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本文引用的文献

1
Quinine and chloroquine differentially perturb heme monomer-dimer equilibrium.奎宁和氯喹对血红素单体-二聚体平衡有不同的干扰作用。
Inorg Chem. 2008 Jul 7;47(13):6077-81. doi: 10.1021/ic800440d. Epub 2008 Jun 6.
2
4-N-, 4-S-, and 4-O-chloroquine analogues: influence of side chain length and quinolyl nitrogen pKa on activity vs chloroquine resistant malaria.4-N-、4-S-和4-O-氯喹类似物:侧链长度和喹啉氮pKa对氯喹耐药疟疾活性的影响
J Med Chem. 2008 Jun 26;51(12):3466-79. doi: 10.1021/jm701478a.
3
HDP-a novel heme detoxification protein from the malaria parasite.HDP——一种来自疟原虫的新型血红素解毒蛋白。
PLoS Pathog. 2008 Apr 25;4(4):e1000053. doi: 10.1371/journal.ppat.1000053.
4
The role of neutral lipid nanospheres in Plasmodium falciparum haem crystallization.中性脂质纳米球在恶性疟原虫血红蛋白结晶中的作用。
Biochem J. 2007 Feb 15;402(1):197-204. doi: 10.1042/BJ20060986.
5
Haemozoin (beta-haematin) biomineralization occurs by self-assembly near the lipid/water interface.疟色素(β-血红素)生物矿化通过在脂质/水界面附近的自组装过程发生。
FEBS Lett. 2006 Sep 18;580(21):5105-10. doi: 10.1016/j.febslet.2006.08.043. Epub 2006 Sep 1.
6
Relationship between NMR shielding and heme binding strength for a series of 7-substituted quinolines.
J Phys Chem A. 2006 Jun 29;110(25):7787-92. doi: 10.1021/jp061320t.
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Inhibition assay of beta-hematin formation initiated by lecithin for screening new antimalarial drugs.用于筛选新型抗疟药物的卵磷脂引发的β-血红素形成抑制试验。
Anal Biochem. 2006 Feb 15;349(2):292-6. doi: 10.1016/j.ab.2005.11.022. Epub 2005 Dec 6.
8
Hemozoin formation in malaria: a two-step process involving histidine-rich proteins and lipids.疟疾中疟色素的形成:一个涉及富含组氨酸蛋白和脂质的两步过程。
Biochem Biophys Res Commun. 2003 Sep 5;308(4):736-43. doi: 10.1016/s0006-291x(03)01465-7.
9
The structure of malaria pigment beta-haematin.疟色素β-血红素的结构。
Nature. 2000 Mar 16;404(6775):307-10. doi: 10.1038/35005132.
10
Involvement of lipids in ferriprotoporphyrin IX polymerization in malaria.脂质在疟疾中铁原卟啉IX聚合反应中的作用
Biochim Biophys Acta. 1999 May 31;1454(1):31-7. doi: 10.1016/s0925-4439(99)00017-4.

洗涤剂胶束中的抗疟药物与血红素:一项核磁共振研究。

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

作者信息

Casabianca Leah B, Kallgren Joye B, Natarajan Jayakumar K, Alumasa John N, Roepe Paul D, Wolf Christian, de Dios Angel C

机构信息

Department of Chemistry, Georgetown University, NW Washington, DC 20057, United States.

出版信息

J Inorg Biochem. 2009 May;103(5):745-8. doi: 10.1016/j.jinorgbio.2009.01.013. Epub 2009 Jan 27.

DOI:10.1016/j.jinorgbio.2009.01.013
PMID:19223262
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2670948/
Abstract

Proton nuclear magnetic resonance relaxation times were measured for the protons of micelles formed by the detergents sodium dodecyl sulfate, dodecyltrimethyl ammonium bromide, and polyethylene glycol sorbitan monolaureate in the presence of ferriprotoporphyrin IX and the antimalarial drugs chloroquine, 7-chloro-4-quinolyl 4-N,N-diethylaminobutyl sulfide, and primaquine. Diffusion coefficients were extracted from pulsed gradient NMR experiments to evaluate the degree of association of these drugs with the detergent micelles. Results indicate that at low or neutral pH when the quinolyl N is protonated, chloroquine does not associate with neutral or cationic detergent micelles. For this reason, chloroquine's interaction with heme perturbs the partitioning of heme between the aqueous medium and detergent micelles.

摘要

在高铁原卟啉IX以及抗疟药物氯喹、7-氯-4-喹啉基4-N,N-二乙氨基丁基硫醚和伯氨喹存在的情况下,测量了由去污剂十二烷基硫酸钠、十二烷基三甲基溴化铵和聚乙二醇山梨醇单月桂酸酯形成的胶束中质子的质子核磁共振弛豫时间。从脉冲梯度核磁共振实验中提取扩散系数,以评估这些药物与去污剂胶束的缔合程度。结果表明,在低pH或中性pH下,当喹啉基N质子化时,氯喹不与中性或阳离子去污剂胶束缔合。因此,氯喹与血红素的相互作用扰乱了血红素在水相介质和去污剂胶束之间的分配。