Dihydrokavain
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| Names | |
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| IUPAC name
4-Methoxy-6-(2-phenylethyl)-5,6-dihydro-2H-pyran-2-one
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| Other names
Dihydrokawain
Marindinin | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C14H16O3 | |
| Molar mass | 232.27 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Dihydrokavain is one of the six major kavalactones found in the kava plant.[1] It appears to contribute significantly to the anxiolytic effects of kava, based on a study in chicks.[2]
Dihydrokavain bears some structural similarity to the strobilurins and has some fungicidal activity.[3]
An analogue of the molecule was also shown to improve glycemic control by modulating AMPK target genes expression in fruit flies.[4]
References
[edit]- ^ Malani, Joji (2002-12-03). "Evaluation of the effects of Kava on the Liver" (PDF). Fiji School of Medicine. Archived from the original (PDF) on 2009-03-20. Retrieved 2009-09-04.
- ^ Feltenstein, MW; LC Lambdin; M Ganzera; H Ranjith; W Dharmaratne; NP Nanayakkara; IA Khan; KJ Sufka (March 2003). "Anxiolytic properties of Piper methysticum extract samples and fractions in the chick social-separation-stress procedure". Phytotherapy Research. 17 (3): 210–216. doi:10.1002/ptr.1107. PMID 12672148. S2CID 10548965.210-216&rft.date=2003-03&rft_id=https://api.semanticscholar.org/CorpusID:10548965#id-name=S2CID&rft_id=info:pmid/12672148&rft_id=info:doi/10.1002/ptr.1107&rft.aulast=Feltenstein&rft.aufirst=MW&rft.au=LC Lambdin&rft.au=M Ganzera&rft.au=H Ranjith&rft.au=W Dharmaratne&rft.au=NP Nanayakkara&rft.au=IA Khan&rft.au=KJ Sufka&rfr_id=info:sid/en.wikipedia.org:Dihydrokavain" class="Z3988">
- ^ Zakharychev, Vladimir V; Kovalenko, Leonid V (1998-06-30). "Natural compounds of the strobilurin series and their synthetic analogues as cell respiration inhibitors". Russian Chemical Reviews. 67 (6): 535–544. Bibcode:1998RuCRv..67..535Z. doi:10.1070/rc1998v067n06abeh000426. ISSN 0036-021X. S2CID 95676421.535-544&rft.date=1998-06-30&rft_id=info:doi/10.1070/rc1998v067n06abeh000426&rft_id=https://api.semanticscholar.org/CorpusID:95676421#id-name=S2CID&rft.issn=0036-021X&rft_id=info:bibcode/1998RuCRv..67..535Z&rft.aulast=Zakharychev&rft.aufirst=Vladimir V&rft.au=Kovalenko, Leonid V&rfr_id=info:sid/en.wikipedia.org:Dihydrokavain" class="Z3988">
- ^ Hadiza Muhammad Maiturare; Mudassir Aliyu Magaji; Muhammad Kabiru Dallatu; Kabir Magaji Hamid; Mustapha Umar Imam; Ibrahim Malami (2022). "5,6-dehydrokawain improves glycaemic control by modulating AMPK target genes in Drosophila with a high-sucrose diet-induced hyperglycaemia". Phytomedicine Plus. 2 (2): 100261–. doi:10.1016/j.phyplu.2022.100261. ISSN 2667-0313. S2CID 247649601.
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