Tubulin inhibitors targeting the colchicine binding site: a perspective of privileged structures

Design, synthesis, and biological evaluation of cyclic-indole derivatives as anti-tumor agents via the inhibition of tubulin polymerization

(2017) Jun Yan et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Design, synthesis and anticancer properties of Iso CombretaQuinolines as potent tubulin assembly inhibitors

(2017) Ilhem Khelifi et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

N-Heterocyclic (4-Phenylpiperazin-1-yl)methanones Derived from Phenoxazine and Phenothiazine as Highly Potent Inhibitors of Tubulin Polymerization

(2017) Helge Prinz et al.   JOURNAL OF MEDICINAL CHEMISTRY

Pyridine Based Antitumour Compounds Acting at the Colchicine Site

(2016) R. Álvarez et al.   CURRENT MEDICINAL CHEMISTRY

Design, synthesis and cytotoxic activities of novel 2,5-diketopiperazine derivatives

(2016) Sheng-Rong Liao et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Recent advances of cytotoxic chalconoids targeting tubulin polymerization: Synthesis and biological activity

(2016) Hassan Mirzaei et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

The structural modification of natural products for novel drug discovery

(2016) Hong Yao et al.   Expert Opinion on Drug Discovery

Indole molecules as inhibitors of tubulin polymerization: potential new anticancer agents, an update (2013–2015)

(2016) Renukadevi Patil et al.   Future Medicinal Chemistry

Design, Synthesis, and Preclinical Evaluation of 4-Substituted-5-methyl-furo[2,3-d]pyrimidines as Microtubule Targeting Agents That Are Effective against Multidrug Resistant Cancer Cells

(2016) Ravi Kumar Vyas Devambatla et al.   JOURNAL OF MEDICINAL CHEMISTRY

Synthesis and Biological Evaluation of N-[2-(4-Hydroxyphenylamino)-pyridin-3-yl]-4-methoxy-benzenesulfonamide (ABT-751) Tricyclic Analogues as Antimitotic and Antivascular Agents with Potent in Vivo Antitumor Activity

(2016) Zacharie Segaoula et al.   JOURNAL OF MEDICINAL CHEMISTRY

Design, Synthesis, and Biological Evaluation of 1-Methyl-1,4-dihydroindeno[1,2-c]pyrazole Analogues as Potential Anticancer Agents Targeting Tubulin Colchicine Binding Site

(2016) Yan-Na Liu et al.   JOURNAL OF MEDICINAL CHEMISTRY

Synthesis, Evaluation, and Mechanism Study of Novel Indole-Chalcone Derivatives Exerting Effective Antitumor Activity Through Microtubule Destabilization in Vitro and in Vivo

(2016) Jun Yan et al.   JOURNAL OF MEDICINAL CHEMISTRY

Potent Antitumor Activities and Structure Basis of the Chiral β-Lactam Bridged Analogue of Combretastatin A-4 Binding to Tubulin

(2016) Pengfei Zhou et al.   JOURNAL OF MEDICINAL CHEMISTRY

Blocking Blood Flow to Solid Tumors by Destabilizing Tubulin: An Approach to Targeting Tumor Growth

(2016) María-Jesús Pérez-Pérez et al.   JOURNAL OF MEDICINAL CHEMISTRY

Structural interrogation of benzosuberene-based inhibitors of tubulin polymerization

(2015) Christine A. Herdman et al.   BIOORGANIC & MEDICINAL CHEMISTRY

IsoCombretaQuinazolines: Potent Cytotoxic Agents with Antitubulin Activity

(2015) Mohamed Ali Soussi et al.   ChemMedChem

Styryl-N-phenyl-N′-(2-chloroethyl)ureas and styrylphenylimidazolidin-2-ones as new potent microtubule-disrupting agents using combretastatin A-4 as model

(2015) Mathieu Gagné-Boulet et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Structures of a diverse set of colchicine binding site inhibitors in complex with tubulin provide a rationale for drug discovery

(2015) Yuxi Wang et al.   FEBS Journal

Design, Synthesis, and Biological Evaluation of Combretabenzodiazepines: A Novel Class of Anti-Tubulin Agents

(2015) Ubaldina Galli et al.   JOURNAL OF MEDICINAL CHEMISTRY

Synthesis and Biochemical Evaluation of 3-Phenoxy-1,4-diarylazetidin-2-ones as Tubulin-Targeting Antitumor Agents

(2015) Thomas F. Greene et al.   JOURNAL OF MEDICINAL CHEMISTRY

Synthesis, biological evaluation and mechanism study of a class of benzylideneindanone derivatives as novel anticancer agents

