Literature DB >> 18533646

Quinine and chloroquine differentially perturb heme monomer-dimer equilibrium.

Leah B Casabianca1, David An, Jayakumar K Natarajan, John N Alumasa, Paul D Roepe, Christian Wolf, Angel C de Dios.   

Abstract

Nuclear magnetic resonance (NMR) measurements of magnetic susceptibility have been utilized to study the equilibrium between two forms (high-spin monomer vs the antiferromagnetically coupled mu-oxo dimer) of ferriprotoporphyrin(IX) as a function of pH. The pH dependence of this equilibrium is significantly altered by the addition of either chloroquine or quinine. Chloroquine promotes the mu-oxo dimer whereas quinine promotes the monomer.

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Year:  2008        PMID: 18533646      PMCID: PMC2584347          DOI: 10.1021/ic800440d

Source DB:  PubMed          Journal:  Inorg Chem        ISSN: 0020-1669            Impact factor:   5.165


  11 in total

1.  "Picket fence porphyrins." Synthetic models for oxygen binding hemoproteins.

Authors:  J P Collman; R R Gagne; C A Reed; T R Halbert; G Lang; W T Robinson
Journal:  J Am Chem Soc       Date:  1975-03-19       Impact factor: 15.419

2.  Drug resistance-associated pfCRT mutations confer decreased Plasmodium falciparum digestive vacuolar pH.

Authors:  Tyler N Bennett; Andrew D Kosar; Lyann M B Ursos; Sergey Dzekunov; Amar Bir Singh Sidhu; David A Fidock; Paul D Roepe
Journal:  Mol Biochem Parasitol       Date:  2004-01       Impact factor: 1.759

3.  Speciation and structure of ferriprotoporphyrin IX in aqueous solution: spectroscopic and diffusion measurements demonstrate dimerization, but not mu-oxo dimer formation.

Authors:  Katherine A de Villiers; Catherine H Kaschula; Timothy J Egan; Helder M Marques
Journal:  J Biol Inorg Chem       Date:  2006-09-14       Impact factor: 3.358

4.  The structure of malaria pigment beta-haematin.

Authors:  S Pagola; P W Stephens; D S Bohle; A D Kosar; S K Madsen
Journal:  Nature       Date:  2000-03-16       Impact factor: 49.962

5.  The role of neutral lipid nanospheres in Plasmodium falciparum haem crystallization.

Authors:  John M Pisciotta; Isabelle Coppens; Abhai K Tripathi; Peter F Scholl; Joel Shuman; Sunil Bajad; Vladimir Shulaev; David J Sullivan
Journal:  Biochem J       Date:  2007-02-15       Impact factor: 3.857

6.  Spectroscopic study of a water-soluble iron(III) meso-tetrakis(4-N-methylpyridiniumyl) porphyrin in aqueous solution: effects of pH and salt.

Authors:  Shirley C M Gandini; Ednalva A Vidoto; Otaciro R Nascimento; Marcel Tabak
Journal:  J Inorg Biochem       Date:  2003-02-01       Impact factor: 4.155

7.  Spinning disk confocal microscopy of live, intraerythrocytic malarial parasites. 2. Altered vacuolar volume regulation in drug resistant malaria.

Authors:  Bojana Gligorijevic; Tyler Bennett; Ryan McAllister; Jeffrey S Urbach; Paul D Roepe
Journal:  Biochemistry       Date:  2006-10-17       Impact factor: 3.162

8.  Malaria hemozoin is immunologically inert but radically enhances innate responses by presenting malaria DNA to Toll-like receptor 9.

