Literature DB >> 25505943

Optimization of the anti-cancer activity of phosphatidylinositol-3 kinase pathway inhibitor PITENIN-1: switching a thiourea with 1,2,3-triazole.

Yadagiri Kommagalla1, Sinziana Cornea2, Robert Riehle3, Vladimir Torchilin3, Alexei Degterev2, Chepuri V Ramana1.   

Abstract

We previously reported encouraging in vitro and in vivoanti-cancer activity of N-((3-chloro-2-hydroxy-5-nitrophenyl)carbamothioyl)benzamide (termed PITENIN-1). In the current work, we describe the structure-activity relationship study of PIT-1 series, based on the replacement of central thiourea unit with a 1,2,3-triazole, which leads to increased liver microsomal stability, drug likeness and toxicity towards cancer cells.

Entities:  

Year:  2014        PMID： 25505943      PMCID： PMC4259262          DOI： 10.1039/C4MD00109E

Source DB:  PubMed          Journal:  Medchemcomm        ISSN： 2040-2503            Impact factor:   3.597


  18 in total

Review 1.  Click chemistry: 1,2,3-triazoles as pharmacophores.

Authors:  Sandip G Agalave; Suleman R Maujan; Vandana S Pore
Journal:  Chem Asian J       Date:  2011-08-29

2.  1,2,3-triazole as a peptide surrogate in the rapid synthesis of HIV-1 protease inhibitors.

Authors:  Ashraf Brik; Jerry Alexandratos; Ying-Chuan Lin; John H Elder; Arthur J Olson; Alexander Wlodawer; David S Goodsell; Chi-Huey Wong
Journal:  Chembiochem       Date:  2005-07       Impact factor: 3.164

3.  Non-nucleoside building blocks for copper-assisted and copper-free click chemistry for the efficient synthesis of RNA conjugates.

Authors:  K N Jayaprakash; Chang Geng Peng; David Butler; Jos P Varghese; Martin A Maier; Kallanthottathil G Rajeev; Muthiah Manoharan
Journal:  Org Lett       Date:  2010-11-04       Impact factor: 6.005

4.  Evaluation of triazolamers as active site inhibitors of HIV-1 protease.

Authors:  Andrea L Jochim; Stephen E Miller; Nicholas G Angelo; Paramjit S Arora
Journal:  Bioorg Med Chem Lett       Date:  2009-09-17       Impact factor: 2.823

Review 5.  The impact of click chemistry in medicinal chemistry.

Authors:  Jingli Hou; Xifang Liu; Jie Shen; Guilong Zhao; Peng George Wang
Journal:  Expert Opin Drug Discov       Date:  2012-05-19       Impact factor: 6.098

6.  Benzoyl and/or benzyl substituted 1,2,3-triazoles as potassium channel activators. VIII.

Authors:  Vincenzo Calderone; Irene Giorgi; Oreste Livi; Enrica Martinotti; Elisabetta Mantuano; Alma Martelli; Antonio Nardi
Journal:  Eur J Med Chem       Date:  2005-03-03       Impact factor: 6.514

7.  Copper(I)-catalyzed synthesis of azoles. DFT study predicts unprecedented reactivity and intermediates.

Authors:  Fahmi Himo; Timothy Lovell; Robert Hilgraf; Vsevolod V Rostovtsev; Louis Noodleman; K Barry Sharpless; Valery V Fokin
Journal:  J Am Chem Soc       Date:  2005-01-12       Impact factor: 15.419

Review 8.  Targeting the PI3K signaling pathway in cancer.

Authors:  Kwok-Kin Wong; Jeffrey A Engelman; Lewis C Cantley
Journal:  Curr Opin Genet Dev       Date:  2009-12-16       Impact factor: 5.578

9.  In vitro cytotoxicity of novel pro-apoptotic agent DM-PIT-1 in PEG-PE-based micelles alone and in combination with TRAIL.

