225660-83-3Relevant academic research and scientific papers
Restoration of Microtubule Interaction and Cytotoxicity in D-seco Taxanes upon Incorporation of 20-Hydroxymethyl-4-allyloxy Groups
Wang, Shao-Rong,Yang, Chun-Gang,Sánchez-Murcia, Pedro A.,Snyder, James P.,Yan, Ning,Sáez-Calvo, Gonzalo,Díaz, José Fernando,Gago, Federico,Fang, Wei-Shuo
, p. 6098 - 6101 (2016/01/09)
To probe the exact role of the oxetane D ring in both tubulin binding and cytotoxicity of taxanes, novel D-seco taxanes bearing a C4 ether substituent have been prepared from paclitaxel 1a. Among them, 20-hydroxymethyl-4-allyloxy D-seco taxane 5e is the m
Synthesis and biological evaluation of novel paclitaxel (Taxol) D-ring modified analogues
Gunatilaka, A. A. Leslie,Ramdayal, Frank D.,Sarragiotto, Maria H.,Kingston, David G. I.,Sackett, Dan L.,Hamel, Ernest
, p. 2694 - 2703 (2007/10/03)
The semisynthesis and biological activity of paclitaxel (Taxol) analogues in which the oxygen atom in ring D is substituted by a sulfur or a selenium atom is presented. These derivatives were synthesized and tested in order to make more transparent the role of the oxetane ring in the biological activity of paclitaxel. The sulfur derivatives were found to be less active than paclitaxel in biological assays, while the selenium derivative could not be converted to its 4-acyl analogue. The results with the sulfur analogues suggest that the oxygen atom in the oxetane ring plays an important role in the mechanism by which paclitaxel exhibits its anticancer activity.
