Cannabis

Ligustilide
Names
Other names
3-Butylidene-4,5-dihydrophthalide
Identifiers
3D model (JSmol)
ECHA InfoCard 100.237.128 Edit this at Wikidata
  • O=C1OC(=CCCC)C2=C1C=CCC2
Properties
C12H14O2
Molar mass 190.242 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Ligustilide is a natural chemical compound of the dihydrophthalide class. Ligustilide is found in the highest concentration in wild celeries (Apium graveolens).[1][2] It has also been found in Angelica sinensis and a variety of other plants including Todaroa montana.[2]

Herbal extract[edit]

Ligustilide is a volatile compound, found in the essential oil of various herb roots. [3] The oil is obtained by distillation or supercritical CO2 extraction of the dried root. In one report, total (Z)-ligustilide content in Angelica acutiloba root samples ranged from 0.08% to 0.22%. [4] In an other report, ligustilide was not mentioned as a component in hydrodistilled essential oil of Angelica archangelica root from Serbia. [5] When dried whole root is used, as in TCM, the pharmacological effect may be ascribed to a range of components, including polysaccharides. [6]

Potential pharmacology[edit]

Because of the traditional use of Angelica sinesis in herbal medicine, particularly traditional Chinese medicine where it is known as dong quai, there has been interest in identifying chemical compounds responsible for its putative pharmacological effects. Ligustilide is typically identified as the principal bioactive component.[7] A variety of in vitro effects of ligustilide have been reported, including antiinflammatory and neuroprotective effects.[8] However, because of the chemical instability of ligustilide, the relevance of these studies to any effects in humans is uncertain.[9]

References[edit]

  1. ^ "Ligustilide". Human Metabolome Database.
  2. ^ a b Gijbels, M.J.M., Fischer, F.C., Scheffer, J.J.C.; et al. (1983). "Phthalides in roots of Anethum graveolens and Todaroa montana". Scientia Pharmaceutica. 51 (4): 414–417.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  3. ^ http://www.entomoljournal.com/archives/2017/vol5issue4/PartH/5-3-275-671.pdf
  4. ^ "Quality evaluation of Angelicae acutilobae radix: individual differences and localization of (Z)-ligustilide in Angelica acutiloba root" PMID 32737689 PMC8924091
  5. ^ http://www.researchgate.net/publication/313818355_Chemical_Composition_and_Antibacterial_Activity_of_Angelica_archangelica_Root_Essential_Oil
  6. ^ "The structures and biological functions of polysaccharides from traditional Chinese herbs" PMID 31030757 PMC7102684
  7. ^ Yang, F.; Lin, Z. W.; Huang, T. Y.; Chen, T. T.; Cui, J.; Li, M. Y.; Hua, Y. Q. (2019). "Ligustilide, a major bioactive component of Angelica sinensis, promotes bone formation via the GPR30/EGFR pathway". Scientific Reports. 9 (1): 6991. Bibcode:2019NatSR...9.6991Y. doi:10.1038/s41598-019-43518-7. PMC 6502875. PMID 31061445.
  8. ^ Xie, Qingxuan; Zhang, Linlin; Xie, Long; Zheng, Yu; Liu, Kai; Tang, Hailong; Liao, Yanmei; Li, Xiaofang (2020). "Z-ligustilide: A review of its pharmacokinetics and pharmacology". Phytotherapy Research. 34 (8): 1966–1991. doi:10.1002/ptr.6662. PMID 32135035. S2CID 212567563.
  9. ^ Duric, Kemal; Liu, Yang; Chen, Shao-Nong; Lankin, David C.; Nikolic, Dejan; McAlpine, James B.; Friesen, J. Brent; Pauli, Guido F. (2019). "Studying Mass Balance and the Stability of (Z)-Ligustilide from Angelica sinensis Helps to Bridge a Botanical Instability–Bioactivity Chasm". Journal of Natural Products. 82 (9): 2400–2408. doi:10.1021/acs.jnatprod.8b00962. PMC 6930006. PMID 31478376.

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