Open Access Open Access  Restricted Access Subscription or Fee Access

Review on Imine Derivatives and Their Applications

Nagham Mahmood Aljamali, Muna Abbas Hadi, Mithaq Saeed Mohamad, Layla Ali Mohammed Salih

Abstract


This collected work disturbed in imine derivatives , methods of preparation , applications in analytical , coordination chemistry , biological field , microbial field , in complexes chemistry , manufacturing fields , Anil derivatives are well branded for their biological tenders as antibacterial, antifungal, antitumor, and antiviral mediators; besides, they have been recycled as intermediates in therapeutic substrates and as ligands in complex development with about elements.

Keywords: imine, aldamine ,ketamine, anil , azomethine , Schiff base ,ligand ,complex .

Full Text:

PDF

References


Al zoubi W, Alhamdani AAS, Ahmed SD, Ko YG. Synthesis, characterization, and biological activity of Schiff bases metal complexes. J Phys Org Chem. 2018;31: e3752. https://doi.org/10.1002/poc.3752 .

Wail Al zoubi , Biological Activities of Schiff Bases and Their Complexes: A Review of Recent Works , International Journal of Organic Chemistry, 3, 3A(2013), DOI:10.4236/ijoc.2013.33A008

B. Tu¨rkkan, B. Sarıbog˘a and N. Sarıbog˘a, “Synthesis, Characterization and Antimicrobial Activity of 3,5-DiTert-Butylsalicylaldehyde-S-Methylthiosemicarbazones and Their Ni(II) Complexes,” Transition Metal Chemistry, Vol. 36, No. 6, 2011, pp. 679-684. http://dx.doi.org/10.1007/s11243-011-9518-7

V. L. Siji, M. R. Sudarsanakumar and S. Suma, “Synthesis, Spectroscopic Characterization, and Antimicrobial Activity of Cobalt(II) Complexes of Acetone-N(4) Phenylsemicarbazone: Crystal Structure of [Co(HL)2(MeOH)¬2](NO3)2,” Transition Metal Chemistry, Vol. 36, No. 4, 2011, pp. 417-424. http://dx.doi.org/10.1007/s11243-011-9485-z

C. V. Krishnamohan Sharma, “Crystal Engineering— Where Do We Go from Here?” Crystal Growth & Design, Vol. 2, No. 6, 2002, pp. 465-474. http://dx.doi.org /10.1021 /cg0200356

Ahamad, R. Prasad and M. A. Quraishi, “Thermodynamic, Electrochemical and Quantum Chemical Investigation of Some Schiff Bases as Corrosion Inhibitors for Mild Steel in Hydrochloric Acid Solutions,” Corrosion Science, Vol. 52, No. 3, 2010, pp. 933-942. http://dx.doi.org/10.1016/j.corsci.2009.11.016

M. Antonijevic and M. Petrovic, “Copper Corrosion Inhibitors. A Review,” International Journal of Electrochemical Science, Vol. 3, No. 1, 2008, pp. 1-28

H. Sharghi and M. A. Nasseri, “Schiff-Base Metal(II) Complexes as New Catalysts in the Efficient, Mild and Regioselective Conversion of 1,2-Epoxyethanes to 2-Hydroxyethyl Thiocyanates with Ammonium Thiocyanate,” Bulletin of the Chemical Society of Japan, Vol. 76, No. 1, 2003, pp. 137-142. http://dx.doi.org/10.1246/bcsj.76.137

W. T. Gao and Z. Zheng, “Synthetic Studies on Optically Active Schiff-base Ligands Derived from Condensation of 2-Hydroxyacetophenone and Chiral Diamines,” Molecules, Vol. 7, No. 7, 2002, pp. 511-516.

J. Balsells, L. Mejorado, M. Phillips, F. Ortega, G. Aguirre, R. Somanathan and P. J. Walsh, “Synthesis of Chiral Sulfonamide/Schiff Base Ligands,” Tetrahedron: Asymmetry, Vol. 9, No. 23, 1998, pp. 4135-4142.

