Uma nova síntese de alfa-bromo-acetofenonas e sua aplicação na obtenção de 2-benzoil-benzofuranas

Azevedo, Mariangela S.; Alves, Ana Paula Leme de Almeida; Alves, Glaucia B. C.; Cardoso, Jarí N.; Lopes, Rosângela S. C.; Lopes, Claudio C.

doi:10.1590/s0100-40422006000600022

Cited by 4 publications

(3 citation statements)

References 1 publication

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“…Moracin M-3 -O-β-D-glucopyranoside was extracted from the leaves of Morus insignis and exhibited a significant hypoglycemic effect in streptozotocin-induced hyperglycemic rats [72]. The selection of moracin M-3 -O-β-D-glucopyranoside as a promising agent was based on its established anti-diabetic activities [73].…”

Section: Discussionmentioning

confidence: 99%

In Vitro Anti-Diabetic, Anti-Inflammatory, Antioxidant Activities and Toxicological Study of Optimized Psychotria malayana Jack Leaves Extract

Syed Mohamad,

Khatib,

So’ad

et al. 2023

Pharmaceuticals

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Psychotria malayana Jack (Family: Rubiaceae, local name: Salung) is a traditional herb used to treat diabetes. A previous study by our research group demonstrated that P. malayana methanolic and water extract exhibits significant potential as an effective agent for managing diabetes. Further research has been performed on the extraction optimization of this plant to enhance its inhibitory activity against α-glucosidase, a key enzyme associated with diabetes, and to reduce its toxicity. The objectives of this study are to evaluate the anti-diabetic, anti-inflammatory, and antioxidant properties of the optimized P. malayana leaf extract (OE), to evaluate its toxicity using a zebrafish embryo/larvae model, and to analyze its metabolites. The anti-diabetic effects were assessed by investigating α-glucosidase inhibition (AGI), while the inflammation inhibitory activity was performed using the soybean lipoxygenase inhibitory (SLOXI) test. The assessment of antioxidant activity was performed utilizing FRAP and DPPH assays. The toxicology study was conducted using the zebrafish embryo/larvae (Danio rerio) model. The metabolites present in the extracts were analyzed using GC-MS and LC-MS. OE demonstrated significant AGI and SLOXI activities, represented as 2.02 and 4.92 µg/mL for IC50 values, respectively. It exhibited potent antioxidant activities as determined by IC50 values of 13.08 µg/mL (using the DPPH assay) and 95.44 mmol TE/mg DW (using the FRAP assay), and also demonstrated an LC50 value of 224.29 µg/mL, which surpasses its therapeutic index of 111.03. OE exhibited a higher therapeutic index compared to that of the methanol extract (13.84) stated in the previous state of the art. This suggests that OE exhibits a lower level of toxicity, making it safer for use, and has the potential to be highly effective in its anti-diabetic activity. Liquid chromatography–mass spectrometry (LC-MS) and gas chromatography–mass spectrometry (GC-MS) demonstrated the presence of several constituents in this extract. Among them, several compounds, such as propanoic acid, succinic acid, D-tagatose, myo-inositol, isorhamnetin, moracin M-3′-O-β-D-glucopyranoside, procyanidin B3, and leucopelargonidin, have been reported as possessing anti-diabetic and antioxidant activities. This finding offers great potential for future research in diabetes treatment.

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Section: Discussionmentioning

confidence: 99%

In Vitro Anti-Diabetic, Anti-Inflammatory, Antioxidant Activities and Toxicological Study of Optimized Psychotria malayana Jack Leaves Extract

Syed Mohamad,

Khatib,

So’ad

et al. 2023

Pharmaceuticals

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“…Within the literature there exists a plethora of methods that give access to α‐halogenated carbonyl containing species 13 , varying through choice of catalyst or reagent used in the transformation (Scheme 4). [18–25] Due to the similarity of such approaches, we show opposite above a general schematic that represents transformations that involve either the halogenation of methyl ketones, with their respective conditions near the reaction arrows. A single case shows the dehalogenation of a trihalomethyl ketone to access dihaloketone products 13 .…”

Section: Accessing Gem‐difunctionalized Ketones From Carbonyl Substrates and Derivativesmentioning

confidence: 99%

Synthetic Routes Towards the Synthesis of Geminal α‐Difunctionalized Ketones

Day

Vargas

Burtoloso

2021

The Chemical Record

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The importance of gem‐difunctionalized ketones is represented by their broad applications across chemical boundaries over recent years. The interesting reactivities that this class of compounds possess have made them ideal building blocks to access high‐value organic molecules. Furthermore, the gem‐difunctionalized ketone moiety has featured in numerous bioactive molecules. For these reasons, a plethora of routes to access such significant molecules have been developed by research groups worldwide – this account looks at delineating the synthesis of gem‐difunctionalized ketones from carbonyl substrates, diazo compounds, sulfur ylides and alkynyl reactants.

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“…From these hypoglycemic activity-showing fractions, two new compounds, mulberrofuran U and moracin M-3-O--D-glucopyranoside were isolated, along with six known compounds ( -sitosterol, -sitosterol-3-O--glucopyranoside, ursolic acid, moracin M, kaempferol-3-O--glucopyranoside and quercetin-3-O--glucopyranoside) [27]. The fungicidal, bactericidal and hypoglycemic activities of leaves of M. insignis have been attributed to benzofurans Mulberrofuran U and Moracin M-3'-O--D-glucopyranoside [28].…”

Section: Morus Insignismentioning

confidence: 99%

Medicinal Plants and Natural Compounds from the Genus Morus (Moraceae) with Hypoglycemic Activity: A Review

Almeida¹,

Souza²,

Araújo³

et al. 2012

Glucose Tolerance

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Uma nova síntese de alfa-bromo-acetofenonas e sua aplicação na obtenção de 2-benzoil-benzofuranas

Cited by 4 publications

References 1 publication

In Vitro Anti-Diabetic, Anti-Inflammatory, Antioxidant Activities and Toxicological Study of Optimized Psychotria malayana Jack Leaves Extract

In Vitro Anti-Diabetic, Anti-Inflammatory, Antioxidant Activities and Toxicological Study of Optimized Psychotria malayana Jack Leaves Extract

Synthetic Routes Towards the Synthesis of Geminal α‐Difunctionalized Ketones

Medicinal Plants and Natural Compounds from the Genus Morus (Moraceae) with Hypoglycemic Activity: A Review

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