Anziaic acid
Carboxylate ester
From Wikipedia, the free encyclopedia
Anziaic acid is a depside found in lichens. It gives a red reaction in the C test. The two phenolic rings have a pentyl side chain. It is an ester dimer of olivetolic acid.[1]
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| Names | |
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| IUPAC name
4-(2,4-Dihydroxy-6-pentylbenzoyl)oxy-2-hydroxy-6-pentylbenzoic acid | |
| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
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PubChem CID |
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CompTox Dashboard (EPA) |
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| Properties | |
| C24H30O7 | |
| Molar mass | 430.5 g/mol |
| Melting point | 122 °C (252 °F; 395 K) dec |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Anziaic acid works as an antibacterial compound by inhibiting topoisomerase.[2][3]
Production
Anziaic acid has been artificially produced from olivetolic acid by benzylation of the O-phenol positions, and then condensing with trifluoroacetic anhydride.[1]
Properties
Anziaic acid is colourless. It can be dissolved in ethanol, ethanol-water mixture, or cyclohexane-benzene mixture.[1]
Related
Perlatolic acid, dihydropicrolichenic acid, 2'-O-methylanziaic acid, 2-O-methylperlatolic acid, 2'-O-methylperlatolic and planaic acid are derivatives of anziaic acid, where a methyl group replaces a hydrogen in some of the hydroxy positions on the rings.[1]
Occurrence
Anziaic acid is found in Parmeliaceae including Hypotrachyna,[2] Stereocaulon,[4] and Cetrelia.[5]