(2015) Jinhui Hu et al.   MedChemComm

Synthesis of indole-derived allocolchicine congeners exhibiting pronounced anti-proliferative and apoptosis-inducing properties

(2015) Nikolay S. Sitnikov et al.   MedChemComm

Prodrug Study of Plinabulin Using a Click Strategy Focused on the Effects of a Replaceable Water-Solubilizing Moiety

(2015) Fumika Yakushiji et al.   CHEMICAL & PHARMACEUTICAL BULLETIN

Design, synthesis and biological evaluation of a series of pyrano chalcone derivatives containing indole moiety as novel anti-tubulin agents

(2014) Guangcheng Wang et al.   BIOORGANIC & MEDICINAL CHEMISTRY

New benzimidazole-2-urea derivates as tubulin inhibitors

(2014) Wenna Wang et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Discovery of azaisoerianin derivatives as potential antitumors agents

(2014) Mohamed Ali Soussi et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Design and synthesis of novel soluble 2,5-diketopiperazine derivatives as potential anticancer agents

(2014) Shengrong Liao et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Optimization of 4-(N-Cycloamino)phenylquinazolines as a Novel Class of Tubulin-Polymerization Inhibitors Targeting the Colchicine Site

(2014) Xiao-Feng Wang et al.   JOURNAL OF MEDICINAL CHEMISTRY

Recent Progress on C-4-Modified Podophyllotoxin Analogs as Potent Antitumor Agents

(2014) Ying-Qian Liu et al.   MEDICINAL RESEARCH REVIEWS

Development of a New Benzophenone–Diketopiperazine-Type Potent Antimicrotubule Agent Possessing a 2-Pyridine Structure

(2014) Yoshiki Hayashi et al.   ACS Medicinal Chemistry Letters

Synthesis of structurally diverse benzosuberene analogues and their biological evaluation as anti-cancer agents

(2013) Rajendra P. Tanpure et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Millepachine, a novel chalcone, induces G 2 /M arrest by inhibiting CDK1 activity and causing apoptosis via ROS-mitochondrial apoptotic pathway in human hepatocarcinoma cells in vitro and in vivo

(2013) Wenshuang Wu et al.   CARCINOGENESIS

Synthesis and biological evaluation of novel pyranochalcone derivatives as a new class of microtubule stabilizing agents

(2013) Dong Cao et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Design, synthesis and anticancer properties of 5-arylbenzoxepins as conformationally restricted iso combretastatin A-4 analogs

(2013) Evelia Rasolofonjatovo et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

N-Aryl-6-methoxy-1,2,3,4-tetrahydroquinolines: A novel class of antitumor agents targeting the colchicine site on tubulin

(2013) Xiao-Feng Wang et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Pyranoxanthones: Synthesis, growth inhibitory activity on human tumor cell lines and determination of their lipophilicity in two membrane models

(2013) Carlos M.G. Azevedo et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Structure–Activity Relationship and in Vitro and in Vivo Evaluation of the Potent Cytotoxic Anti-microtubule Agent N-(4-Methoxyphenyl)-N,2,6-trimethyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-aminium Chloride and Its Analogues As Antitumor Agents

(2013) Aleem Gangjee et al.   JOURNAL OF MEDICINAL CHEMISTRY

Furanylazaindoles: Potent Anticancer Agents in Vitro and in Vivo

(2013) Hsueh-Yun Lee et al.   JOURNAL OF MEDICINAL CHEMISTRY

Design, Synthesis, and Biological Evaluation of (E)-N-Aryl-2-arylethenesulfonamide Analogues as Potent and Orally Bioavailable Microtubule-Targeted Anticancer Agents

(2013) M. V. Ramana Reddy et al.   JOURNAL OF MEDICINAL CHEMISTRY

Endowing Indole-Based Tubulin Inhibitors with an Anchor for Derivatization: Highly Potent 3-Substituted Indolephenstatins and Indoleisocombretastatins

(2013) Raquel Álvarez et al.   JOURNAL OF MEDICINAL CHEMISTRY

Synthesis and structure–activity relationships of benzophenone-bearing diketopiperazine-type anti-microtubule agents

(2012) Yuri Yamazaki et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Synthesis and biological evaluation of N-alkyl-N-(4-methoxyphenyl)pyridin-2-amines as a new class of tubulin polymerization inhibitors

(2012) Xiao-Feng Wang et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Design and synthesis of diarylamines and diarylethers as cytotoxic antitumor agents

