Synthesis, characterization, crystal structures and anti-diabetic activity of organotin (IV) complexes with 2-(4-hydroxynaphthylazo)-benzoic acid

Debnath, Paresh; Singh, Keisham Surjit; Devi, Thokchom Sonia; Singh, Shivom; Butcher, Ray J.; Sieroń, Lesław; Maniukiewicz, Waldemar

doi:10.1016/j.ica.2020.119736

Cited by 33 publications

(31 citation statements)

References 51 publications

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“…O. basilicum extracts and EOs revealed several mechanisms of diabetes management, such as modulation of biochemical, morphometric, and histological disorders of colonic tissue, increased activities of plasma ALT, lysozyme, and total protein, decreased levels of triglycerides, plasma glucose, and hepatic glycogen [ 93 , 94 , 95 ]. From the phytochemical section of our work and the results of Mousavi et al [ 96 ], basil showed richness in active polyphenolic components such as rosmarinic acid, azulene, luteolin, kaempferol, genistein, caffeic acid, diosmetin, 3,4-dimethoxycinnamic acid, and apigenin, which are known to control blood glucose in diabetic animals.…”

Section: Discussionsupporting

confidence: 50%

Determination of Chemical Composition and Investigation of Biological Activities of Ocimum basilicum L.

Qasem

Assaggaf

Mrabti³

et al. 2023

Molecules

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This study aimed to determine the chemical composition of the essential oils (EOs) of Ocimum basilicum L., as well as to evaluate the antibacterial, antidiabetic, dermatoprotective, and anti-inflammatory properties, and the EOs and aqueous extracts of O. basilicum. The antibacterial activity was evaluated against bacterial strains, Gram-positive and Gram-negative, using the well diffusion and microdilution methods, whereas the antidiabetic activity was assessed in vitro using two enzymes involved in carbohydrate digestion, α-amylase and α-glucosidase. On the other hand, the dermatoprotective and anti-inflammatory activities were studied by testing tyrosinase and lipoxygenase inhibition activity, respectively. The results showed that the chemical composition of O. basilicum EO (OBEO) is dominated by methyl chavicol (86%) and trans-anethol (8%). OBEO exhibited significant antibacterial effects against Gram-negative and Gram-positive strains, demonstrated by considerable diameters of the inhibition zones and lower MIC and MBC values. In addition, OBEO exhibited significant inhibition of α-amylase (IC50 = 50.51 ± 0.32 μg/mL) and α-glucosidase (IC50 = 39.84 ± 1.2 μg/mL). Concerning the anti-inflammatory activity, OBEO significantly inhibited lipoxygenase activity (IC50 = 18.28 ± 0.03 μg/mL) compared to the aqueous extract (IC50 = 24.8 ± 0.01 μg/mL). Moreover, tyrosinase was considerably inhibited by OBEO (IC50 = 68.58 ± 0.03 μg/mL) compared to the aqueous extract (IC50 = 118.37 ± 0.05 μg/mL). The toxicological investigations revealed the safety of O. basilicum in acute and chronic toxicity. The finding of in silico analysis showed that methyl chavicol and trans-anethole (main compounds of OBEO) validate the pharmacokinetics of these compounds and decipher some antibacterial targets.

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Section: Discussionsupporting

confidence: 50%

Determination of Chemical Composition and Investigation of Biological Activities of Ocimum basilicum L.

