SYNTHESIS, CHARACTERIZATION AND ANTIOXID STUDY OF NEW 4- ({2-[5-(2-Hydroxyphenyl)-1,3,4-Oxadiazol-2-Yl] Hydrazinylidene} Methyl)-2-Methoxy Phenol AND THEIR TRANSITION METAL COMPLEXES

Authors

  • Nasir Safaa H. Department of Chemistry, College of Science, University of Thi-Qar, Thi-Qar, 64001, Iraq Author
  • Flifel Ibrahim A. Department of Chemistry, College of Science, University of Thi-Qar, Thi-Qar, 64001, Iraq Author

Keywords:

Oxadiazole ,Ligand, Transitions metal complexes, Antioxidant

Abstract

 New ligand 4-({2-[5-(2-hydroxyphenyl)-1,3,4-oxadiazol-2-yl] hydrazinylidene} methyl)-2-methoxy phenol. (L) and its transition metal ion complexes Ni (ІІ), Fe (ІІІ), Co (ІІ), Cr (ІІІ) Cu (ІІ) were synthesized. The authenticity of the ligand and its transition metal complexes were established by mass spectra, conductance measurements 1HNMR, FTIR, as well as elemental analyses, the program of Hyper chem 7.51 has been used up for theoretical accounts using the PM3 method to study the electrostatic potential that provided good information about the complexity site. We can suggest octahedral geometrics for Cr3+ and Fe3+ complexes, tetrahedral geometry for Ni +2 and Co+2 complex, and square planer geometry for Cu+2 the complex The ligand was tested antioxidant. the synthesized ligand showed good antioxidant, activity. 

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References

Katritzky, Alan R., et al. Handbook of

heterocyclic chemistry. Elsevier, 2010

De Oliveira, Cledualdo Soares, et al.

"Synthetic approaches and

pharmacological activity of 1, 3, 4-

oxadiazoles:

a review of the literature from 2000–2012 ".

Molecules 17.9 (2012): 10192-10231.

Dewangan, Dhansay, et al. "Synthesis,

characterization, and screening for

analgesic and anti-inflammatory

activities of new 1, 3, 4-oxadiazole derivatives

linked to the quinazoline-4-one ring."

Medicinal Chemistry

Research 25.10 (2016): 2143-2154.

Kaya, Betül, et al. "Design and Synthesis of

New 1, 3, 4-Oxadiazole–Benzothiazole

and Hydrazone Derivatives

as Promising Chemotherapeutic Agents."

Drug research 67.05 (2017): 275-282.

Chen, Ling, et al. "Antiviral and Antibacterial

Activities of N‐(4‐Substituted phenyl)

Acetamide Derivatives

Bearing 1, 3, 4‐Oxadiazole Moiety." Chinese

Journal of Chemistry 34.12 (2016): 1236-

Tiwari, Amit, et al. "Synthesis and evaluation

of selected 1, 3, 4-oxadiazole derivatives

for in vitro cytotoxicity

and in vivo anti-tumor activity."

Cytotechnology 68.6 (2016): 2553-2565.

Ilangovan, Andivelu, Shanmugasundar

Saravanakumar, and Siddappa Umesh.

"T3P as an efficient

cyclodehydration reagent for the one-pot

synthesis of 2-amino-1, 3, 4-oxadiazoles."

Journal of Chemical

Sciences 127.5 (2015): 797-801.

Shaikh, Ambareen, and Jyotsna S. Meshram.

"Design, synthesis and pharmacological

assay of novel azo

derivatives of dihydropyrimidinones." Cogent

Chemistry 1.1 (2015): 1019809.

Chawla, Gita, Baby Naaz, and Anees A.

Siddiqui. "Exploring 1, 3, 4-oxadiazole

scaffold for anti-inflammatory

and analgesic activities: a review of literature

from 2005-2016." Mini reviews in

medicinal chemistry 18.3

(2018): 216-233.

Shingalapur, Ramya V., et al. "Derivatives of

benzimidazole pharmacophore: Synthesis,

anticonvulsant,

antidiabetic and DNA cleavage studies."