A. M. Isloor, B. Kalluraya and P. Shetty, “Regioselective Reaction: Synthesis, Characterization and Pharmacological Studies of Some New Mannich Bases Derived from 1,2,4-Triazoles,” European Journal of Medicinal Chemistry, Vol. 44, No. 9, 2009, pp. 3784-3787. http://dx.doi.org/10.1016/j.ejmech.2009.04.038

S. Krishnaraj, M. Muthukumar, P. Viswanathamurthi and S. Sivakumar, “Studies On Ruthenium(Ii) Schiff Base Complexes as Catalysts for Transfer Hydrogenation Reactions,” Transition Metal Chemistry, Vol. 33, No. 5, 2008, pp. 643-648. http://dx.doi.org/10.1007/s11243-008-9091-x

S. Eswaran, A. V. Adhikari and N. S. Shetty, “Synthesis and Antimicrobial Activities of Novel Quinoline Derivatives Carrying 1,2,4-Triazole Moiety,” European Journal of Medicinal Chemistry, Vol. 44, No. 11, 2009, pp. 4637- 4647. http://dx.doi.org/10.1016/j.ejmech.2009.06.031

P. Przybylski, A. Huczynski, K. Pyta, B. Brzezinski and F. Bartl, “Biological Properties of Schiff Bases and Azo Derivatives of Phenols,” Current Organic Chemistry, Vol. 13, No. 2, 2009, pp. 124-148. http://dx.doi.org/10.2174/138527209787193774

G. Bringmann, M. Dreyer, J. H. Faber, P. W. Dalsgaard, D. Staerk and J. W. Jaroszewski, “Ancistrotanzanine C and Related 5,1‘- and 7,3‘-Coupled Naphthylisoquinoline Alkaloids from Ancistrocladus tanzaniensis,” Journal of Natural Products, Vol. 67, No. 5, 2004, pp. 743-748. http://dx.doi.org/10.1021/np0340549

A. O. deSouza, F. C. S. Galetti, C. L. Silva, B. Bicalho, M. M. Parma, S. F. Fonseca, A. J. Marsaioli, A. C. L. B. Trindade, R. P. Freitas Gil, F. S. Bezerra, M. Andrade-Neto and M. C. F. de Oliveira, “Antimycobacterial and Cytotoxicity Activity of Synthetic and Natural Compounds,” Quimica Nova, Vol. 30, No. 7, 2007, pp. 1563-1566.

Z. Y. Guo, R. Xing, S. Liu, Z. Zhong, X. Ji, L. Wang and P. C. Li, “Antifungal Properties of Schiff Bases of Chitosan, N-Substituted Chitosan and Quaternized Chitosan,” Carbohydrate Research, Vol. 342, No. 10, 2007, pp. 1329- 1332. http://dx.doi.org/10.1016/j.carres.2007.04.006

M. S. Yadawe and S. A. Patil, “Synthesis, Characterization and Biological Studies of Cobalt (II) and Nickel(II) Complexes with New Schiff Bases,” Transition Metal Chemistry, Vol. 22, No. 3, 1997, pp. 220-224. http://dx.doi.org/10.1023/A:1018400121316 [Citation Time(s):1]

M. Tumer, H. Kohsal, S. Serin and M. Dig¯rak, “Antimicrobial Activity Studies of Mononuclear and Binuclear Mixed-Ligand Copper (II) Complexes Derived from Schiff Base Ligands and 1,10-Phenanthroline,” Transition Metal Chemistry, Vol. 24, No. 1, 1999, pp. 13-17. [Citation Time(s):1]

M. Tofazzal, H. Tarafder, M. A. Ali, N. Saravanan, W. Y. Weng, S. Kumar, N. Umar Tsafe and K. A. Crouse, “Coordination Chemistry and Biological Activity of Two Tridentate ONS and NNS Schiff Bases Derived from S-Benzyldithiocarbazate,” Transition Metal Chemistry, Vol. 25, No. 3, 2000, pp. 295-298. [Citation Time(s):1]

P. Vicini, F. Zani, P. Cozzini and I. Doytchinova, “Hydrazones of 1,2-Benzisothiazole Hydrazides: Synthesis, Antimicrobial Activity and QSAR Investigations,” European Journal of Medicinal Chemistry, Vol. 37, No. 7, 2002, pp. 553-564. http://dx.doi.org/10.1016/S0223-5234(02)01378-8 [Citation Time(s):1]

S. Rollas, N. Gulerman and H. Erdeniz, “Synthesis and Antimicrobial Activity of Some New Hydrazones of 4-Fluorobenzoic Acid Hydrazide and 3-Acetyl-2,5-Disubstituted-1,3,4-Oxadiazolines,” II Farmaco, Vol. 57, No. 2, 2002, pp. 171-174. [Citation Time(s):1]

