Novel thymol bearing oxypropanolamine derivatives as potent some metabolic enzyme inhibitors – Their antidiabetic, anticholinergic and antibacterial potentials

Zengin, Mustafa; Genc, Hayriye; Taslimi, Parham; Kestane, Ali; Güçlü, Ertuğrul; Öğütlü, Aziz; Karabay, Oğuz; Gülçın, İlhami

doi:10.1016/j.bioorg.2018.08.003

Cited by 115 publications

(43 citation statements)

References 75 publications

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“…The inhibitory effects of the novel substituted thiophene derivatives ( 1, 2a‐e, 3, and 4 ) on AChE activity were performed according to the spectrophotometric method of Ellman et al Acetylthiocholine iodide (AChI) substrate was utilized for the inhibition act and enzymatic reaction. 5,5'‐Dithio‐bis(2‐nitro‐benzoic) acid (DTNB) compound was utilized in this study for the measurement of the AChE activity . Briefly, 750 μL of sample solution dissolved in deionized water at different concentrations with 100 μL of Tris/HCl buffer (1.0 M, pH 8.0), and 50 μL of AChE solution were mixed and incubated for 64 minutes at 21°C.…”

Section: Methodsmentioning

confidence: 99%

Synthesis and characterization of novel substituted thiophene derivatives and discovery of their carbonic anhydrase and acetylcholinesterase inhibition effects

Çetin

Türkan

Taslimi

et al. 2018

J Biochem & Molecular Tox

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Novel substituted thiophene derivatives (1, 2a‐e, 3, and 4) were synthesized and their structures were characterized by infrared radiation, nuclear magnetic resonance, and mass analysis. These novel substituted thiophene derivatives were effective inhibitor compounds of the carbonic anhydrase I and II isozymes (hCA I and II), and acetylcholinesterase (AChE) enzyme with K i values in the range of 447.28 to 1004.65 nM for hCA I, 309.44 to 935.93 nM for hCA II, and 0.28 to 4.01 nM for AChE, respectively. Novel substituted thiophene derivatives can be good candidate drugs for the treatment of some diseases like neurological disorders, epilepsy, glaucoma, gastric and duodenal ulcers, mountain sickness, or osteoporosis as carbonic anhydrase isozymes inhibitors, and for the treatment of Alzheimer’s and Parkinson’s diseases as acetylcholinesterase inhibitors.

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Section: Methodsmentioning

confidence: 99%

Synthesis and characterization of novel substituted thiophene derivatives and discovery of their carbonic anhydrase and acetylcholinesterase inhibition effects

Çetin

Türkan

Taslimi

et al. 2018

J Biochem & Molecular Tox

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“…[1,2] Also, it is used for several conditions systems, converts acetylcholine (ACh) to choline and (Ch) acetate. [52,53] It was reported that the reduced levels of Ach in the hippocampus and cortex had great biochemical changes in patients with AD. [54] Natural substances such as AChEIs (AChE inhibitors) were commonly used in clinical trials, especially for AD treatment.…”

Section: Introductionmentioning

confidence: 99%

Anticholinergic, antidiabetic and antioxidant activities of cinnamon ( cinnamomum verum ) bark extracts: polyphenol contents analysis by LC-MS/MS