European Journal of medicinal chemistry

5 (2010): 1753-1759.

Zachariah, Subin Mary, et al. "A review on

oxadiazole." Research Journal of

Pharmaceutical, Biological

andChemical Sciences 6.2 (2015): 205-219.

Jayashankar, B., et al. "Synthesis and

pharmacological evaluation of 1, 3, 4-

oxadiazole bearing bis

(heterocycle) derivatives as anti-inflammatory

and analgesic agents." European Journal of

Medicinal

Chemistry 44.10 (2009): 3898-3902.

Cena, Clara, et al. "Use of the furoxan (1, 2,

-oxadiazole 2-oxide) system in the design

of new NO-donor

antioxidant hybrids." Arkivoc 7 :(2006) 301-

Holla, B. Shivarama, et al. "Synthesis and

anticancer activity studies on some 2-

chloro-1, 4-bis-(5-

substituted-1, 3, 4-oxadiazol-2-

ylmethyleneoxy) phenylene derivatives ".

.(2005)

El-Sayed, Wael A., et al. "Anti-HIV activity

of new substituted 1, 3, 4-oxadiazole

derivatives and their acyclic

nucleoside analogs." Zeitschrift für Naturforschung

C 64.11-12 (2009): 773-778.

Husain, Asif, and Mohammed Ajmal.

"Synthesis of novel 1, 3, 4-oxadiazole

derivatives and their biological

properties." Acta Pharmaceutica 59.2 ( :(2009

.233-223

Wang, Pei-Yi, et al. "Potent antibacterial

agents: pyridinium-functionalized

amphiphiles bearing 1, 3, 4-

oxadiazole scaffolds." Chemical Papers 71.6

.1018-1013 :(2017)

Katea, Azhar H. "Synthesis, Characterization,

Antimicrobial New 2, 2'-[(1E, 2E)-ethane-1,

-diylidenedi (2E)

hydrazin-1-yl-2-ylidene] bis (5-methyl1-4 ,3 ,

oxadiazole) and their transition metal

complexes." University of

Thi-Qar Journal of Science 6.2 (2017): 1-18.

Zhang, Teng‐Teng, et al. "Antibacterial and

Antifungal Activities of 2‐(substituted

ether)‐5‐(1‐phenyl‐5‐

(trifluoromethyl)‐1H‐pyrazol‐4‐yl)‐1, 3, 4‐

oxadiazole Derivatives." Journal of

Heterocyclic Chemistry 54.4

(2017): 2319-2325.

Agarwal, Mohit, et al. "Design and synthesis

of new 2, 5-disubstituted-1, 3, 4-

oxadiazole analogs as

anticancer agents." Medicinal Chemistry

Research 25.10 (2016): 2289-2303.

Siddiqui, Nadeem, et al. "Substituted phenyl

containing 1, 3, 4-oxadiazole-2-yl-but-2-

enamides: synthesis

and preliminary evaluation as promising

anticonvulsants." Medicinal Chemistry

Research 23.11 (2014):

-4925.

Desai, N. C., et al. "Synthesis and biological

evaluation of 1, 3, 4-oxadiazole bearing

dihydro pyrimidines as

potential antitubercular agents." Medicinal

Chemistry Research 25.2 (2016): 329-338.

DAHHAM, LAMYAA A., IBRAHIM A.

FLIFEL, and ALYAA MAJID. "Synthesis,

Characterization, and Anticancer

Activity Studies of New N-(5-phenyl-1, 3, 4-

oxadizole-2-yl) propane hydrazide and its

Transition Metal

Complexes." International Journal of

Pharmaceutical Research 12.2 (2020.(

Shingalapur, Ramya V., et al. "Derivatives of

benzimidazole pharmacophore: Synthesis,

anticonvulsant,

antidiabetic and DNA cleavage studies."

European Journal of medicinal chemistry

5 (2010): 1753-1759.

et al ZHOU, Gang, “Novel polyphenylenes

containing phenol-substituted oxadiazole

moieties as fluorescent

chemosensors for fluoride ion ”.

Macromolecules, pp. 2148–2153, 2005.

