Curzerene

Curzerene is a volatile, aromatic terpenoid found in many herbs and spices, such as Curcuma zeodaria.[1] It is bioactive isolate of Caribbean corals[2] and is also found in myrrh.[3] More specifically it has been found to make up a significant portion - 12.97% - of the smoke produced from burning Commiphora myrrha oleo gum resin.[4] It is also a major component of myrrh oil, which has been shown in vitro to possess anti-inflammatory properties at sub-toxic by inhibiting the production of the inflammatory cytokine IL-6 by human gingival fibroblasts. Anecdotal evidence exists to support the anti-inflammatory effect of myrrh oil.[5]

Curzerene
Names
IUPAC name
(6S)-6-Ethenyl-3,6-dimethyl-5-prop-1-en-2-yl-5,7-dihydro-4H-1-benzofuran
Other names
Isogermafuren
Isofuranogermacrene
Identifiers
3D model (JSmol)
Properties
C15H20O
Molar mass 216.324 g·mol−1
Melting point 65.3 °C estimated
Boiling point 282.8±40.0 °C estimated
Poorly soluble in water
Hazards
Flash point 117.50 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Curzerene represents 13.7% of the essential oil extracted from Smyrnium olusatrum, which has demonstrated significant antimicrobial activity in vitro.[6]

References

  1. PubChem. "Curzerene". pubchem.ncbi.nlm.nih.gov. Retrieved 2020-02-28.
  2. Roussis, V; Vagias, C; Tsitsimpikou, C; Diamantopoulou, N (2000). "Chemical variability of the volatile metabolites from the Caribbean corals of the genus Gorgonia". Zeitschrift für Naturforschung C. 55 (5–6): 431–41. doi:10.1515/znc-2000-5-620. PMID 10928556.
  3. Hanus, Lumir O.; Rezanka, Tomas; Dembitsky, Valery M.; Moussaieff, Arieh (2005). "Myrrh - Commiphora Chemistry". Biomedical Papers. 149 (1): 3–28. doi:10.5507/bp.2005.001. PMID 16170385.
  4. Ljaljević Grbić, Milica; Unković, Nikola; Dimkić, Ivica; Janaćković, Peđa; Gavrilović, Milan; Stanojević, Olja; Stupar, Miloš; Vujisić, Ljubodrag; Jelikić, Aleksa; Stanković, Slaviša; Vukojević, Jelena (June 2018). "Frankincense and myrrh essential oils and burn incense fume against micro-inhabitants of sacral ambients. Wisdom of the ancients?". Journal of Ethnopharmacology. 219: 1–14. doi:10.1016/j.jep.2018.03.003. ISSN 0378-8741. PMID 29530608.
  5. Tipton, D.A.; Hamman, N.R.; Dabbous, M.Kh. (March 2006). "Effect of myrrh oil on IL-1β stimulation of NF-κB activation and PGE2 production in human gingival fibroblasts and epithelial cells". Toxicology in Vitro. 20 (2): 248–255. doi:10.1016/j.tiv.2005.07.004. ISSN 0887-2333. PMID 16112536.
  6. Daroui-Mokaddem, Habiba; Kabouche, Ahmed; Bouacha, Mabrouka; Soumati, Boudjemaa; El-Azzouny, Aida; Bruneau, Christian; Kabouche, Zahia (October 2010). "GC/MS Analysis and Antimicrobial Activity of the Essential Oil of Fresh Leaves of Eucalytus Globulus, and Leaves and Stems of Smyrnium Olusatrum from Constantine (Algeria)". Natural Product Communications. 5 (10): 1934578X1000501. doi:10.1177/1934578x1000501031. ISSN 1934-578X.


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