European Journal of Chemistry 2014, 5(3), 463-468. doi:10.5155/eurjchem.5.3.463-468.973

Oxonium heterocyclic quinone in the synthesis of some cyanine dyes and their antimicrobial activity


Maha Mobaruk Gomaa (1,*)

(1) Chemistry Department, Faculty of Science, Aswan University, Aswan, 81528, Egypt
(*) Corresponding Author

Received: 17 Nov 2013, Accepted: 10 Mar 2014, Published: 30 Sep 2014

Abstract


The motivation of the synthetic process of new heterocyclic cyanine dyes is to improve the specific characterization, photosensitization behavior, and probable application in the field of biology, medical science and physics. New heterocyclic compounds having oxonium nuclei were prepared and employed for the synthesis of some new photosensitizers cyanine dyes (monomethine, trimethine and styryl cyanines). The electronic visible absorption spectra of all the synthesized cyanines were investigated in 95% ethanol to attempt and throw some light on the influence of such new heterocyclic nuclei and to compare or evaluate spectral behaviors. Antimicrobial activity of selected compounds against some bacterial strains was tested. Structural identification was carried out via elemental analysis, IR and 1H NMR.


Keywords


Oxonium; Synthesis; Cyanine dyes; Visible spectra; Photosensitizers; Antimicrobial activity

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DOI: 10.5155/eurjchem.5.3.463-468.973

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References

[1]. Sedov, K.; Garanzha, G. V.; Kulikova, L. Khim. Farm. Zh. 1976, 10(1), 66-70.

[2]. Shindy, H. A.; El-Maghraby, M. A.; Eissa, F. M. Dyes Pigments 2006, 170, 110-116.
http://dx.doi.org/10.1016/j.dyepig.2005.04.003

[3]. Pawar, M. J.; Burungale, A. B.; Karale, B. K. Arkivoc 2009, 9, 97-107.
http://dx.doi.org/10.3998/ark.5550190.0010.d08

[4]. Thadhaney, B.; Sain, D.; Pernawat, G.; Talesara, G. L. Indian J. Chem. 2010, 49B, 368-373.

[5]. Abdelaal, R. M.; Koraiem, A. I. M.; El-Deen, N. S. Dyes Pigments 2004, 63, 301-314.
http://dx.doi.org/10.1016/j.dyepig.2004.03.008

[6]. Delaey, E.; Van Laar, F.; De Vos, D.; Kamuhabwa, A.; Jacobs, P.; De-Witte, P. J. Photoch. Photobio. B 2000, 55(1), 27-36
http://dx.doi.org/10.1016/S1011-1344(00)00021-X

[7]. Karatsu, T.; Yanai, M.; Yagai, S.; Mizukami, J.; Urano, T.; Kitmura, A. J. Photoch. Photobio. A 2005, 170, 123-129.
http://dx.doi.org/10.1016/j.jphotochem.2004.08.010

[8]. Jha, B. N.; Banerji, J. C. Dyes Pigments 1985, 6, 213-225.
http://dx.doi.org/10.1016/0143-7208(85)80018-8

[9]. Abdelaal, R. M.; Belal, A. A. M. Dyes Pigments 2005, 65, 129-136.
http://dx.doi.org/10.1016/j.dyepig.2004.07.007

[10]. Sturnmer, D. M.; Heseltine, D. W.; James, T. H. Sensitizing and desensitizing dyes-the theory of photographic processes, 4th edition, New York, Macmillan, 1977.

[11]. Dai, Z. F.; Peng, B. X. Dyes Pigments 1997, 35, 243-248.

[12]. Shindy, H. A. Dyes Pigments 2007, 75, 344-350.
http://dx.doi.org/10.1016/j.dyepig.2006.06.008

[13]. Toshiyuki, S. J. Appl. Phys. A 2009, 96, 137-144.
http://dx.doi.org/10.1007/s00339-008-5041-x

[14]. Fukuda, T.; Kobashi, N. Chem. Lett. 2002, 35, 866-867.
http://dx.doi.org/10.1246/cl.2002.866

[15]. Uchida, H.; Reddy, P. Y.; Nakamura, S.; Torn, T. J. Org. Chem. 2003, 68, 8736-8738.
http://dx.doi.org/10.1021/jo030201w

[16]. Gacho, E. H.; Naito. T.; Inabe, T.; Fuknda, T.; Kobayashi, N. Chem. Lett. 2001, 120, 877-878.

