Synthesis and in-vivo hypolipidemic activity of some novel substituted phenyl isoxazol phenoxy acetic acid derivatives

Mokale, Santosh N.; Nevase, Manjusha C.; Sakle, Nikhil S.; Dube, Pritam N.; Shelke, Vishakha R.; Bhavale, Swati A.; Begum, Afreen

doi:10.1016/j.bmcl.2014.03.030

Cited by 10 publications

(7 citation statements)

References 11 publications

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“…Meanwhile, vinegar is known to prevent hyperlipidemia by impacting on lipid metabolism [ 38 ]. There are many reports on the hyperlipidemia restricting effect of acids including acetic acid, which a lot of them are found in vinegar [ 39 - 41 ]. Therefore, this study investigated the impact of MPV, as a vinegar drink, on the blood lipid component.…”

Section: Discussionmentioning

confidence: 99%

Persimmon vinegar ripening with the mountain-cultivated ginseng ingestion reduces blood lipids and lowers inflammatory cytokines in obese adolescents

Seo

Jeon²,

Sungpil

2015

Journal of Exercise Nutrition and Biochemistry

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[Purpose]This study investigated the effect of the vinegar, which is made of 4-year-old mountain-cultivated ginseng ripened into 4-year-matured persimmon vinegar, on the blood lipids level and inflammatory cytokines concentration in obese female adolescents.[Methods]Subjects ingested the vinegar, so-called 'mountain-cultivated ginseng persimmon vinegar (MPV)', without meals every day for 6 weeks with activities control. Subjects were grouped into control (CON), persimmon vinegar (PV), and MPV with 10 people in each group. Blood lipids, triglyceride (TG), total-cholesterol (TC), and high density lipoprotein-cholesterol (HDL-C) were analyzed. Also, glutamic oxaloacetic transaminase (GOT) and glutamate pyruvate transaminase (GPT) were analyzed for the hepatotoxicity. Blood cytokines, interleukin-6 (IL-6), tumor necrosis factor-alpha (TNF-α), and nuclear factor kappa-light-chain-enhancer of activated B cells (NFκB) were analyzed.[Results]Subjects showed a high reduction in body weight and body fat. Their blood lipid level was effectively improved, and the secretion of inflammatory cytokine was suppressed as well, except for TNF-α. However, the change ratio of the cytokines was high in PV and MPV. Such results were similar to those from research subjects who took persimmon vinegar only (PV), but the effect of the vinegar (MPV) was more remarkable. Besides, this mixture was found to have no effect on the hepatotoxicity.[Conclusion]The significance of this study is that all the experiments were conducted without controlling research subjects' daily lives, and it is suggested that the vinegar may be recommended as a kind of health supplement food to suppress obesity. Especially, since these two products are traditional foods of Korean people, which have been taken for ages, it is expected that the fusing of two foods may be better applied to ordinary people who are concerned about obesity.

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Section: Discussionmentioning

confidence: 99%

Persimmon vinegar ripening with the mountain-cultivated ginseng ingestion reduces blood lipids and lowers inflammatory cytokines in obese adolescents

Seo

Jeon²,

Sungpil

2015

Journal of Exercise Nutrition and Biochemistry

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“…Phenoxy acids are unquestionably among the most significant functional groups in organic chemistry. They are present, among several other structures, in certain naturally occurring particles, synthesized polymers, peptides, and pharmaceutical agents [4][5][6][7]. The formation of phenoxy acid bonds was one of the most significant pharmaceutical synthesis transformations [8,9], taking into account a high percentage of all preliminary evaluation responses in industrial and medical applications laboratories as recently reported [10].…”

Section: Introductionmentioning

confidence: 92%

Synthesis, crystal structure elucidation, Hirshfeld surface analysis, 3D energy frameworks and DFT studies of 2-(4-fluorophenoxy) acetic acid

et al. 2021

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The compound 2-(4-fluorophenoxy) acetic acid was synthesized by refluxing, 4-fluoro-phenol as a starting material with ethyl chloroacetate in acetone as solvent. The compound crystallizes in the monoclinic crystal system with the space group P21/c. Crystal data for C8H7FO3, a = 13.3087(17) Å, b = 4.9912(6) Å, c = 11.6018(15) Å, β = 104.171(4)°, V = 747.21(16) Å3, Z = 4, T = 293(2) K, μ(CuKα) = 1.142 mm-1, Dcalc = 1.512 g/cm3, 8759 reflections measured (13.72° ≤ 2Θ ≤ 130.62°), 1246 unique (Rint = 0.0528) which were used in all calculations. The final R1 was 0.0458 (>2sigma(I)) and wR2 was 0.1313 (all data). The structure was stabilized by C-H···O and C-H···Cg interactions. The intermolecular interactions in the crystal were studied using Hirshfeld surface analysis. 3D energy frameworks were computed to visualize the packing modes. DFT calculations were performed. The FMOs were studied to estimate the kinetic stability and reactivity of the molecule. The MEP surface was generated to investigate the charge distribution and chemical reactive sites in the molecule.

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“…21) with an in vivo triglyceride reduction of 90% and IC 50 of 64 nM emerged as a promising anti-obesity agent. Mokale et al (2014) synthesized a series of 2-methyl-2-(substituted phenyl isoxazol)phenoxyacetic acid derivatives and evaluated them for in vivo hypolipidemic activity by triton induced hyperlipidemia in rats. Most of the compounds had the ability to lower the elevated lipid levels, amongst which 111a; 111b, and 111c (Fig.…”

Section: Antihyperglycemic Antiobesity or Hypolipidemic Activitymentioning

confidence: 99%

The synthetic and therapeutic expedition of isoxazole and its analogs

2018

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Isoxazole, constituting an important family of five-membered heterocycles with one oxygen atom and one nitrogen atom at adjacent positions is of immense importance because of its wide spectrum of biological activities and therapeutic potential. It is, therefore, of prime importance that the development of new synthetic strategies and designing of new isoxazole derivatives should be based on the most recent knowledge emerging from the latest research. This review is an endeavor to highlight the progress in the chemistry and biological activity of isoxazole derivatives which could provide a low-height flying bird's eye view of isoxazole derivatives to the medicinal chemists for the development of clinically viable drugs using this information.

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Synthesis and in-vivo hypolipidemic activity of some novel substituted phenyl isoxazol phenoxy acetic acid derivatives

Cited by 10 publications

References 11 publications

Persimmon vinegar ripening with the mountain-cultivated ginseng ingestion reduces blood lipids and lowers inflammatory cytokines in obese adolescents

Persimmon vinegar ripening with the mountain-cultivated ginseng ingestion reduces blood lipids and lowers inflammatory cytokines in obese adolescents

Synthesis, crystal structure elucidation, Hirshfeld surface analysis, 3D energy frameworks and DFT studies of 2-(4-fluorophenoxy) acetic acid

The synthetic and therapeutic expedition of isoxazole and its analogs

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