilbenophanes has been synthesized as conformationally restricted analogues of antimitotic combretastatins. By means of the McMurry olefination process, compounds derived from diethyleneglycol and 1,6-hexanediol were obtained, whereas Grubbs' catalyst failed in producing the ring-closing metathesis to this kind of macrocyclic products.

Publication types

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

MeSH terms

Antineoplastic Agents / chemical synthesis*
Antineoplastic Agents / chemistry*
Cyclization
Magnetic Resonance Spectroscopy
Molecular Structure
Stilbenes / chemical synthesis*
Stilbenes / chemistry*

Substances

Antineoplastic Agents
Stilbenes
stilbenophane
fosbretabulin