Conversion of Curcumin into Heterocyclic Compounds as Potent Anti-diabetic and Anti-histamine Agents

Nabil, Sara; El-Rahman, Soheir N. Abd; Al-Jameel, Suhailah S.; Elsharif, Asma M.

doi:10.1248/bpb.b18-00170

Cited by 13 publications

(10 citation statements)

References 20 publications

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“…On the other hand, the 1,3-dipolar cyclocondensation of 1 with different carbamides, namely, urea, thiourea and guanidine HCl, in glacial acetic acid afforded derivatives 4a, b, and c. The formation of the six-membered pyrimidine ring was confirmed by the spectral data; for example, compound 4b resulted in the IR spectrum with a clear absorption band at 1410 cm -1 for νC=S. Additionally, the 13…”

Section: Anti-cancer Evaluationmentioning

confidence: 84%

“…Recording of KBr (IR spectra) was done by use of the system Perkin Elmer Spectrum RXIFT-IR. Measurement of 1 HNMR, 13 C-NMR was done through use of Varian Gemini 850 MHZ instrument alongside TMS.…”

Section: Methodsmentioning

confidence: 99%

“…Once the solution cools down, filtration was performed of the separated solid, washed clean using water, dried down to remove moisture, and recrystallized from ethanol. Yield of 13…”

Section: 1'-(44'-(55'-(22'-methylenebis(hydrazine-21-diyl))bis(4h-124-triazole-53-diyl))bis(5-(5-chloro-4-methyl-1-phenyl-1h-pyrazol-3-ylmentioning

confidence: 99%

“…Barbiturates have attracted considerable focus among researchers due to its involvement in different biological activities like-antioxidant 11 antibacterial agents 12 . As a continuation of our previous work 13 , we hope to convert barbituric acid into new heterocyclic compounds, with a focus on the application of these compounds by way of being an effective precursor in the process of preparing various new molecules of heterocyclic bio-active compounds bearing bioactive pyrazolyl 14 isoxazoles 15 pyranoes, cyclohexene 16 moieties for the purpose of increasing the biological reactivity capability in the molecules. Now, the newly manufactured compounds get screened for use as anti-diabetic and anti-cancer agents.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis of New Pyrimidinone Derivatives and Their Respective Biological Activity Assessment

Elsharif

2019

Orient. J. Chem

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Barbituric acid is converted into a pyrimidinone-incorporated pyrazolyl moiety (1), which is a key starting material. 1 can be converted into pyrimidine dione, isoxazole, pyrimidopyrimidine, and pyranopyrimidine by reacting with hydrazine hydrate and/or phenyl hydrazine, hydroxyl amine, urea, thiourea, guanidine, ethyl acetoacetate and ethyl cyanoacetate. Acylation of 1 gave an important key intermediate (7), which was condensed to form chalcone, which then underwent cycloaddition into cyclohexenes (8-13). Some newly synthesized compounds were screened as anti-diabetic agents and exhibited significant activity. These freshly manufactured compounds were characterized using different methods. These compounds showed significant activity as anti-diabetic agents, especially compound 4b, with IC50= 13.54 μg/ml, which is very close to that of the standard acarbose (IC50= 12.87 µg/ml). Additionally, these compounds showed cytotoxic inhibition activity against the colon carcinoma (HCT116), hepatocellular carcinoma (HEPG2), and breast carcinoma (MCF7) cells; compounds 11, 4b, and 10 showed the best activity, with IC50 = 19.3, 2.6, and 5 μg/ml, respectively.

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Section: Anti-cancer Evaluationmentioning

confidence: 84%

Section: Methodsmentioning

confidence: 99%

“…Once the solution cools down, filtration was performed of the separated solid, washed clean using water, dried down to remove moisture, and recrystallized from ethanol. Yield of 13…”

Section: 1'-(44'-(55'-(22'-methylenebis(hydrazine-21-diyl))bis(4h-124-triazole-53-diyl))bis(5-(5-chloro-4-methyl-1-phenyl-1h-pyrazol-3-ylmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Synthesis of New Pyrimidinone Derivatives and Their Respective Biological Activity Assessment