Authors:  Igor Skidan; Benchun Miao; Ritesh V Thekkedath; Parita Dholakia; Alexei Degterev; Vladimir Torchilin
Journal:  Drug Deliv       Date:  2009-01       Impact factor: 6.419

10.  1,2,3-Triazole-[2',5'-bis-O-(tert-butyldimethylsilyl)-beta-D- ribofuranosyl]-3'-spiro-5"-(4"-amino-1",2"-oxathiole 2",2"-dioxide) (TSAO) analogues: synthesis and anti-HIV-1 activity.

Authors:  R Alvarez; S Velázquez; A San-Félix; S Aquaro; E De Clercq; C F Perno; A Karlsson; J Balzarini; M J Camarasa
Journal:  J Med Chem       Date:  1994-11-25       Impact factor: 7.446
View more
  6 in total

1.  Targeting of Micelles and Liposomes Loaded with the Pro-Apoptotic Drug, NCL-240, into NCI/ADR-RES Cells in a 3D Spheroid Model.

Authors:  Bhushan S Pattni; Srikar G Nagelli; Bhawani Aryasomayajula; Pranali P Deshpande; Abhijit Kulkarni; William C Hartner; Ganesh Thakur; Alexei Degterev; Vladimir P Torchilin
Journal:  Pharm Res       Date:  2016-06-28       Impact factor: 4.200

2.  Cytotoxicity of PEGylated liposomes co-loaded with novel pro-apoptotic drug NCL-240 and the MEK inhibitor cobimetinib against colon carcinoma in vitro.

Authors:  Shravan Kumar Sriraman; Vananelia Geraldo; Ed Luther; Alexei Degterev; Vladimir Torchilin
Journal:  J Control Release       Date:  2015-10-21       Impact factor: 9.776

3.  Targeting energy metabolism of cancer cells: Combined administration of NCL-240 and 2-DG.

Authors:  Bhushan S Pattni; Aditi Jhaveri; Ivy Dutta; James D Baleja; Alexei Degterev; Vladimir Torchilin
Journal:  Int J Pharm       Date:  2017-08-24       Impact factor: 5.875

Review 4.  Akt inhibitors in cancer treatment: The long journey from drug discovery to clinical use (Review).

Authors:  George Mihai Nitulescu; Denisa Margina; Petras Juzenas; Qian Peng; Octavian Tudorel Olaru; Emmanouil Saloustros; Concettina Fenga; Demetrios Α Spandidos; Massimo Libra; Aristidis M Tsatsakis
Journal:  Int J Oncol       Date:  2015-12-24       Impact factor: 5.650

5.  Design, Synthesis and Biological Activity Evaluation of S-Substituted 1H-5-Mercapto-1,2,4-Triazole Derivatives as Antiproliferative Agents in Colorectal Cancer.

Authors:  Marius Mioc; Sorin Avram; Vasile Bercean; Ludovic Kurunczi; Roxana M Ghiulai; Camelia Oprean; Dorina E Coricovac; Cristina Dehelean; Alexandra Mioc; Mihaela Balan-Porcarasu; Calin Tatu; Codruta Soica
Journal:  Front Chem       Date:  2018-08-23       Impact factor: 5.221

6.  Design and Synthesis of Benzene Homologues Tethered with 1,2,4-Triazole and 1,3,4-Thiadiazole Motifs Revealing Dual MCF-7/HepG2 Cytotoxic Activity with Prominent Selectivity via Histone Demethylase LSD1 Inhibitory Effect.

Authors:  Mosa Alsehli; Ateyatallah Aljuhani; Saleh K Ihmaid; Shahenda M El-Messery; Dina I A Othman; Abdel-Aziz A A El-Sayed; Hany E A Ahmed; Nadjet Rezki; Mohamed R Aouad
Journal:  Int J Mol Sci       Date:  2022-08-08       Impact factor: 6.208
  6 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.