Literature DB >> 23904789

Synthesis, characterization, and preliminary in vitro studies of vanadium(IV) complexes with a Schiff base and thiosemicarbazones as mixed-ligands.

Nerissa A Lewis1, Fange Liu, Luke Seymour, Anthony Magnusen, Travis R Erves, Jessa Faye Arca, Floyd A Beckford, Ramaiyer Venkatraman, Antonio González-Sarrías, Frank R Fronczek, Don G Vanderveer, Navindra P Seeram, Aimin Liu, William L Jarrett, Alvin A Holder.   

Abstract

[VO(Sal-L-tryp)(H2O)] 1 (where n class="Chemical">sal-L-tryp = N-salicylidene-L-tryptophanate) was used as a precursor to produce the novel complexes, [VO(Sal-L-tryp)(MeATSC)].1.5C2H5OH 2 (where MeATSC = 9-Anthraldehyde-N(4)-methylthiosemicarbazone), [VO(Sal-L-tryp)(N-Ethhymethohcarbthio)].H2O 3 (where N-Ethhymethohcarbthio = (E)-N-ethyl-2-(4-hydroxy-3-methoxybenzylidene)hydrazinecarbothioamide), and [VO(Sal-L-tryp)(acetylethTSC)].C2H5OH 4 (where acetylethTSC = (E)-N-ethyl-2-(1-(thiazol-2-yl)ethylidene)hydrazinecarbothioamide), by reaction with the respective thiosemicarbazone. The chemical and structural properties of these ligands and complexes were characterised by elemental analysis, ESI MS, FT-IR, UV-visible, ESR, 1H and 13C NMR spectroscopy, and X-ray crystallography. DMSO and DMSO-d6 solutions of compounds 1-4 were oxidised in air to produce vanadium(V) species which were verified by ESI MS and 51V NMR spectroscopy. Anti-cancer properties of compounds 2-4 were examined with three colon cancer cell lines, HTC-116, Caco-2, and HT-29, and also with non-cancerous colonic myofibroblasts, CCD18-Co. Compounds 2-3 exhibited less inhibitory effects in the CCD-18Co cells, indicating a possible cytotoxic selectivity towards colon cancer cells. In general, those compounds which exhibited anti-proliferative activity on cancer cells, but did not affect non-cancerous cells, may have a potential in chemotherapy.

Entities:  

Keywords:  51V NMR; ESR spectroscopy; colorectal cancer; thiosemicarbazone; vanadium(IV); vanadium(V)

Year:  2012        PMID: 23904789      PMCID: PMC3725831          DOI: 10.1002/ejic.201100898

Source DB:  PubMed          Journal:  Eur J Inorg Chem        ISSN: 1434-1948            Impact factor:   2.524


  36 in total

1.  Model for the Reduced Schiff Base Intermediate between Amino Acids and Pyridoxal: Copper(II) Complexes of N-(2-Hydroxybenzyl)amino Acids with Nonpolar Side Chains and the Crystal Structures of [Cu(N-(2-hydroxybenzyl)-D,L-alanine)(phen)].H(2)O and [Cu(N-(2-hydroxybenzyl)-D,L-alanine)(imidazole)].

Authors:  Lip Lin Koh; John O. Ranford; Ward T. Robinson; Jan O. Svensson; Agnes Lay Choo Tan; Daqing Wu
Journal:  Inorg Chem       Date:  1996-10-23       Impact factor: 5.165

2.  Is the spin-orbit coupling important in the prediction of the 51V hyperfine coupling constants of V(IV) O2+ species? ORCA versus Gaussian performance and biological applications.

Authors:  Giovanni Micera; Eugenio Garribba
Journal:  J Comput Chem       Date:  2011-07-06       Impact factor: 3.376

3.  Co(III), Ni(II), Zn(II) and Cd(II) complexes with 2-acetyl-2-thiazoline thiosemicarbazone: Synthesis, characterization, X-ray structures and antibacterial activity.

Authors:  E Viñuelas-Zahínos; F Luna-Giles; P Torres-García; M C Fernández-Calderón
Journal:  Eur J Med Chem       Date:  2010-11-04       Impact factor: 6.514

4.  Nonoxovanadium(IV) and oxovanadium(V) complexes with mixed O, X, O-donor ligands (X = S, Se, P, or PO).

Authors:  Tapan K Paine; Thomas Weyhermüller; Leonardo D Slep; Frank Neese; Eckhard Bill; Eberhard Bothe; Karl Wieghardt; Phalguni Chaudhuri
Journal:  Inorg Chem       Date:  2004-11-15       Impact factor: 5.165

5.  Metal complexes with the quinolone antibacterial agent N-propyl-norfloxacin: synthesis, structure and bioactivity.

Authors:  Eleni K Efthimiadou; George Psomas; Yiannis Sanakis; Nikos Katsaros; Alexandra Karaliota
Journal:  J Inorg Biochem       Date:  2006-12-03       Impact factor: 4.155

6.  Vanadium(V) complexes with salicylaldehyde semicarbazone derivatives bearing in vitro anti-tumor activity toward kidney tumor cells (TK-10): crystal structure of [VVO2(5-bromosalicylaldehyde semicarbazone)].

