Microwave assisted synthesis and biological activity of 3-aryl-furo[3,2-c]coumarins

Arabian Journal of Chemistry

Volumn 10, Issue , 2017, Pages S1100-S1104

  Kaneria, Ankit R ^a   Giri, Rakesh R ^a   Bhila, Varun G ^a   Prajapati, Hemali J ^a   Brahmbhatt, Dinkar I ^a  

^a SARDAR PATEL UNIVERSITY   (India)

Author keywords

4 Hydroxy coumarins; Antimicrobial activity; Furo coumarins; Microwave assisted synthesis

Indexed keywords

BIOACTIVITY; MICROORGANISMS; SPECTRUM ANALYSIS;

13C NMR; 4-HYDROXY COUMARINS; ANTI-MICROBIAL ACTIVITY; FURO COUMARINS; MICROWAVE ASSISTED SYNTHESIS; NEF REACTION; REACTION CONDITIONS; TARGET COMPOUND;

MICROWAVE IRRADIATION;

EID: 84874259831     PISSN: 18785352     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.arabjc.2013.01.017     Document Type: Article

References (26)

1. Ballini, R., Petrini, M., Recent synthetic developments in the nitro to carbonyl conversion. Tetrahedron 60 (2004), 1017–1047.
2. Bansal, Y., Sethi, P., Bansal, G., Coumarin: a potential nucleus for anti-inflammatory molecules. Med. Chem. Res., 2012, 10.1007/s00044-012-0321-6.
3. Bejan, V., Mantu, D., Mangalagiu, I.I., Ultrasound and microwave assisted synthesis of isoindolo-1,2-diazine: a comparative study. Ultrason. Sonochem. 19 (2012), 999–1002.
4. Bondock, S., Khalifa, W., Fadda, A.A., Synthesis and antimicrobial activity of some new 4-hetarylpyrazole and furo[2,3-c]pyrazole derivatives. Eur. J. Med. Chem. 46 (2011), 2555–2561.
5. Brahmbhatt, D.I., Patel, N.H., Patel, A.K., Patel, M.A., Patel, V.G., Synthesis and antimicrobial activity of some 7-aryl-5,6-dihydro-14-aza[1]benzopyrano[3,4-b]phenanthren-8H-ones. J. Heterocyclic Chem. 48 (2011), 840–844.
6. Cristians, S., Analco, J.A.G., Vasquez, A.P., Espinosa, F.P., Ciangherotti, C., Bye, R., Mata, R., Hypoglycemic activity of extracts and compounds from the leaves of Hintonia standleyana and H. latiflora: potential alternatives to the use of the stem bark of these species. J. Nat. Prod. 72 (2009), 408–413.
7. Curir, P., Galeotti, F., Dolci, M., Barile, E., Lanzotti, V., Pavietin, a coumarin from aesculus pavia with antifungal activity. J. Nat. Prod. 70 (2007), 1668–1671.
8. Fylaktakidou, K.C., Hadjipavlou-Litina, D.J., Litinas, K.E., Nicolaides, D.N., Natural and synthetic coumarin derivatives with anti-inflammatory/antioxidant activities. Curr. Pharm. Des. 10 (2004), 3813–3833.
9. Ghosh, S.C., Auzenne, E., Farquhar, D., Klostergaard, J., N,N-dimethylsphingosine-coumarin: synthesis, chemical characterization, and biological evaluation. Bioconjugate Chem. 18 (2007), 731–735.
10. Khabazzadeh, H., Saidi, K., Sheibani, H., Microwave-assisted synthesis of dihydropyrimidin-2(1H)-ones using graphite supported lanthanum chloride as a mild and efficient catalyst. Bioorg. Med. Chem. Lett. 18 (2008), 278–280.
11. Kyong-Hwa, K., Chang-Suk, K., Youngwan, S., Moon-Moo, K., Se-Kwon, K., Anti-inflammatory effect of coumarins isolated from corydalis heterocarpa in HT-29 human colon carcinoma cells. Food Chem. Toxicol. 47 (2009), 2129–2134.
12. Lacy, A., O'Kennedy, R., Studies on coumarins and coumarin-related compounds to determine their therapeutic role in the treatment of cancer. Curr. Pharm. Des. 10 (2004), 3797–3811.
13. Lee, K., Wang, X., Bastow, K.F., Wu, T., Neo-tanshinlactone and analogs as potent and selective anti-breast cancer agents, 2010, United States Patents p. 795, US 7, 299 B2.
14. Li, J.J., Name reactions. fourth ed., 2009, Springer pp. 218–219.
15. Pan, J.J., Lu, W., Li, C.H., Wang, S.C., He, L.C., Imperatorin sustained-release tablets: in vitro and pharmacokinetic studies. Arch. Pharm. Res. 33 (2010), 1209–1216.
16. Papper, J.M., Shaha, M., The synthesis of aroyl methyl ketones as lignin model substances. Can. J. Chem. 42 (1964), 113–120.
17. Patel, M.A., Bhila, V.G., Patel, N.H., Patel, A.K., Brahmbhatt, D.I., Synthesis, characterization and biological evaluation of some pyridine and quinoline fused chromenone derivatives. Med. Chem. Res., 2012, 10.1007/s00044-012-9978-0.
18. Pillai, U.R., Ahle-Demessie, E., Varma, R.S., Environmentally friendlier organic transformations on mineral supports under non-traditional conditions. J. Mater. Chem. 12 (2002), 3199–3207.
19. Raghvendra, M., Bhojya Naik, H.S., Sherigara, B.S., Microwave-assisted synthesis of dihydropyrimidin-2(1H)-ones using graphite supported lanthanum chloride as a mild and efficient catalyst. Can. J. Chem. 85 (2007), 1041–1044.
20. Smyth, T., Ramachandran, V.N., Smyth, W.F., A study of the antimicrobial activity of selected naturally occurring and synthetic coumarins. Int. J. Antimicrob. Agents 33 (2009), 421–426.
21. Tripathi, R.P., Tripathi, R., Bhaduria, A.P., Singh, S.N., Chatterjee, R.K., Murthy, P.K., Antifilarial activity of some 2H-1-benzopyran-2-ones (coumarins). Acta Trop. 76 (2000), 101–106.
22. Vogel's text book of Practical Organic Chemistry, fourth ed, 1996, ELBS Longman (UK) p. 1033.
23. Wang, X., Bastow, K.F., Sun, C.M., Lin, Y.L., Yu, H.J., Don, M.J., Wu, T.S., Nakamura, S., Lee, K.H., Antitumor agents. isolation, structure elucidation, total synthesis, and anti-breast cancer activity of neo-tanshinlactone from salvia miltiorrhiza. J. Med. Chem. 47 (2004), 5816–5819.
24. Xu, Z.Q., Pupek, K., Suling, W.J., Enacheb, L., Flavin, M.T., Pyranocoumarin, a novel anti-TB pharmacophore: Synthesis and biological evaluation against mycobacterium tuberculosis. Bioorg. Med. Chem. 14 (2006), 4610–4626.
25. Yeh, J.Y., Coumar, M.S., Horng, J.T., Shiao, H.Y., Kuo, F.M., Lee, H.L., Chen, I.C., Chang, C.W., Tang, W.F., Tseng, S.N., Anti-influenza drug discovery: structure–activity relationship and mechanistic insight into novel angelicin derivatives. J. Med. Chem. 53:4 (2010), 1519–1533.
26. Zhou, P., Takaishi, Y., Duan, H., Coumarins and bicoumarin from ferula sumbul: anti-HIV activity and inhibition of cytokine release. Phytochemistry 53 (2000), 689–697.