Asarone
| α-Asarone | |
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1,2,4-Trimethoxy-5-[(E)-prop-1-enyl]benzene |
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Other names
alpha-Azaron |
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| Identifiers | |
| CAS number | 2883-98-9  |
| PubChem | 636822 |
| ChemSpider | 552532  |
| ChEMBL | CHEMBL333306 |
| Jmol-3D images | Image 1 Image 2 |
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| Properties | |
| Molecular formula | C12H16O3 |
| Molar mass | 208.254 g mol−1 |
| Appearance | colorless solid substance |
| Density | 1.028 g/cm−3 [1] |
| Melting point |
62-63 °C [2] |
| Boiling point |
296 °C [2] |
| Solubility in water | insoluble |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Asarone, which includes alpha (trans) and beta[3] (cis) types, is an ether found in certain plants such as acorus and asarum.[2] As a volatile fragrance oil, it is used in killing plant fungal[4] pests and bacteria.[5] The toxicity and carcinogenicity of asarone means that it may be difficult to develop practical anthelmintics and insecticides based on it.[6]
[edit] Pharmacology
The main clinical symptom of asarone is prolonged vomiting that sometimes lasted more than 15 hours. Asarone is not metabolized to trimethoxyamphetamine as has been claimed by online vendors.[7] Beta-asarone may be a potential candidate for development as a therapeutic agent to manage cognitive impairment associated with conditions such as Alzheimer's disease.[8]
[edit] See also
[edit] Notes and references
- ^ Data for α-Asarone at ChemSpider
- ^ a b c "Asarone". The Merck Index. 14th edition. Merck Research Laboratories. 2006. pp. 135. ISBN 978-0-911910-00-1.
- ^ Beta asarone has CAS# 5273-86-9
- ^ Suvarna Shenvi, Vinod, Rajendra Hegde, Anil Kush and G. Chandrasekara Reddy (2011). "A unique water soluble formulation of β-asarone from sweet flag (Acorus calamus L.) and its in vitro activity against some fungal plant pathogens". Journal of Medicinal Plants Research 5 (20): 5132–5137. http://www.academicjournals.org/JMPR/PDF/pdf2011/30Sept/Shenvi%20et%20al.pdf.
- ^ Asha DS, Ganjewala D (2009). "Antimicrobial activity of Acorus calamus (L.) rhizome and leaf extract". Act. Biol. Szeg. 53 (1): 45–49.
- ^ Perrett, Sheena; Whitfield, Philip J. (1995). "Anthelmintic and pesticidal activity ofAcorus gramineus (Araceae) is associated with phenylpropanoid asarones". Phytotherapy Research 9 (6): 405. doi:10.1002/ptr.2650090604.
- ^ Björnstad K, Helander A, Hultén P, Beck O (2009). "Bioanalytical investigation of asarone in connection with Acorus calamus oil intoxications". J Anal Toxicol 33 (9): 604–9. PMID 20040135.
- ^ Geng Y. Li C. Liu J. Xing G. Zhou L. Dong M. Li X. Niu Y.Beta-asarone improves cognitive function by suppressing neuronal apoptosis in the beta-amyloid hippocampus injection rats. Biological & Pharmaceutical Bulletin. 33(5):836-43, 2010.
