Sains Malaysiana 48(7)(2019): 1439–1446
http://dx.doi.org/10.17576/jsm-2019-4807-13
Synthesis,
Characterization and Biological Activities of Hydrazone Schiff Base and its Novel Metals Complexes
(Sintesis,
Pencirian dan
Aktiviti Biologi Hidrazon Pangkal Schiff serta Kompleks Baru Logamnya)
IQBAL HUSSAIN1,
AAQIB
ULLAH1,
ATTA
ULLAH
KHAN1,
WALI
ULLAH
KHAN2,
RIAZ
ULLAH3*,
ABDELAATY
A.
SHAHAT
ALMOQBIL A. NASER3,4 & HAFIZ MAJID MAHMOOD5
1Department of Chemistry, Islamia College University Peshawar, Pakistan
2Department of Chemistry,
Abdul Wali Khan University Mardan,
Pakistan
3Department of Pharmocognosy
(Medicinal, Aromatic and Poisonous Plants Research Center), College
of Pharmacy, King Saud University, Riyadh, Saudi Arabia
4Phytochemistry
Department, National Research Centre, P.O. Box 1262233, El Bohouth St., Dokki, Giza, Egypt
5Department of
Pharmacology, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh
11451, Saudi Arabia
Diserahkan: 15 Januari 2019/Diterima: 24 April 2019
ABSTRACT
Recently, researchers
are focusing on the synthesis of Schiff base complexes due to their promising
biological activities and frequent use in the pharmaceuticals. In the present
study we synthesized Schiff base of salicyldehyde and
2, 4-dinitrophenylhydrazine by modified method and its novel metal complexes
with Cu (II), Zn (II), Co (II), Ni (II), Mn (II), V (II) and AU (IIII).
For spectroscopic studies and characterization, UV-Vis
and FT-IR spectroscopy were used. The Schiff base and its
metals complexes were tested for antimicrobial, cytotoxic and antioxidant
activities. Significant results are showed by the all synthesized complexes.
Keywords: Biological
activities; IR spectroscopy; Schiff base; UV-visible
ABSTRAK
Baru-baru ini penyelidik
menumpukan perhatian
kepada sintesis kompleks pangkal Schiff disebabkan oleh aktiviti biologi yang berpotensi dan kerap digunakan dalam bidang farmaseutis.
Dalam kajian
ini, Schiff pangkal salisildehid dan 2, 4-dinitrofenilhidrazin
disintesis menggunakan
kaedah ubah
suai dan kompleks
baru logamnya dengan
Cu (II), Zn (II), Co (II),
Ni (II), Mn (II), V (II) dan AU (IIII). Untuk
kajian spektroskopi
dan pencirian, UV-Vis
dan Spektroskopi
FT-IR
telah digunakan.
Pangkal Schiff dan
kompleks logam telah diuji untuk
aktiviti antimikrob,
sitotoksik dan antioksidan. Hasil ketara telah ditunjukkan
oleh semua
kompleks yang telah disintesis.
Kata kunci: Aktiviti
biologi; pangkal
Schiff; spektroskopi IR; UV Nampak
RUJUKAN
Afrasiabi, Z., Sinn, E., Lin, W., Ma, Y., Campana,
C. & Padhye, S. 2005. Nickel (II) complexes of naphthaquinonethiosemicarbazone and semicarbazone synthesis, structure, spectroscopy and biological activity. Journal of
Inorganic Biochemistry 9: 1526-1530.
Amrata, P., Agrawal, M.C.
& Bhatnagar, R.K. 2014. Synthesis, spectral
characterization and antifungal activity of a new Schiff base hydrazone derived from 2, 4-dinitrophenyl hydrazine. International
Journal of Chemical and Pharmaceutical Sciences 5(1): 456-461.
Arulpriya, P., Lalitha, P. & Hemalatha,
S. 2010. In vitro antioxidant testing of the extracts of
Samaneasaman (Jacq.) Merr.
Der chemica Sinica1:
73-79.
Chohan, Z.H., Supuran, C.T. & Scozzafava, A. 2004. Metalloantibiotics: Synthesis and antibacterial activity of
cobalt(II), copper(II), nickel(II) and zinc(II) complexes of kefzol. Journal of Enzyme Inhibition and Medicinal
Chemistry 19(1): 79-84.
Chohan, Z.H., Scozzafava, A. & Supuran, C.T. 2002. Unsymmetrical 1, 1- disubstituted ferrocenes:
Synthesis of Co(ii), Cu(ii), Ni(ii) and Zn(ii) chelates of ferrocenyl -1-thiadiazolo-1-tetrazole, -1-thiadiazolo-1-triazole and
-1-tetrazolo-1-triazole with antimicrobial properties. J. Enzym. Inhib. Med. Chem. 17:
261-266.
Felico, R.C., Canalheiro, E.T.G. & Dockal,
E.R. 2001. Preparation, characterization and thermogravimetric studies of [N, N-cis-1, 2-cyclohexylene bis(salicylideneaminato)] cobalt(II) and [N, N-(±)-trans-1,
2-cyclo-hexylene bis(salicylideneaminato)]
cobalt(II). Polyhedron 20: 261-268.
Florian, A., Uwe, K.,
Mathias, N. &Von, K.Z. 2006. 1,2-Diaza- 3-phospha-cyclopent-5-enen,
-penta-3,5-dienen, 1,5-Diaza- 2,6-diphospha-bicyclo [3.3.0]octa-3,7-dien
und einem Cyclohexaphosphan. Z. Naturforsch61(b): 225-236.
