Abstract
A novel series of 1,2,3-triazolo-carbazole chalcones were synthesized by the Claisen-Schmidt condensation reaction followed by the copper catalyzed Huisgen (2 + 3) cycloaddition reaction by conventional as well as microwave irradiation methods. The structures of the newly synthesized compounds were established on the basis of IR, 1H NMR, 13C NMR, and mass spectral data. All the compounds were screened in vitro for antibacterial and antifungal activities.
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Jiang, Y., Xu, G., Lv, X., Zhang, W., Guo, Z., Li, W., Liang, L., Jiang, R., and Shi, L., Faming Zhuanli Shenqing, CN103059006 A20130424, 2013.
Pingaew, R., Saekee, A., Mandi, P., Nantasenamat, C., Prachayasittikul, S., Ruchirawat, S., and Prachayasittikul, V., Eur. J. Med. Chem., 2014, vol. 85, pp. 65–76.
Sun, J., Liu, R., Fu, Q., Zang, J., Tao, Q., Wu, J., and Zhu, H., Helv. Chim. Acta, 2014, vol. 97, no. 5, pp. 733–743.
Li, W.-T., Wu, W.-H., Tang, C.-H., Tai, R., and Chen, S.-T., ACS. Comb. Sci., 2011, vol. 13, no. 1, pp. 72–78.
Singh, H., Sindhu, J., Khurana, J.M., Sharma, C., and Aneja, K.R., R. Soc. Chem. Adv., 2014, vol. 4, no. 12, pp. 5915–5926.
Bandgar, B.P., Adsul, L.K., Lonikar, S.V., Chavan, H.V., Shringare, S.N., Patil, S.A., Jalde, S.S., Koti, B.A., Dhole, N.A., and Gacche, R.N., J. Enzyme Inhib. Med. Chem., 2013, vol. 28, no. 3, pp. 593–600.
Bandgar, B.P., Kinkar, S.N., Chavan, H.V., Jalde, S.S., Shaikh, R.U., and Rajesh, N.G., J. Enzyme Inhib. Med. Chem., 2014, vol. 29, pp. 7–11.
Z. Nowakowska, Eur. J. Med. Chem., 2007, vol. 42, no. 2, pp. 125–137.
Namrata, A., Priyanka, S., Anindra, S., Sameer, T., Vandana, S., Diwakar, K.S., Kishore, K., Srivastava, B.N.S., and Rama Pati, T., Bioorg. Med. Chem., 2012, vol. 20, pp. 5150–5163.
Ashok, D., Mohan Gandhi, D., Srinivas, G., and Vikas Kumar, A., Med. Chem. Res., 2012, vol. 23, no. 6, pp. 3005–3018.
Smith, A.A., Chakma, A.P., Muthu, A.K., Reddy, R.R.G., Nagarajan, S., and Reddy, B.S.R., J. Pharm. Res., 2009, vol. 2, no. 10, pp. 1629–1634.
Taj, T., Kamble, R.R., Gireesh, T.M., Hunnur, R.K., and Margankop, S.B., Eur. J. Med. Chem., 2011, vol. 46, no. 9, pp. 4366–4373.
Itoigawa, M., Kashiwada, Y., Ito, C., Furukawa, H., Tachibana, Y., Bastow, K.F., and Lee, K.-H., J. Nat. Prod., 2000, vol. 63, no. 7, pp. 893–897.
Hirata, K., Ito, C., Furukawa, H., Itoigawa, M., Cosentino, L.M., and Lee, K.-H., Bioorg. Med. Chem. Lett., 1999, vol. 9, pp. 119–122.
Dineshkumar, B., Mitra, and Mahadevappa, M., Int. J. Phyt., 2010, vol. 2, pp. 22–30.
Bahy, A., Chemli, M., and Hassine, B.B., Tetrahedron Lett., 2013, vol. 54, pp. 4026–4029.
Zhu, S.-P., Wang, W.-Y., Fang, K., Li, Z.-G., Dong, G.-Q., Miao, Z.-Y., Yao, J.-Z., Zhang, W.-N., and Sheng, C.-Q., Chin. Chem. Lett., 2014, vol. 25, pp. 229–233.
Ashok, D., Vijaya Lakshmi, B., Ravi, S., and Ganesh, A., Med. Chem. Res., 2015, vol. 24, no. 4, pp. 1487–1494.
Ashok, D., Ravi, S., Vijaya Lakshmi, B., and Ganesh, A., Russ. J. Gen. Chem., 2014, vol. 84, no. 11, pp. 2211–2217.
Cotelle, N., Bernier, J. L., Catteau, J.P., Pommery, J., Wallet, J.C., and Gaydou, E.M., Free Radic. Biol. Med., 1996, vol. 20, pp. 35–43.
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Ashok, D., Ravi, S., Lakshmi, B.V. et al. Microwave assisted synthesis of (E)-1-(2-((1-benzyl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)-3-(9-ethyl-9H-carbazol-3-yl)prop-2-en-1-ones and their antimicrobial activity. Russ J Bioorg Chem 42, 323–331 (2016). https://doi.org/10.1134/S1068162016030043
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DOI: https://doi.org/10.1134/S1068162016030043