Anghel, Catalin, et al. "A novel 1-D

coordination polymer constructed from

disilver-1, 3, 4-oxadiazole nodes

and perchlorates bridges." Inorganic Chemistry

Communications 76 (2017): 22-25.

Deshapande, Narahari, et al. "Synthesis and

optoelectronic properties of thieno [2, 3-

b] thiophene based bis

, 3, 4-oxadiazole derivatives as blue

fluorescent material for use in organic

light-emitting diodes." Optical

Materials 37 (2014): 516-519.

Bentiss, F., M. Traisnel, and M. Lagrenee.

"The substituted 1, 3, 4-oxadiazoles: a new

class of corrosion

inhibitors of mild steel in acidic media."

Corrosion Science 42.1 (2000): 127-146.

Era, Masanao, et al. "Double-heterostructure

electroluminescent device with cyaninedye bimolecular layer

as an emitter." Chemical physics letters 178.5-

(1991): 488-490.

Jha, Keshari Kishore, et al. "Design, synthesis

and biological evaluation of 1, 3, 4-

oxadiazole derivatives."

European Journal of medicinal chemistry

11 (2010): 4963-4967.

Abdel‐Aal, Mohammed T., et al. "Synthesis

and Antiviral Evaluation of Novel 5‐(N‐

Aryl‐aminomethyl‐1, 3, 4‐

oxadiazol‐2‐yl) hydrazines and Their Sugars,

, 2, 4‐Triazoles, Tetrazoles and Pyrazolyl

Derivatives." Archiv derPharmazie: An International Journal

Pharmaceutical and Medicinal Chemistry

5 (2008): 307-313.

Khorshidifard, Mahsa, et al. "Cobalt (II),

copper (II), zinc (II) and palladium (II)

Schiff base complexes:

Synthesis, characterization, and catalytic

performance in selective oxidation of

sulfides using hydrogen

peroxide under solvent-free conditions."

Polyhedron 95 (2015): 1-13.

Ali, A. H. K. S. A., & Flifel, I. A. (2017).

Synthesis, Characterization, Antimicrobial

New 2, 2'-[(1E, 2E)-ethane-

, 2-diylidenedi (2E) hydrazin-1-yl-2-ylidene]

bis (5-methyl-1, 3, 4-oxadiazole) and their

transition metal

complexes.

Nazarbahjat, Nafal, et al. "Synthesis,

characterization, drug-likeness properties

and determination of the in

vitro antioxidant and cytotoxic activities of

new 1, 3, 4-oxadiazole derivatives."

Medicinal Chemistry Research

(2016): 2015-2029.

Shakir, Raied M., Azhar Ariffin, and

Mahmood Ameen Abdulla. "Synthesis of

new 2, 5-di-substituted 1, 3, 4-

oxadiazoles bearing 2, 6-di-tertbutylphenol

moieties and evaluation of their antioxidant

activity." Molecules 19.3 (2014): 3436-3449.

Saleh, M. M., Jalil, A. T., Abdulkereem, R.

A., & Suleiman, A. A. Evaluation of

Immunoglobulins, CD4/CD8 T

Lymphocyte Ratio and Interleukin-6 in COVID-

Patients. TURKISH JOURNAL of

IMMUNOLOGY, 8(3), 129-134.

Moghadasi, S., Elveny, M., Rahman, H.S. et

al. A paradigm shift in cell-free approach:

the emerging role of

MSCs-derived exosomes in regenerative

medicine. J Transl Med 19, 302 (2021).

https://doi.org/10.1186/s12967-021-02980-6

JALIL, A. T., DILFY, S. H., KAREVSKIY,

A., & NAJAH, N. (2020). Viral Hepatitis

in Dhi-Qar Province: Demographics

and Hematological Characteristics of Patients.

International Journal of Pharmaceutical

Research, 12.(1)

Dilfy, S. H., Hanawi, M. J., Al-bideri, A. W., &

Jalil, A. T. (2020). Determination of the

Chemical Composition of

Cultivated Mushrooms in Iraq with

Spectrophotometrically and HighPerformance Liquid Chromatographic.

Journal of Green Engineering, 10, 6200-6216.

