Synthesis of Novel Chalcone Derivatives by Organic Catalysis

Junlong Li; Ruocan Zhuang; Yinan Qian

doi:10.18282/mpc.v1i1.564

Junlong Li College of Chemistry and Chemical Engineering, Anyang University of Technology
Ruocan Zhuang College of Chemistry and Chemical Engineering, Anyang University of Technology
Yinan Qian College of Chemistry and Chemical Engineering, Anyang University of Technology

Ariticle ID: 564

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DOI: https://doi.org/10.18282/mpc.v1i1.564

Keywords: Chalcone, transacrylone derivatives, anthrone, catalysts

Abstract

Chalcone compounds have a wide range of biological activities. In this paper, nine kinds of novel chalcone compounds were synthesized by using transacrylone derivatives and anthrone as raw materials. The eï¬€ects of diï¬€erent catalysts and solvents on the yield of the products were investigated. The optimal catalyst was DABCO. The optimum solvent was dichloromethane with the highest yield of 71.6%. On this basis, the eï¬€ect of the co-catalyst on the yield was investigated. The yield was increased to 89.9%.

References

ZJ Zhang. Therapeutic eï¬€ects of herbal extracts and constituents in animalmodels of psychiatric disorders [j]. Life Sci, 2004, 75: 1659.

ML Go, X Wu, XL Liu. Chalcones: an update on cytotoxic and chemo protective properties [J]. CurrMed Chem, 2005, 12(4): 481-499.

Hongwei Zheng, Xinwen Niu, Jun Zhu, etc. Studies on the biological activity of chalcone compounds [J]. Chinese Journal of New Drugs, 2007,16(18): 1445-1449.

Ueda T, Abliz Z, Sato M, et al. Structural determination by MS, NMR, and UV spectra of bromo and nitro-derivatives of 1-azabenzanthrone [J]. JM olStruc, 1990, 224: 313-322.

Synthesis and Biological Activity of 6-(Alkylhydrazide)-1-Azabenzanthraquinone Derivatives [J]. Chinese Journal of Organic Chemistry, 2012,32 (6) 4): 1-14

MacMillan, DWC Nature 2008, 455(7211): 304-308.

Melchiorre, P., Marigo, M., Carlone, A., Bartoli, G. Angew. Chem. Int. Edit. 2008, 47(33): 6138-6171.

Bertelsen, S., Jorgensen, KA, Chem. Soc. Rev. 2009, 38(8): 2178-2189.

Lerner RA, Barbas, Ahrendt, KA, Borths, CJ; MacMillan, DWC, J. Am. Chem. Soc. 2000, 122(17): 4243-4244.

CF, J. Am. Chem. Soc. 2000, 122(10): 2395-2396.

Anastas, P.T., Chem. Rev. 2007, 107(6): 2167-2168.

Jellerichs, B.G., Kong, J.-R., Krische, M.J., J. Am. Chem. Soc. 2003, 125(26): 7758-7759.

Lu LQ, Cao YJ, Liu XP, An J, Yao CJ, Ming Z.

Lu LQ, Li, F., An, J, Am. Chem. Soc. 2008, 130(22): 6946-6948;

Zhang JJ, An XL, Hua QL, Xiao WJ, Angew. Chem. Int. Edit. 2009, 48(50): 9542

Lu LQ, Zhang JJ, Li F, Cheng Y, An J, Chen JR, Xiao WJ., Angew. Chem. Int. Edit. 2010, 49(26), 4495-4498;

Riches SL, Saha C, Filgueira NF, Grange E, McGarrigle EM, Aggarwal VK. J. Am. Chem. Soc. 2010, 132 (22): 7626-7630;

Hashimoto T, Omote M, Maruoka K, Angew. Chem. Int. Edit. 2011 (15): 3489-3492.

Erb J, Paull DH, Dudding T, Belding L, Lectka T. J. Am. Chem. Soc. 2011, 133(19): 7536-7546.

Kim HY, OH K, Org Lett. 2011, 13(6): 1306-1309.

Hrdina R, MÃ¼ller CE, Wende RC, Lippert KM, Benassi M. (50), 7624-7627;

Iwata M, Yazaki R, Chen IH, Sureshkumar D, Kumagai N, Shibasaki M. J. Am. Chem. Soc. 2011, 133(14): 5554-5560;

B elot S, Vogt KA, Besnard C, Krause F, Zhou S, Fleischer S, Junge K, Beller M. Chem. Int. Edit. 2011, 50(22): 5120-5124.