European Journal of Chemistry

One pot synthesis of substituted 1H-benzo[f]chromen-3-yl-2H-chromen-2-one derivatives



Main Article Content

Yellanki Jagannadham
Bhoomireddy Ramadevi
Bethanamudi Prasanna

Abstract

The title compounds, substituted 1H-benzo[f]chromen-3-yl-2H-chromen-2-ones were obtained by reacting 3-aryl-1-(3-coumarinyl)propen-1-ones with 2-napthol catalyzed by DBU (1,8-diazabicyclo[5,4,0]undec-7-ene) and concentrated H2SO4 in ample yields. Their structures were characterized by IR, 1H NMR, 13C NMR, mass spectral and elemental analysis. All the synthesized compounds have been evaluated for their in-vitro antibacterial activity against Escherichia coli, Staphylococcus aureus, and Pseudomonas aeruginosa and antifungal activity against Aspergillus Niger and Candida albicans by using serial broth dilution method. Among those compounds 3 band 3c exhibits prominent results.


icon graph This Abstract was viewed 1445 times | icon graph Article PDF downloaded 729 times

How to Cite
(1)
Jagannadham, Y.; Ramadevi, B.; Prasanna, B. One Pot Synthesis of Substituted 1H-benzo[f]chromen-3-Yl-2H-Chromen-2-One Derivatives. Eur. J. Chem. 2017, 8, 42-45.

Article Details

Share
Crossref - Scopus - Google - European PMC
References

[1]. Okumura, K.; Ashino, K.; Okuda, T. J. Pharm. Soc. 1961, 81, 1482-1488.

[2]. Cingolani, G. M.; Gualtieri, F.; Pigini, M. J. Med. Chem. 1969, 12, 531-532.
https://doi.org/10.1021/jm00303a616

[3]. Rao, B. R.; Mouli, G. V. P. C.; Reddy, Y. D. Indian J. Chem. B 1983, 22, 176-177.

[4]. El-Naggar, A. M.; Ahmed, F. S. M.; Abd El-Salam, A. M.; Haroun, B. M.; Latif, M. S. A. Int. J. Pept. Prot. Res. 1982, 19, 408-412.
https://doi.org/10.1111/j.1399-3011.1982.tb02622.x

[5]. Moustafa, M. A. A. Sci. Pharm. 1991, 59, 213-220.

[6]. Alvey, L.; Prado, S.; Huteau, V.; Saint-Joanis, B.; Michel, S.; Koch, M.; Cole, S. T.; Tillequin, F.; Janin, Y. L. Bioorg. Med. Chem. 2008, 16, 8264-8272.
https://doi.org/10.1016/j.bmc.2008.06.057

[7]. Narender, T.; Shweta, Gupta, S. Bioorg. Med. Chem. Lett. 2004, 14, 3913-3916.
https://doi.org/10.1016/j.bmcl.2004.05.071

[8]. Mohr, S. J.; Chirigos, M. A.; Fuhrman, F. S.; Pryor, J. W. Cancer Res. 1975, 35, 3750-3754.

[9]. Tandon, V. K.; Vaish, M.; Jain, S.; Bhakuni, D. S.; Srimal, R. C. Indian J. Pharm. Sci. 1991, 53, 22-23.

[10]. Brunavs, M.; Dell, C. P.; Gallagher, P. T.; Owton, W. M.; Smith, C. W. Eur. Pat. Appl. EP557075 A1 19930825, 1993. Chem. Abstr., 1994, 120, 106768t.

[11]. Abha, K.; Sarah, J.; Rakesh, T.; Amir, N. S.; Shilpi, G.; Shiv, K.; Keykavous, P.; Sunil, K. S. Chem. Biol. Int. 2011, 1(2), 279-296.

[12]. Longobardi, M.; Bargagna, A.; Mariani, E.; Schenone, P.; Vitagliano, S.; Stella, L.; Di Sarno, A.; Marmo, E. Farmaco 1990, 45, 399-404.

[13]. Martinez-Grau, A.; Marco, L. J. Bioorg. Med. Chem. Lett. 1997, 7, 3165-3170.
https://doi.org/10.1016/S0960-894X(97)10165-2

[14]. Coudert, P.; Couquelet, J. M.; Bastide, J.; Marion, Y.; Fialip, J. Ann. Pharm. Fr. 1988, 46, 91-96.

[15]. Eiden, F.; Denk, F. Arch. Pharm. (Weinheim, Ger.) 1991, 324, 353-354.

[16]. Brühlmann, C.; Ooms, F.; Carrupt, P. A.; Testa, B.; Catto, M.; Leonetti, F.; Altomare, C.; Carotti, A. J. Med. Chem. 2001, 44, 3195-3198.
https://doi.org/10.1021/jm010894d

[17]. Kesten, S. R.; Heffner, T. G.; Johnson, S. J.; Pugsley, T. A.; Wright, J. L.; Wise, D. L. J. Med. Chem. 1999, 42, 3718-3725.
https://doi.org/10.1021/jm990266k

[18]. Kostova, I.; Raleva, S.; Genova, P.; Argirova, R. Bioinorg. Chem . App. 2006, 2006, 1-9.

[19]. Keri, R. S.; Sasidhar, B. S.; Nagaraja, B. M.; Santos, M. A. Eur. J. Med. Chem. 2015, 100, 257-269.
https://doi.org/10.1016/j.ejmech.2015.06.017

[20]. Orhan, I. E.; Gulcan, H. O. Curr. Top. Med. Chem. 2015, 15(17), 1673-1682.
https://doi.org/10.2174/1568026615666150427113103

[21]. Fylaktakidou, K. C.; Hadjipavlou-Litina, D. J.; Litinas, K. E.; Nicolaides, D. N. Curr. Pharm. Des. 2004, 10(30), 3813-3833.
https://doi.org/10.2174/1381612043382710

[22]. Najmanova, I.; Dosede l. M.; Hrdina, R.; Anzenbacher, P.; Filipsky, T.; R ıha, M.; Mladenka, P. Curr. Top. Med. Chem. 2015, 15(9), 830-849.
https://doi.org/10.2174/1568026615666150220112437

[23]. Prasanna, B.; Jagannatham, Y.; Rateesh, V.; Ramadevi, B. Int. J. Adv. Res. 2014, 2(12), 125-131.

[24]. Collin CH. Microbiology methods, Butterworth-Heinemann, London. 1964, pp. 92.

Supporting Agencies

Chaitanya Post Graduate College (Autonomous), Hanamkonda, Warangal, 506001, India
Most read articles by the same author(s)
TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...
License Terms

License Terms

by-nc

Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at https://www.eurjchem.com/index.php/eurjchem/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).