Literature DB >> 10328289

A new anti-tubulin agent containing the benzo[b]thiophene ring system.

K G Pinney1, A D Bounds, K M Dingeman, V P Mocharla, G R Pettit, R Bai, E Hamel.   

Abstract

A new type of inhibitor of tubulin polymerization was discovered based on the 3-aroyl-2-arylbenzo[b]thiophene molecular skeleton. The lead compound in this series, 2-(4'-methoxyphenyl)-3-(3',4',5'-trimethoxybenzoyl)-6-methoxybe nzo[b]thiophene 1, inhibited tubulin polymerization, caused an increase in the mitotic index of CA46 Burkitt lymphoma cells, and inhibited the growth of several human cancer cell lines.

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Year:  1999        PMID： 10328289     DOI： 10.1016/s0960-894x(99)00143-2

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  16 in total

1.  Synthesis and biological evaluation of indole-based, anti-cancer agents inspired by the vascular disrupting agent 2-(3'-hydroxy-4'-methoxyphenyl)-3-(3″,4″,5″-trimethoxybenzoyl)-6-methoxyindole (OXi8006).

Authors:  Matthew T Macdonough; Tracy E Strecker; Ernest Hamel; John J Hall; David J Chaplin; Mary Lynn Trawick; Kevin G Pinney
Journal:  Bioorg Med Chem       Date:  2013-07-23       Impact factor: 3.641

2.  Synthesis of a 2-aryl-3-aroyl indole salt (OXi8007) resembling combretastatin A-4 with application as a vascular disrupting agent.

Authors:  Mallinath B Hadimani; Matthew T Macdonough; Anjan Ghatak; Tracy E Strecker; Ramona Lopez; Madhavi Sriram; Benson L Nguyen; John J Hall; Raymond J Kessler; Anupama R Shirali; Li Liu; Charles M Garner; George R Pettit; Ernest Hamel; David J Chaplin; Ralph P Mason; Mary Lynn Trawick; Kevin G Pinney
Journal:  J Nat Prod       Date:  2013-09-09       Impact factor: 4.050

3.  Solution-phase parallel synthesis of a multi-substituted benzo[b]thiophene library.

Authors:  Chul-Hee Cho; Benjamin Neuenswander; Gerald H Lushington; Richard C Larock
Journal:  J Comb Chem       Date:  2009 Sep-Oct

4.  Synthesis and Biological Evaluation of Benzocyclooctene-based and Indene-based Anticancer Agents that Function as Inhibitors of Tubulin Polymerization.

Authors:  Christine A Herdman; Tracy E Strecker; Rajendra P Tanpure; Zhi Chen; Alex Winters; Jeni Gerberich; Li Liu; Ernest Hamel; Ralph P Mason; David J Chaplin; Mary Lynn Trawick; Kevin G Pinney
Journal:  Medchemcomm       Date:  2016-09-22       Impact factor: 3.597

5.  Synthesis of dihydronaphthalene analogues inspired by combretastatin A-4 and their biological evaluation as anticancer agents.

Authors:  Casey J Maguire; Zhi Chen; Vani P Mocharla; Madhavi Sriram; Tracy E Strecker; Ernest Hamel; Heling Zhou; Ramona Lopez; Yifan Wang; Ralph P Mason; David J Chaplin; Mary Lynn Trawick; Kevin G Pinney
Journal:  Medchemcomm       Date:  2018-08-24       Impact factor: 3.597

6.  Substituted 2-(3',4',5'-trimethoxybenzoyl)-benzo[b]thiophene derivatives as potent tubulin polymerization inhibitors.

Authors:  Romeo Romagnoli; Pier Giovanni Baraldi; Maria Dora Carrion; Olga Cruz-Lopez; Manlio Tolomeo; Stefania Grimaudo; Antonietta Di Cristina; Maria Rosaria Pipitone; Jan Balzarini; Andrea Brancale; Ernest Hamel
Journal:  Bioorg Med Chem       Date:  2010-06-01       Impact factor: 3.641

7.  Structure Guided Design, Synthesis, and Biological Evaluation of Novel Benzosuberene Analogues as Inhibitors of Tubulin Polymerization.

Authors:  Haichan Niu; Tracy E Strecker; Jeni L Gerberich; James W Campbell; Debabrata Saha; Deboprosad Mondal; Ernest Hamel; David J Chaplin; Ralph P Mason; Mary Lynn Trawick; Kevin G Pinney
Journal:  J Med Chem       Date:  2019-05-24       Impact factor: 7.446

8.  Diverse methyl sulfone-containing benzo[b]thiophene library via iodocyclization and palladium-catalyzed coupling.

Authors:  Chul-Hee Cho; Benjamin Neuenswander; Richard C Larock
Journal:  J Comb Chem       Date:  2010-03-08

9.  Mechanistic Considerations in the Synthesis of 2-Aryl-Indole Analogues under Bischler-Mohlau Conditions.

Authors:  Matthew T MacDonough; Zhe Shi; Kevin G Pinney
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

10.  Novel 9'-substituted-noscapines: synthesis with Suzuki cross-coupling, structure elucidation and biological evaluation.

Authors:  Elena Porcù; Attila Sipos; Giuseppe Basso; Ernest Hamel; Ruoli Bai; Verena Stempfer; Antal Udvardy; Attila Cs Bényei; Helmut Schmidhammer; Sándor Antus; Giampietro Viola
Journal:  Eur J Med Chem       Date:  2014-07-16       Impact factor: 6.514
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