Novel phenothiazine antimalarials: Synthesis, antimalarial activity, and inhibition of the formation of β-haematin

Biochemical Pharmacology

Volumn 63, Issue 5, 2002, Pages 833-842

  Kalkanidis, Martha ^a   Klonis, Nectarios ^a   Tilley, Leann ^a   Deady, Leslie W ^a  

^a LA TROBE UNIVERSITY   (Australia)

Author keywords

Chloroquine; Chlorpromazine; Drug resistance; Haem; Malaria; Phenothiazine

Indexed keywords

1,4 BIS[3 (2 CHLORO 10H PHENOTHIAZIN 10 YL)PROPYL]PIPERAZINE; 2 CHLORO 10 [3 [N (3 DIMETHYLAMINO)PROPYL N METHYL]AMINO]PROPYL 10H PHENOTHIAZINE; 2 CHLORO 10 [3 [N,N BIS[N,N (DIMETHYLAMINO)PROPYL]AMINO]PROPYL] 10H PHENOTHIAZINE; 8 CHLORO 10 [3 (DIMETHYLAMINO)PROPYL] 10H PHENOTHIAZIN 3 YL 3H IMIDAZOL 4 YLMETHYLAMINE; 8 CHLORO 10 METHYL 10H PHENOTHIAZIN 3 YL 3H IMIDAZOL 4 YLMETHYLAMINE; ANTIMALARIAL AGENT; BETA HEMATIN; CHLOROQUINE; CHLORPROMAZINE; HEMATIN; N (8 CHLORO 10 METHYL 10H PHENOTHIAZIN 3 YL) 4 (DIMETHYLAMINO)BUTYRAMIDE; N [8 CHLORO 10 (DIMETHYLAMINOPROPYL) 10H PHENOTHIAZIN 3 YL] 4 (DIMETHYLAMINO)BUTYRAMIDE; PHENOTHIAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ANTIBIOTIC RESISTANCE; ANTIMALARIAL ACTIVITY; ARTICLE; CONTROLLED STUDY; CORRELATION ANALYSIS; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; NONHUMAN; PLASMODIUM FALCIPARUM; PRIORITY JOURNAL;

ANIMALS; ANTIMALARIALS; CHLOROQUINE; CHLORPROMAZINE; DRUG RESISTANCE; HEMEPROTEINS; HEMIN; PARASITIC SENSITIVITY TESTS; PHENOTHIAZINES; PLASMODIUM FALCIPARUM;

EID: 0036497071     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-2952(01)00840-1     Document Type: Article

References (48)

1. Ueber die wirkung des methylenblau bei malaria
2. Conflicts of interest: The genesis of synthetic antimalarial agents in peace and war
3. Status of antimalarial drugs under development
4. Mode of antimalarial effect of methylene blue and some of its analogues on Plasmodium falciparum in culture and their inhibition of P. vinckei petteri and P. yoelii nigeriensis in vivo
5. Effect of calmodulin inhibitors on viability and mitochondrial potential of Plasmodium falciparum in culture
6. Plasmodium falciparum: Modulation by calcium antagonists of resistance to chloroquine desethylchloroquine quinine and quinidine in vitro
7. Reversal of chloroquine resistance in Plasmodium falciparum by verapamil
8. Reversal of Plasmodium falciparum resistance to chloroquine in Panamanian Aotus monkeys
9. In vitro activities of chloroquine in combination with chlorpromazine or prochlorperazine against isolates of Plasmodium falciparum
10. Verapamil reversal of chloroquine resistance in the malaria parasite Plasmodium falciparum is specific for resistant parasites and independent of the weak base effect
11. Quinoline resistance mechanisms in Plasmodium falciparum: The debate goes on
12. Inhibition of the peroxidative degradation of haem as the basis of action of chloroquine and other quinoline antimalarials
13. Charged analogues of chlorpromazine as dopamine antagonists
14. N-Dimethylaminopropylation in a solid-liquid two phase system: Synthesis of chlorpromazine, its analogs, and related compounds
15. Involvement of lipids in ferriprotoporphyrin IX polymerization in malaria
16. Amplification of the multidrug resistance gene in some chloroquine-resistant isolates of P. falciparum
17. Novel bisquinoline antimalarials: Synthesis antimalarial activity and inhibition of haem polymerisation
18. A method for testing for synergy with any number of agents
19. Synergy between two calcium channel blockers verapamil and fantofarone (SR33557) in reversing chloroquine resistance in Plasmodium falciparum
20. Synthesis of 2,7-disubstituted nitrophenothiazines via Smiles rearrangement "in situ"
21. Nitration of phenothiazine
22. Heme models. I. Solution behavior of a water soluble iron porphyrin
23. Hemin monomers in micellar sodium lauryl sulfate. A spectral and equilibrium study with cyanide
24. The quinine-haemin interaction and its relationship to antimalarial activity
25. Studies on haemin in dimethyl sulphoxide/water mixtures
26. Thermodynamic factors controlling the interaction of quinoline antimalarial drugs with ferriprotoporphyrin IX
27. Characterization of chloroquine-hematin μ-oxo dimer binding by isothermal titration calorimetry
28. An iron-carboxylate bond links the FP units of malarial parasite pigment
29. The structure of malaria pigment β-haematin
30. The state of ferriprotoporphyrin IX in malaria pigment
31. Haem polymerisation in malaria
32. Inhibition by chloroquine of a novel haem polymerase enzyme activity in malaria trophozoites
33. Malarial haemozoin/β-haematin supports haem polymerisation in the absence of protein
34. A comparison and analysis of several ways to promote haematin (haem) polymerisation and an assessment of its initiation in vitro
35. 3H] chloroquine by drug-sensitive and -resistant strains of the human malaria parasite Plasmodium falciparum
36. Quinoline antimalarials: Mechanisms of action and resistance and prospects for new agents
37. Chloroquine uptake and activity is determined by binding to ferriprotoporphyrin IX in Plasmodium falciparum
38. Identification of the acidic compartment of Plasmodium falciparum-infected human erythrocytes as the target of the antimalarial drug chloroquine
39. Kinetic modelling of the response of Plasmodium falciparum to chloroquine and its experimental testing in vitro. Implications for mechanism of action of and resistance to the drug
40. High-affinity accumulation of chloroquine by mouse erythrocytes infected with Plasmodium berghei
41. Pgh1 modulates sensitivity, and resistance to multiple antimalarials in Plasmodium falciparum
42. Mutations in the P. falciparum digestive vacuole transmembrane protein PfCRT and evidence for their role in chloroquine resistance
43. The mode of action and the mechanism of resistance to antimalarial drugs
44. Digestive vacuolar pH of intact intraerythrocytic P. falciparum either sensitive or resistant to chloroquine
45. A comparison of the phenomenology, and genetics of multidrug resistance in cancer cells and quinoline resistance in Plasmodium falciparum
46. Physical-chemical properties shared by compounds that modulate multidrug resistance in human leukemic cells