Insulin-mimetic and anti-inflammatory potential of a vanadyl-Schiff base complex for its application against diabetes was written by Ki, Jieun;Mukherjee, Abhishek;Rangasamy, Sabarinathan;Purushothaman, Baskaran;Song, Joon Myong. And the article was included in RSC Advances in 2016.Name: 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride The following contents are mentioned in the article:
Insulin signalling causes the translocation of glucose transporter 4 (GLUT4) to the plasma membrane to facilitate cellular glucose uptake. Numerous observations indicate that the prime cause of type 2 diabetes mellitus (T2DM) is inflammation, the occurrence of which increases in obese individuals. Inflammatory mediators induce an insulin-resistance (IR) state where impaired insulin signalling fails to promote the glucose transporters for intracellular uptake of glucose. Hence compounds, which possess insulin-mimetic and anti-inflammatory potentials, may be effective in the treatment of obesity-induced IR during T2DM. Previous studies showed that vanadium oxo complexes possess insulin-mimetic activities whereas the tryptamine moiety offers anti-inflammatory potential. Hence a vanadyl-Schiff base complex (VOTP) consisting of the tryptamine moiety was synthesized by condensation of pyridoxal hydrochloride and tryptamine and its subsequent complexation with VOSO4. HEK-293 cells, expressing a GLUT4-myc-GFP fusion protein, were treated with VOTP and GLUT4 translocation was quantified by total internal reflection fluorescence (TIRF) microscopy. Results indicated that VOTP could efficiently act as an insulin-mimetic substance. A high-content cell based assay using quantum dot-antibody conjugates showed that VOTP restored insulin signaling during IR by the inactivation of c-Jun N-terminal kinase-1 (JNK-1) and subsequent phosphorylation and activation of the tyrosine moiety of insulin receptor substrate (IRS). Also, high levels of phosphorylated Forkhead box O1 (FOXO) indicated low levels of gluconeogenesis. Hence VOTP has insulin-mimetic and anti-inflammatory potentials. Moreover, VOTP is highly effective at nanomolar treatment ranges, thus evades the toxicity issues. Collectively, these findings encourage us for future use of this compound as a potential anti-diabetic agent. This study involved multiple reactions and reactants, such as 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride (cas: 65-22-5Name: 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride).
3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride (cas: 65-22-5) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. A multistep synthesis may use Grignard-like reactions to form an alcohol with the desired carbon structure, followed by reactions to convert the hydroxyl group of the alcohol to the desired functionality.Name: 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts