Synthesis of Cinnamyl and Caffeoyl Derivatives of Cucurbitacin-Eglycoside Isolated from Citrullus colocynthis Fruits and their Structures Antioxidant and Anti-inflammatory Activities Relationship

Hussein, Mohammed A.; El-gizawy, Heba Abd-Elhady; Gobba, Naglaa A.; Mosaad, Yasser O.

doi:10.2174/1389201018666171004144615

Cited by 19 publications

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“…As an extension of our studies on medicinal chemistry research of some new biologically active natural products (El-gizawy and Hussein 2017; Hussein et al. 2017), we now report the biological activities, isolated compounds and HPLC profile of V. nubicum which might contain compounds with promising antioxidant, anti-inflammatory and antiulcerogenic activities.…”

Section: Introductionmentioning

confidence: 89%

Biological activities, isolated compounds and HPLC profile of Verbascum nubicum

El-gizawy

Hussein

Abdel‐Sattar

2019

Pharmaceutical Biology

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Context: Genus Verbascum (Scrophulariaceae) comprises about 360 species of flowering plants. Verbascum has been used in traditional medicine as an astringent, antitussive, analgesic and anti-inflammatory. Objective: Nothing was found in the available literature concerning Verbascum nubicum Murb; therefore, the study evaluates the biological activities, isolated compounds and HPLC profile. Materials and methods: Methanol extract (VME) and butanol fraction (VBF) of air-dried powdered V. nubicum were obtained. Four compounds were isolated from VBE and identified by 1 H- and 13 C-NMR. High-performance liquid chromatography (HPLC) profile was determined for (VME). LD 50 , in vitro antioxidant, in vivo antiulcerogenic and anti-inflammatory activities as well as hepatoprotective activity were assessed. Anti-ulcerogenic and hepatoprotective activities were supported by histopathological examinations. Results: HPLC analysis of VME revealed the presence of luteolin 7-glucoside (2215.43 mg/100 g), hesperidin (954.51 mg/100 g) and apigenin (233.15 mg/100 g) as major compounds. Four compounds were isolated and confirmed by NMR data, were identified as gentiopicroside, luteolin, aucubin and gallic acid. The LD 50 of VME and VBF extracts were calculated to be 8200 and 4225 mg/kg b.w., respectively. IC 50 values of VBE and VMF as measured by DPPH·method were 43.6 and 50 µg/mL, respectively. Also, anti-inflammatory effect of VME (400 mg/kg b.w.) and VBF (200 mg/kg b.w.) induced edema model after 120 min were 61.93 and 56.13%, respectively. Antiulcerogenic activity of VME (400 mg/kg b.w.) and VBF (200 mg/kg b.w.) in albino rats were 65.14 and 84.57%, respectively. Conclusions: The V. nubicum extracts displayed safe and promising antioxidant, anti-inflammatory and hepatoprotective properties. It can be also applied in the pharmacy industry, food industry and healthcare.

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Section: Introductionmentioning

confidence: 89%

Biological activities, isolated compounds and HPLC profile of Verbascum nubicum

El-gizawy

Hussein

Abdel‐Sattar

2019

Pharmaceutical Biology

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“…RNs include oxidatively active free radicals and nitro compounds produced by the interaction of ROS with nitric oxide (NO), mainly including NO and peroxynitrite (ONOO-). The antioxidant system consists of two major parts, enzyme antioxidants (including superoxide dismutase (SOD), catalase (CAT), and glutathione peroxidase (GSH-Px)) and non-enzymatic antioxidants (Hussein et al, 2017).…”

Section: Introductionmentioning

confidence: 99%

Oxidative stress mediates renal endothelial cell damage in trichloroethylene-sensitized mice

