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Trideca-7,9,11-trienoic acid: Difference between revisions

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== Extraction from ''A. cynapium'' == == Extraction from ''A. cynapium'' ==
Trideca-7,9,11-trienoic acid can be extracted from dried aerial parts of ''A. cynapium'' with ], followed by ], followed by ] with ] and ] (40:60), followed by ] with DCM and ] (92.5:7.5), followed by ].<ref name="three" /> Trideca-7,9,11-trienoic acid can be extracted from dried aerial parts of ''A. cynapium'' with ], followed by ], followed by ] with ] and ] (40:60), followed by ] with DCM and ] (92.5:7.5), followed by ].<ref name="three" />

== Uses ==
In addition to its potential as an ], trideca-7,9,11-trienoic acid has also been studied for use in inks and protective coatings.<ref name="three"/><ref>Composition for ink vehicles and protective coatings, European Patent Office, EP0503897A1, Gerald SugarmanMichael W. O'neill, 16.9.1992. (https://patents.google.com/patent/EP0503897A1)</ref>


==References== ==References==

Latest revision as of 21:19, 16 January 2025

Trideca-7,9,11-trienoic acid
Names
IUPAC name (7E,9E,11E)-Trideca-7,9,11-trienoic acid
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
InChI
  • InChI=1S/C13H20O2/c1-2-3-4-5-6-7-8-9-10-11-12-13(14)15/h2-7H,8-12H2,1H3,(H,14,15)/b3-2+,5-4+,7-6+¨Key: CMKVWQNTXKWDNT-ICDJNDDTSA-N
SMILES
  • C/C=C/C=C/C=C/CCCCCC(=O)O
Properties
Chemical formula C13H20O2
Molar mass 208.301 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Trideca-7,9,11-trienoic acid, or (7E,9E,11E)-trideca-7,9,11-trienoic acid, is an polyunsaturated fatty acid. It is present in Aethusa cynapium.

Pharmacology

Trideca-7,9,11-trienoic acid has been shown to have an antianxiety effect in Mus musculus, Rattus norvegicus, and Homo sapiens. It reduces hypolocomotion caused by anxiety, which was psychopharmacologically induced with mCPP, in Mus musculus and Rattus norvegicus. A 2 mg/kg dose of diazepam has a very similar effect to 20 mg/kg of trideca-7,9,11-trienoic acid. This may suggest that trideca-7,9,11-trienoic acid is also a GABA agonist like diazepam.

Extraction from A. cynapium

Trideca-7,9,11-trienoic acid can be extracted from dried aerial parts of A. cynapium with methanol, followed by chloroform, followed by column chromatography with DCM and methanol (40:60), followed by flash chromatography with DCM and methanol (92.5:7.5), followed by preparative TLC.

Uses

In addition to its potential as an anxiolytic, trideca-7,9,11-trienoic acid has also been studied for use in inks and protective coatings.

References

  1. ^ Shri, Richa; Bhutani, K.K.; Sharma, Anupam (2010). "A new anxiolytic fatty acid from Aethusa cynapium". Fitoterapia. 81 (5): 337–340. doi:10.1016/j.fitote.2010.05.003. PMID 20472038. (https://www.academia.edu/4694323/A_new_anxiolytic_fatty_acid_from_Aethusa_cynapium)
  2. "(7E,9E,11E)-trideca-7,9,11-trienoic acid". PubChem. National Library of Medicine. 3.1.2025.
  3. EP0503897A1, Gerald Sugarman, Michael W. O'Neill, "Composition for ink vehicles and protective coatings", assigned to Topez Co  16.9.1992.
  4. Bilkei-Gorzo A, Gyertyar I, Szabados T (1996). "mCPP-induced anxiety—a potential new method for screening anxiolytic activity". Neurobiology. 4: 253–5.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  5. Bilkei-Gorzo A, Gyertyar I, Levay G (1998). "mCPP-induced anxiety in the light–dark box in rats—a new method for screening anxiolytic activity". Psychopharmacology. 136 (3): 291–8. doi:10.1007/s002130050568. PMID 9566815.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  6. Riss J, Cloyd J, Gates J, Collins S (August 2008). "Benzodiazepines in epilepsy: pharmacology and pharmacokinetics". Acta Neurologica Scandinavica. 118 (2): 69–86. doi:10.1111/j.1600-0404.2008.01004.x. PMID 18384456. S2CID 24453988.
  7. Composition for ink vehicles and protective coatings, European Patent Office, EP0503897A1, Gerald SugarmanMichael W. O'neill, 16.9.1992. (https://patents.google.com/patent/EP0503897A1)
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