Copyright (c) 2018 AJC
This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis, Characterization and Antimicrobial Screening of 1,3-Dione with their Metal Complexes
Corresponding Author(s) : Suresh T. Gaikwad
Asian Journal of Chemistry,
Vol. 30 No. 2 (2018): Vol 30 Issue 2
Abstract
1-(5-Bromo-2-hydroxyphenyl)-3-(thiophen-2-yl)-propane-1,3-dione and its metal complexes has been synthesized. The functionalized 1,3-dione potentially acts as bidentate ligand and coordinate with the transition metal ions through b-diketo system. The synthesized diketone and their transition metal complexes have been screened for in vitro antibacterial and antifungal activity using Resazurin 96 well plate method. The transition metal complexes showed moderate to excellent antimicrobial activity against all tested bacteria and fungi which constitutes a new group of compounds that can be used as potential metal derived drugs.
Keywords
Download Citation
Endnote/Zotero/Mendeley (RIS)BibTeX
- I. Bennett, N. Broom, R. Cassels, J. Elder, N.D. Masson and P. O’Hanlon, Bioorg. Med. Chem. Lett., 9, 1847 (1999); https://doi.org/10.1016/S0960-894X(99)00296-6.
- G. Diana, P. Carabateas, R.E. Johnson, G.L. Williams, F. Pancic and J.C. Collins, J. Med. Chem., 21, 889 (1978); https://doi.org/10.1021/jm00207a010.
- G.D. Crouse, M.J. McGowan and R.J. Boisvenue, J. Med. Chem., 32, 2148 (1989); https://doi.org/10.1021/jm00129a021.
- T. Nishiyama, S. Shiotsu and H. Tsujita, Polym. Degrad. Stab., 76, 435 (2002); https://doi.org/10.1016/S0141-3910(02)00046-0.
- I. Andrae, A. Bringhen, F. Bohm, H. Gonzenbach, T. Hill, L. Mulroy and T.A. Truscott, J. Photochem. Photobiol. B, 37, 147 (1997); https://doi.org/10.1016/S1011-1344(96)07330-7.
- N. Acton, A. Brossi, D.L. Newton and M.B. Sporn, J. Med. Chem., 23, 805 (1980); https://doi.org/10.1021/jm00181a019.
- L. Tchertanov and J.F. Mouscadet, J. Med. Chem., 50, 1133 (2007); https://doi.org/10.1021/jm061375j.
- S.T. Heller and S.R. Natarajan, Org. Lett., 8, 2675 (2006); https://doi.org/10.1021/ol060570p.
- H. Valizadeh, M. Amiri and E. Khalili, Mol. Div., 16, 319 (2012); https://doi.org/10.1007/s11030-012-9366-1.
- O.G. Kuzueva, Y.V. Burgart, V.I. Saloutin and O.N. Chupakhin, Chem. Heterocycl. Comp., 37, 1130 (2001); https://doi.org/10.1023/A:1013235901570.
- (a) W.R. Cullen and E.B. Wickenheiser, J. Organomet. Chem., 370, 141 (1989); https://doi.org/10.1016/0022-328X(89)87281-X. (b) C.D. Rao and H.F. Rase, Ind. Eng. Chem. Prod. Res. Dev., 20, 95 (1981); https://doi.org/10.1021/i300001a010.
- F.D. Lewis,A.M. Miller and G.D. Salvi, Inorg. Chem., 34, 3173 (1995); https://doi.org/10.1021/ic00116a007.
- J. Bunzli, J. Alloys Comp., 408-412, 934 (2006); https://doi.org/10.1016/j.jallcom.2004.11.098.
- A. Dunbar, D.M. Omiatek, S.D. Thai, C.E. Kendrex, L.L. Grotzinger, W.J. Boyko, R.D. Weinstein, D.W. Skaf, C.A. Bessel, G.M. Denison and J.M. DeSimone, Ind. Eng. Chem. Res., 45, 8779 (2006); https://doi.org/10.1021/ie060947v.
- K. Binnemans, Chem. Rev., 107, 2592 (2007); https://doi.org/10.1021/cr050979c.
- W. Baker, J. Chem. Soc., 1381 (1933); http://dx.doi.org/10.1039/JR9330001381.
- J.I. Sheikh, V.N. Ingle and H.D. Juneja, E-J. Chem., 6, 705 (2009); https://doi.org/10.1155/2009/693495.
- A.J. Drummond and R.D. Waigh, Recent Res. Dev. Phytochem., 4, 143 (2000).
- L.M. Koeth, J. Antimicrob. Chemother., 46, 369 (2000); https://doi.org/10.1093/jac/46.3.369.
