Photochemical and Antimicrobial Studies of Cinnamaldehyde and its Bioactive Derivatives

Suzan A. Khayyat; Amna A. Saddiq

doi:10.14233/ajchem.2015.18813

Issue

Vol. 27 No. 8 (2015): Vol 27 Issue 8

Issue Published : April 27, 2015

This work is licensed under a Creative Commons Attribution 4.0 International License.

Photochemical and Antimicrobial Studies of Cinnamaldehyde and its Bioactive Derivatives

https://doi.org/10.14233/ajchem.2015.18813

Suzan A. Khayyat

Faculty of Science and Arts in Rabigh, King Abdulaziz University, Jeddah, Saudi Arabia; Chemistry Department, Faculty of Science for Girls, King Abdulaziz University, Jeddah, Saudi Arabia

Amna A. Saddiq

Microbiology Department, Faculty of Science for Girls, King Abdulaziz University, Jeddah, Saudi Arabia

Corresponding Author(s) : Suzan A. Khayyat

suzan.khayyat@yahoo.com

Asian Journal of Chemistry, Vol. 27 No. 8 (2015): Vol 27 Issue 8
Article Published : April 28, 2015

Abstract

trans-Cinnamaldehyde [3-phenyl-2-propanal] was isolated from essential oil of cinnamon (Cinnamonum verum). Schiff base and chalcone derivatives were synthesized through condensation reaction with acetone, acetophenone and aniline. Chalcone also subjected to photooxidation reaction in the presence of tetraphenylporphin (TTP) as singlet oxygen sensitizer leading to formation of endoperoxide through [2+4] cyclo addition. The endoperoxide undergo further breaking to form six diketone derivative. Antifungal and antibacterial studies were carried out on cinnamaldehyde and its derivatives i.e., chalcone, Schiff base and its dimer. Studies on the antifungal especially Rhizoctonia solani and Penicillium italicum and antibacterial activity against Klebsiella pneumoniae and methicillin resistant Staphylococcus aureus (MRSA) were showed that cinnamaldehyde and its derivatives have good antimicrobial.

Keywords

Photooxygenation trans-Cinnamaldehyde Chalcon Tetraphenylporphin R. solani P. italicum S. aureus

A. Khayyat, S., & A. Saddiq, A. (2015). Photochemical and Antimicrobial Studies of Cinnamaldehyde and its Bioactive Derivatives. Asian Journal of Chemistry, 27(8), 3023–3027. https://doi.org/10.14233/ajchem.2015.18813

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References

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References

M. Busquet, S. Calsamiglia, A. Ferret, P. Cardozo and C. Kamel, J. Dairy Sci., 88, 2508 (2005); doi:10.3168/jds.S0022-0302(05)72928-3.

E. Elgendy and S. Khayyat, Russ. J. Org. Chem., 44, 823 (2008); doi:10.1134/S1070428008060079.

P. Xu, D. Hua and C. Ma, Trends Biotechnol., 25, 571 (2007); doi:10.1016/j.tibtech.2007.08.011.

N. Nordqvist, C. Björkelid, M. Andaloussi, A. Jansson, S. Mowbray, A. Karlén and M. Larhed, J. Org. Chem., 76, 8986 (2011); doi:10.1021/jo201715x.

S. Ali, A.A. Khan, I. Ahmed, M. Musaddiq, K.S. Ahmed, H. Polasa, L.V. Rao, C.M. Habibullah, L.A. Sechi and N. Ahmed, Ann. Clin. Microbiol. Antimicrob., 4, 20 (2005); doi:10.1186/1476-0711-4-20.

N.S. Shashidar, Ph.D. Thesis, Studies on Bioactive Natural Compounds for Their Antimicrobial and Antioxidant Properties, Department of Microbiology, Osmania University, Hyderabad, India (2002).

P. Suresh, V. Ingle and V. Vijaya, J. Food Sci. Technol., 29, 254 (1992).

P. Pacheco, J. Sierra, G. Schmeda-Hirschmann, C.W. Potter, B.M. Jones and M. Moshref, Phytother. Res., 7, 415 (1993); doi:10.1002/ptr.2650070606.

E. Elgendy and S. Khayyat, Russ. J. Org. Chem., 44, 814 (2008); doi:10.1134/S1070428008060067.

A.A. Saddiq and S. Khayyat, Pesticide Biochem. Physiol., 98, 89 (2010); doi:10.1016/j.pestbp.2010.05.004.

E.M. Elgendy and S. Khayyat, Asian J. Chem., 26, 6571 (2014); doi:10.14233/ajchem.2014.16616.

C.S. Rothrock, in eds.: B. Sneh, S. Jabaji-Hare, S. Neate and G. Dijst, Cotton Diseases incited by Rhizoctonia solani, In: Rhizoctonia Species: Taxonomy, Molecular Biology, Ecology, Pathology and Disease Control (1996).

M.J. Jeger, G.A. Hide, P.H.J.F. Van Den Boogert, A.J. Termorshuizen and P. Van Baarlen, Potato Res., 39, 437 (1996); doi:10.1007/BF02357949.

M.S. Ladaniya, Citrus Fruit: Biology, Technology and Evaluation, Academic Press, USA, pp. 594 (2008).

L. Chateau, Alternatives to Antibiotics from Nature, Jarir Bookstore, Saudi Arabia, edn 2, pp. 29-36 (2004).

R. Podschun and U. Ullmann, Clin. Microbiol. Rev., 11, 589 (1998).

G.L. Bollen, J. Plant Pathol., 78, 5 (1972).

D. Stormonth and G. Coleman, J. Gen. Microbiol., 71, 407 (1972); doi:10.1099/00221287-71-2-407.

Hasenekoglu, "Laboratory Techniques for Micro fungi", Atatürk University, Erzurum, Turkey, pp. 66, 1990.

H.B. Hill, Principles of Medical Statistic, Oxford University, edn 9 (1971).

A.I. Vogel, Elementary Practical Organic Chemistry, edn 2, vol. 1, William Clowes & Sons, Great Britain (1975).

H. Muathen, M. Abou-Elzahab and K. Qutub, Aust. J. Bas. Appl. Sci., 1, 586 (2007).

S.A. Khayyat, J. Saudi Chem. Soc., 17, 61 (2013); doi:10.1016/j.jscs.2011.07.014.

D. Baudoux, Antiviral and Antimicrobial Properties of Essential Oils (1991); Available from http://www.aromabar.com/articles/baud55.htm.

Issue

Vol. 27 No. 8 (2015): Vol 27 Issue 8

Photochemical and Antimicrobial Studies of Cinnamaldehyde and its Bioactive Derivatives

Corresponding Author(s) : Suzan A. Khayyat

Abstract

Keywords

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