Literature DB >> 31687840

Biological Evaluation of a Potential Anticancer Agent Methyl N-[5-(3'-Iodobenzoyl)-1H-Benzimidazol-2-yl]Carbamate.

Zbigniew P Kortylewicz1, Don W Coulter2, Janina Baranowska-Kortylewicz1.   

Abstract

Background: Resistance of cancer to chemo- and radiotherapy remains a major clinical problem. This study contributes to the ongoing search for agents that can bypass this resistance by developing a novel antimitotic theranostic. Materials and
Methods: Methyl N-[5-(3'-iodobenzoyl)-1H-benzimidazol-2-yl]carbamates 1 and 2 were synthesized from a common precursor 3 or its 3'-stannylated derivative. The cytotoxicity of compound 1 was evaluated in several neuroblastoma and glioblastoma cell lines and in the NCI 60-cell assay. Biodistribution was conducted in mice after oral administration of compound 2 to determine tissue and brain uptake. Result: Lethal concentrations (LC50s) of compound 1 in neuroblastoma and glioblastoma are >15 × lower compared with compound 3, a drug currently tested in clinical studies in pediatric and adult brain tumors. Growth inhibition concentrations (GI50) are in the nanomolar range in 60 cancer cell lines. When compound 1 is combined with a 4-Gy dose of radiation, <0.5% of cells retain their reproductive integrity. Increased hydrophobicity of new agents greatly enhances their brain uptake after oral administration. Conclusions: Compound 1 is potently cytotoxic in a wide range of human cancer cell lines. Its structure allows incorporation of imaging and therapeutic radionuclides. It is therefore expected that compound 1 can be developed into a novel theranostic modality across a wide range of malignancies.

Entities:  

Keywords:  benzimidazole carbamates; cancer; glioblastoma; neuroblastoma; radiosensitizer; theranostics

Mesh:

Substances:

Year:  2019        PMID: 31687840      PMCID: PMC7044783          DOI: 10.1089/cbr.2019.2988

Source DB:  PubMed          Journal:  Cancer Biother Radiopharm        ISSN: 1084-9785            Impact factor:   3.099


  39 in total

1.  Use of fenbendazole-containing therapeutic diets for mice in experimental cancer therapy studies.

Authors:  Qiwen Duan; Yanfeng Liu; Carmen J Booth; Sara Rockwell
Journal:  J Am Assoc Lab Anim Sci       Date:  2012-03       Impact factor: 1.232

2.  Histone phosphorylation and chromatin structure during mitosis in Chinese hamster cells.

Authors:  L R Gurley; J A D'Anna; S S Barham; L L Deaven; R A Tobey
Journal:  Eur J Biochem       Date:  1978-03

3.  Mebendazole in enterobiasis. Radiochemical and pilot clinical study in 1,278 subjects.

Authors:  J P Brugmans; D C Thienpont; I van Wijngaarden; O F Vanparijs; V L Schuermans; H L Lauwers
Journal:  JAMA       Date:  1971-07-19       Impact factor: 56.272

4.  Radioprotection by DMSO of mammalian cells exposed to X-rays and to heavy charged-particle beams.

Authors:  J D Chapman; S D Doern; A P Reuvers; C J Gillespie; A Chatterjee; E A Blakely; K C Smith; C A Tobias
Journal:  Radiat Environ Biophys       Date:  1979-02-23       Impact factor: 1.925

5.  The microtubule stabilizer patupilone (epothilone B) is a potent radiosensitizer in medulloblastoma cells.

Authors:  Christoph Oehler; André O von Bueren; Polina Furmanova; Angela Broggini-Tenzer; Katrin Orlowski; Stefan Rutkowski; Karl Frei; Michael A Grotzer; Martin Pruschy
Journal:  Neuro Oncol       Date:  2011-07-09       Impact factor: 12.300

6.  New broad spectrum anthelmintic, methyl 5(6)-butyl-2-benzimidazolecarbamate.

Authors:  P Actor; E L Anderson; C J DiCuollo; R J Ferlauto; J R Hoover; J F Pagano; L R Ravin; S F Scheidy; R J Stedman; V J Theodorides
Journal:  Nature       Date:  1967-07-15       Impact factor: 49.962

7.  Cell diameter measurements obtained with a handheld cell counter could be used as a surrogate marker of G2/M arrest and apoptosis in colon cancer cell lines exposed to SN-38.

Authors:  Makiko Tahara; Takeshi Inoue; Yasuyuki Miyakura; Hisanaga Horie; Yoshikazu Yasuda; Hirofumi Fujii; Kenjiro Kotake; Kokichi Sugano
Journal:  Biochem Biophys Res Commun       Date:  2013-04-11       Impact factor: 3.575

Review 8.  The biology of the combretastatins as tumour vascular targeting agents.

Authors:  Gillian M Tozer; Chryso Kanthou; Charles S Parkins; Sally A Hill
Journal:  Int J Exp Pathol       Date:  2002-02       Impact factor: 1.925

9.  Structure-activity relationships of benzimidazole carbamates as inhibitors of mammalian tubulin, in vitro.

Authors:  E Lacey; T R Watson
Journal:  Biochem Pharmacol       Date:  1985-04-01       Impact factor: 5.858

10.  Efficacy and Safety of a Single-Dose Mebendazole 500 mg Chewable, Rapidly-Disintegrating Tablet for Ascaris lumbricoides and Trichuris trichiura Infection Treatment in Pediatric Patients: A Double-Blind, Randomized, Placebo-Controlled, Phase 3 Study.

Authors:  Steven A Silber; Ermias Diro; Netsanet Workneh; Zeleke Mekonnen; Bruno Levecke; Peter Steinmann; Irenee Umulisa; Hailemaryam Alemu; Benny Baeten; Marc Engelen; Peter Hu; Andrew Friedman; Alan Baseman; Joseph Mrus
Journal:  Am J Trop Med Hyg       Date:  2017-08-31       Impact factor: 2.345

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.