et al. 2019

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The purpose of this study was to explore whether renal endothelial cell injury is associated with oxidative stress in trichloroethylene (TCE)-induced immune kidney damage by detecting adhesion molecules and oxidative stress indexes. In this study, a mouse model of skin sensitization with the antioxidant Tempol was used to explore the mechanism. Blood urea nitrogen (BUN), creatinine (Cre), and histological examination were used for kidney function evaluation. Kidney homogenates were used for detecting renal nitric oxide (NO), nitric oxide synthase (NOS), superoxide dismutase (SOD) and malondialdehyde (MDA). Renal endothelial nitric oxide synthase (eNOS), E-selectin, vascular cell adhesion molecule (VCAM-1) and intercellular adhesion molecule (ICAM-1) protein levels were measured by immunohistochemical and Western blot. We found that BUN and Cre levels increased in the TCE sensitization positive group and the TCE+Tempol sensitization positive group. In the TCE sensitization positive group, a partial area of vacuolar degeneration and lysed epithelial cells were observed in renal tubules. In TCE+Tempol sensitization positive group, small areas were also found to be vacuolar degenerated and renal tubules were dissolved. Renal NO, NOS, SOD and eNOS levels decreased and MDA levels increased, renal E-selectin, VCAM-1and ICAM-1 protein levels increased in the TCE sensitization positive group and the TCE+Tempol sensitization positive group. Tempol attenuated TCE induced up-regulation of MDA, E-selectin, VCAM-1and ICAM-1 and downregulation of NO, NOS, SOD and eNOS. In conclusion, trichloroethylene-sensitized mice renal immune injury is associated with the renal endothelial cells' oxidative stress state.

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“…Yuan et al (2019) showed that pretreatment with cucurbitacin-rich extract of Cucumis melo L. inhibited phenylephrine-mediated vasoconstriction, enhanced acetylcholine-mediated vasodilation, and suppressed the angiotensin II-induced increase in systolic blood pressure in mice. Furthermore, antiinflammatory and antioxidant effects of CuE were observed in carrageenan-induced paw edema and liver damage animal models (Peters et al, 1997;Hussein et al, 2017). Cell culture studies revealed the neuroprotective effects of CuE against 1methyl-4-phenylpyridinium (MPP + ) induced Parkinson's disease by modulating lysosomal-autophagic mechanisms (Arel-Dubeau et al, 2014).…”

Section: Introductionmentioning

confidence: 99%

The Mechanisms of Cucurbitacin E as a Neuroprotective and Memory-Enhancing Agent in a Cerebral Hypoperfusion Rat Model: Attenuation of Oxidative Stress, Inflammation, and Excitotoxicity

Kumar

Devi

et al. 2021

Front. Pharmacol.

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Impaired cerebral hemodynamic autoregulation, vasoconstriction, and cardiovascular and metabolic dysfunctions cause cerebral hypoperfusion (CH) that triggers pro-oxidative and inflammatory events. The sequences linked to ion-channelopathies and calcium and glutamatergic excitotoxicity mechanisms resulting in widespread brain damage and neurobehavioral deficits, including memory, neurological, and sensorimotor functions. The vasodilatory, anti-inflammatory, and antioxidant activities of cucurbitacin E (CuE) can alleviate CH-induced neurobehavioral impairments. In the present study, the neuroprotective effects of CuE were explored in a rat model of CH. Wistar rats were subjected to permanent bilateral common carotid artery occlusion to induce CH on day 1 and administered CuE (0.25, 0.5 mg/kg) and/or Bay-K8644 (calcium agonist, 0.5 mg/kg) for 28 days. CH caused impairment of neurological, sensorimotor, and memory functions that were ameliorated by CuE. CuE attenuated CH-triggered lipid peroxidation, 8-hydroxy-2′-deoxyguanosine, protein carbonyls, tumor necrosis factor-α, nuclear factor-kappaB, myeloperoxidase activity, inducible nitric oxide synthase, and matrix metalloproteinase-9 levels in brain resulting in a decrease in cell death biomarkers (lactate dehydrogenase and caspase-3). CuE decreased acetylcholinesterase activity, glutamate, and increased γ-aminobutyric acid levels in the brain. An increase in brain antioxidants was observed in CuE-treated rats subjected to CH. CuE has the potential to alleviate pathogenesis of CH and protect neurological, sensorimotor, and memory functions against CH.

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Synthesis of Cinnamyl and Caffeoyl Derivatives of Cucurbitacin-Eglycoside Isolated from Citrullus colocynthis Fruits and their Structures Antioxidant and Anti-inflammatory Activities Relationship

Abstract: These results suggested that mechanistic-based evidence substantiating the traditional claims of cucurbitacin E glucoside (1) and its derivatives (2 and 3) to be applied for the treatment of inflammation-related disorders, such as oxidative liver damage and inflammation diseases.

Cited by 19 publications

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Biological activities, isolated compounds and HPLC profile of Verbascum nubicum

Biological activities, isolated compounds and HPLC profile of Verbascum nubicum

Oxidative stress mediates renal endothelial cell damage in trichloroethylene-sensitized mice

The Mechanisms of Cucurbitacin E as a Neuroprotective and Memory-Enhancing Agent in a Cerebral Hypoperfusion Rat Model: Attenuation of Oxidative Stress, Inflammation, and Excitotoxicity

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