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Carotol: A Sesquiterpenoid Isolated from Carrot Seed Oil
Corresponding Author(s) : K.K. Chahal
Asian Journal of Chemistry,
Vol. 28 No. 5 (2016): Vol 28 Issue 5
Abstract
Essential oil obtained from carrot (Daucus carota) seeds by hydrodistillation was analyzed by gas chromatography-mass spectrometry (GC-MS). A total of 51 compounds, accounting for 97.8 % of the total oil were identified. Carotol, a sesquiterpenoid was found to be the major compound present in the carrot seed essential oil while the other compounds were daucol, daucene, b-cubenene, b-farnesene, etc. Carotol was isolated from carrot seed essential oil by column chromatography which was chemically transformed into daucol, carotol ether, 4-chloro carotol and carotol amide. The structures of these compounds were elucidated on the basis of FTIR, 1H NMR and 13C NMR.
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- A.A. Ahmed, M.M. Bishr, M.A. El-Shanawany, E.Z. Attia, S.A. Ross and P.W. Paré, Phytochemistry, 66, 1680 (2005); doi:10.1016/j.phytochem.2005.05.010.
- P.W. Simon, Plant Breed. Rev., 19, 157 (2000).
- D. Jackson and K. Bergeron (2013), http://www.altnature.com/gallery/Wild Carrot.html.
- R. Benecke, K. Reichold, M. Kessel and W. Schmidt, Pharmazie, 42, 256 (1987).
- M. Gonny, P. Bradesi and J. Casanova, Flav. Fragr. J., 19, 424 (2004); doi:10.1002/ffj.1330.
- J.-Q. Cu, F. Perineau, M. Deltnas and A. Gaset, Flav. Fragr. J., 4, 225 (1989); doi:10.1002/ffj.2730040414.
- B.M. Lawrence, Perfumer Flavorist, 24, 45 (1999).
- V. Mazzoni, F. Tomi and J. Casanova, Flav. Fragr. J., 14, 268 (1999); doi:10.1002/(SICI)1099-1026(199909/10)14:5<268::AID-FFJ823>3.0.CO;2-Z.
- R.P. Adams, Identification of Essential Oil Components by Gas Chromatography/Quadrupole Mass Spectroscopy, Carol Stream, Allured Pub. Corp. (1995).
- H. Kameoka, K. Sagara and M. Miyazawa, J. Agric. Chem. Soc. Jpn., 63, 185 (1989).
- M.M. Ozcan and J.C. Chalchat, Grasas Aceites, 58, 359 (2007); doi:10.3989/gya.2007.v58.i4.447.
- H.-E.A. Saad, S.H. El-Sharkawy and A.F. Halim, Pharm. Acta Helv., 70, 79 (1995); doi:10.1016/0031-6865(94)00054-Y.
References
A.A. Ahmed, M.M. Bishr, M.A. El-Shanawany, E.Z. Attia, S.A. Ross and P.W. Paré, Phytochemistry, 66, 1680 (2005); doi:10.1016/j.phytochem.2005.05.010.
P.W. Simon, Plant Breed. Rev., 19, 157 (2000).
D. Jackson and K. Bergeron (2013), http://www.altnature.com/gallery/Wild Carrot.html.
R. Benecke, K. Reichold, M. Kessel and W. Schmidt, Pharmazie, 42, 256 (1987).
M. Gonny, P. Bradesi and J. Casanova, Flav. Fragr. J., 19, 424 (2004); doi:10.1002/ffj.1330.
J.-Q. Cu, F. Perineau, M. Deltnas and A. Gaset, Flav. Fragr. J., 4, 225 (1989); doi:10.1002/ffj.2730040414.
B.M. Lawrence, Perfumer Flavorist, 24, 45 (1999).
V. Mazzoni, F. Tomi and J. Casanova, Flav. Fragr. J., 14, 268 (1999); doi:10.1002/(SICI)1099-1026(199909/10)14:5<268::AID-FFJ823>3.0.CO;2-Z.
R.P. Adams, Identification of Essential Oil Components by Gas Chromatography/Quadrupole Mass Spectroscopy, Carol Stream, Allured Pub. Corp. (1995).
H. Kameoka, K. Sagara and M. Miyazawa, J. Agric. Chem. Soc. Jpn., 63, 185 (1989).
M.M. Ozcan and J.C. Chalchat, Grasas Aceites, 58, 359 (2007); doi:10.3989/gya.2007.v58.i4.447.
H.-E.A. Saad, S.H. El-Sharkawy and A.F. Halim, Pharm. Acta Helv., 70, 79 (1995); doi:10.1016/0031-6865(94)00054-Y.