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Chemical Transformations of Carotol Isolated from Carrot Seed Oil
Corresponding Author(s) : K.K. Chahal
Asian Journal of Chemistry,
Vol. 28 No. 8 (2016): Vol 28 Issue 8
Abstract
Previous phytochemical studies on the essential oil of carrot seed revealed the presence of carotol as the major compound. In the present study the essential oil of carrot seed extracted by Dean and Stark apparatus was analyzed by gas chromatography-mass spectrometry. A total of 51 compounds were identified. Carotol, a sesquiterpenoid was found to be the major compound whereas daucol, daucene, b-cubenene and b-farnesene were the minor compounds present. Carotol (52 %) was isolated by column chromatography. Chemical reactions of carotol with N-bromosuccinimide, selenium dioxide/t-butyl hydrogen peroxide, phenol/sulfuric acid and p-toluene sulfonic acid were carried out and structures of these compounds were elucidated on the basis of FTIR, 1H NMR and 13C NMR spectroscopy.
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- M. Olle and I. Bender, Agron. Res., 8, 687 (2010).
- E. Teuscher, Medicinal Spices-A Handbook of Culinary Herbs, Spices, Spice Mixtures and Their Essential Oils, Medpharm GmbH Scientific Publishers, Stuttgart, Germany (2006).
- A. Ebadollahi, Ecol. Balk., 5, 149 (2013).
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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).
- Y. Kumarasamy, L. Nahar, M. Byres, A. Delazar and S.D. Sarker, J. Herb. Pharmacother., 5, 61 (2005); doi:10.1080/J157v05n01_07.
- H. Kameoka, K. Sagara and M. Miyazawa, J. Agric. Chem. Soc. Japan, 63, 185 (1989); doi:10.1271/nogeikagaku1924.69.189.
- B.M. Lawrence, Perfum. Flavorist, 24, 45 (1999).
- M.M. Ozcan and J.C. Chalchat, Grasas Aceites, 58, 359 (2007); doi:10.3989/gya.2007.v58.i4.447.
- K.K. Chahal, P. Kaur, D. Kataria and R. Kaur, Asian J. Chem., 28, 1004 (2016); doi:10.14233/ajchem.2016.19567.
References
M. Olle and I. Bender, Agron. Res., 8, 687 (2010).
E. Teuscher, Medicinal Spices-A Handbook of Culinary Herbs, Spices, Spice Mixtures and Their Essential Oils, Medpharm GmbH Scientific Publishers, Stuttgart, Germany (2006).
A. Ebadollahi, Ecol. Balk., 5, 149 (2013).
A. Bendiabdellah, M. El Amine Dib, N. Djabou, H. Allali, B. Tabti, A. Muselli and J. Costa, Chem. Cent. J., 6, 48 (2012); doi:10.1186/1752-153X-6-48.
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).
Y. Kumarasamy, L. Nahar, M. Byres, A. Delazar and S.D. Sarker, J. Herb. Pharmacother., 5, 61 (2005); doi:10.1080/J157v05n01_07.
H. Kameoka, K. Sagara and M. Miyazawa, J. Agric. Chem. Soc. Japan, 63, 185 (1989); doi:10.1271/nogeikagaku1924.69.189.
B.M. Lawrence, Perfum. Flavorist, 24, 45 (1999).
M.M. Ozcan and J.C. Chalchat, Grasas Aceites, 58, 359 (2007); doi:10.3989/gya.2007.v58.i4.447.
K.K. Chahal, P. Kaur, D. Kataria and R. Kaur, Asian J. Chem., 28, 1004 (2016); doi:10.14233/ajchem.2016.19567.