This is an old revision of this page, as edited by Entranced98 (talk | contribs) at 00:50, 29 January 2023 (Importing Wikidata short description: "Class of chemical compounds"). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.
Revision as of 00:50, 29 January 2023 by Entranced98 (talk | contribs) (Importing Wikidata short description: "Class of chemical compounds")(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff) Class of chemical compoundsThe milbemycins are a group of macrolides chemically related to the avermectins and were first isolated in 1972 from Streptomyces hygroscopicus. They are used in veterinary medicine as antiparasitic agents against worms, ticks and fleas.
Mechanism of action
Like avermectins, milbemycins are products of fermentation by Streptomyces species. They have a similar mechanism of action, but a longer half-life than the avermectins. They open glutamate-sensitive chloride channels in neurons and myocytes of invertebrates, leading to hyperpolarisation of these cells and blocking of signal transfer.
Examples
| Name | =R | =R | –R |
|---|---|---|---|
| Milbemectin | –H, (β)–OH | –H, –H | –CH3 : –CH2CH3 = 3:7 |
| Milbemycin oxime | =NOH | –H, –H | –CH3 : –CH2CH3 = 3:7 |
| Moxidectin | –H, (β)–OH | =NOCH3 | (Z)–C(CH3)=CH–CH(CH3)2 |
| Nemadectin | –H, (β)–OH | –H, (α)–OH | (Z)–C(CH3)=CH–CH(CH3)2 |
References
- ^ The 2nd International Electronic Conference on Synthetic Organic Chemistry: Insecticides Archived 2008-04-18 at the Wayback Machine
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