228
Views
7
CrossRef citations to date
0
Altmetric
Original Articles

Recent Applications of Molecular Spectroscopy in Bioorganometallic Chemistry–Part 2: Ferrocenes and Other Organometallic Complexes

, , , &
Pages 620-632 | Published online: 25 Sep 2012

References

  • Hillard , E. A. and Jaouen , G. 2011 . Bioorganometallics: Future trends in drug discovery, analytical chemistry, and catalysis . Organometallics , 30 : 20 – 27 .
  • Butler , I. S. , Vessieres , A. , Jaouen , G. and Policar , C. 2012 . Recent applications of molecular spectroscopy in bioorganometallic chemistry, Part I: Metal carbonyls . Appl. Spectros. Rev , 47 ( 7 ) : 531 – 549 .
  • Jaouen , G. 2005 . Bioorganometallics: Biomolecules, Labeling, Medicine , Weinheim , , Germany : Wiley-VCH .
  • Olliaro , P. and Wells , T. N.C. 2009 . The global portfolio of new antimalarial medicines under development . Clin. Pharmacol. Therapeut. , 85 : 584 – 595 .
  • Delhaes , L. , Biot , C. , Berry , L. , Delcourt , P. , Maciejewski , L. A. , Camus , D. , Brocard , J. S. and Dive , D. 2002 . Synthesis of ferroquine enantiomers: First investigation of effects of metallocenic chirality upon antimalarial activity and cytotoxicity . ChemBioChem , 3 : 418 – 423 .
  • Ornelas , C. 2011 . Application of ferrocene and its derivatives in cancer research . New J. Chem. , 35 ( 10 ) : 1973 – 1985 .
  • Metzler-Nolte , N. and Salmain , M. 2008 . “ The bioorganometallic chemistry of ferrocene ” . In Ferrocenes: Ligands, Materials and Biomolecules , Edited by: Stepnicka , P. 499 – 639 . Chichester , , UK : John Wiley & Sons .
  • Barisic , L. , Roscic , M. , Kovacevic , M. , Semencic , M. C. , Mojca , C. , Horvat , S. and Rapic , V. (2011) . The first ferrocene analogues of muramyldipeptide . Carbohydr. Res. , 346 ( 5 ) : 678 – 684 .
  • Rapic , V. and Kovacevic , M. 2012 . Organometallic and bioorganometallic chemistry. II. Ferrocene peptides . Kemija u Industriji , 61 ( 2 ) : 71 – 120 .
  • Rapic , V. and Barisic , L. 2012 . Organometallic and bioorganometallic chemistry. II. Ferrocene amino acids . Kemija u Industriji , 61 ( 1 ) : 9 – 29 .
  • Patra , M. , Gasser , G. , Wenzel , M. , Merz , K. , Bandow , J. E. and Metzler-Nolte , N. 2010 . Synthesis and biological evaluation of ferrocene-containing bioorganometallics inspired by the antibiotic platensimycin lead structure . Organometallics , 29 ( 19 ) : 4312 – 4319 .
  • Wang , J. , Xie , S. , Li , Y. , Guo , Y. , Ma , Y. , Zhao , J. , Phanstiel , O. IV and Wang , C. 2008 . Synthesis and evaluation of unsymmetrical polyamine derivatives as antitumor agents . Bioorg. Med. Chem. , 16 : 7005 – 7012 .
  • Biot , C. and Dive , D. 2011 . A new hope against malaria: The contribution of organometallic chemistry . Actualite Chimique , 353–354 : 93 – 96 .
  • Biot , C. , Pradines , B. and Dive , D. 2011 . Ferroquine: A concealed weapon . Drug Discovery Infect. Dis. , 2 : 397 – 411 .
  • Khanye , S. D. , Gut , J. , Rosenthal , P. J. , Chibale , K. and Smith , G. S. 2011 . Ferrocenyl-thiosemicarbazones conjugated to a poly(propyleneimine) dendrimer scaffold: Synthesis and in vitro antimalarial activity . J. Organomet. Chem. , 696 ( 21 ) : 3296 – 3300 .
  • Arancibia , R. , Dubara , F. , Pradines , B. , Forfar , I. , Dive , D. , Klahn , A. H. and Biot , C. 2010 . Synthesis and antimalarial activities of rhenium bioorganometallics based on the 4-aminoquinoline structure . Bioorg. Med. Chem. , 18 ( 2 ) : 8085 – 8091 .
  • Chavain , N. and Biot , C . 2010 . Organometallic complexes: new tools for chemotherapy . Curr. Med. Chem. , 17 ( 25 ) : 2729 – 2745 .
  • Tiwari , K. N. , Monserrat , J.-P. , de Montigny , F. , Jaouen , G. , Rager , M.-N. and Hillard , E. 2011 . Synthesis and structural characterization of ferrocenyl-substituted aurones, flavones, and flavonols . Organometallics , 30 : 5424 – 5432 .
  • James , P. , Neudorfl , J. , Eissmann , M. , Jesse , P. , Prokop , A. and Schmalz , H.-G. 2006 . Enantioselective synthesis of ferrocenyl nucleoside analogues with apoptosis-inducing activity . Org. Lett. , 8 ( 13 ) : 2763 – 2766 .