Jalil, A. T., Al-Khafaji, A. H. D., Karevskiy,

A., Dilfy, S. H., & Hanan, Z. K. (2021).

Polymerase chain reaction

technique for molecular detection of HPV16

infections among women with cervical

cancer in Dhi-Qar

Province. Materials Today: Proceedings.

Marofi, F., F. Abdul‐Rasheed, O., Sulaiman

Rahman, H., Setia Budi, H., Jalil, A. T.,

Valerievich Yumashev, A., ... &

Jarahian, M. (2021). CAR‐NK cell in cancer

immunotherapy; A promising frontier.

Cancer Science.

Widjaja, G., Jalil, A. T., Rahman, H. S.,

Abdelbasset, W. K., Bokov, D. O.,

Suksatan, W., ... & Ahmadi, M. (2021).

Humoral Immune mechanisms involved in

protective and pathological immunity

during COVID-19. Human

Immunology.

Jalil, A.T., Kadhum, W.R., Faryad Khan ,

M.U. et al. Cancer stages and

demographical study of HPV16 in gene

L2 isolated from cervical cancer in Dhi-Qar

province, Iraq. Appl Nanosci (2021).

https://doi.org/10.1007/s13204-021-01947-9

Sarjito, I., Elveny, M., Jalil, A. T.,

Davarpanah, A., Alfakeer, M., Bahajjaj, A.

A. A., & Ouladsmane, M. (2021).

CFD-based simulation to reduce greenhouse

gas emissions from industrial plants.

International Journal of

Chemical Reactor Engineering.

Turki Jalil, A., Hussain Dilfy, S., Oudah

Meza, S., Aravindhan, S., M Kadhim, M.,

& M Aljeboree, A. (2021).

CuO/ZrO2 Nanocomposites: Facile

Synthesis, Characterization, and

Photocatalytic Degradation of

Tetracycline Antibiotic. Journal of

Nanostructures.

Hanan, Z. K., Saleh, M. B., Mezal, E. H., &

Jalil, A. T. (2021). Detection of human

genetic variation in VAC14

gene by ARMA-PCR technique and relation

with typhoid fever infection in patients with

gallbladder diseases in Thi-Qar

province/Iraq. Materials Today: ProceedingsVakili-Samiani, S., Jalil, A. T., Abdelbasset,

W. K., Yumashev, A. V., Karpisheh, V.,

Jalali, P., ... & Jadidi-Niaragh,

F. (2021). Targeting Wee1 kinase as a

therapeutic approach in Hematological

Malignancies. DNA Repair,

NGAFWAN, N., RASYID, H., ABOOD, E.

S., ABDELBASSET, W. K., Al-SHAWI,

S. G., BOKOV, D., & JALIL, A. T.

(2021). Study on novel fluorescent carbon

nanomaterials in food analysis. Food

Science and Technology.

Marofi, F., Rahman, H. S., Al-Obaidi, Z. M.

J., Jalil, A. T., Abdelbasset, W. K.,

Suksatan, W., ... & Jarahian, M.

(2021). Novel CAR T therapy is a ray of hope

in the treatment of seriously ill AML

patients. Stem Cell

Research & Therapy, 12(1), 1-23.

Jalil, A. T., Shanshool , M. T. ., Dilfy, S. H.

., Saleh, M. M., & Suleiman, A. A. .

(2021). HEMATOLOGICAL

AND SEROLOGICAL PARAMETERS

FOR THE DETECTION OF COVID-19.

Journal of Microbiology, Biotechnology

And Food Sciences, e4229 .

https://doi.org/10.15414/jmbfs.4229

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Published

2023-02-28

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How to Cite

Safaa H. , N., & Ibrahim A. , F. (2023). SYNTHESIS, CHARACTERIZATION AND ANTIOXID STUDY OF NEW 4- ({2-[5-(2-Hydroxyphenyl)-1,3,4-Oxadiazol-2-Yl] Hydrazinylidene} Methyl)-2-Methoxy Phenol AND THEIR TRANSITION METAL COMPLEXES. History of Medicine, 9(1). http://13.200.237.241/HOM/index.php/medicine/article/view/623