SYNHESIS AND INVESTIGATIONS OF γ-L-GLUTAMYL-CYCLOHEXYL AMIDE AND ITS TRANSITION METAL COMPLEXES
DOI:
https://doi.org/10.24193/subbchem.2022.4.22Keywords:
L-glutamic acid, glutamyl amides, metal complexes, thermal behaviorAbstract
A new route to obtain by regioselective acylation of cyclohexyl amine using N-phthaloyl-L-glutamic anhydride, followed by hydrolysis of phthaloyl group with hydrazine hydrate was performed in order to prepare γ-L-glutamyl-cyclohexyl amide. This one was used as ligand for a novel series of metal transition complexation like Cu(II), Co(II) and Ni(II). The ligand and its metal complexes were characterized via their spectral and thermogravimetric analysis. The thermal stability of the compounds was discussed in the 20-8000C temperature range. In all these complexes, the γ-L-glutamyl amide act as a bidentate ligand with coordination involving the carboxylate group and the nitrogen atom belonging to the amino group of glutamic acid fragment. The results indicate that their stability range obeys the Irving-Williams series.References
M. Orlowski; A. Meister; Biochim. Biophys. Acta, 1963, 73(4), 679-681
N.I. White; N. Razvi; R.M. Lawrence, M.M. Manson; Anal. Biochem., 1996, 233(1), 71-75
A. Menard; R. Castonguay; C. Lherbet; C. Rivard; Y. Roupioz; J.W. Keillor; Biochemistry, 2001, 40, 12678-12685
T.E. Bowser; M.L. Trawick; Amino Acids, 2013, 44, 143-150
M. Kriegelstein; A. Marek; J. Label Compd. Radiopharm., 2022, 65, 244-253
Q. Deng; K. Deng; M. Yan; Y. Shen; J. Wang; L. Ma; S. Shi; H. Song; J. Lumi., 2022, 248, 118934
H.H. Song; M.L. Li; J. Solid State Chem., 2013, 206, 182-191
H.H. Song; Q. Feng; M.J. Yan; S.K. Shi; Inorganica Chim. Acta, 415, 75-80
T. Shirosaki; S. Chowdhury; M. Takafuji; D. Alekperov; G. Popova; H. Hachisako; H. Ihara; J. Mater. Res., 2006, 21(5), 1274-1278
A. Miller; A. Matera-Witkiewicz; A. Mikolajczyk; J. Watly; D. Wilcox; D. Witkowska; M. Rowinska-Zyrek; Int. J. Mol. Sci., 2021, 22(13), 6971
I.A. Tomashevskii; O.A. Golovanova; S.V. Anisina; Russ. J. Gen. Chem., 2021, 91(12), 2621-2626
X. Liu; M. Wu; C. Li; P. Yu; S. Feng; Y. Li; Q. Zhang; Molecules, 2022, 27, 2407
I. Cristea; S. Mager; C. Batiu; G. Ple; Rev. Roum. Chim., 1994, 39(12), 1435-1441
G.H.L. Nefkens; G.I. Tesser; R.J. Nivard; Recl. Trav. Chim. Pays-Bas, 1960, 79(7), 688-698
A.A. Hassoni; M.L. Chen; R. Sharma; R.J. Walker; Comp. Biochem. Physiol. C. Toxicol. Pharmacol., 1992, 101(2), 409-414
L. Ghizdavu; C. Balan; L. David; C. Batiu; O. Cozar; D. Ristoiu; J. Thermal. Anal. Calorim., 2000, 62, 729-736
L. David; C. Craciun; C. Balan; O. Cozar; L. Ghizdavu; C. Batiu; Acta Chim. Slov., 2001, 48, 407-415
C. Batiu; C. Jelic; N. Leopold; O. Cozar; L. David; J. Mol. Struct., 2005, 744-747, 325-330
C. Batiu; L. Ghizdavu; L. David; O. Cozar; Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 2003, 33(8), 1391-1403
A. Chilwal; P. Malhotra; A. K. Narula; J. Thermal. Anal. Calorim., 2013, 114, 345-351
J. Wang; J.G. Wang; X.H. Li; H.P. Xiao; Trans. Met. Chem., 2013, 765-770
C.A. Terraza; L.H. Tagle; D. Munoz; A. Tundidor-Camba; P.A. Ortiz; D. Coll; C.M. Gonzalez-Henriquez; I.A. Jessop; Polym. Bull., 2016, 73, 1103-1117
H. Irving; R.J.P. Williams; J. Chem. Soc., 1953, 3192-3210
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