Facile synthesis of fluoro, methoxy, and methyl substituted ferrocene-based urea complexes as potential therapeutic agents

Tan

International Journal of Biological Macromolecules

et al. 2018

As an abundant and renewable polysaccharide, chitosan has been drawing broad attention due to its natural properties. For the further utilization of chitosan, chemical modification can be applied in improving its water solubility and the bioactivities. In this study, four chitosan derivatives were synthesized by the reaction of chloracetyl chitosan derivative with quaternary ammonium salt (CTCS) and urea groups bearing 4-amino-pyridine, including BCTCS, 2CBCTCS, 3CBCTCS, and 4CBCTCS. The structure characteristics of synthesized products were established based on FT-IR spectroscopy, H NMR, and elemental analysis. Their antifungal activities against Fusarium oxysporum f. sp. niveum, Phomopsis asparagus, Fusarium oxysporum f. sp. cucumebrium Owen, and Botrytis cinerea were estimated by hyphal measurement in vitro. Generally, the inhibition ratio of most products was higher than 80% at 1.0mg/mL. Their inhibitory activity decreased roughly in the order: 4CBCTCS>3CBCTCS>2CBCTCS>BCTCS>CTCS>chitosan, resulted from the different degrees of substitution of the effectively active groups-urea groups. Meanwhile, the effects on beneficial soil microbes, including Bacillus cereus, Bacillus subtilis, and Sinorhizobium saheli LMG7837, of these synthesized chitosan derivatives were evaluated by disk diffusion method. The results showed that these substances do not inhibit the growth of beneficial bacteria and some of them could be employed as green antifungal biomaterials.

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, and the antifungal activity of chitosan derivatives containing urea groups

Tan

International Journal of Biological Macromolecules

et al. 2018

Photophysics, Photochemical and Substitution Reactions - Recent Advances

“…DNA is relatively the key target within cells for research work having small molecular entities important biologically, i.e., steroids, cancer-causing agents and other various modules of drugs [67]. The exploration of interactions of drug with DNA is far more imperative for consideration of characteristic molecular drug action mechanisms to its peculiar target and for fabrication of definite DNA-targeted drugs [68]. Usually, three binding approaches, intercalative mode of binding, groove binding, and electrostatic type of interactions, are involved in the noncovalent interactions of small molecules with DNA [69].…”

Section: Dna Interaction Of Ferrocenyl Ureas and Thioureasmentioning

confidence: 99%

Supramolecular Chemistry and DNA Interaction Studies of Ferrocenyl Ureas and Thioureas

Kausar¹,

Altaf²,

Hamayun³

et al. 2021

Self Cite

In this chapter, we have discussed the characteristics and bioapplicabilities of different ferrocene derivatives, for example, amides, amines, sulfonamide, and polymers, focusing mainly on urea and thiourea derivatives due to their autonomous and widespread spectroscopic action and bioactivities. Supramolecular chemistry of ferrocenyl ureas and thioureas is described owing to exploring their mode of interactions within and among the molecules and the role of these supramolecular structures in enhancing the DNA intercalation. DNA interaction studies of these ferrocenyl-based ureas and thioureas are explored with approaches like electrochemical study, viscosity measurements, molecular docking, electronic spectroscopy, dynamic light scattering (DLS), and radical scavenging activity. Attachment of ferrocene moiety to ureas an thiouereas closer to DNA is very promising strategy which most possibly boosts the probability of DNA damage and cell apoptosis which is responsible for enormous biological activities.

“…Until now, many of the metals have been reported to possess anti-diabetic potential, such as vanadium (Heyliger et al, 1985 ), chromium (Anderson et al, 1997 ), cobalt (Ybarra et al, 1997 ), molybdenum (Ozcelikay et al, 1996 ), tungsten (Barberà et al, 2001 ), cadmium (Gümüşlü et al, 1997 ), iron, and copper (Siva and Kumar, 2013 ). Ferrocene derivatives containing iron moiety have been reported for good binding affinity to DNA, having cytotoxic, anticancer, antimalarial, antibiotic and antiviral activities (Lal et al, 2011 ; Asghar et al, 2017 ). Acyl urea group possesses anticancer, anticonvulsant, antimicrobial and antioxidant activities.…”

Section: Introductionmentioning

confidence: 99%

Computational and Pharmacological Evaluation of Ferrocene-Based Acyl Ureas and Homoleptic Cadmium Carboxylate Derivatives for Anti-diabetic Potential

et al. 2018

Self Cite

We investigated possible anti-diabetic effect of ferrocene-based acyl ureas: 4-ferrocenyl aniline (PFA), 1-(4-chlorobenzoyl)-3-(4-ferrocenylphenyl) urea (DPC1), 1-(3-chlorobenzoyl)-3-(4-ferrocenylphenyl) urea (DMC1), 1-(2-chlorobenzoyl)-3-(4-ferrocenylphenyl) urea (DOC1) and homoleptic cadmium carboxylates: bis (diphenylacetato) cadmium (II) (DPAA), bis (4-chlorophenylacetato) cadmium (II) (CPAA), using in silico and in vivo techniques. PFA, DPC1, DMC1, DOC1, DPAA and CPAA exhibited high binding affinities (ACE ≥ −350 Kcal/mol) against targets: aldose reductase, peroxisome proliferator-activated receptor γ, 11β-hydroxysteroid dehydrogenase-1, C-alpha glucosidase and glucokinase, while showed moderate affinities (ACE ≥ −250 Kcal/mol) against N-alpha glucosidase, dipeptidyl peptidase-IV, phosphorylated-Akt, glycogen synthase kinase-3β, fructose-1,6-bisphosphatase and phosphoenolpyruvate carboxykinase, whereas revealed lower affinities (ACE < −250 Kcal/mol) vs. alpha amylase, protein tyrosine phosphatases 1B, glycogen phosphorylase and phosphatidylinositol 3 kinase. In alloxan (300 mg/Kg)-induced diabetic mice, DPAA and DPC1 (1–10 mg/Kg) at day 1, 5, 10, 15, and 20th decreased blood glucose levels, compared to diabetic control group and improved the treated animals body weight. DPAA (10 mg/Kg) and DPC1 (5 mg/Kg) in time-dependent manner (30–120 min.) enhanced tolerance of oral glucose overload in mice. DPAA and DPCI dose-dependently at 1, 5, and 10 mg/Kg decreased glycosylated hemoglobin levels in diabetic animals, as caused by metformin. These results indicate that aforementioned derivatives of ferrocene and cadmium possess anti-diabetic potential.