I. Yilmaz and A. Cukurovali, “Synthesis, Characterization and Antimicrobial Activity of the Schiff Bases Derived from 2,4-Disubstituted Thiazoles and 3-Meth-oxysalicylaldehyde, and Their Cobalt(II), Copper(II), Nickel(II) and Zinc(II) Complexes,” Transition Metal Chemistry, Vol. 28, No. 4, 2003, pp. 399-404. [Citation Time(s):1]

N. Ramam, A. Kulandaisamy, C. Thangaraja and K. Jeyasubramanian, “Redox and Antimicrobial Studies of Transition Metal (II) Tetradentate Schiff Base Complexes,” Transition Metal Chemistry, Vol. 28, No. 1, 2003, pp. 29- 36. [Citation Time(s):1

Rajaa Abdul Ameer Ghafil , Nadia Hussein Obaid , Manar Ghyath Almosawy , Nagham Mahmood Aljamali ., " Preparation, Chemical Investigation of Organic Ligands from Isatin ", Jour of Adv Research in Dynamical & Control Systems, Vol. 11, No. 2, 2019

T. D. Thangadurai and S. K. Ihm, “Antimicrobial Activities against Methicillin-Resistant Staphylococcus aureus from macroalgae,” Journal of Industrial and Engineering Chemistry, Vol. 14, No. 5, 2008, pp. 568-572. http://dx.doi.org/10.1016/j.jiec.2008.04.004

Raman and S. Johnson Raja, “DNA Cleavage, Structural Elucidation and Anti-Microbial Studies of Three Novel Mixed Ligand Schiff Base Complexes of Copper(II),” Journal of the Serbian Chemical Society, Vol. 72, No. 10, 2007, pp. 983-992.

R. Maruvada, S. C. Pal and G. B. Nair, “Effects of Polymyxin B on the Outer Membranes of Aeromonas Species,” Journal of Microbiological Methods, Vol. 20, No. 2, 1994, pp. 115-124. http://dx.doi.org/10.1016/0167-7012(94)90014-0

T. J. Franklin and G. A. Snow, “Penetrating the Defences,” In: Biochemistry of Antimcrobial Action, 2nd Edition, Chapman, Hall, London, 1971, pp. 1-16.

G. Turan-Zitouni, Z. A. Kaplancıklı, M. T. Yıldız, P. Chevallet and D. Kaya, “Synthesis and Antimicrobial Activity of 4-phenyl/cyclohexyl-5-(1-phenoxyethyl)-3-[N-(2-thiazolyl)acetamido]-thio-4H-1,24-triazole Derivatives,” European Journal of Medicinal Chemistry, Vol. 40, No. 6, 2005, pp. 607-613. http://dx.doi.org/10.1016/j.ejmech.2005.01.007

W. Rehman, M. K. Baloch, B. Muhammad, A. Badshah and K. M. Khan, “Characteristic Spectral Studies and in Vitro Antifungal Activity of Some Schiff Bases and Their Organotin (VI) Complexes,” Chinese Science Bulletin, Vol. 49, No. 2, 2004, pp. 119-122.

Mieaad Mohammed , Nagham Mahmood Aljamali , Sabreen Ali Abdalrahman , Wassan Ala Shubber ., "Formation of Oxadiazole Derivatives Ligands from Condensation and Imination Reaction with References To Spectral Investigation, Thermal and Microbial Assay" ., Biochem. Cell. Arch. , 2018 , 18, 1, pp. 847-853. , Website: www.mjbas.com .

Nagham Mahmood Aljamali. "Synthesis and Biological Study of Hetero (Atoms and Cycles) Compounds", Der Pharma Chemica, 2016, 8,6, 40-48., (http://derpharma chemica.com/archive.html)

Nagham Mahmood Aljamali.; Intisar Obaid Alfatlawi ,"Synthesis of Sulfur Heterocyclic Compounds and Study of Expected Biological Activity" ,Research J. Pharm. and Tech., 2015, 8,9 ,1225-1242 , DOI: 10.5958/0974-360X.2015.00224.3.

