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Green Synthesis of Henna (Lawsonia inermis L.) Based Scaffolds
Corresponding Author(s) : Anshika Lumb
Asian Journal of Chemistry,
Vol. 34 No. 9 (2022): Vol 34 Issue 9
Abstract
Expedient aqueous synthesis of 3,3-arylmethylenebis(2-hydroxy naphthalene-1,4-diones) by condensation reaction of aromatic aldehyde and 2-hydroxy-1,4-naphthoquinone under reflux and microwave irradiation using lemon juice as a catalyst has been studied. The green protocol described herein avoid severe reaction conditions and prove to be effective in terms of good yields, operational simplicity, easy work up and short reaction time. The antimicrobial properties of the synthesized compound can be explored and is expected to be comparable to parent compound Lawsone, which is known to impart red-orange colour.
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- M. Ogawa, J. Koyanagi, A. Sugaya, T. Tsuda, H. Ohguchi, K. Nakayama, K. Yamamoto and A. Tanaka, Biosci. Biotechnol. Biochem., 70, 1009 (2006); https://doi.org/10.1271/bbb.70.1009
- Y. Hui, E.L.K. Chng, C.Y.L. Chng, H.L. Poh and R.D.J. Webster, J. Am. Chem. Soc., 131, 1523 (2009); https://doi.org/10.1021/ja8080428
- F. de Carvalho da Silva and V.F. Ferreira, Curr. Org. Synth., 13, 334 (2016); https://doi.org/10.2174/1570179412666150817220343
- D.A. Wright, C.L. Mitchelmore, R. Dawson and H.G. Cutler, Environ. Technol., 28, 1091 (2007); https://doi.org/10.1080/09593332808618873
- D.A. Wright, R. Dawson, S.J. Cutler, H.G. Cutler, C.E. Orano-Dawson and E. Graneli, Water Res., 41, 1294 (2007); https://doi.org/10.1016/j.watres.2006.11.051
- P. Babula, V. Adam, L. Havel and R. Kizek, Curr. Pharm. Anal., 5, 47 (2009); https://doi.org/10.2174/157341209787314936
- N.M. Rahmoun, Z. Boucherit-Otmani, K. Boucherit, M. Benabdallah, D. Villemin and N. Choukchou-Braham, Med. Mal. Infect., 42, 270 (2012); https://doi.org/10.1016/j.medmal.2012.05.002
- D. Adam, Nature, 421, 571 (2003); https://doi.org/10.1038/421571a
- M. Larhed, C. Moberg and A. Hallberg, Acc. Chem. Res., 35, 717 (2002); https://doi.org/10.1021/ar010074v
- J. Alcázar and D. Oehlrich, Future Med. Chem., 2, 169 (2010); https://doi.org/10.4155/fmc.09.144
- A. Stadler, B.H. Yousefi, D. Dallinger, P. Walla, E.V. der Eycken, N. Kaval and C.O. Kappe, Org. Proc. Res. Dev., 7, 707 (2003); https://doi.org/10.1021/op034075+
- Z.N. Tisseh and A. Bazgir, Dyes Pigments, 83, 258 (2009); https://doi.org/10.1016/j.dyepig.2008.09.003
References
M. Ogawa, J. Koyanagi, A. Sugaya, T. Tsuda, H. Ohguchi, K. Nakayama, K. Yamamoto and A. Tanaka, Biosci. Biotechnol. Biochem., 70, 1009 (2006); https://doi.org/10.1271/bbb.70.1009
Y. Hui, E.L.K. Chng, C.Y.L. Chng, H.L. Poh and R.D.J. Webster, J. Am. Chem. Soc., 131, 1523 (2009); https://doi.org/10.1021/ja8080428
F. de Carvalho da Silva and V.F. Ferreira, Curr. Org. Synth., 13, 334 (2016); https://doi.org/10.2174/1570179412666150817220343
D.A. Wright, C.L. Mitchelmore, R. Dawson and H.G. Cutler, Environ. Technol., 28, 1091 (2007); https://doi.org/10.1080/09593332808618873
D.A. Wright, R. Dawson, S.J. Cutler, H.G. Cutler, C.E. Orano-Dawson and E. Graneli, Water Res., 41, 1294 (2007); https://doi.org/10.1016/j.watres.2006.11.051
P. Babula, V. Adam, L. Havel and R. Kizek, Curr. Pharm. Anal., 5, 47 (2009); https://doi.org/10.2174/157341209787314936
N.M. Rahmoun, Z. Boucherit-Otmani, K. Boucherit, M. Benabdallah, D. Villemin and N. Choukchou-Braham, Med. Mal. Infect., 42, 270 (2012); https://doi.org/10.1016/j.medmal.2012.05.002
D. Adam, Nature, 421, 571 (2003); https://doi.org/10.1038/421571a
M. Larhed, C. Moberg and A. Hallberg, Acc. Chem. Res., 35, 717 (2002); https://doi.org/10.1021/ar010074v
J. Alcázar and D. Oehlrich, Future Med. Chem., 2, 169 (2010); https://doi.org/10.4155/fmc.09.144
A. Stadler, B.H. Yousefi, D. Dallinger, P. Walla, E.V. der Eycken, N. Kaval and C.O. Kappe, Org. Proc. Res. Dev., 7, 707 (2003); https://doi.org/10.1021/op034075+
Z.N. Tisseh and A. Bazgir, Dyes Pigments, 83, 258 (2009); https://doi.org/10.1016/j.dyepig.2008.09.003