Antituberculosis, antimicrobial, antioxidant, cytotoxicity and anti-inflammatory activity of Schiff base derived from 2,3-diaminophenazine moiety and its metal(II) complexes: structural elucidation, computational aspects, and biological evaluation

被引:2
作者
Bufarwa, Saleh M. [1 ]
El-Sefait, Reem M. [2 ]
Thbayh, Dalal K. [3 ,4 ,5 ]
Belaidi, Mustapha [6 ,7 ]
Al-Shemary, Rehab K. [8 ]
Abdusamea, Rema. M. [2 ]
El-Ajaily, Marei M. [9 ]
Fiser, Bela [3 ,10 ,11 ]
Bader, Hanan A. [1 ]
Saleh, Abdulsalam A. [12 ]
Bufarwa, Mohamad M. [13 ]
机构
[1] Omar Al Mukhtar Univ, Chem Dept, El Beida City, Libya
[2] Omar Al Mukhtar Univ, Nat Resources & Environm Sci, El Beida City, Libya
[3] Univ Miskolc, Inst Chem, H-3515 Miskolc, Hungary
[4] Univ Basrah, Polymer Res Ctr, Basrah, Iraq
[5] Univ Miskolc, Higher Educ & Ind Cooperat Ctr, H-3515 Miskolc, Hungary
[6] Ahmed Zabana Univ, Chem Lab Environm & Sustainable Dev Dept, Relizane 48000, Algeria
[7] Univ Sci & Technol Oran USTO, Lab Proc Engn & Environm, BP 1503, Oran 31000, Algeria
[8] Baghdad Univ, Chem Dept, Baghdad, Iraq
[9] Benghazi Univ, Chem Dept, Benghazi, Libya
[10] Univ Lodz, Fac Chem, Dept Phys Chem, PL-90236 Lodz, Poland
[11] Ferenc Rakoczi II Transcarpathian Hungarian Coll H, UA-90200 Berezszaz, Ukraine
[12] Omar Al Mukhtar Univ, Pervent Med & Publ Hlth Dept, El Beida City, Libya
[13] Omar Al Univ, Coll Educ, El Beida City, Libya
关键词
Schiff base; antituberculosis activity; anti-inflammatory activity; antimicrobial activity; molecular docking; COPPER(II); ANTICANCER; ANTITUMOR;
D O I
10.1515/revic-2024-0007
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Enticed by the present scenario of infectious diseases, four new Co(II), Ni(II), Cu(II), and Cd(II) complexes of Schiff base ligand were synthesized from 6,6 '-((1E-1 ' E)(phenazine-2,3-dielbis(azanylidene)-bis-(methanylidene)-bis-(3-(diethylamino)phenol)) (H 2 L) to ascertain as effective drug for antituberculosis, anti-inflammatory, antioxidant, cytotoxic and antimicrobial activities. The organic ligand and its metal(II) complexes were characterized by numerous physical and spectroscopic methods, which showed that the complexes have a general formula, [ML], (where M = Co(II) (C1), Ni(II) (C2), Cu(II) (C3) and Cd(II) (C4)), for metal complexes have been proposed and have a square planar geometry, are amorphous in nature, and are thermally stable. Data highlight obtained from activity testing against tuberculosis, inflammation, and oxidants that all compounds are significantly active against these symptoms. Also, was to evaluate the effectiveness of various compounds against bacterial and fungal strains. Specifically, four bacterial strains (Bacillus subtilis, Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa) and two fungal strains (Aspergillus flavus and Candida albicans) were tested and compared to the results of some standard drugs. The results revealed that compound C4 was more effective against bacterial strains than the comparison standard drugs. In addition, C3 was found to be the most effective of the comparison antibiotics against fungi, while the other compounds showed moderate antifungal activity. Moreover, to support the vitro results, certain computational studies as molecular docking studies, DFT, MESP, and AMEDT were also conducted to confirm the effectiveness of an organic ligand and its complexes against tuberculosis. These studies revealed that C4 is the most effective against tuberculosis and has desirable effects such as absorption, no degradation and no hepatotoxicity, etc.
引用
收藏
页码:105 / 124
页数:20
相关论文
共 55 条
[1]   Mixed ligand 4-hydroxy acetanilide-febuxostat complexes of Co(II),- Ni(II), Cu(II) and Zr(IV): Synthesis, structural characterization, DFT calculations, antibacterial, antioxidant and molecular docking studies [J].
Abbass, Leila Magdy ;
Sadeek, Sadeek Atia ;
Zordok, Wael Abd-allah ;
Aziz, Maged Abd El-Raouf ;
El-Attar, Mohamed Saeed .
