Synthesis and hypoglycemic effect of chrysin derivatives

Shin, Jung Cheol; Kim, Kyoung-Soon; Kim, Myoung-Bohm; Jeong, Jong Seob; Kim, Bak-Kwang

doi:10.1016/s0960-894x(99)00092-x

Cited by 83 publications

(26 citation statements)

References 9 publications

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“…In order to improve the biological activities of chrysin, a number of its derivatives have been prepared [8][9][10]. The title crystal structure contains one crystallographically independent phenylamine cation and one 5,7-dihydroxyflavone-8-sulfonate anion, along with one water molecule (cf.…”

Section: Discussionmentioning

confidence: 99%

The crystal structure of benzenaminium 5,7-dihydroxy-4-oxo-2-phenyl-4H-chromene-8-sulfonate hydrate, C₂₁H₁₉NO₈S

Min-yan

Zhang

2018

Zeitschrift Für Kristallographie - New Crystal Structures

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C 21 H 19 NO 8 S, triclinic, P1 (no. 2), a = 7.2884(9) Å, b = 11.9469(15) Å, c = 12.2002(16) CCDC no.:1836578 Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters. Source of materialA solution of chrysin (3.7 mmol) in concentrated sulfuric acid (6.0 mL) was stirred at room temperature for 15 h, the mixture was poured into aniline hydrochloride saturated aqueous

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Section: Discussionmentioning

confidence: 99%

The crystal structure of benzenaminium 5,7-dihydroxy-4-oxo-2-phenyl-4H-chromene-8-sulfonate hydrate, C₂₁H₁₉NO₈S

Min-yan

Zhang

2018

Zeitschrift Für Kristallographie - New Crystal Structures

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“…Various studies using mainly mice and rats as experimental models have shown that such flavonoids exert diverse normoglycemic effects and lead to a lower incidence of complications associated with diabetes (Lee et al, 2005;Fang et al, 2008;Zanatta et al, 2008;Fernandes et al, 2009;Kobori et al, 2009). In particular, it has been shown that chrysin and chrysin-derived compounds have hypoglycemic effects in diabetic mice (Shin et al, 1999). The polyhydroxylated flavonol, myricetin, has also been associated with the stimulation of lipogenesis and glucose transport in rat adipocytes (Ong and Khoo, 1996); it has been speculated that such a compound may exert an influence on the treatment of non-insulindependent diabetes mellitus (Ong and Khoo, 1996;Ong and Khoo, 2000).…”

Section: How Could Honey Be Exerting Regulatory Effects On Glycemimentioning

confidence: 99%

The medicinal value of honey: a review on its benefits to human health, with a special focus on its effects on glycemic regulation

2011

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M.E. Cortés, P. Vigil, and G. Montenegro. 2011. The medicinal value of honey: a review on its benefits to human health, with a special focus on its effects on glycemic regulation. Cien. Inv. Agr. 38(2): 303-317. Honey, a natural substance produced by honeybees, is composed of a complex mixture of carbohydrates, water, and a small amount of proteins, vitamins, minerals, and phenolic compounds. Fructose, glucose and maltose are among the various types of sugars present in honey. Used for millennia as both food and medicine, honey has been associated with improved antioxidant capacity, modulation of the immune system, antimicrobial activities, influence on lipid values (through antihypercholesterolemic effects) and regulation of glycemic responses, among other benefits. The aim of this article was to review the effects of natural honey intake on human health, with particular reference to its influence on glycemic regulation. Several studies have focused on the potential use of honey as a nutritional supplement for healthy individuals and for those with impaired glucose tolerance, diabetes, and their related comorbidities. Such investigations have found that, compared to glucose and sucrose, the consumption of honey decreases glycemic levels and blood lipids in healthy, diabetic and hyperlipidemic individuals. Moreover, long periods of honey intake seem to reduce fasting glucose levels in humans, suggesting that honey consumption influences plasma glucose regulation, mainly through a normo-or hypoglycemic effect. Therefore, honey may be proposed as a nutritional dietary supplement for healthy individuals and for those suffering from alterations in glycemic regulation.

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“…These compounds possess a common phenylbenzopyrone structure (C6-C3-C6), and they are categorized according to the saturation level and opening of the central pyran ring, mainly into flavones, flavanols, isoflavones, flavonols, flavanones, and flavanonols [1,2]. Flavones occupy a special place in the realm of natural and synthetic organic chemistry owing to their useful biological activities such as antioxidant [3][4][5][6][7], anxiolytic [8], anticancer [9][10][11], analgesic and anti-inflammatory [12][13][14], antimicrobial [15], antiulcer, and thrombosis [16].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Flavones From 2-Hydroxy Acetophenone and Aromatic Aldehyde Derivatives by Conventional Methods and Green Chemistry Approach

Patel

Shah

2017

Asian J Pharm Clin Res

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Objective: Flavones occupy a special place in the realm of natural and synthetic organic chemistry owing to their diversified biological activities. In this study, a series of chalcone derivatives were synthesized and after cyclization of chalcone to synthesized various substituted flavone derivatives (2A-2L). Methods:The reaction of 2-hydroxy acetophenone with substituted aromatic aldehydes produced chalcone by trituration (NaOH) and conventional methods (KOH/EtOH), which upon further cyclization with dimethyl sulfoxide/I 2 resulted to form flavone derivatives. Results:The purity of compounds was ascertained by melting point and thin-layer chromatography. The synthesized compounds have been characterized by mass, infrared, and 1 H nuclear magnetic resonance spectral analysis. Conclusion:Based on spectral data, it was proved that all synthesized chalcones and flavones derivatives meet the standard values of various spectral techniques and further it will be evaluated for pharmacological activities.

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Synthesis and hypoglycemic effect of chrysin derivatives

Cited by 83 publications

References 9 publications

The crystal structure of benzenaminium 5,7-dihydroxy-4-oxo-2-phenyl-4H-chromene-8-sulfonate hydrate, C₂₁H₁₉NO₈S

The crystal structure of benzenaminium 5,7-dihydroxy-4-oxo-2-phenyl-4H-chromene-8-sulfonate hydrate, C₂₁H₁₉NO₈S

The medicinal value of honey: a review on its benefits to human health, with a special focus on its effects on glycemic regulation

Synthesis of Flavones From 2-Hydroxy Acetophenone and Aromatic Aldehyde Derivatives by Conventional Methods and Green Chemistry Approach

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Synthesis and hypoglycemic effect of chrysin derivatives

Cited by 83 publications

References 9 publications

The crystal structure of benzenaminium 5,7-dihydroxy-4-oxo-2-phenyl-4H-chromene-8-sulfonate hydrate, C21H19NO8S

The crystal structure of benzenaminium 5,7-dihydroxy-4-oxo-2-phenyl-4H-chromene-8-sulfonate hydrate, C21H19NO8S

The medicinal value of honey: a review on its benefits to human health, with a special focus on its effects on glycemic regulation

Synthesis of Flavones From 2-Hydroxy Acetophenone and Aromatic Aldehyde Derivatives by Conventional Methods and Green Chemistry Approach

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Product

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The crystal structure of benzenaminium 5,7-dihydroxy-4-oxo-2-phenyl-4H-chromene-8-sulfonate hydrate, C₂₁H₁₉NO₈S

The crystal structure of benzenaminium 5,7-dihydroxy-4-oxo-2-phenyl-4H-chromene-8-sulfonate hydrate, C₂₁H₁₉NO₈S