European Journal of Chemistry

Structural characterization, biological evaluation and DNA interaction of some potential drugs based on bifunctional aldehyde functionality



Main Article Content

Mehwish Naz
Zareen Akhter
Ayesha Zaka
Bushra Mirza
Vickie McKee
Ehsan Ullah
Michael Bolte

Abstract

Recent work aimed at evaluating the possibility of enhancing biological activities by synthetically modifying bifunctional aldehyde structures. In this article, two series of bifunctional aldehydes were synthesized, structurally characterized (M-1A, M-1C and M-2A) using single crystal X-ray diffraction analysis. Several pharmacological properties like cytotoxic, antifungal, antibacterial, antioxidant and antitumor activities were also evaluated. In addition, bifunctional aldehyde-DNA interaction assay was examined by UV-Vis spectroscopy which revealed the DNA damaging behaviour of these aldehydes. The results of UV-Vis spectroscopy were supported by DNA damaging assay. The overall results reveal that bifunctional aldehyde moiety could be used as potential drug candidates.


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Naz, M.; Akhter, Z.; Zaka, A.; Mirza, B.; McKee, V.; Ullah, E.; Bolte, M. Structural Characterization, Biological Evaluation and DNA Interaction of Some Potential Drugs Based on Bifunctional Aldehyde Functionality. Eur. J. Chem. 2017, 8, 195-202.

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References

[1]. Wang, Q.; Bao, L.; Jia, C.; Li, M.; Li, J. J.; Lu, X. BMC Biotechn. 2017, 17(1), 31, pp. 1-9.

[2]. Ebada, M. E. J. Pharmacol. Clin. Res. 2017, 2(2), 555585, pp. 1-4.

[3]. Sterner, O.; Carter, R. E.; Nilsson, L. M. Mut. Res. Genetic Toxicol. 1987, 188(3), 169-174.
https://doi.org/10.1016/0165-1218(87)90086-3

[4]. Cimino, G.; De Rosa, S.; De Stefano, S.; Sodano, G.; Villani, G. Science 1983, 219(4589), 1237-1238.
https://doi.org/10.1126/science.219.4589.1237

[5]. Rashidi, M. R.; Soltani, S. Exp. Opinion Drug Discov. 2017, 12(3), 305-316.
https://doi.org/10.1080/17460441.2017.1284198

[6]. Abe, M.; Ozawa, Y.; Uda, Y.; Yamada, F.; Morimitsu, Y.; Nakamura, Y.; Osawa, T. Biosci., Biotech. Biochem. 2004, 68(7), 1601-1604.
https://doi.org/10.1271/bbb.68.1601

[7]. Fraud, S.; Maillard, J. Y.; Russell, A. D. J. Hosp. Inf. 2001, 48(3), 214-221.
https://doi.org/10.1053/jhin.2001.1009

[8]. Kubo, I.; Himejima, M. Experientia 1992, 48(11-12), 1162-1164.
https://doi.org/10.1007/BF01948015

[9]. Anke, H.; Sterner, O. Planta Medica 1991, 57(4), 344-346.
https://doi.org/10.1055/s-2006-960114

[10]. Hobro, A. J.; Smith, N. I. Vib. Spectrosc. 2017, 91, 31-45.
https://doi.org/10.1016/j.vibspec.2016.10.012

[11]. Dvonch, W.; Fletcher, H.; Gregory, F. J.; Healy, E. M. H.; Warren, G. H.; Alburn, H. E. Cancer Res. 1966, 26(11), 2386-2389.

[12]. Giraldi, T.; Goddard, P. M; Nisi, C.; Sigon, F. J. Pharm. Sci. 1980, 69(1), 97-98.
https://doi.org/10.1002/jps.2600690129

[13]. Billman, J. H.; Tonnis, J. A. J. Pharm. Sci. 1971, 60(8), 1188-1192.
https://doi.org/10.1002/jps.2600600815

[14]. Minotti, G.; Menna, P.; Salvatorelli, E.; Cairo, G.; Gianni, L. Pharmacolog. Rev. 2004, 56(2), 185-229.
https://doi.org/10.1124/pr.56.2.6

[15]. Jacobs, A. T.; Marnett, L. J. Acc. Chem. Res. 2010, 43(5), 673-683.
https://doi.org/10.1021/ar900286y

[16]. Nadkarni, D. V.; Sayre, L. M. Chem. Res. Toxicol. 1995, 8(2), 284-291.
https://doi.org/10.1021/tx00044a014