Authors:  Pabla Noblía; Marisol Vieites; Beatriz S Parajón-Costa; Enrique J Baran; Hugo Cerecetto; Patricia Draper; Mercedes González; Oscar E Piro; Eduardo E Castellano; Amaia Azqueta; Adela López de Ceráin; Antonio Monge-Vega; Dinorah Gambino
Journal:  J Inorg Biochem       Date:  2005-02       Impact factor: 4.155

7.  Dipotassium di-mu-isothiocyanato-kappa4N:S-bis[(N-salicylidene-DL-valinato-kappa3O,N,O')cuprate(II)].

Authors:  Ján Vanco; Olga Svajlenová; Jaromír Marek
Journal:  Acta Crystallogr C       Date:  2003-04-18       Impact factor: 1.172

8.  A family of vanadate esters of monoionized and diionized aromatic 1,2-diols: synthesis, structure, and redox activity.

Authors:  Bharat Baruah; Samir Das; Animesh Chakravorty
Journal:  Inorg Chem       Date:  2002-08-26       Impact factor: 5.165

9.  Crystal environments probed by EPR spectroscopy. Variations in the EPR spectra of Co(II)(octaethylporphyrin) doped in crystalline diamagnetic hosts and a reassessment of the electronic structure of four-coordinate cobalt(II).

Authors:  Andrew Ozarowski; Hon Man Lee; Alan L Balch
Journal:  J Am Chem Soc       Date:  2003-10-15       Impact factor: 15.419

Review 10.  Exploring the cellular accumulation of metal complexes.

Authors:  Cindy A Puckett; Russell J Ernst; Jacqueline K Barton
Journal:  Dalton Trans       Date:  2009-12-23       Impact factor: 4.390

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  6 in total

1.  Novel Survivin Inhibitor for Suppressing Pancreatic Cancer Cells Growth via Downregulating Sp1 and Sp3 Transcription Factors.

Authors:  Myrna Hurtado; Umesh T Sankpal; Aboubacar Kaba; Shahela Mahammad; Jaya Chhabra; Deondra T Brown; Raj K Gurung; Alvin A Holder; Jamboor K Vishwanatha; Riyaz Basha
Journal:  Cell Physiol Biochem       Date:  2018-11-30

2.  Oxidovanadium(IV) complexes with chrysin and silibinin: anticancer activity and mechanisms of action in a human colon adenocarcinoma model.

Authors:  I E León; J F Cadavid-Vargas; I Tiscornia; V Porro; S Castelli; P Katkar; A Desideri; M Bollati-Fogolin; S B Etcheverry
Journal:  J Biol Inorg Chem       Date:  2015-09-24       Impact factor: 3.358

3.  A novel copper(II) complex identified as a potent drug against colorectal and breast cancer cells and as a poison inhibitor for human topoisomerase IIα.

Authors:  Shayna Sandhaus; Rosella Taylor; Tiffany Edwards; Alexis Huddleston; Ykeysha Wooten; Ramaiyer Venkatraman; Ralph T Weber; Antonio González-Sarrías; Patrick M Martin; Patrice Cagle; Yuk-Ching Tse-Dinh; Stephen J Beebe; Navindra Seeram; Alvin A Holder
Journal:  Inorg Chem Commun       Date:  2016-02       Impact factor: 2.495

4.  Preliminary anti-cancer photodynamic therapeutic in vitro studies with mixed-metal binuclear ruthenium(II)-vanadium(IV) complexes.

Authors:  Alvin A Holder; Patrick Taylor; Anthony R Magnusen; Erick T Moffett; Kyle Meyer; Yiling Hong; Stuart E Ramsdale; Michelle Gordon; Javelyn Stubbs; Luke A Seymour; Dhiraj Acharya; Ralph T Weber; Paul F Smith; G Charles Dismukes; Ping Ji; Laura Menocal; Fengwei Bai; Jennie L Williams; Donald M Cropek; William L Jarrett
Journal:  Dalton Trans       Date:  2013-09-07       Impact factor: 4.390

5.  Synthesis and Characterization of New Palladium(II) Thiosemicarbazone Complexes and Their Cytotoxic Activity against Various Human Tumor Cell Lines.

Authors:  Wilfredo Hernández; Juan Paz; Fernando Carrasco; Abraham Vaisberg; Evgenia Spodine; Jorge Manzur; Lothar Hennig; Joachim Sieler; Steffen Blaurock; Lothar Beyer
Journal:  Bioinorg Chem Appl       Date:  2013-12-11       Impact factor: 7.778

Review 6.  Vanadium. Its role for humans.

Authors:  Dieter Rehder
Journal:  Met Ions Life Sci       Date:  2013
  6 in total

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