Abamectin is a widely used
insecticide and
anthelmintic
Anthelmintics or antihelminthics are a group of antiparasitic, antiparasitic drugs that expel parasitic worms (helminths) and other internal parasites from the body by either stunning or killing them and without causing significant damage to the h ...
. Abamectin, is a member of the
Avermectin
The avermectins are a series of drugs and pesticides used to treat parasitic worms and insect pests. They are a group of 16-membered macrocyclic lactone derivatives with potent anthelmintic and insecticidal properties. These naturally occurring c ...
family and is a natural fermentation product of soil dwelling
actinomycete
The Actinomycetales is an order of Actinomycetota. A member of the order is often called an actinomycete. Actinomycetales are generally gram-positive and anaerobic and have mycelia in a filamentous and branching growth pattern. Some actinomycetes ...
''
Streptomyces avermitilis''.
Abamectin (also called
Avermectin
The avermectins are a series of drugs and pesticides used to treat parasitic worms and insect pests. They are a group of 16-membered macrocyclic lactone derivatives with potent anthelmintic and insecticidal properties. These naturally occurring c ...
B1), differs from
Ivermectin
Ivermectin (, '' EYE-vər-MEK-tin'') is an antiparasitic drug. After its discovery in 1975, its first uses were in veterinary medicine to prevent and treat heartworm and acariasis. Approved for human use in 1987, today it is used to treat ...
, the popular member of the
Avermectin
The avermectins are a series of drugs and pesticides used to treat parasitic worms and insect pests. They are a group of 16-membered macrocyclic lactone derivatives with potent anthelmintic and insecticidal properties. These naturally occurring c ...
family, by double bond on C-22-25.
Fermentation of ''
Streptomyces avermitilis'' yields 8 closely related
Avermectin
The avermectins are a series of drugs and pesticides used to treat parasitic worms and insect pests. They are a group of 16-membered macrocyclic lactone derivatives with potent anthelmintic and insecticidal properties. These naturally occurring c ...
homologues out of which B1 (a and b) forms the bulk of the fermentation.
The non proprietary name, abamectin, is a combination of Bl
a (~ 80%) and B1
b (~ 20%).
Out of all the
Avermectin
The avermectins are a series of drugs and pesticides used to treat parasitic worms and insect pests. They are a group of 16-membered macrocyclic lactone derivatives with potent anthelmintic and insecticidal properties. These naturally occurring c ...
s, abamectin is the only one that is used both in agriculture and pharmaceuticals.
Mode of Action
Avermectin
The avermectins are a series of drugs and pesticides used to treat parasitic worms and insect pests. They are a group of 16-membered macrocyclic lactone derivatives with potent anthelmintic and insecticidal properties. These naturally occurring c ...
s bind to the glutamate-gated chloride channels that are found in invertebrate nerve and muscle cells.
They cause hyperpolarization of these cells resulting in paralysis and death.
Mammals only possess glutamate-gated chloride channels in the brain and spinal cord and as the
Avermectin
The avermectins are a series of drugs and pesticides used to treat parasitic worms and insect pests. They are a group of 16-membered macrocyclic lactone derivatives with potent anthelmintic and insecticidal properties. These naturally occurring c ...
s have a low affinity for other mammalian ligand-gated channels and do not usually cross the blood–brain barrier, they are very safe for mammals.
History
Avermectin
The avermectins are a series of drugs and pesticides used to treat parasitic worms and insect pests. They are a group of 16-membered macrocyclic lactone derivatives with potent anthelmintic and insecticidal properties. These naturally occurring c ...
s were discovered in 1967 in fermentation broths of an actinomycete culture received from the Kitasato Institute in Japan, following an intensive search designed to find natural products with anthelmintic activity. It was not until 1985
ivermectin
Ivermectin (, '' EYE-vər-MEK-tin'') is an antiparasitic drug. After its discovery in 1975, its first uses were in veterinary medicine to prevent and treat heartworm and acariasis. Approved for human use in 1987, today it is used to treat ...
was first used to treat ''Onchocerca volvulus'' (Onchocerciasis or River blindness) in humans by the United Nations. Discoverers of
Avermectin
The avermectins are a series of drugs and pesticides used to treat parasitic worms and insect pests. They are a group of 16-membered macrocyclic lactone derivatives with potent anthelmintic and insecticidal properties. These naturally occurring c ...
,
William C. Campbell and
Satoshi Ōmura
is a Japanese biochemist. He is known for the discovery and development of hundreds of pharmaceuticals originally occurring in microorganisms. In 2015, he was awarded the Nobel Prize in Physiology or Medicine jointly with William C. Campbell f ...
, shared the 2015 Nobel prize for physiology or medicine.
Activity
Abamectin is an insecticide as well as an
acaricide
Acaricides are pesticides that kill members of the arachnid subclass ''Acari'', which includes ticks and mites.
Acaricides are used both in medicine and agriculture, although the desired selective toxicity differs between the two fields.
Termin ...
(miticide)
and a
nematicide
A nematicide is a type of chemical pesticide used to kill plant-parasitic nematodes. Nematicides have tended to be broad-spectrum toxicants possessing high volatility or other properties promoting migration through the soil. Aldicarb (Temik), a ...
. It is also used to control fire ants. Abamectin is provided orally to horses for deworming them.
Use
Abamectin is also used as a veterinary
antihelmintic
Anthelmintics or antihelminthics are a group of antiparasitic drugs that expel parasitic worms (helminths) and other internal parasites from the body by either stunning or killing them and without causing significant damage to the host. They may ...
. Resistance to abamectin-based antihelmintics, although a growing problem, is not as common as to other classes of veterinary antihelmintics. The benzoate salt
emamectin benzoate is also used as an insecticide.
Avermectin
The avermectins are a series of drugs and pesticides used to treat parasitic worms and insect pests. They are a group of 16-membered macrocyclic lactone derivatives with potent anthelmintic and insecticidal properties. These naturally occurring c ...
s have been used to treat various ailments caused by parasites in both humans and animals.
Avermectin
The avermectins are a series of drugs and pesticides used to treat parasitic worms and insect pests. They are a group of 16-membered macrocyclic lactone derivatives with potent anthelmintic and insecticidal properties. These naturally occurring c ...
s including abamectin were studied for use as anti alcohol therapies.
Recently, ivermectin is being studied for use as an anti inflammatory agent.
Environmental Fate
Abamectin degrades rapidly when exposed to light (photodegradation) on plant surfaces, in soil, dung and water. Half life of Avermectins (including abamectin) varies between 0.5 to 23 days depending on the rate and substrate (water, soil, faeces or plant). Avermectin B1
a applied at 0.02-0.03 lb ai/acre (50% higher than recommended rates) resulted in very low residue.
Non targets
Abamectin is highly toxic to bees either if they consume or come in direct contact.
However, plant parts exposed to abamectin spraying did not cause toxicity to bees 24 hours after treatment.
The reason for lower toxicity in foliage is due to a half life <24 hours in plant surfaces.
Trade names
Trade names include Abba, Abathor, Affirm, Agri-Mek, Avid, Dynamec, Epi-Mek, Genesis Horse Wormer, Reaper, Termictine 5%, Vertimec,
CAM-MEK 1.8% EC (cam for agrochemicals), Zephyr and Cure 1.8 EC.
References
Further reading
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{{Authority control
Antiparasitic agents
Insecticides
Macrocycles