Literature DB >> 26688595

Synthesis and properties of a series of carboranyl-BODIPYs.

Jaime H Gibbs1, Haijun Wang1, N V S Dinesh K Bhupathiraju1, Frank R Fronczek1, Kevin M Smith1, M Graça H Vicente1.   

Abstract

A series of four BODIPYs containing one or two ortho- or para-carborane clusters were synthesized using palladium(0)-catalyzed Suzuki cross-coupling or nucleophilic substitution reactions, at the 2,6- or the 8-positions of halogenated boron dipyrromethenes (BODIPYs). The spectroscopic, structural (including one X-ray) and in vitro BBB permeability of the BODIPYs using hCMEC/D3 brain endothelial cells were investigated.

Entities:  

Keywords:  BBB model; BNCT; BODIPY; carborane; fluorescence

Year:  2015        PMID： 26688595      PMCID： PMC4681003          DOI： 10.1016/j.jorganchem.2015.05.009

Source DB:  PubMed          Journal:  J Organomet Chem        ISSN： 0022-328X            Impact factor:   2.369


  28 in total

1.  The Chemistry of Neutron Capture Therapy.

Authors:  Albert H. Soloway; Werner Tjarks; Beverly A. Barnum; Feng-Guang Rong; Rolf F. Barth; Iwona M. Codogni; J. Gerald Wilson
Journal:  Chem Rev       Date:  1998-06-18       Impact factor: 60.622

2.  Synthesis and characterization of new fluorescent styrene-containing carborane derivatives: the singular quenching role of a phenyl substituent.

Authors:  Albert Ferrer-Ugalde; Emilio José Juárez-Pérez; Francesc Teixidor; Clara Viñas; Reijo Sillanpää; Ezequiel Pérez-Inestrosa; Rosario Núñez
Journal:  Chemistry       Date:  2011-12-06       Impact factor: 5.236

3.  BODIPY dyes and their derivatives: syntheses and spectroscopic properties.

Authors:  Aurore Loudet; Kevin Burgess
Journal:  Chem Rev       Date:  2007-10-09       Impact factor: 60.622

4.  Boron neutron capture therapy for newly diagnosed glioblastoma multiforme: an assessment of clinical potential.

Authors:  J W Hopewell; T Gorlia; L Pellettieri; V Giusti; B H-Stenstam; K Sköld
Journal:  Appl Radiat Isot       Date:  2011-03-23       Impact factor: 1.513

5.  Synthesis and transformations of 5-chloro-2,2'-dipyrrins and their boron complexes, 8-chloro-BODIPYs.

Authors:  Haijun Wang; M Graça H Vicente; Frank R Fronczek; Kevin M Smith
Journal:  Chemistry       Date:  2014-03-11       Impact factor: 5.236

6.  Long wavelength red fluorescent dyes from 3,5-diiodo-BODIPYs.

Authors:  Lijuan Jiao; Changjiang Yu; Timsy Uppal; Mingming Liu; Yan Li; Yunyou Zhou; Erhong Hao; Xiaoke Hu; M Graça H Vicente
Journal:  Org Biomol Chem       Date:  2010-04-14       Impact factor: 3.876

Review 7.  Boron neutron capture therapy of cancer: current status and future prospects.

Authors:  Rolf F Barth; Jeffrey A Coderre; M Graça H Vicente; Thomas E Blue
Journal:  Clin Cancer Res       Date:  2005-06-01       Impact factor: 12.531

8.  Water-soluble BODIPY derivatives.

Authors:  Song Lin Niu; Gilles Ulrich; Raymond Ziessel; Agneta Kiss; Pierre-Yves Renard; Anthony Romieu
Journal:  Org Lett       Date:  2009-05-21       Impact factor: 6.005

9.  The human brain endothelial cell line hCMEC/D3 as a human blood-brain barrier model for drug transport studies.

Authors:  Birk Poller; Heike Gutmann; Stephan Krähenbühl; Babette Weksler; Ignacio Romero; Pierre-Olivier Couraud; Gerald Tuffin; Jürgen Drewe; Jörg Huwyler
Journal:  J Neurochem       Date:  2008-12       Impact factor: 5.372

10.  Tailoring the properties of boron-dipyrromethene dyes with acetylenic functions at the 2,6,8 and 4-B substitution positions.

Authors:  Laure Bonardi; Gilles Ulrich; Raymond Ziessel
Journal:  Org Lett       Date:  2008-05-08       Impact factor: 6.005
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  4 in total

1.  Synthesis of BODIPY-Peptide Conjugates for Fluorescence Labeling of EGFR Overexpressing Cells.

Authors:  Ning Zhao; Tyrslai M Williams; Zehua Zhou; Frank R Fronczek; Martha Sibrian-Vazquez; Seetharama D Jois; M Graça H Vicente
Journal:  Bioconjug Chem       Date:  2017-04-28       Impact factor: 4.774

2.  Enhanced Hypsochromic Shifts, Quantum Yield, and π-π Interactions in a meso,β-Heteroaryl-Fused BODIPY.

Authors:  Ning Zhao; Sunting Xuan; Frank R Fronczek; Kevin M Smith; M Graça H Vicente
Journal:  J Org Chem       Date:  2017-03-10       Impact factor: 4.354

3.  Synthesis and in Vitro Studies of a Series of Carborane-Containing Boron Dipyrromethenes (BODIPYs).

Authors:  Sunting Xuan; Ning Zhao; Zehua Zhou; Frank R Fronczek; M Graça H Vicente
Journal:  J Med Chem       Date:  2016-02-17       Impact factor: 7.446

4.  Aza-BODIPY: A New Vector for Enhanced Theranostic Boron Neutron Capture Therapy Applications.

Authors:  Ghadir Kalot; Amélie Godard; Benoît Busser; Jacques Pliquett; Mans Broekgaarden; Vincent Motto-Ros; Karl David Wegner; Ute Resch-Genger; Ulli Köster; Franck Denat; Jean-Luc Coll; Ewen Bodio; Christine Goze; Lucie Sancey
Journal:  Cells       Date:  2020-08-25       Impact factor: 6.600
  4 in total

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