(2012) Xiao-Feng Wang et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

2,5-Diketopiperazines: Synthesis, Reactions, Medicinal Chemistry, and Bioactive Natural Products

(2012) Alan D. Borthwick   CHEMICAL REVIEWS

Design, synthesis, and structure–activity relationship studies of novel millepachine derivatives as potent antiproliferative agents

(2012) Guangcheng Wang et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Conformationnally restricted naphthalene derivatives type isocombretastatin A-4 and isoerianin analogues: Synthesis, cytotoxicity and antitubulin activity

(2012) Evelia Rasolofonjatovo et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Indole molecules as inhibitors of tubulin polymerization: potential new anticancer agents

(2012) Shivaputra A Patil et al.   Future Medicinal Chemistry

An Overview of Tubulin Inhibitors That Interact with the Colchicine Binding Site

(2012) Yan Lu et al.   PHARMACEUTICAL RESEARCH

Synthesis and Antiproliferative Activities of Ottelione A Analogues

(2012) Tsai-Yuan Chang et al.   ACS Medicinal Chemistry Letters

A-Ring Dihalogenation Increases the Cellular Activity of Combretastatin-Templated Tetrazoles

(2012) Thomas M. Beale et al.   ACS Medicinal Chemistry Letters

Phenylimino-10H-anthracen-9-ones as novel antimicrotubule agents—synthesis, antiproliferative activity and inhibition of tubulin polymerization

(2011) Helge Prinz et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Water-Soluble Prodrug of Antimicrotubule Agent Plinabulin: Effective Strategy with Click Chemistry

(2011) Fumika Yakushiji et al.   CHEMISTRY-A EUROPEAN JOURNAL

Discovery of Isoerianin Analogues as Promising Anticancer Agents

(2011) Samir Messaoudi et al.   ChemMedChem

Substituted phenyl 4-(2-oxoimidazolidin-1-yl)benzenesulfonamides as antimitotics. Antiproliferative, antiangiogenic and antitumoral activity, and quantitative structure-activity relationships

(2011) Sébastien Fortin et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Discovery of a Clinical Stage Multi-Kinase Inhibitor Sodium (E)-2-{2-Methoxy-5-[(2′,4′,6′-trimethoxystyrylsulfonyl)methyl]phenylamino}acetate (ON 01910.Na): Synthesis, Structure–Activity Relationship, and Biological Activity

(2011) M. V. Ramana Reddy et al.   JOURNAL OF MEDICINAL CHEMISTRY

Convergent Synthesis and Biological Evaluation of 2-Amino-4-(3′,4′,5′-trimethoxyphenyl)-5-aryl Thiazoles as Microtubule Targeting Agents

(2011) Romeo Romagnoli et al.   JOURNAL OF MEDICINAL CHEMISTRY

Design, Synthesis, Biological Evaluation, and Structure–Activity Relationships of Substituted Phenyl 4-(2-Oxoimidazolidin-1-yl)benzenesulfonates as New Tubulin Inhibitors Mimicking Combretastatin A-4

(2011) Sébastien Fortin et al.   JOURNAL OF MEDICINAL CHEMISTRY

Synthesis and Structure–Activity Relationship Study of Antimicrotubule Agents Phenylahistin Derivatives with a Didehydropiperazine-2,5-dione Structure

(2011) Yuri Yamazaki et al.   JOURNAL OF MEDICINAL CHEMISTRY

Drugs that target dynamic microtubules: A new molecular perspective

(2011) Richard A. Stanton et al.   MEDICINAL RESEARCH REVIEWS

Steroidomimetic Tetrahydroisoquinolines for the Design of New Microtubule Disruptors

(2011) Mathew P. Leese et al.   ACS Medicinal Chemistry Letters

Synthesis, antiproliferative activity and inhibition of tubulin polymerization by 1,5- and 1,8-disubstituted 10H-anthracen-9-ones bearing a 10-benzylidene or 10-(2-oxo-2-phenylethylidene) moiety

(2010) Holger C. Nickel et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Stathmin and Interfacial Microtubule Inhibitors Recognize a Naturally Curved Conformation of Tubulin Dimers

(2010) Pascale Barbier et al.   JOURNAL OF BIOLOGICAL CHEMISTRY

Synthesis, Antitubulin, and Antiproliferative SAR of Analogues of 2-Methoxyestradiol-3,17-O,O-bis-sulfamate

(2010) Fabrice Jourdan et al.   JOURNAL OF MEDICINAL CHEMISTRY

Synthesis and Evaluation of Azetidinone Analogues of Combretastatin A-4 as Tubulin Targeting Agents

