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Open Access Articles- Top Results for Yangonin

Yangonin

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Yangonin
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IUPAC name
4-Methoxy-6-[(E)-2-(4-methoxyphenyl)ethenyl]pyran-2-one
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500-62-9 7pxY
ChEMBL ChEMBL1098658 7pxN
ChemSpider 4444896 7pxN
Jmol-3D images Image
PubChem Template:Chembox PubChem/format
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C15H14O4
Molar mass Lua error in Module:Math at line 495: attempt to index field 'ParserFunctions' (a nil value). g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Yangonin is one of the six major kavalactones found in the kava plant.[1] It has been shown to possess significant binding affinity for the cannabinoid receptor CB1, where it behaves as an agonist.[2] As a result, yangonin may be responsible for some of kava's intoxicating effects.

Medical use

The CB1 activity of yangonin likely contributes to its psychoactive effects. This, along with the GABAergic effects of other kavalactones has given kava a use in the ethnobotanical treatment of anxiety, insomnia, pain, and other disorders.[3][4] However, anxiety relief is unlikely to be contributed to yangonin's CB1 agonistic properties as CB1 agonism can be anxiogenic rather than anxiolytic.[citation needed]

Toxicity

Yangonin displays marked in vitro toxicity on human hepatocytes with approximately 40% reduction in viability based on an ethidium bromide assay. The predominant mode of cell death turned out to be apoptosis rather than necrosis. No significant changes were observed in glutathione levels.[5]

References

  1. Malani, Joji (2002-12-03). "Evaluation of the effects of Kava on the Liver" (PDF). Fiji School of Medicine. Retrieved 2009-09-04. 
  2. Ligresti, A.; Villano, R.; Allarà, M.; Ujváry, I. N.; Di Marzo, V. (2012). "Kavalactones and the endocannabinoid system: The plant-derived yangonin is a novel CB1 receptor ligand". Pharmacological Research 66 (2): 163–169. PMID 22525682. doi:10.1016/j.phrs.2012.04.003.  edit
  3. Feltenstein, M. W.; Lambdin, L. C.; Ganzera, M.; Ranjith, H.; Dharmaratne, W.; Nanayakkara, N. P. D.; Khan, I. A.; Sufka, K. J. (2003). "Anxiolytic properties ofPiper methysticumextract samples and fractions in the chick social-separation-stress procedure". Phytotherapy Research 17 (3): 210–216. PMID 12672148. doi:10.1002/ptr.1107.  edit
  4. "Kava : MedicinePlus". 
  5. Tang, J; Dunlop, RA; Rowe, A; Rodgers, KJ; Ramzan, I (2010). "Kavalactones Yangonin and Methysticin Induce Apoptosis in Human Hepatocytes (HepG2) In Vitro.". Phytotherapy research : PTR 25 (3): n/a. PMID 20734326. doi:10.1002/ptr.3283.