JOURNAL OF MOLECULAR STRUCTURE, 2024, 1308
[2]   Coordinating behavior of hydrazone ligand bearing chromone moiety towards Cu(II) ions: Synthesis, spectral, density functional theory (DFT) calculations, antitumor, and docking studies [J].
Abdelrhman, Ebtesam M. ;
El-Shetary, B. A. ;
Shebl, Magdy ;
Adly, Omima M. I. .
APPLIED ORGANOMETALLIC CHEMISTRY, 2021, 35 (05)
[3]   Synthesis, FT-IR, NMR and DFT analysis of a new salophen based on diaminophenazine moiety [J].
Abdolmaleki, Amir ;
Tavakol, Hossein ;
Molavian, Mohammad Reza ;
Firouz, Koorosh .
JOURNAL OF MOLECULAR STRUCTURE, 2014, 1062 :44-47
[4]   Allyl rhodanine azo dye derivatives: Potential antimicrobials target d-alanyl carrier protein ligase and nucleoside diphosphate kinase [J].
Abou-Dobara, Mohamed I. ;
Omar, Noha F. ;
Diab, Mostafa A. ;
El-Sonbati, Adel Z. ;
Morgan, Shaimaa M. ;
El-Mogazy, Mohammed A. .
JOURNAL OF CELLULAR BIOCHEMISTRY, 2019, 120 (02) :1667-1678
[5]   Structural variety of Cu (II), Ni (II), and Co (II) complexes of a hydrazone based on 5-acetyl-4-hydroxy-2H-1,3-thiazine-2,6(3H)-dione: Synthesis, spectroscopic, density functional theory, antitumor, and docking studies [J].
Adly, Omima M. I. ;
Shebl, Magdy ;
Abdelrhman, Ebtesam M. ;
El-Shetary, B. A. .
APPLIED ORGANOMETALLIC CHEMISTRY, 2023, 37 (04)
[6]   Synthesis, spectroscopic studies, DFT calculations, antimicrobial and antitumor activity of tridentate NNO Schiff base metal complexes based on 5-acetyl-4-hydroxy-2H-1,3-thiazine-2,6(3H)-dione [J].
Adly, Omima M., I ;
El-Shafiy, Hoda F. ;
Shebl, Magdy .
JOURNAL OF MOLECULAR STRUCTURE, 2019, 1196 :805-818
[7]  
Ahmed S.K., 2024, Journal of Medicine, Surgery, and Public Health, V2, DOI [10.1016/J.GLMEDI.2024.100081, DOI 10.1016/J.GLMEDI.2024.100081, 10.1016/j.glmedi.2024.100081]
[8]   Mixed-ligand complexes of ampicillin derived Schiff base ligand and Nicotinamide: Synthesis, physico-chemical studies, DFT calculation, antibacterial study and molecular docking analysis [J].
Al-Noor, Taghreed H. ;
Mohapatra, Ranjan K. ;
Azam, Mohammad ;
Karim, Lekaa K. Abdul ;
Mohapatra, Pranab K. ;
Ibrahim, Abeer A. ;
Parhi, Pankaj K. ;
Dash, Ganesh C. ;
El-ajaily, Marei M. ;
Al-Resayes, Saud, I ;
Raval, Mukesh K. ;
Pintilie, Lucia .
JOURNAL OF MOLECULAR STRUCTURE, 2021, 1229
[9]   Synthesis, characterization, biological applications, and molecular docking studies of amino-phenol-derived mixed-ligand complexes with Fe(III), Cr(III), and La(III) ions [J].
Al-Resayes, Saud I. ;
Laria, Fatima Y. ;
Miloud, Miloud M. ;
El-ajaily, Marei M. ;
El-Barasi, Najla M. ;
Sarangi, Ashish K. ;
Verma, Sarika ;
Azam, Mohammad ;
Seidel, Veronique ;
Mohapatra, Ranjan K. .
JOURNAL OF SAUDI CHEMICAL SOCIETY, 2023, 27 (03)
[10]   Synthesis, structural investigations, XRD, DFT, anticancer and molecular docking study of a series of thiazole based Schiff base metal complexes [J].
Al-Shemary, Rehab Kadhim ;
Mohapatra, Ranjan K. ;
Kumar, Manjeet ;
Sarangi, Ashish K. ;
Azam, Mohammad ;
Tuli, Hardeep Singh ;
Ansari, Azaj ;
Mohapatra, Pranab K. ;
Dhama, Kuldeep .
JOURNAL OF MOLECULAR STRUCTURE, 2023, 1275