Avermectin A1a, 5-O-demethyl-22,23-dihydro-

Description

Ivermectin B_1a is the main component (>80%) of the anthelmintic ivermectin, which also contains ivermectin B_1b (<20%; ). It produces antiparasitic activity by binding to glutamate-gated chloride channels expressed on nematode neurons and pharyngeal muscle cells, inducing irreversible channel opening and very long-lasting hyperpolarization/depolarization of the neuron/muscle cell, thereby blocking further function (EC₅₀ = 104 nM). Formulations containing ivermectin inhibit replication of severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) in Vero/hSLAM cells.

The Uses of Avermectin A1a, 5-O-demethyl-22,23-dihydro-

Ivermectin B1a-D2 is a deuterium labelled analogue of Ivermectin B1a (I940815), which is a major component of Ivermectin (I940800), a semi-synthetic derivative of Abamectin; consists of a mixture of not less than 80% component B1a and not more than 20% component B1b. Antihelmintic (Onchocerca). An invitro inhibitor of SARS-CoV-2/ Covid-19.

Definition

ChEBI: A macrocyclic lactone that is avermectin B1a in which the double bond present in the spirocyclic ring system has been reduced to a single bond. It is the major component of ivermectin.

References

[1] j. wolsetnholme and a. t. rogers. glutamate-gated chloride channels and the mode of action of the avermectin/milbemycin anthelmintics. parasitology131 suppl, s85-s95 (2005).
[2] s. gaisser, l. kellenberger, a. l. kaja, et al. direct production of ivermectin-like drugs after domain exchange in the avermectin polyketide synthase of streptomyces avermitilis atcc31272. organic & biomolecular chemistry 1(16), 2840-2847 (2003).
[3] j. p. arena, k. k. liu, p. s. paress, et al. the mechanism of action of avermectins in caenorhabditis elegans: correlation between activation of glutamate-sensitive chloride current, membrane binding, and biological activity. journal of parasitology 81, 286-294 (1995).