  • Patra , M. and Metzler-Nolte , N. 2011 . Azidomethyl-ruthenocene: Facile synthesis of a useful metallocene derivative and its application in the “click” labeling of biomolecules . J. Chem. Soc. Chem. Comm. , 47 ( 41 ) : 11444 – 11446 .
  • Beckford , F. , Dourth , D. , Shaloski , M. Jr. , Didion , J. , Thessing , J. , Woods , J. , Crowell , V. , Gerasimchuk , N. , Gonzalez-Sarrías , A. and Seeram , N. P. 2011 . Half-sandwich ruthenium–arene complexes with thiosemicarbazones: Synthesis and biological evaluation of [(η6-p-cymene)Ru(piperonal thiosemicarbazones)Cl]Cl complexes . J. Inorg. Biochem. , 105 ( 8 ) : 1019 – 1029 .
  • Gencaslan , S. and Sheldrick , W. S. 2005 . Bifunctional bioorganometallic iridium(III)-platinum(II) complexes incorporating both intercalative and covalent DNA binding capabilities . Eur. J. Inorg. Chem. , 19 : 3840 – 3849 .
  • Wang , W. , Wang , K. , Liu , Y.-L. , No , J.-H. , Li , J. , Nilges , M. J. and Oldfield , E. 2010 . Organometallic mechanism of action and inhibition of the 4Fe-4S isoprenoid biosynthesis protein GcpE (IspG) . Proc. Natl. Acad. Sci. USA , 107 ( 10 ) : 4522 – 4527 .
  • Gasser , G. , Brosch , O. , Ewers , A. , Weyhermuller , T. and Metzler-Nolte , N. 2009 . Synthesis and characterisation of hetero-bimetallic organometallic phenylalanine and PNA monomer derivatives . Dalton Trans. , 22 : 4310 – 4317 .
  • Baldoli , C. , Cerea , P. , Giannini , C. , Licaandro , E. , Rogamonti , C. and Maiorana , S. 2005 . The metal-conjugated peptide nucleic acid challenge . Synth. Lett. , 13 : 1984 – 1994 .
  • Bregman , H. and Meggers , E. 2006 . Ruthenium half-sandwich complexes as protein kinase inhibitors: An N-succinimidyl ester for rapid derivatizations of the cyclopentadienyl moiety . Org. Lett. , 8 ( 24 ) : 5465 – 5468 .
  • Labib , M. , Shipman , P. O. , Martic , S. and Kraatz , H.-B. 2011 . A bioorganometallic approach for rapid electrochemical analysis of human immunodeficiency virus type-1 reverse transcriptase in serum . Electrochim. Acta , 56 ( 14 ) : 5122 – 5128 .
  • Egger , A. E. , Hartinger , C. G. , Renfrew , A. K. and Dyson , P. J. 2010 . Metabolization of Ru((η6-C6H5CF3)(pta)Cl2: A cytotoxic RAPTA-type complex with a strongly electron withdrawing arene ligand . J. Biol. Inorg. Chem. , 15 ( 6 ) : 919 – 927 .
  • Groessl , M. , Tsybin , Y. O. , Hartinger , C. G. , Keppler , B. K. and Dyson , P. J. 2010 . Ruthenium versus platinum: Interactions of anticancer metallodrugs with duplex oligonucleotides characterised by electrospray ionisation mass spectrometry . J. Biol. Inorg. Chem. , 15 ( 5 ) : 677 – 688 .
  • Barry , N. P.E. , Zava , O. , Dyson , P. J. and Therrien , B. 2011 . Excellent correlation between drug release and portal size in metalla-cage drug-delivery systems . Chem. Eur. J. , 17 ( 35 ) : 9669 – 9677 .
  • Chellan , P. , Nasser , S. , Vivas , L. , Chibale , K. and Smith , G. S. 2010 . Cyclopalladated complexes containing tridentate thiosemicarbazone ligands of biological significance: Synthesis, structure and antimalarial activity . J. Organomet. Chem. , 695 ( 19–20 ) : 2225 – 2232 .
  • Liptak , M. D. , Van Heuvelen , K. M. and Brunold , T. C. 2009 . Computational studies of bioorganometallic enzymes and cofactors . Metal Ions Life Sci. , 6 : 417 – 460 .
  • Goermen , M. , Pigeon , P. , Top , S. , Hillard , E. A. , Huche , M. , Hartinger , C. G. , de Montigny , F. , Plamont , M.-A. , Vessières , A. and Jaouen , G. 2010 . Synthesis, cytotoxicity, and compare analysis of ferrocene and [3]ferrocenophane tetrasubstituted olefin derivatives against human cancer cells . ChemMedChem , 5 ( 12 ) : 2039 – 2050 .
  • Rivera-Claudio , M. , De Jesus , D. , Ayala , A. V. , Navarro , N. S. and Castillo-Ramirez , J. 2011 . “ Synthesis, characterization and studies of ferrocene compounds. Paper presented at the 242nd ACS National Meeting & Exposition, 28 August–1 September ” . Denver , CO
  • Pelosi , G. , Bisceglie , F. , Bignami , F. , Ronzi , P. , Schiavone , P. , Re , M. C. , Casoli , C. and Pelotti , E. 2010 . Antiretroviral activity of thiosemicarbazone metal complexes . J. Med. Chem. , 53 : 8765 – 8769 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.