Guo, L., Wu, S., Zeng, F.
& Zhao, J. 2006. in situ synthesis of copper nanoparticles and poly (o-toluidine):
A metal-polymer composite material. European Polymer Journal 42:
670-675.
Hajar, S., Shahriare, G., Kheyrollah, M.
& Farshid, S. 2010. Novel mercury(II) complexes
of Schiff base ligands: Synthesis and spectral characterization. Der Chemica Sinica1(1): 39-44.
Hany, S.I., Soha, R., Abdelhadi. & Hatem,
A.A. 2015. Hydrolysis and hydrazinolysis of isatin-based ald- and ketazines. Journal of Chemistry 2015: 1-6.
Hassan, H.M., Omid, P.
& Christoph, J. 2007. Synthesis and spectral characterization of hydrazone schiff bases derived
from 2,4-dinitrophenylhydrazine. crystal structure of
salicylaldehyde-2,4-dinitrophenylhydrazone. Z. Naturforsch 62b: 717-720.
Jin, L., Chen, J., Song,
B., Chen, Z., Yang, Q.S., Hu, D. & Xu, R. 2006. Synthesis, structure, and
bioactivity of N′-substitutedbenzylidene-3, 4, 5-trimethoxy benzohydrazide and 3-acetyl-2-substituted phenyl-5-(3, 4,
5-trimethoxyphenyl)-2, 3-dihydro-1, 3, 4-oxadiazole derivatives. Bioorganic & Medicinal Chemistry Letters 16: 5036-5040.
Kaczmarek, S.M. & Leniec, G. 2009. EPR and IR investigations of some chromium
(III) phosphate (V) compounds. Journal of Non-Crystalline Solids 355: 1289-1438.
Katyal, M. & Dutt, Y. 1975. Analytical applications of hydrazones. Talanta 22:
151-166.
Leniec, G., Kaczmarek, S.M., Typek, J., Koodziej, B., Grech, E. & Schilf, W. 2006. Spectroscopic and magnetic properties of
gadolinium macrobicycliccryptate complex. J. Phys. Condens. Matter. 18: 9871-9880.
Li-Fei,
Z., Xiu-Yun, Y., Dong-Xia, W., Ying, G., Yuan, W.
& Yun- Hui, L. 2012. Synthesis and crystal structures of nickel(ii) and
cobalt(ii) complexes with 3-methoxysalicylaldehyde benzoylhydrazide. Asian Journal of Chemistry 24(7): 2909- 2912.
Misbah, U.R., Muhammad, I. &
Muhammad, A. 2013. Synthesis, characterization and in vitro
antimicrobial studies of schiff-bases
derived from acetyl acetone and amino acids and their oxovanadium(iv)
complexes. American Journal of Applied Chemistry 1(4): 59-66.
Ochiai, E. 1977. Bioinorganic
Chemistry: An Introduction. Boston: Allyn and Bacon. p. 468.
Rajarajan, M., Senbagam, R., Vijayakumar, R., Balaji, S., Manikandan, V., Vanangamudi, G. & Thirunarayanan,
G. 2016. Synthesis, spectral correlations and antimicrobial activities of
substituted 4-((E)-2-benzylidenehydrazinyl) benzonitriles. Indian Journal of Chemistry 55B: 197-206.
Savini, L., Chiasserini, L., Gaeta, A. & Pellerano,
C. 2002. Synthesis and anti-tubercular evaluation of 4-quinolylhydrazones. Biorganic and Medical Chemistry 10(7):
2193-2198.
Shahawi, M.S.E., Jahdali, M.S.A., Bashammakh,
A.S., Sibaai, A.A.A. & Nassef,
H.M. 2013. Spectroscopic and electrochemical characterization of some Schiff base
metal complexes containing benzoin moiety. Spectrochim. Acta A 113: 459-465.
Silverstein, R.M., Bassler, G.C. & Movril, T.C.
1981. Spectroscopic Identification of Organic Compounds. 4th ed. New
York: Wiley.
Tarafder, M.T.H., Ali, M.A.,
Wee, D.J., Azahari, K., Silong,
S. & Crouse, K.A. 2000. Complexes of a tridentate ONS Schiff base.
Synthesis and biological properties. Trans. Met. Chem 25(4): 456-460.
Tetteh, S., Dodoo, D.K., Appiah, O.R. & Tuffour,
I. 2014. Spectroscopic characterization in vitro cytotoxicity and
antioxidant activity of mixed ligand palladium (II) chloride complexes bearing
nucleobases. J. Inorg. Chem. 4(5): 670- 676.
Youssef, T.A. 2008.
Reactions of chromium and molybdenum carbonyls with bis-(salicylaldehyde)-1, 3-propylenediimine Schiff base. J. Coord. Chem61: 816-819.
Zahid, H., Chohan, S. & Sherazi, K.A.
1997. Biological role of cobalt (ii), copper (ii) and nickel (ii) metal ions on
the antibacterial properties of some nicotinoyl-hydrazine
derived compounds. Metal Based Drugs 4(2): 69-74.
Zeyrek, C.T., Elmali, A. & Elerman, Y.
2006. Super-exchange interaction in a chair-piperazine bridged dicopper(II/II) complex: Synthesis, crystal
structure, magnetic properties and molecular orbital calculations. Z. Naturforsch61(b): 237-242.
*Pengarang untuk surat-menyurat; email: rullah@ksu.edu.sa
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