- W.J. Geary, Coord. Chem. Rev., 7, 81 (1971); https://doi.org/10.1016/S0010-8545(00)80009-0.
- A.P. Mishra, M. Khare and S.K. Gautam, Synth. React. Inorg. Met.-Org. Chem., 32, 1485 (2002); https://doi.org/10.1081/SIM-120014864.
- P.R. Mandlik, M.B. More and A.S. Aswar, Indian J. Chem., 42A, 1064 (2003).
References
I. Bennett, N. Broom, R. Cassels, J. Elder, N.D. Masson and P. O’Hanlon, Bioorg. Med. Chem. Lett., 9, 1847 (1999); https://doi.org/10.1016/S0960-894X(99)00296-6.
G. Diana, P. Carabateas, R.E. Johnson, G.L. Williams, F. Pancic and J.C. Collins, J. Med. Chem., 21, 889 (1978); https://doi.org/10.1021/jm00207a010.
G.D. Crouse, M.J. McGowan and R.J. Boisvenue, J. Med. Chem., 32, 2148 (1989); https://doi.org/10.1021/jm00129a021.
T. Nishiyama, S. Shiotsu and H. Tsujita, Polym. Degrad. Stab., 76, 435 (2002); https://doi.org/10.1016/S0141-3910(02)00046-0.
I. Andrae, A. Bringhen, F. Bohm, H. Gonzenbach, T. Hill, L. Mulroy and T.A. Truscott, J. Photochem. Photobiol. B, 37, 147 (1997); https://doi.org/10.1016/S1011-1344(96)07330-7.
N. Acton, A. Brossi, D.L. Newton and M.B. Sporn, J. Med. Chem., 23, 805 (1980); https://doi.org/10.1021/jm00181a019.
L. Tchertanov and J.F. Mouscadet, J. Med. Chem., 50, 1133 (2007); https://doi.org/10.1021/jm061375j.
S.T. Heller and S.R. Natarajan, Org. Lett., 8, 2675 (2006); https://doi.org/10.1021/ol060570p.
H. Valizadeh, M. Amiri and E. Khalili, Mol. Div., 16, 319 (2012); https://doi.org/10.1007/s11030-012-9366-1.
O.G. Kuzueva, Y.V. Burgart, V.I. Saloutin and O.N. Chupakhin, Chem. Heterocycl. Comp., 37, 1130 (2001); https://doi.org/10.1023/A:1013235901570.
(a) W.R. Cullen and E.B. Wickenheiser, J. Organomet. Chem., 370, 141 (1989); https://doi.org/10.1016/0022-328X(89)87281-X. (b) C.D. Rao and H.F. Rase, Ind. Eng. Chem. Prod. Res. Dev., 20, 95 (1981); https://doi.org/10.1021/i300001a010.
F.D. Lewis,A.M. Miller and G.D. Salvi, Inorg. Chem., 34, 3173 (1995); https://doi.org/10.1021/ic00116a007.
J. Bunzli, J. Alloys Comp., 408-412, 934 (2006); https://doi.org/10.1016/j.jallcom.2004.11.098.
A. Dunbar, D.M. Omiatek, S.D. Thai, C.E. Kendrex, L.L. Grotzinger, W.J. Boyko, R.D. Weinstein, D.W. Skaf, C.A. Bessel, G.M. Denison and J.M. DeSimone, Ind. Eng. Chem. Res., 45, 8779 (2006); https://doi.org/10.1021/ie060947v.
K. Binnemans, Chem. Rev., 107, 2592 (2007); https://doi.org/10.1021/cr050979c.
W. Baker, J. Chem. Soc., 1381 (1933); http://dx.doi.org/10.1039/JR9330001381.
J.I. Sheikh, V.N. Ingle and H.D. Juneja, E-J. Chem., 6, 705 (2009); https://doi.org/10.1155/2009/693495.
A.J. Drummond and R.D. Waigh, Recent Res. Dev. Phytochem., 4, 143 (2000).
L.M. Koeth, J. Antimicrob. Chemother., 46, 369 (2000); https://doi.org/10.1093/jac/46.3.369.
W.J. Geary, Coord. Chem. Rev., 7, 81 (1971); https://doi.org/10.1016/S0010-8545(00)80009-0.
A.P. Mishra, M. Khare and S.K. Gautam, Synth. React. Inorg. Met.-Org. Chem., 32, 1485 (2002); https://doi.org/10.1081/SIM-120014864.
P.R. Mandlik, M.B. More and A.S. Aswar, Indian J. Chem., 42A, 1064 (2003).