Synthesis of Pyrazine Derivatives as Potential Hypoglycemic Agents

Ambrogi, Valeria; Bloch, Kurt J.; Daturi, S.; Logemann, W.; Parenti, M

doi:10.1002/jps.2600610933

Cited by 10 publications

(4 citation statements)

References 7 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…TMP has been used to treat cerebrovascular and cardiovascular diseases, pulmonary diseases, and cancer (Cai et al, ; Lucius et al, ). In addition, various pyrazine derivatives have been evaluated as agents with diverse pharmacological properties such as antimycobacterial (Doležal, Zitko, & Jampílek, ), antibacterial (Foks et al, ), antitumoral (Zhang et al, ), hypoglycemic (Ambrogi, Bloch, Daturi, Logemann, & Parenti, ), anticancer (Kamal et al, ), antiviral (Sebastian et al, ; Singh & Tomassini, ), and analgesic (Xie et al, ). According to expert opinion and the number of compounds and filed patents, the most promising uses are as (1) inhibitors of protein kinases, applicable as antiproliferative, and (2) inhibitors of β‐secretase, applicable for the treatment of Alzheimer's disease (Doležal & Zitko, ).…”

Section: Introductionmentioning

confidence: 99%

Roasting impact on the chemical and physical structure of Criollo cocoa variety (Theobroma cacao L)

Janna

Ciro

et al. 2020

J Food Process Engineering

View full text Add to dashboard Cite

This work analyzed the effect of infrared roasting at 100, 150, and 200 C on the main physical and chemical changes of cocoa. Raw and roasted cocoa were analyzed using Brunauer-Emmett-Teller, Fourier transform infrared spectroscopy, modulated differential scanning calorimetry (MDSC), thermogravimetric analysis (TGA), SPME, and GC-MS. Using MDSC, the fusion of fat at around 35 C, and the desolvation of water and volatile compounds were identified. TGA detected loss of mass of various groups of chemical compounds, including those present pre-roasting and generated during roasting. The unroasted cocoa's total sugar content of 2.71% decreased to 0.64% when roasted at 200 C, whereas roasting at 200 C generated seven (7) pyrazines. Tetramethylpyrazine is the most abundant, reaching the highest concentration when roasted at 150 C, but decreases when roasted at 200 C, due to the high temperature. To obtain the maximum production of favorable pyrazines, the temperature must be controlled based on the quality objectives of the final product. Practical applicationsThe process of roasting cocoa is of great importance to the chocolate and derivatives industry. Knowledge of the chemical and physical changes that occur during roasting can help to optimize the operating conditions to obtain a better-quality product, in particular by conserving and developing the flavor and aroma of fine Criollo cocoa varieties. This will support the industrialization of fine cocoas, presenting an option for improving the economic and social development of marginalized countries and communities.

show abstract

Section: Introductionmentioning

confidence: 99%

Roasting impact on the chemical and physical structure of Criollo cocoa variety (Theobroma cacao L)

Janna

Ciro

et al. 2020

J Food Process Engineering

View full text Add to dashboard Cite

show abstract

“…Derivatives such as phenazine are well known for their antitumor, antibiotic and diuretic activities. Synthetic pyrazine derivatives exhibit a wide variety of pharmacological properties, including hypoglycemic [7][8][9][10] and diuretic [11][12][13] action. Pyrazinamide and its morpholino-methylene derivative act as tuberculostatic agents [14,15].…”

Section: Introductionmentioning

confidence: 99%

Thermal, spectroscopic (IR, Raman, NMR) and theoretical (DFT) studies of alkali metal complexes with pyrazinecarboxylate and 2,3-pyrazinedicarboxylate ligands

Świderski

Lewandowska

Świsłocka

et al. 2016

J Therm Anal Calorim

View full text Add to dashboard Cite

Pyrazinecarboxylic acid and its derivatives show biological properties (inter alia antimicrobial and antifungal). In the frame of this work, the salts of 2-pyrazinecarboxylic and 2,3-pyrazinedicarboxylic acids with alkali metal cations were synthesized as well as the spectroscopic (IR, Raman, NMR), theoretical [density functional theory (DFT)] and thermogravimetric studies of obtained compounds were done. The FT-IR and FT-Raman spectra of alkali metal 2-pyrazinecarboxylates and 2,3-pyrazinedicarboxylates were recorded and analyzed in the region of 4000-400 cm -1 . 1 H NMR and 13 C NMR spectra of analyzed compounds have been registered and assigned. The electronic charge distribution for the studied acids and their salts with lithium, sodium and potassium was calculated. All the calculations were done in the frame of p) basis set. The thermal decomposition of the analyzed compounds was done.

show abstract

“…[31] or acipimox, a niacin analogue used as a hypolipidemic agent [32]. The pyrazine ring is a part of the antibacterial sulfonamide sulfalene (sulfamethoxypyrazine) [33], glipizide (the second-generation sulfonylurea derivative with hypoglycaemic activity) [34], bortezomib (the proteasome inhibitor for the treatment of multiple myeloma) [35], mirfentanil (the fentanyl derivative with selectivity for the µ opioid receptor) [36], varenicline (the drug for smoking cessation, quinoxaline derivative) [37] or of telaprevir (protease inhibitor for treatment of hepatitis C) [38]. Other examples are the diuretic amiloride [39], elpetrigine, a new chemical entity (a diazine analogue of triazine lamotrigine) that combines two mechanisms known to work well in antiepileptic drugs (it is both sodium channel and calcium channel blocker) [40], and eszopiclone, the active enantiomer of zopiclone, a short acting non-benzodiazepine sedative hypnotic [41].…”

Section: Novel or Particularly Novel Chemical Syntheses Of Important mentioning

confidence: 99%

Pyrazine derivatives: a patent review (June 2012 – present)

Doležal

Zítko

2014

Expert Opinion on Therapeutic Patents

View full text Add to dashboard Cite

Pyrazine derivatives possess numerous noteworthy pharmacological effects, including antimycobacterial, antibacterial, antifungal, antidiabetic, diuretic, anticancer, antiviral, hypnotic, and analgesic. The class of pyrazine-based candidate drugs has experienced a rapid growth both in absolute numbers of investigated compounds and in the spectrum of diverse biological activities. We expect that several of these compounds will add to existing pharmaceuticals in the very near future. According to the number of compounds and filed patents, the most promising areas are: i) inhibitors of protein kinases (applicable as antiproliferatives); and ii) inhibitors of β-secretase (applicable for the treatment of Alzheimer's disease).

show abstract

Synthesis of Pyrazine Derivatives as Potential Hypoglycemic Agents

Cited by 10 publications

References 7 publications

Roasting impact on the chemical and physical structure of Criollo cocoa variety (Theobroma cacao L)

Roasting impact on the chemical and physical structure of Criollo cocoa variety (Theobroma cacao L)

Thermal, spectroscopic (IR, Raman, NMR) and theoretical (DFT) studies of alkali metal complexes with pyrazinecarboxylate and 2,3-pyrazinedicarboxylate ligands

Pyrazine derivatives: a patent review (June 2012 – present)

Contact Info

Product

Resources

About