[17]. Sarma, B. K.; Manna, D.; Minour, M.; Mugesh, G. J. Am. Chem. Soc. 2010, 132(15), 5364-5374.
http://dx.doi.org/10.1021/ja908080u

[18]. Goldman, J. M.; Karp, C. L. Curr. Opin. Opthalomol. 2007, 18, 52-57.
http://dx.doi.org/10.1097/ICU.0b013e3280121b24

[19]. Xiang-Han, Z.; Lan-Ying, W.; Zhi-Xiang, N.; Shi-Huan, T.; Zu-Xun, Z. Dyes Pigments 2008, 79, 205-209.
http://dx.doi.org/10.1016/j.dyepig.2008.02.010

[20]. Hilal, H.; Taylor, J. Dyes Pigments 2007, 75, 483-490.
http://dx.doi.org/10.1016/j.dyepig.2006.06.032

[21]. Timtcheva, I.; Maximova, V.; Deligeorgiev, T.; Zaneva, D.; Ivanov, I. J. Photoch. Photobio. A 2000, 130, 7-11.
http://dx.doi.org/10.1016/S1010-6030(99)00207-5

[22]. Rosania, G. R.; Lee, J. W.; Ding, L. Yoon, H. S.; Chang, Y. T. J. Am. Chem. Soc. 2003, 125, 1130-1131.
http://dx.doi.org/10.1021/ja027587x

[23]. Li, Q.; Kim, Y.; Namm, J.; Kulkarni, A.; Rosania, G. R.; Ahn, Y. H.; Chang, Y. T. Chem. Biol. 2006, 13, 615-623.
http://dx.doi.org/10.1016/j.chembiol.2006.04.007

[24]. Harinath, B. B.; Subba, R. N. P. Indian Acad. Sci. A 1968, 67, 31-36.

[25]. Badran, M. M.; Moneer, A. A.; Refaat, H. M.; El-Malah, A. A. J. Chin. Chem. Soc. 2007, 54, 469-478.

[26]. Mohareb, R. M.; Ho, J. Z.; Alfarouk, F. O. J. Chin. Chem. Soc. 2007, 54, 1053-1066.

[27]. McKinney, J. D.; Honerzu, B. K.; Munoz-Elias, E. J.; Miczak, A.; Chen, B. Angew. Chem. 1999, 38, 2588-2590.
http://dx.doi.org/10.1002/(SICI)1521-3773(19990903)38:17<2588::AID-ANIE2588>3.0.CO;2-8

[28]. Van-Der, S.; Blunt, J.; Munro, M. Org. Lett. 2006, 8, 2059-2061.
http://dx.doi.org/10.1021/ol060434k

[29]. Ali, M. M.; Ismail, M. M. F.; El-Gaby, M. S. A.; Zahran, M. A.; Ammar, Y. A. Molecules 2000, 5, 864-873.
http://dx.doi.org/10.3390/50600864

[30]. Soleiman, H. A.; Koraiem, A I.; Mohmoud, N. Y. J. Chin. Chem. Soc. Taip. 2005, 52, 119-124.

[31]. Gomaa, M. M.; El-Deen, N. S.; El-Kanzi, N. A. Eur. J. Chem. 2012, 3(4), 461-466.
http://dx.doi.org/10.5155/eurjchem.3.4.461-467.699

[32]. Fayez, M.; Eissa, F. M. J. Chin. Chem. Soc. 2009, 56, 843-849.

[33]. Shindy, H. A.; Eissa, F. M.; El-Maghraby, M. A. Dyes Pigments 2002, 52, 79-87.
http://dx.doi.org/10.1016/S0143-7208(01)00077-8

[34]. Dai, Z. F.; Peng, B. X. Dyes Pigments 1998, 36(3), 243-251.
http://dx.doi.org/10.1016/S0143-7208(97)00019-3


How to cite


Gomaa, M. Eur. J. Chem. 2014, 5(3), 463-468. doi:10.5155/eurjchem.5.3.463-468.973
Gomaa, M. Oxonium heterocyclic quinone in the synthesis of some cyanine dyes and their antimicrobial activity. Eur. J. Chem. 2014, 5(3), 463-468. doi:10.5155/eurjchem.5.3.463-468.973
Gomaa, M. (2014). Oxonium heterocyclic quinone in the synthesis of some cyanine dyes and their antimicrobial activity. European Journal of Chemistry, 5(3), 463-468. doi:10.5155/eurjchem.5.3.463-468.973
Gomaa, Maha. "Oxonium heterocyclic quinone in the synthesis of some cyanine dyes and their antimicrobial activity." European Journal of Chemistry [Online], 5.3 (2014): 463-468. Web. 21 Sep. 2019
Gomaa, Maha. "Oxonium heterocyclic quinone in the synthesis of some cyanine dyes and their antimicrobial activity" European Journal of Chemistry [Online], Volume 5 Number 3 (30 September 2014)

DOI Link: https://doi.org/10.5155/eurjchem.5.3.463-468.973

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