Nagham Mahmood Aljamali .; Saher Mahmood J .; Zainab M J .; Seena K. "Microbial Studying of (Thiazole ,Oxadiazole, Thiadiazole)–Derivatives on Mouth and Teeth Bacteria ", International Journal of Medical Research and Pharmaceutical Sciences, 2016, 3, 8 ,30-39 , DOI:10.5281/zenodo.61357 .

L. Sakiyan, E. Logoglu, S. Arslan, N. Sari and N. Sakiyan, “Antimicrobial Activities of N-(2-Hydroxy-1-Naphthalidene)-Amino Acid(Glycine, Alanine, Phenylalanine, Histidine, Tryptophane) Schiff Bases and Their Manganese(III) Complexes,” Biometals, Vol. 17, No. 2, 2004, pp. 115-120.

A. Vazzana, E. Terranova, F. Mattioli and F. Sparatore, “Aromatic Schiff Bases and 2,3-Disubstituted-1,3-Thiazolidin-4-One Derivatives as Antiinflammatory Agents,” ARKIVOC, Vol. 2004, No. 5, 2004, pp. 364-374. [Citation Time(s):1]

E. İspir, M. Kurtoğlu, F. Purtaş and S. Serin, “Synthesis and Antimicrobial Activity of New Schiff Bases Having the -SiOR Group (R = CH 3 or CH2CH3), and Their Transition Metal Complexes,” Transition Metal Chemistry, Vol. 30, No. 8, 2005, pp. 1042-1047. http://dx.doi.org/10.1007/s11243-005-6311-5

S. K. Sengupta, O. P. Pandey, B. K. Srivastava and V. K. Sharma, “Trends in Structural Mechanics: Theory, Practice,” Transition Metal Chemistry, Vol. 23, 1998, p. 349.

M. Kurtoglu, E. Ispir, N. Kurtolu, S. Toroglu, S. Serin, R. N. Srivastava and A. Bagga, “Pediatric Nephrology,” In: Transition Metal Chemistry, 2005. Madhu NT, Knittl ET, Fekadu K, Feleke H, Abuyea K, et al. (2017) Thermal Decomposition Studies on Iron(III) Complexes of 1,2-Bis(imino-4’- antipyrinyl) ethane with Varying Counter Ions. J Chem Appl Chem Eng 1:1.

Nagham Mahmood Aljamali , Intisar O A , "Synthesis of Sulfur Heterocyclic Compounds and Study of Expected Biological Activity" , Research J. Pharm. and Tech., 8(9) ,2015,1225-1242 .,DOI: 10.5958/0974-360X.2015.00224.3.

Nagham Mahmood Aljamali . "Synthesis and Chemical Identification of Macro Compounds of (Thiazol and Imidazol)".,Research J. Pharm. and Tech, 2015, 8,1, 78-84., DOI : 10.5958/0974-360X.2015.00016.5

Metzler CM, Cahill A, Metzler DE." Equilibriums and absorption spectra of Schiff bases" . J Am Chem Soc. 1980; 102: 6075-82.

Intisar Obaid Alfatlawi , Nuha Salman S, Zainab Mahmood J , Nagham Mahmood Aljamali , " Synthesis of New Organic Compounds Via Three Components Reaction with Studying of (Identification ,Thermal Behavior, Bioactivity on Bacteria of Teeth) "., Journal of Global Pharma Technology. 2017; 11, 9 ,157-164., https://www.researchgate.net/publication/329281233

Eman HS ., Nagham Mahmood Aljamali .,"New Azo-Thiadiazole Ligands (Preparation, Spectral, Thermal, Biochemical, Physical properties)- Studying" .,Journal of Global Pharma Technology. 2017; 11, 9 ,165., https://www.researchgate .net/publication /328503448

Mieaad Mohamd , Nagham Mahmood Aljamali , Nadheema Abed Abbas ., " Preparation, Spectral Investigation, Thermal Analysis, Biochemical Studying of New (Oxadiazole - Five Membered Ring)-Ligands".,Journal of Global Pharmacy Technology, 2018; 10, 1, 20-29.

Intisar Obaid A , Eman HS , Nagham Mahmood Aljamali ., "Synthesis of (Tetrazole, Oxazepine, Azo, Imine) Ligands and Studying of Their (Organic Identification, Chromatography, Solubility, Physical, Thermal Analysis, Bio-Study) " .,Research J. Pharm. and Tech. 11, 7 , 2018.