(2010) Niamh M. O’Boyle et al.   JOURNAL OF MEDICINAL CHEMISTRY

Synthesis and Discovery of Water-Soluble Microtubule Targeting Agents that Bind to the Colchicine Site on Tubulin and Circumvent Pgp Mediated Resistance

(2010) Aleem Gangjee et al.   JOURNAL OF MEDICINAL CHEMISTRY

Characterization of the Covalent Binding of N-Phenyl-N'-(2-chloroethyl)ureas to  -Tubulin: Importance of Glu198 in Microtubule Stability

(2010) S. Fortin et al.   JOURNAL OF PHARMACOLOGY AND EXPERIMENTAL THERAPEUTICS

ENMD-1198, a New Analogue of 2-Methoxyestradiol, Displays Both Antiangiogenic and Vascular-Disrupting Properties

(2010) E. Pasquier et al.   MOLECULAR CANCER THERAPEUTICS

Phase I Clinical Trial of MPC-6827 (Azixa), a Microtubule Destabilizing Agent, in Patients with Advanced Cancer

(2010) A.-M. Tsimberidou et al.   MOLECULAR CANCER THERAPEUTICS

Microtubule-binding agents: a dynamic field of cancer therapeutics

(2010) Charles Dumontet et al.   NATURE REVIEWS DRUG DISCOVERY

Combretastatin-like chalcones as inhibitors of microtubule polymerization. Part 1: Synthesis and biological evaluation of antivascular activity

(2009) Sylvie Ducki et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Combretastatin-like chalcones as inhibitors of microtubule polymerisation. Part 2: Structure-based discovery of alpha-aryl chalcones

(2009) Sylvie Ducki et al.   BIOORGANIC & MEDICINAL CHEMISTRY

10-(2-oxo-2-Phenylethylidene)-10H-anthracen-9-ones as Highly Active Antimicrotubule Agents: Synthesis, Antiproliferative Activity, and Inhibition of Tubulin Polymerization

(2009) Helge Prinz et al.   JOURNAL OF MEDICINAL CHEMISTRY

Isocombretastatins A versus Combretastatins A: The ForgottenisoCA-4 Isomer as a Highly Promising Cytotoxic and Antitubulin Agent

(2009) Samir Messaoudi et al.   JOURNAL OF MEDICINAL CHEMISTRY

Discovery ofN-(4-Methoxyphenyl)-N,2-dimethylquinazolin-4-amine, a Potent Apoptosis Inducer and Efficacious Anticancer Agent with High Blood Brain Barrier Penetration

(2009) Nilantha Sirisoma et al.   JOURNAL OF MEDICINAL CHEMISTRY

Variations in the colchicine-binding domain provide insight into the structural switch of tubulin

(2009) A. Dorleans et al.   PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA

Synthesis and biological evaluation of new disubstituted analogues of 6-methoxy-3-(3′,4′,5′-trimethoxybenzoyl)-1H-indole (BPR0L075), as potential antivascular agents

(2008) Nancy Ty et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Synthesis and biological evaluation of 2-(3′,4′,5′-trimethoxybenzoyl)-3-N,N-dimethylamino benzo[b]furan derivatives as inhibitors of tubulin polymerization

(2008) Romeo Romagnoli et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Design, synthesis and biological evaluation of dihydronaphthalene and benzosuberene analogs of the combretastatins as inhibitors of tubulin polymerization in cancer chemotherapy

(2008) Madhavi Sriram et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Structure–Activity Relationships of C-17 Cyano-Substituted Estratrienes as Anticancer Agents†

(2008) Mathew P. Leese et al.   JOURNAL OF MEDICINAL CHEMISTRY

Synthesis and Biological Evaluation of 1-Methyl-2-(3′,4′,5′-trimethoxybenzoyl)-3-aminoindoles as a New Class of Antimitotic Agents and Tubulin Inhibitors

(2008) Romeo Romagnoli et al.   JOURNAL OF MEDICINAL CHEMISTRY

Discovery of 4-Amino and 4-Hydroxy-1-aroylindoles as Potent Tubulin Polymerization Inhibitors

(2008) Jing-Ping Liou et al.   JOURNAL OF MEDICINAL CHEMISTRY

Design, Synthesis, and Biological Evaluation of (E)-Styrylbenzylsulfones as Novel Anticancer Agents

(2007) M. V. Ramana Reddy et al.   JOURNAL OF MEDICINAL CHEMISTRY