Literature DB >> 23614876

Exploration of fluorine chemistry at the multidisciplinary interface of chemistry and biology.

Iwao Ojima1.   

Abstract

Over the last three decades, my engagement in "fluorine chemistry" has evolved substantially because of the multidisciplinary nature of the research programs. I began my research career as a synthetic chemist in organometallic chemistry and homogeneous catalysis directed toward organic synthesis. Then, I was brought into a very unique world of "fluorine chemistry" in the end of 1970s. I started exploring the interface of fluorine chemistry and transition metal homogeneous catalysis first, which was followed by amino acids, peptides, and peptidomimetics for medicinal chemistry. Since then, I have been exploring the interfaces of fluorine chemistry and multidisciplinary fields of research involving medicinal chemistry, chemical biology, cancer biology, and molecular imaging. This perspective intends to cover my fruitful endeavor in the exploration of fluorine chemistry at the multidisciplinary interface of chemistry and biology in a chronological order to show the evolution of my research interest and strategy.

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Year:  2013        PMID: 23614876      PMCID: PMC3752428          DOI: 10.1021/jo400301u

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  84 in total

1.  4,5,6,7-Tetrafluorotryptophan: A substrate for tryptophan-tRNA ligase.

Authors:  D G. Knorre; O I. Lavrik; T D. Petrova; T I. Savchenko; G G. Yakobson
Journal:  FEBS Lett       Date:  1971-01-25       Impact factor: 4.124

Review 2.  Use of fluorine in the medicinal chemistry and chemical biology of bioactive compounds--a case study on fluorinated taxane anticancer agents.

Authors:  Iwao Ojima
Journal:  Chembiochem       Date:  2004-05-03       Impact factor: 3.164

3.  Conformation of microtubule-bound paclitaxel determined by fluorescence spectroscopy and REDOR NMR.

Authors:  Y Li; B Poliks; L Cegelski; M Poliks; Z Gryczynski; G Piszczek; P G Jagtap; D R Studelska; D G Kingston; J Schaefer; S Bane
Journal:  Biochemistry       Date:  2000-01-18       Impact factor: 3.162

Review 4.  Applications of carbon nanotubes in drug delivery.

Authors:  Alberto Bianco; Kostas Kostarelos; Maurizio Prato
Journal:  Curr Opin Chem Biol       Date:  2005-10-17       Impact factor: 8.822

Review 5.  pi-SCF-molecular mechanics PIMM: formulation, parameters, applications.

Authors:  A E Smith; H J Lindner
Journal:  J Comput Aided Mol Des       Date:  1991-06       Impact factor: 3.686

Review 6.  Inactivation and metabolism of neuropeptides.

Authors:  J F McKelvy; S Blumberg
Journal:  Annu Rev Neurosci       Date:  1986       Impact factor: 12.449

7.  Syntheses and evaluation of novel fatty acid-second-generation taxoid conjugates as promising anticancer agents.

Authors:  Larissa Kuznetsova; Jin Chen; Liang Sun; Xinyuan Wu; Antonella Pepe; Jean M Veith; Paula Pera; Ralph J Bernacki; Iwao Ojima
Journal:  Bioorg Med Chem Lett       Date:  2005-11-18       Impact factor: 2.823

8.  Contributions of counter-charge in a potassium channel voltage-sensor domain.

Authors:  Stephan A Pless; Jason D Galpin; Ana P Niciforovic; Christopher A Ahern
Journal:  Nat Chem Biol       Date:  2011-07-24       Impact factor: 15.040

9.  Vitamin-mediated targeting as a potential mechanism to increase drug uptake by tumours.

Authors:  Gregory Russell-Jones; Kirsten McTavish; John McEwan; John Rice; David Nowotnik
Journal:  J Inorg Biochem       Date:  2004-10       Impact factor: 4.155

Review 10.  Guided molecular missiles for tumor-targeting chemotherapy--case studies using the second-generation taxoids as warheads.

Authors:  Iwao Ojima
Journal:  Acc Chem Res       Date:  2007-07-31       Impact factor: 22.384

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  16 in total

1.  Design, Synthesis and Application of Fluorine-Labeled Taxoids as 19F NMR Probes for the Metabolic Stability Assessment of Tumor-Targeted Drug Delivery Systems.

Authors:  Joshua D Seitz; Jacob G Vineberg; Longfei Wei; Jonathan F Khan; Brendan Lichtenthal; Chi-Feng Lin; Iwao Ojima
Journal:  J Fluor Chem       Date:  2015-03-01       Impact factor: 2.050

2.  Strategic Incorporation of Fluorine into Taxoid Anticancer Agents for Medicinal Chemistry and Chemical Biology Studies.

