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Optimization and Isolation of 4,8,12,16-Tetramethylheptadecan-4-olide from Deinbollia pinnata
Corresponding Author(s) : Y. Rufai
Asian Journal of Chemistry,
Vol. 31 No. 11 (2019): Vol 31 Issue 11
Abstract
Manual agitation on ultrasonic assisted extraction process, fractionation, isolation and purification afforded 4,8,12,16-tetramethylheptadecan-4-olide (1) along with 11 compounds 2-12 i.e., squalene (2), phytyl palmitate (3), lupeol (4), taraxasterol (5), myristic acid (6), palmitic acid (7), campesterol (8), stigmasterol (9), λ-sitosterol (10), stigmastan-3,5-diene (11) and stigmasta-5,22-diene-3-ol acetate (12). Their structures were elucidated spectroscopically (2D NMR, IR, GC-MS and 1D NMR). The optimal conditions for high yield of extracts were obtained at 45 °C, after 35 min and solvent ratio 50:50 mL for 83.01 % yield; which was applied on agita-sonication process for bulk sample extraction of D. pinnata leaves with single solvent at a time. Thus, this work provides alternative method to overcome large sample extraction for phyto-constituents of isolation of 4,8,12,16-tetramethylheptadecan-4-olide (1) with ten other compounds from this specie pinnata and genius Deinbollia except stigmasterol (9).
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References
L.G. Saw, J.V. Lafrankie, K.M. Kochummen and S.K. Yap, Economic Botany, 45, 120 (1991).
S. Buerki, F. Forest, P. Acevedo-Rodríguez, M.W. Callmander, J.A.A. Nylander, M. Harrington, I. Sanmartín, P. Küpfer and N. Alvarez, Mol. Phylogenet. Evol., 51, 238 (2009); https://doi.org/10.1016/j.ympev.2009.01.012.
A.O. Isaiah, A.G. Oluremilekun, A. Sunday and A.S. Adejimi, Arch. Appl. Sci. Res., 4, 1240 (2012).
Y. Chen, H. Luo, A. Gao and M. Zhu, Innov. Food Sci. Emerg. Technol., 12, 305 (2011); https://doi.org/10.1016/j.ifset.2011.03.003.
W. Chen, W.P. Wang, H.S. Zhang and Q. Huang, Carbohydr. Polym., 87, 614 (2012); https://doi.org/10.1016/j.carbpol.2011.08.029.
P.G. Anantharaju, P.C. Gowda, M.G. Vimalambike and S.V. Madhunapantula, Nutr. J., 15, 99 (2016); https://doi.org/10.1186/s12937-016-0217-2.
A. Chauhan, B. Mittu and P. Chauhan, J. Anal. Bioanal. Technol., 6, 233 (2015); https://doi.org/10.4172/2155-9872.1000233.
G. Yin, H. Zeng, M. He and M. Wang, Int. J. Mol. Sci., 10, 4330 (2009); https://doi.org/10.3390/ijms10104330.
H.-P. He, Y. Cai, M. Sun and H. Corke, J. Agric. Food Chem., 50, 368 (2002); https://doi.org/10.1021/jf010918p.
A.R. Jassbi, Y. Mirzaei, O. Firuzi, J.N. Chandran and B. Schneider, Braz.J. Pharmacogn., 26, 705 (2016); https://doi.org/10.1016/j.bjp.2016.06.008.
S.M. Abdullahi, A.M. Musa, M.I. Abdullahi, M.I. Sule and Y.M. Sani, Sch. Acad. J. Biosci., 1, 18 (2013).
Z.Y. Babaamer, L. Sekhri, H.I. Al-Jaber, M.A. Al-Qudah and M.H. Abu Zarga, J. Asian Nat. Prod. Res., 14, 1137 (2015); https://doi.org/10.1080/10286020.2012.733700.
S.K. Yadav, Der Pharm. Chem., 5, 59 (2013).
H. Joshi, A.B. Joshi, H. Sati, M.P. Gururaja, P.R. Shetty, E.V.S. Subrahmanyam and D. Satyanaryana, Asian J. Res. Chem., 2, 178 (2009).