Derquantel is a semi-synthetic paraherquamide analog, derived from a fermentation product of Penicillium simplicissimum via chemical reduction. It is an anthelmintic spiroindole that acts as a nicotinic acetylcholine receptor antagonist. Derquantel is a potent nematocide and was the first paraherquamide to be successfully commercialised in combination with avermectin. The compound is prepared by removal of the 2-oxo group in a four-step sequence of N-protection, reduction, N-deprotection and a final reduction.
Derquantel is soluble in ethanol, methanol, DMF and DMSO.
|Mechanism of Action||Derquantel and other paraherquamides induce a flaccid paralysis in nematodes thought to be from inhibition of nicotinic acetylcholine receptors acting as an antagonist of acetylcholine.|
|Spectrum||Derquantel is active against parasitic worms.|
Understanding the fundamental biology and physiology of parasites can assist in more effective compound discovery efforts. Repurposing existing compounds attractive option considering that clinical studies may have been done which could speed efforts. THe One Health approach, where insights on anthelmintic efficacy are shared between human and animal domains to advance options in both domains.
Charlier J et al. (2022) Anthelmintic resistance in ruminants: Challenges and solutions. In: Advances in Parasitology. Rollinson D and Stothard. Academic Press Vol 115: 171-227
Kaminsky R et al (2011) Differences in efficacy of monepantel, Derquantel and abamectin against multi-resistant nematodes of sheep. Parasitol. Res. 109:19-23
Lee BH et al (2001) Semisynthesis of 2-deoxo- and 3-epi-paraherquamide A. Bioorg. Med. Chem. Lett. 11: 553-554
Nauen R et al (1999) Ligands of the nicotinic acetylcholine receptor as insecticides. Pestic. Sci. 55:608-610