Elsharif

2019

Orient. J. Chem

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“…Histamine (H2) receptor antagonists (cimetidine and ranitidine) are employed in the treatment of gastric ulcer (Harsha et al, 2017). The antihistaminic effect of one of the constituents of MFCS (cyclohexanone) has been documented (Nabil et al, 2018). Anti-ulcer effects of Ficus glomerata and Solanum nigrum is attributed to the inhibition of H + -K + ATPase (Harsha et al, 2017).…”

Section: Discussionmentioning

confidence: 99%

Anti-ulcer property of methanol fraction of Callichilia subsessilis leaf extract in albino rats

Onoja¹,

Ezeh²,

Udeh³

et al. 2021

Not Sci Biol

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DOI: 10.15835/nsb13110886 Peptic ulcer is one of the major causes of morbidity and mortality worldwide. It is treated with herbal preparations in developing countries. This study investigated the anti-ulcer property of methanol fraction of Callichilia subsessilis leaf in albino rats. Methanol extract prepared through the cold maceration method was partitioned into chloroform and methanol fraction using a separating funnel. The methanol fraction of Callichilia subsessilis (MFCS) was concentrated in vacuo using a rotary evaporator. The acute toxicity was determined using the brine shrimp lethality test and the up-and-down method at a dose limit of 2000 mg/kg. The anti-ulcer activity of MFCS was evaluated at the doses of 12.5, 25 and 50 mg/kg using indomethacin-and ethanol-induced ulcer models. Misoprostol was used as a reference standard. The ulcer score, index and severity were determined using standard methods. Isolated rabbit jejunum tissue in Tyrode’s solution was used to establish the possible mechanism of anti-ulcer activity of MFCS. The LC50 and LD50 of MFCS were greater than 10,000 ppm and 2,000 mg/kg respectively. The MFCS exhibited significant (p < 0.05) dose-dependent anti-ulcer activity in all the ulcer models used. The MFCS (25 mg/kg) produced 52% and 41.33% inhibition of ulcer index in the indomethacin- and ethanol-induced ulcer models respectively. In the isolated tissue model, MFCS caused significant (p < 0.05) relaxation of the rhythmic contraction of the isolated rabbit jejunum and partially inhibited acetylcholine- and histamine-induced contraction of the jejunal smooth muscles. In conclusion, MFCS exhibited anti-ulcer (antihistaminic and anticholinergic) effects. This study justified the use of Callichilia subsessilis leaves in traditional medicine as an anti-ulcer remedy.

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Synthesis and Exploration of New Imidazo[4,5‐c]Pyrazoles as Potent α‐Amylase Inhibitors

et al. 2023

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To identify new leads of small molecules as α‐amylase inhibitors, the current research is focused on the assessment of imidazopyrazoles. Hence, a set of novel imidazo[4,5‐c]pyrazoles was synthesized via simple versatile straightforward synthetic routes and was estimated for their in vitro α‐amylase inhibition activity. The findings revealed that diphenylaminomethyl and phenylcarbamodithioate derivatives elicited potent α‐amylase inhibition activities with IC50 values of 0.071 and 0.083 μM, respectively that were comparable to acarbose (IC50 0.060 μM). Molecular docking and in silico studies were performed for the most active derivatives and demonstrated that docked compounds have good binding affinities toward α‐amylase with binding free energies that are very similar to that of acarbose. Furthermore, these compounds demonstrated not only significant biological activity but also noteworthy physicochemical properties, drug‐likeness, and good pharmacokinetics. As a result, such compounds offered a robust opportunity for further development and optimization of the imidazopyrazole scaffold for the potential management of Type II Diabetes Mellitus.

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Conversion of Curcumin into Heterocyclic Compounds as Potent Anti-diabetic and Anti-histamine Agents

Cited by 13 publications

References 20 publications

Synthesis of New Pyrimidinone Derivatives and Their Respective Biological Activity Assessment

Synthesis of New Pyrimidinone Derivatives and Their Respective Biological Activity Assessment

Anti-ulcer property of methanol fraction of Callichilia subsessilis leaf extract in albino rats

Synthesis and Exploration of New Imidazo[4,5‐c]Pyrazoles as Potent α‐Amylase Inhibitors

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