Authors:  Peggy Parroche; Fanny N Lauw; Nadege Goutagny; Eicke Latz; Brian G Monks; Alberto Visintin; Kristen A Halmen; Marc Lamphier; Martin Olivier; Daniella C Bartholomeu; Ricardo T Gazzinelli; Douglas T Golenbock
Journal:  Proc Natl Acad Sci U S A       Date:  2007-01-29       Impact factor: 11.205

9.  Solution structures of antimalarial drug-heme complexes.

Authors:  Alison Leed; Kateri DuBay; Lyann M B Ursos; Devin Sears; Angel C De Dios; Paul D Roepe
Journal:  Biochemistry       Date:  2002-08-13       Impact factor: 3.162

10.  The relationship of physico-chemical properties and structure to the differential antiplasmodial activity of the cinchona alkaloids.

Authors:  David C Warhurst; John C Craig; Ipemida S Adagu; David J Meyer; Sylvia Y Lee
Journal:  Malar J       Date:  2003-09-01       Impact factor: 2.979

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  16 in total

1.  Purified Plasmodium falciparum multi-drug resistance protein (PfMDR 1) binds a high affinity chloroquine analogue.

Authors:  Perri Pleeter; Jacqueline K Lekostaj; Paul D Roepe
Journal:  Mol Biochem Parasitol       Date:  2010-06-01       Impact factor: 1.759

2.  Solution behavior of hematin under acidic conditions and implications for its interactions with chloroquine.

Authors:  Maria P Crespo; Leann Tilley; Nectarios Klonis
Journal:  J Biol Inorg Chem       Date:  2010-04-29       Impact factor: 3.358

3.  The hydroxyl functionality and a rigid proximal N are required for forming a novel non-covalent quinine-heme complex.

Authors:  John N Alumasa; Alexander P Gorka; Leah B Casabianca; Erica Comstock; Angel C de Dios; Paul D Roepe
Journal:  J Inorg Biochem       Date:  2010-09-22       Impact factor: 4.155

4.  Deciphering the Resistance-Counteracting Functions of Ferroquine in Plasmodium falciparum-Infected Erythrocytes.

Authors:  Faustine Dubar; Sylvain Bohic; Daniel Dive; Yann Guérardel; Peter Cloetens; Jamal Khalife; Christophe Biot
Journal:  ACS Med Chem Lett       Date:  2012-04-13       Impact factor: 4.345

Review 5.  PfCRT-mediated drug transport in malarial parasites.

Authors:  Paul D Roepe
Journal:  Biochemistry       Date:  2010-12-22       Impact factor: 3.162

6.  Investigating the activity of quinine analogues versus chloroquine resistant Plasmodium falciparum.

Authors:  Theresa Dinio; Alexander P Gorka; Andrew McGinniss; Paul D Roepe; Jeremy B Morgan
Journal:  Bioorg Med Chem       Date:  2012-03-29       Impact factor: 3.641

7.  Antimalarial drugs and heme in detergent micelles: An NMR study.

Authors:  Leah B Casabianca; Joye B Kallgren; Jayakumar K Natarajan; John N Alumasa; Paul D Roepe; Christian Wolf; Angel C de Dios
Journal:  J Inorg Biochem       Date:  2009-01-27       Impact factor: 4.155

8.  Relative to quinine and quinidine, their 9-epimers exhibit decreased cytostatic activity and altered heme binding but similar cytocidal activity versus Plasmodium falciparum.

Authors:  Alexander P Gorka; Katy S Sherlach; Angel C de Dios; Paul D Roepe
Journal:  Antimicrob Agents Chemother       Date:  2012-10-31       Impact factor: 5.191

9.  Cytostatic versus cytocidal activities of chloroquine analogues and inhibition of hemozoin crystal growth.

Authors:  Alexander P Gorka; John N Alumasa; Katy S Sherlach; Lauren M Jacobs; Katherine B Nickley; Jonathan P Brower; Angel C de Dios; Paul D Roepe
Journal:  Antimicrob Agents Chemother       Date:  2012-10-31       Impact factor: 5.191

Review 10.  Molecular and physiologic basis of quinoline drug resistance in Plasmodium falciparum malaria.

Authors:  Paul D Roepe
Journal:  Future Microbiol       Date:  2009-05       Impact factor: 3.165

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