European Journal of Chemistry

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



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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.


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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.

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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.

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