Maytansinol Derivatives: Side Reactions as a Chance for New Tubulin Binders.
Chemistry
; 28(2): e202103520, 2022 Jan 10.
Article
in En
| MEDLINE
| ID: mdl-34788896
ABSTRACT
Maytansinol is a valuable precursor for the preparation of maytansine derivatives (known as maytansinoids). Inspired by the intriguing structure of the macrocycle and the success in targeted cancer therapy of the derivatives, we explored the maytansinol acylation reaction. As a result, we were able to obtain a series of derivatives with novel modifications of the maytansine scaffold. We characterized these molecules by docking studies, by a comprehensive biochemical evaluation, and by determination of their crystal structures in complex with tubulin. The results shed further light on the intriguing chemical behavior of maytansinoids and confirm the relevance of this peculiar scaffold in the scenario of tubulin binders.
Key words
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Maytansine
/
Neoplasms
Limits:
Humans
Language:
En
Journal:
Chemistry
Journal subject:
QUIMICA
Year:
2022
Document type:
Article
Affiliation country:
Italy