Design, synthesis, and biological evaluation of combretabenzodiazepines: A novel class of anti-tubulin agents

Ubaldina Galli; Cristina Travelli; Silvio Aprile; Elena Arrigoni; Simone Torretta; Giorgio Grosa; Alberto Massarotti; Giovanni Sorba; Pier Luigi Canonico; Armando A. Genazzani; Gian Cesare Tron

doi:10.1021/jm5016389

Design, synthesis, and biological evaluation of combretabenzodiazepines: A novel class of anti-tubulin agents

Ubaldina Galli
, Cristina Travelli
, Silvio Aprile
, Elena Arrigoni
, Simone Torretta
, Giorgio Grosa
, Alberto Massarotti
, Giovanni Sorba
, Pier Luigi Canonico
, Armando A. Genazzani
, Gian Cesare Tron

Department of Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

Abstract

In the present manuscript, starting from the 1,4-benzodiazepin-2-one nucleus, a privileged structure in medicinal chemistry, we have synthesized a novel class of cis-locked combretastatins named combreatabenzodiazepines. They show similar cytotoxic and antitubulin activity compared to combretastatin A-4 in neuroblastoma cells, showing a better pharmacokinetic profile. This class of compounds has therefore the potential for further development as antitubulin agents.

Original language	English
Pages (from-to)	1345-1357
Number of pages	13
Journal	Journal of Medicinal Chemistry
Volume	58
Issue number	3
DOIs	https://doi.org/10.1021/jm5016389
Publication status	Published - 12 Feb 2015

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title = "Design, synthesis, and biological evaluation of combretabenzodiazepines: A novel class of anti-tubulin agents",

abstract = "In the present manuscript, starting from the 1,4-benzodiazepin-2-one nucleus, a privileged structure in medicinal chemistry, we have synthesized a novel class of cis-locked combretastatins named combreatabenzodiazepines. They show similar cytotoxic and antitubulin activity compared to combretastatin A-4 in neuroblastoma cells, showing a better pharmacokinetic profile. This class of compounds has therefore the potential for further development as antitubulin agents.",

author = "Ubaldina Galli and Cristina Travelli and Silvio Aprile and Elena Arrigoni and Simone Torretta and Giorgio Grosa and Alberto Massarotti and Giovanni Sorba and Canonico, \{Pier Luigi\} and Genazzani, \{Armando A.\} and Tron, \{Gian Cesare\}",

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doi = "10.1021/jm5016389",

language = "English",

volume = "58",

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TY - JOUR

T1 - Design, synthesis, and biological evaluation of combretabenzodiazepines

T2 - A novel class of anti-tubulin agents

AU - Galli, Ubaldina

AU - Travelli, Cristina

AU - Aprile, Silvio

AU - Arrigoni, Elena

AU - Torretta, Simone

AU - Grosa, Giorgio

AU - Massarotti, Alberto

AU - Sorba, Giovanni

AU - Canonico, Pier Luigi

AU - Genazzani, Armando A.

AU - Tron, Gian Cesare

PY - 2015/2/12

Y1 - 2015/2/12

N2 - In the present manuscript, starting from the 1,4-benzodiazepin-2-one nucleus, a privileged structure in medicinal chemistry, we have synthesized a novel class of cis-locked combretastatins named combreatabenzodiazepines. They show similar cytotoxic and antitubulin activity compared to combretastatin A-4 in neuroblastoma cells, showing a better pharmacokinetic profile. This class of compounds has therefore the potential for further development as antitubulin agents.

AB - In the present manuscript, starting from the 1,4-benzodiazepin-2-one nucleus, a privileged structure in medicinal chemistry, we have synthesized a novel class of cis-locked combretastatins named combreatabenzodiazepines. They show similar cytotoxic and antitubulin activity compared to combretastatin A-4 in neuroblastoma cells, showing a better pharmacokinetic profile. This class of compounds has therefore the potential for further development as antitubulin agents.

UR - https://www.scopus.com/pages/publications/84922769004

U2 - 10.1021/jm5016389

DO - 10.1021/jm5016389

M3 - Article

SN - 0022-2623

VL - 58

SP - 1345

EP - 1357

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

IS - 3

ER -

Design, synthesis, and biological evaluation of combretabenzodiazepines: A novel class of anti-tubulin agents

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