57695-04-2
Chemical Structure
Sitamaquine
Synonym(s): WR 6026
- CAS No.: 57695-04-2
- Formula:C21H33N3O
- Molecular Weight:343.52
IUPAC Name: N1,N1-diethyl-N6-(6-methoxy-4-methylquinolin-8-yl)hexane-1,6-diamine
InChIKey: RVAKDGYPIVSYEU-UHFFFAOYSA-N
SMILES: N=1C=CC(=C2C=C(OC)C=C(NCCCCCCN(CC)CC)C12)C
Biological Activity: Sitamaquine (WR 6026) is an orally active Antileishmanial agent and Succinate dehydrogenase inhibitor. Sitamaquine accumulates in the acidocalcisomes of Leishmania, induces organelle alkalization, and crosses the plasma membrane of Leishmania via temperature- and energy-independent diffusion. Sitamaquine disrupts oxidative phosphorylation in Leishmania, induces mitochondrial depolarization, oxidative stress, elevated intracellular calcium, plasma membrane depolarization, and Apoptosis-like cell death. Sitamaquine can be used in the research of leishmaniasis[1][2].
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Sitamaquine | Sitamaquine (WR 6026) is an orally active Antileishmanial agent and Succinate dehydrogenase inhibitor. Sitamaquine accumulates in the acidocalcisomes of Leishmania, induces organelle alkalization, and crosses the plasma membrane of Leishmania via temperature- and energy-independent diffusion. Sitamaquine disrupts oxidative phosphorylation in Leishmania, induces mitochondrial depolarization, oxidative stress, elevated intracellular calcium, plasma membrane depolarization, and Apoptosis-like cell death. Sitamaquine can be used in the research of leishmaniasis. | |||||||||||||||||||||
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- [1]. López-Martín C, et al. Sitamaquine sensitivity in Leishmania species is not mediated by drug accumulation in acidocalcisomes. Antimicrob Agents Chemother. 2008;52(11):4030-4036. [Content Brief]
- [2]. Carvalho L, et al. The 8-aminoquinoline analogue sitamaquine causes oxidative stress in Leishmania donovani promastigotes by targeting succinate dehydrogenase. Antimicrob Agents Chemother. 2011;55(9):4204-4210. [Content Brief]
Keywords