[17]. Brooks, P. J.; Theruvathu, J. A. Alcohol 2005, 35(3), 187-193.
https://doi.org/10.1016/j.alcohol.2005.03.009

[18]. Voulgaridou, G. P.; Anestopoulos, I.; Franco, R.; Panayiotidis, M. I.; Pappa, A. Mut. Res. / Fundam. Mol. Mechan. Mutagen. 2011, 711(1), 13-27.
https://doi.org/10.1016/j.mrfmmm.2011.03.006

[19]. Li, C. H.; Chang, T. C. J. Polymer Sci. A: Polymer Chem. 1991, 29(3), 361-367.
https://doi.org/10.1002/pola.1991.080290309

[20]. Kaya, I.; Koyuncu, S.; Culhaoglu, S. Polymer 2008, 49(3), 703-714.
https://doi.org/10.1016/j.polymer.2007.12.010

[21]. Gul, A.; Akhter, Z.; Siddiq, M.; Sarfraz, S.; Mirza, B. Macromolecules 2013, 46(7), 2800-2807.
https://doi.org/10.1021/ma400192u

[22]. Nawaz, H.; Akhter, Z.; Yameen, S.; Siddiqi, H. M.; Mirza, B.; Rifat, A. J. Organometal. Chem. 2009, 694(14), 2198-2203.

[23]. Sultan, M. T.; Butt, M. S.; Anjum, F. M.; Jamil, A.; Akhtar, S.; Nasir, M. Pak. J. Bot. 2009, 41(3), 1321-1330.

[24]. Oliveira-Brett, A. M.; Piedade, J. A. P.; Silva, L. A.; Diculescu, V. C. Anal. Biochem. 2004, 332(2), 321-329.
https://doi.org/10.1016/j.ab.2004.06.021

[25]. Oliveira-Brett, A. M.; Diculescu, V.; Piedade, J. A. P. Bioelectrochem. 2002, 55(1), 61-62.
https://doi.org/10.1016/S1567-5394(01)00147-5

[26]. Mclaughlin, J. L.; Rogers, L. L.; Anderson, J. E. Drug Infor. J. 1998, 32(2), 513-524.
https://doi.org/10.1177/009286159803200223

[27]. Shabbir, M.; Akhter, Z.; Ashraf, A. R.; Bolte, M.; Wahid, S.; Mirza, B. Eur. J. Chem. 2017, 8(1), 46-51.
https://doi.org/10.5155/eurjchem.8.1.46-51.1535

[28]. Ahmad, M. S.; Hussain, M.; Hanif, M.; Ali, S.; Qayyum, M.; Mirza, B. Chem. Biol. Drug Design 2008, 71(6), 568-576.
https://doi.org/10.1111/j.1747-0285.2008.00668.x

[29]. Sheldrick, G. M. Acta Cryst. A 2008, 64, 112-122.
https://doi.org/10.1107/S0108767307043930

[30]. Sheldrick, G. M. Acta Cryst. C 2015, 71, 3-8.
https://doi.org/10.1107/S2053229614024218

[31]. Gilles, M.; Zhao, J.; An, M.; Agboola S. Food Chem. 2010, 119, 731-737.
https://doi.org/10.1016/j.foodchem.2009.07.021

[32]. Anke, H.; Sterner, O. Planta Medica 1991, 57(4), 344-346.
https://doi.org/10.1055/s-2006-960114

[33]. Allouche, N.; Apel, C.; Martin, M. T.; Dumontet, V.; Gueritte, F.; Litaudon, M. Phytochem. 2009, 70(4), 546-553.
https://doi.org/10.1016/j.phytochem.2009.01.012

[34]. Lunde, C. S.; Kubo, I. Antimicrob. Agent. Chemother. 2000, 44(7), 1943-1953.
https://doi.org/10.1128/AAC.44.7.1943-1953.2000

[35]. Ryu, D. D.; Nam, D. H. Biotechn. Progr. 2000, 16(1), 2-16.
https://doi.org/10.1021/bp088059d

[36]. Oliveira-Brett, A. M.; Diculescu, V.; Piedade, J. A. P. Bioelectrochem. 2002, 55(1), 61-62.
https://doi.org/10.1016/S1567-5394(01)00147-5

[37]. Li, Q.; Yang, P.; Wang, H.; Guo, M. J. Inorg. Biochem. 1996, 64(3), 181-195.
https://doi.org/10.1016/0162-0134(96)00039-6

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