Qasem

Assaggaf

Mrabti³

et al. 2023

Molecules

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“…For complex 4, the electron density was around 128, leading to the presence of three CH 3 OH, one CH 2 Cl 2 and three H 2 O molecules. 39,40 The selected bond lengths and bond angles for complexes 1-4 are shown in Tables S1-S4 (ESI †). Additional details of the data collection and structural refinement parameters are provided in Table 1.…”

Section: X-ray Crystallographymentioning

confidence: 99%

Syntheses, structures, in vitro cytostatic activity and antifungal activity evaluation of four diorganotin(iv) complexes based on norfloxacin and levofloxacin

et al. 2022

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“…[ 28 ] Hydrazone‐derived metal complexes have been extensively studied in recent years due to their remarkable self‐assembling characteristic and capacity to build supramolecular architecture. [ 29–32 ] Metal complexes derived from hydrazones have promising prospects in the field of bioinorganic chemistry due to their diverse biological activity, which includes anti‐cancer, [ 33,34 ] anti‐oxidant, [ 35–37 ] anti‐diabetic, [ 38,39 ] anti‐inflammatory, [ 40 ] anti‐microbial [ 41 ] and anti‐urease activity. [ 42,43 ]…”

Section: Introductionmentioning

confidence: 99%

“…[28] Hydrazone-derived metal complexes have been extensively studied in recent years due to their remarkable self-assembling characteristic and capacity to build supramolecular architecture. [29][30][31][32] Metal complexes derived from hydrazones have promising prospects in the field of bioinorganic chemistry due to their diverse biological activity, which includes anti-cancer, [33,34] anti-oxidant, [35][36][37] anti-diabetic, [38,39] anti-inflammatory, [40] anti-microbial [41] and anti-urease activity. [42,43] Intermolecular forces such as weak and strong hydrogen bonds, halogen-halogen interactions, π/π contacts and van der Waals forces can help us acquire a detailed insight into the stability of metal complexes via their crystal structure.…”

Section: Introductionmentioning

confidence: 99%

Exploration of structural, electrostatic and photophysical behaviour of novel Ni(II), Cu(II) and Zn(II) complexes and their utility as potent antimicrobial agents

Bala

Singh

Kataria

et al. 2022

Applied Organom Chemis

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In the present manuscript, a series of Ni(II), Cu(II) and Zn(II) based metal complexes were synthesized, and their molecular geometry was established using single‐crystal X‐ray diffraction studies. The surface characteristic along with the presence of various intermolecular interactions was quantified using crystal explorer. The atom‐based contribution of various molecular interactions in the overall interactions was evaluated by the decomposition of Hirshfeld surfaces into a 2D fingerprint region. DFT‐based global reactivity descriptors were calculated to gain an idea about the chemical reactivity and stability. A reduction in the energy gap on complexation along with a red shift in the absorption spectra confirms the formation of metal complexes. The presence of a small energy gap in case of Cu(II) complex reflects the presence of an efficient electronic charge transfer mechanism in this case. The photophysical properties of L2 and its metal complexes were also evaluated in different solvents. A maximum stoke shift of 6234.51 cm−1 was exhibited by M2D when its spectra were recorded in MeOH. The bio‐efficacy of L2 and its metal complexes (M2A, M2C and M2D) were evaluated using in vitro anti‐microbial assays. Maximum inhibition of both bacterial and fungal growth was exhibited by M2A with an MIC value of 32 μg mL−1 against B. cereus, X. campestris, and C. albicans. The fluorescence‐based approach was used to conduct BSA binding studies with all three metal complexes. The presence of a positive entropy change (S) value implies that protein‐ligand binding is entropy‐driven by hydrophobic interactions. Finally, in silico molecular docking and dynamics investigations were carried out to explore the most probable mode of C. albicans inhibition.

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Synthesis, characterization, crystal structures and anti-diabetic activity of organotin (IV) complexes with 2-(4-hydroxynaphthylazo)-benzoic acid

Cited by 33 publications

References 51 publications

Determination of Chemical Composition and Investigation of Biological Activities of Ocimum basilicum L.

Determination of Chemical Composition and Investigation of Biological Activities of Ocimum basilicum L.

Syntheses, structures, in vitro cytostatic activity and antifungal activity evaluation of four diorganotin(iv) complexes based on norfloxacin and levofloxacin

Exploration of structural, electrostatic and photophysical behaviour of novel Ni(II), Cu(II) and Zn(II) complexes and their utility as potent antimicrobial agents

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