Authors:  Iwao Ojima
Journal:  J Fluor Chem       Date:  2017-01-03       Impact factor: 2.050

3.  Design, synthesis and biological evaluation of a highly-potent and cancer cell selective folate-taxoid conjugate.

Authors:  Joshua D Seitz; Jacob G Vineberg; Evan Herlihy; Bora Park; Eduard Melief; Iwao Ojima
Journal:  Bioorg Med Chem       Date:  2015-03-06       Impact factor: 3.641

4.  Pentafluorosulfanyl-containing flufenamic acid analogs: Syntheses, properties and biological activities.

Authors:  Christine M M Hendriks; Trevor M Penning; Tianzhu Zang; Dominik Wiemuth; Stefan Gründer; Italo A Sanhueza; Franziska Schoenebeck; Carsten Bolm
Journal:  Bioorg Med Chem Lett       Date:  2015-09-08       Impact factor: 2.823

5.  Palladium-catalyzed coupling reactions on functionalized 2-trifluoromethyl-4-chromenone scaffolds. Synthesis of highly functionalized trifluoromethyl-heterocycles.

Authors:  Javier Izquierdo; Atul D Jain; Sarki A Abdulkadir; Gary E Schiltz
Journal:  Synthesis (Stuttg)       Date:  2019-03       Impact factor: 3.157

6.  Sterically Demanding Unsymmetrical Diaryl-λ(3)-iodanes for Electrophilic Pentafluorophenylation and an Approach to α-Pentafluorophenyl Carbonyl Compounds with an All-Carbon Stereocenter.

Authors:  Kohei Matsuzaki; Kenta Okuyama; Etsuko Tokunaga; Motoo Shiro; Norio Shibata
Journal:  ChemistryOpen       Date:  2014-09-17       Impact factor: 2.911

Review 7.  The value of universally available raw NMR data for transparency, reproducibility, and integrity in natural product research.

Authors:  James B McAlpine; Shao-Nong Chen; Andrei Kutateladze; John B MacMillan; Giovanni Appendino; Andersson Barison; Mehdi A Beniddir; Maique W Biavatti; Stefan Bluml; Asmaa Boufridi; Mark S Butler; Robert J Capon; Young H Choi; David Coppage; Phillip Crews; Michael T Crimmins; Marie Csete; Pradeep Dewapriya; Joseph M Egan; Mary J Garson; Grégory Genta-Jouve; William H Gerwick; Harald Gross; Mary Kay Harper; Precilia Hermanto; James M Hook; Luke Hunter; Damien Jeannerat; Nai-Yun Ji; Tyler A Johnson; David G I Kingston; Hiroyuki Koshino; Hsiau-Wei Lee; Guy Lewin; Jie Li; Roger G Linington; Miaomiao Liu; Kerry L McPhail; Tadeusz F Molinski; Bradley S Moore; Joo-Won Nam; Ram P Neupane; Matthias Niemitz; Jean-Marc Nuzillard; Nicholas H Oberlies; Fernanda M M Ocampos; Guohui Pan; Ronald J Quinn; D Sai Reddy; Jean-Hugues Renault; José Rivera-Chávez; Wolfgang Robien; Carla M Saunders; Thomas J Schmidt; Christoph Seger; Ben Shen; Christoph Steinbeck; Hermann Stuppner; Sonja Sturm; Orazio Taglialatela-Scafati; Dean J Tantillo; Robert Verpoorte; Bin-Gui Wang; Craig M Williams; Philip G Williams; Julien Wist; Jian-Min Yue; Chen Zhang; Zhengren Xu; Charlotte Simmler; David C Lankin; Jonathan Bisson; Guido F Pauli
Journal:  Nat Prod Rep       Date:  2018-07-13       Impact factor: 13.423

8.  Chemical probes for the functionalization of polyketide intermediates.

Authors:  Elena Riva; Ina Wilkening; Silvia Gazzola; W M Ariel Li; Luke Smith; Peter F Leadlay; Manuela Tosin
Journal:  Angew Chem Int Ed Engl       Date:  2014-09-11       Impact factor: 15.336

9.  How cinchona alkaloid-derived primary amines control asymmetric electrophilic fluorination of cyclic ketones.

Authors:  Yu-hong Lam; K N Houk
Journal:  J Am Chem Soc       Date:  2014-06-26       Impact factor: 15.419

10.  Anticancer Properties of Fluorinated Aminophenylhydrazines on A549 Lung Carcinoma Cell Line.

Authors:  Zafer Hasan Ali Sak; Faruk Süzergöz; Veli Tarık Kasumov; Ali Osman Gürol
Journal:  Iran J Public Health       Date:  2021-03       Impact factor: 1.429

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