Maytansinoids are a successful class of natural and semisynthetic tubulin binders, known for their potent cytotoxic activity. Their wider application as cytotoxins and chemical probes to study tubulin dynamics has been held back by the complexity of natural product chemistry. Here we report the synthesis of long-chain derivatives and maytansinoid conjugates. We confirmed that bulky substituents do not impact their high activity or the scaffold's binding mode. These encouraging results open new avenues for the design of new maytansine-based probes.
Maytansinol Functionalization: Towards Useful Probes for Studying Microtubule Dynamics / Z. Boiarska, H. Pérez-Peña, A. Abel, P. Marzullo, B. Álvarez-Bernad, F. Bonato, B. Santini, D. Horvath, D. Lucena-Agell, F. Vasile, M. Sironi, J.F. Díaz, A.E. Prota, S. Pieraccini, D. Passarella. - In: CHEMISTRY-A EUROPEAN JOURNAL. - ISSN 0947-6539. - 29:5(2023 Jan 24), pp. 1-12. [10.1002/chem.202203431]
Maytansinol Functionalization: Towards Useful Probes for Studying Microtubule Dynamics
Z. BoiarskaCo-primo
;A. AbelCo-primo
;P. MarzulloCo-primo
;F. Bonato;B. Santini;F. Vasile;M. Sironi;S. Pieraccini
;D. Passarella
2023
Abstract
Maytansinoids are a successful class of natural and semisynthetic tubulin binders, known for their potent cytotoxic activity. Their wider application as cytotoxins and chemical probes to study tubulin dynamics has been held back by the complexity of natural product chemistry. Here we report the synthesis of long-chain derivatives and maytansinoid conjugates. We confirmed that bulky substituents do not impact their high activity or the scaffold's binding mode. These encouraging results open new avenues for the design of new maytansine-based probes.File | Dimensione | Formato | |
---|---|---|---|
Supporting_Information.pdf
accesso aperto
Descrizione: supporting information
Tipologia:
Altro
Dimensione
6.53 MB
Formato
Adobe PDF
|
6.53 MB | Adobe PDF | Visualizza/Apri |
Chemistry A European J - 2022 - Boiarska - Maytansinol Functionalization Towards Useful Probes for Studying Microtubule.pdf
accesso riservato
Tipologia:
Publisher's version/PDF
Dimensione
6.19 MB
Formato
Adobe PDF
|
6.19 MB | Adobe PDF | Visualizza/Apri Richiedi una copia |
manuscript_Accepted.pdf
accesso aperto
Tipologia:
Post-print, accepted manuscript ecc. (versione accettata dall'editore)
Dimensione
1.12 MB
Formato
Adobe PDF
|
1.12 MB | Adobe PDF | Visualizza/Apri |
Pubblicazioni consigliate
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.