The Synthesis and Spectral Properties of Benzofuran Derivative bis-Chalcone

Year 2018, Volume: 5 Issue: 1, 69 - 73, 28.03.2018

Neslihan Beyazit

https://doi.org/10.17350/HJSE19030000067

Abstract

Khellin, a natural furanochromone, was isolated from the fruits of Ammi visnaga L. by using a rapid and easy technique. It was then hydrolyzed with 10% KOH to obtain khellinone. From the Claisen-Schmidt condensation of khellinone with terephthalaldehyde, a new benzofuran derivative bis-chalcone was synthesized and its spectroscopic properties were investigated in details.

Keywords

Khellin, Khellinone, Ammi visnaga L., Claisen Schmidt condensation, Bis-chalcone

References

• Muhammad S, Al-Sehemi AG, Su Z, Xu H, Irfan A, Chaudhry AR. First principles study for the key electronic, optical and nonlinear optical properties of novel donor- acceptor chalcones. Journal of Molecular Graphics and Modelling. 72 (2017) 58-69. https://doi.org/10.1016/j. jmgm.2016.12.009.
• Thabti S, Djedouani A, Rahmouni S, Touzani R, Bendaas A, Mousser H, Mousser A. Synthesis, X-ray crystal structures and catecholase activity investigation of new chalcone ligands. Journal of Molecular Structure 1102 (2015) 295- 301. DOI: 10.1016/j.molstruc.2015.08.071.
• Beltagy AM, Beltagy DM. Chemical composition of Ammi visnaga L. and New Cytotoxic Activity of its Constituents Khellin and Visnagin. Journal of Pharmaceutical Sciences and Research 7 (2015) 285-291.
• Günaydın K, Beyazit N. The Chemical Investigations on the Ripe Fruits of Ammi visnaga (Lam.) Lamarck Growing in Turkey. Natural Product Research 18 (2004) 169-175. http://dx.doi.org/10.1080/14786410310001608091.
• Anrep GV, Barsoum GS, Kenawy MR. The Pharmacological Actions of the Crystalline Principles of Ammi visnaga Linn. Journal of Pharmacy and Pharmacology 1 (1949) 164-176. DOI: 10.1111/j.2042-7158.1949.tb12395.x.
• Schöberg A, Sina A. Khellin and Allied Compounds. Journal of American Chemical Society 72 (1950) 1611-1616. DOI: 10.1021/ja01160a051.
• Tay MG, Tiong MH, Chia YY, Kuan SHC, Liu ZQ.A Way to Improve Luminescent Efficiency of Bis-Chalcone Derivatives. Journal of Chemistry 2016 (2016) 1-8. http:// dx.doi.org/10.1155/2016/3608137.
• Aksöz BE, Ertan R. Spectral Properties of Chalcones II. FABAD Journal of Pharmaceutical Sciences 37 (2012) 205- 216.
• Thirunarayanan G, Gopalakrishnan M, Vanangamudi G. IR and NMR spectral studies of 4-bromo-1-naphthyl chalcones- assessment of substituent effects. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 67 (2007) 1106-1112. DOI: 10.1016/j.saa.2006.09.034.
• Mabry TJ, Markham KR, Thomas MB. The Ultraviolet Spectra of Chalcones and Aurones, in: The Systematic Identification of Flavonoids, Springer-Verlag, Berlin- Heidelberg-New York, pp. 227-250, 1970.
• Kumari R, Varghese A, George L, Sudhakar YN. Effect of solvent polarity on the photophysical properties of chalcone derivatives. RSC Advances 7 (2017) 24204-24214. DOI: 10.1039/c7ra01705g.