Gülçın

Kaya

Gören

et al. 2019

International Journal of Food Properties

101

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Ethanolic (EEC) and aqueous (WEC) extracts of cinnamon (Cinnamomum verum)were evaluated for their antioxidant profiles by eight distinguished bioanalytical antioxidant methods. Their inhibitory effects were tested against some enzymes including acetylcholinesterase, butyrylcholinesterase, α-glycosidase and αamylase, which linked to different diseases. Additionally, the antioxidant properties were determined and polyphenolic compositions of the both extracts were evaluated by LC-MS/MS analysis. According to the LC-MS/MS experiments, thirteen compounds were found in WEC and EEC. Also, p-hydroxybenzoic acid (321.1 mg/kg extract), p-coumaric acid (291.4 mg/kg extract), and pyrogallol (142.4 mg/kg extract) were found to be the most abundant ingredients in the WEC. On the other hand, pyrogallol (264.3 mg/kg extract), ferulic acid (224.7 mg/ kg extract) and p-coumaric acid (170.2 mg/kg extract) were found as the most plentiful chemicals in the EEC. For the estimation of the antioxidant capacities of the both extracts (WEC and EEC), DPPH· and ABTS •+ scavenging activities, as well as Fe 3+ -Fe 2+ , and Cu 2+ -Cu + reducing assays were studied. The IC 50 values of the WEC and EEC indicated that they were potent effective DPPH· (21. 25 and 15.71 μg/mL) and ABTS •+ (6.52 and 5.79 μg/mL) scavengers, as well as AChE (221.33 and 110.26 μg/mL), BChE (461.69 and 94.93 μg/mL), α-glycosidase (206.86 and 220.00 μg/mL) and α-amylase (189.86 and 200.86 μg/mL) inhibitors. As a conclusion, both EEC and WEC had rich phenolic contents and demonstrated effective anticholinergic, antidiabetic and antioxidant effects. ARTICLE HISTORY

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“…Therefore, inhibition of these enzymes could be a key role in the management of diabetes mellitus (DM). The α‐glycosidase inhibitors (AGIs) are rich in natural sources including foodstuffs and plants (Zengin et al, ).…”

Section: Introductionmentioning

confidence: 99%

Preliminary phytochemical analysis and evaluation of in vitro antioxidant, antiproliferative, antidiabetic, and anticholinergics effects of endemicGypsophilataxa from Turkey

et al. 2019

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The phenolic contents and antioxidant, anticancer, antidiabetic, and anticholinergic potentials of four endemic Gysophila taxa (G. pallida, G. arrosti, G. tuberculosa, and G. eriocalyx) were investigated. The HPLC analysis showed that methanol extracts of all the tested species were richer in phenolics than water extracts. 3,4‐dihydroxybenzoic acid, p‐hydroxybenzoic acid, vanillin, syringic acid, and p‐coumaric acid were detected in all extracts. In parallel to the phenolic contents, methanol extracts displayed comparatively higher antioxidant activity than water extracts. Additionally, all extracts exhibited dose‐dependent antiproliferative activity on the cancer cell lines with lower IC50 values changing from 0.170 to 1.805 mg/ml. Moreover, the extracts impressively inhibited the acetylcholinesterase (0.63–26.04), butyrylcholinesterase (3.66–10.73), and α‐glycosidase (98.52–235.55) enzymes with very low IC50 (mg/ml) values. Together, the present results indicate that Gysophila taxa have various biological activities together with higher phenolic contents. Hence, these species hold good potential for use in the pharmaceutical industry. Practical applications Gypsophila taxa having numerous biological activities have been used for different purpose in folk medicine as well as their use in the food industry. The obtained results of the current study indicated that the extracts of Gypsophila taxa are rich in phenolics and flavonoids with powerful antioxidant and antiproliferative activity against different type of cancer cell lines. In addition, the extracts obtained from these taxa showed notable antidiabetic and anticholinergics effects. Gypsophila taxa could be used as a natural material to develop anticancer, antidiabetic, and anticholinergic drugs.

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Novel thymol bearing oxypropanolamine derivatives as potent some metabolic enzyme inhibitors – Their antidiabetic, anticholinergic and antibacterial potentials

Cited by 115 publications

References 75 publications

Synthesis and characterization of novel substituted thiophene derivatives and discovery of their carbonic anhydrase and acetylcholinesterase inhibition effects

Synthesis and characterization of novel substituted thiophene derivatives and discovery of their carbonic anhydrase and acetylcholinesterase inhibition effects

Anticholinergic, antidiabetic and antioxidant activities of cinnamon ( cinnamomum verum ) bark extracts: polyphenol contents analysis by LC-MS/MS

Preliminary phytochemical analysis and evaluation of in vitro antioxidant, antiproliferative, antidiabetic, and anticholinergics effects of endemicGypsophilataxa from Turkey

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