Mieaad Mohamd , Nagham Mahmood Aljamali , Wassan Ala Shubber , Sabreen Ali Abdalrahman .," New Azomethine- Azo Heterocyclic Ligands Via Cyclization of Ester " ., Research J. Pharm. and Tech. 11, 6 , 2018 .

Patil S, Jhadav S, Patil U. "Natural acid catalyzed synthesis of Schiff base under solvent-free condition: As a green approach" . Arch Ap Sci Res. 2012; 4: 1074-78.

Thorat B, Mandewale M, Shelke S, " Synthesis of novel Schiff bases of 4-hydroxy-3-methoxy-5-nitrobenzaldehyde and development of HPLC chromatographic method for their analysis " . J Chem Pharm Res. 2012; 4: 14-17.

Zhang Y, Fang Y, Liang H. ,"Synthesis and antioxidant activities of 2-oxo-quinoline-3-carbaldehyde Schiff-base derivatives" . Bioorg Med Chem lett. 2013; 23: 107-11.

Panneerselvam P, Nair RR, Vijayalakshmi G, SubramanianEH, Sridhar SK. Synthesis of Schiff bases of 4-(4-aminophenyl)-morpholine as potential antimicrobial agents. Eur J Med Chem2005;40(2):225–9.

Dalpozzo R, de Nino A, Nardi M, Russo B, Procopio A.Erbium(III) triflate: a valuable catalyst for the synthesis of aldimines, ketimines and enaminones. Synthesis 2006;7 : 1127–32.

Naeimi H, Salimi F, Rabiei K. Mild and convenient one pot synthesis of Schiff bases in the presence of P2O5/Al2O3as new catalyst under solvent-free conditions. J Mol Catal A Chem2006;260(1–2):100–4.

Kulkarni A, Patil SA, Badami PS. Synthesis, characterization,DNA cleavage andin vitroantimicrobial studies of La(III),Th(IV) and VO(IV) complexes with Schiff bases of coumarinderivatives. Eur J Med Chem 2009;44(7):2904–12.

Varma RS, Dahiya R, Kumar S. Clay catalyzed synthesis ofimines and enamines under solvent-free conditionsusing microwave irradiation. Tetrahedron Lett 1997;38(12):2039–42

Jarrahpour A, Khalili D, de Clercq E, Salmi C, Brunel JM.Synthesis, antibacterial, antifungal and antiviral activityevaluation of some new bis-Schiff bases of isatin and theirderivatives. Molecules 2007;12(8):1720–30.

Hearn MJ, Cynamon MH. Design and synthesis ofantituberculars: preparation and evaluation againstMycobacterium tuberculosisof an isoniazid Schiff base. JAntimicrob Chemother 2004;53(2):185–91.

Karthikeyan MS, Prasad DJ, Poojary B, Bhat KS, Holla BS,Kumari NS. Synthesis and biological activity of Schiff andMannich bases bearing 2,4-dichloro-5-fluorophenyl moiety.Bioorg Med Chem 2006;14(22):7482–9.

Paulus EF, Dornberger K, Werner W, Fenske D.Madurahydroxylactone. Acta Crystallogr 1994;50(12):2064–7.

Aseel Mahmood Jawad , Anaam Jawad Alabbasy , Layla Ali Mohammed Salih , Nagham Mahmood Aljamali.,"A Literature Review on Types of Contamination (Biological , Chemical, Medical)" .,International Journal f Green Chemistry, Vol. 5, Issue .1, 2019.

Heinisch L, Roemer E, Jutten P, Haas W, Werner W, MollmannU. Semisynthetic derivatives of madurahydroxylactone and theirantibacterial activities. J Antibiot (Tokyo) 1999;52(11):1029–41.

Chohan ZH, Arif M, Sarfraz M. Metal-based antibacterial andantifungal amino acid derived Schiff bases: their synthesis, characterization and in vitro biological activity. Appl Organo met Chem 2007;21(4):294–302.

Aseel Mahmood Jawad ,Mostafa N Mohamed Salih ,Thanaa A Helal ,Nadia Hussein Obaid, Nagham Mahmood Aljamali.,"Review on Chalcone(Preparation ,Reactions ,Medical and Bio Applications)".,International Journal of Chemical Synthesis and Chemical Reactions., Vol.5, Issue.1,2019.


Refbacks

  • There are currently no refbacks.