Synthesis and biological evaluation of β-lapachone-monastrol hybrids as potential anticancer agents was written by Wu, Liqiang;Ma, Xin;Yang, Xiaojuan;Zhang, Chong. And the article was included in European Journal of Medicinal Chemistry in 2020.Recommanded Product: 3-Hydroxy-5-methylbenzaldehyde This article mentions the following:
A series of novel β-lapachone analogs I (R1 = H, 10-Br, 8-MeO, etc., R2 = H, 4-Cl, 6-F, 5-Me, etc.) was designed and synthesized by replacing the pyran ring of β-lapachone with the tetrahydropyrimidinethione moiety of monastrol. These hybrids had potent antiproliferative activity against NQO1-rich cell lines (HepG2 and A549; NQO1 = NAD(P)H:quinone oxidoreductase-1), while NQO1-deficient cell lines (H596 and LO2) were less sensitive to these hybrids. Dicoumarol partially inhibited the activity of these compounds against A549 cell lines, indicating that the activation of biol. reduction mediated by NQO1 might partly affect the antiproliferative effects. The NQO1 assay and docking study demonstrated that I (R1 = 8-MeO, R2 = H) (II) was a good substrate of NQO1. Furthermore, as suggested by cellular mechanistic research concerning antitumor activity, the representative compound II resulted in ROS production depending on NQO1, then oxidative stress-triggered apoptotic cell death. Importantly, II significantly suppressed cancer growth in HepG2 xenograft models without obvious toxicity, suggesting that II deserve further research as potent antitumor agents for cancer therapy. In the experiment, the researchers used many compounds, for example, 3-Hydroxy-5-methylbenzaldehyde (cas: 60549-26-0Recommanded Product: 3-Hydroxy-5-methylbenzaldehyde).
3-Hydroxy-5-methylbenzaldehyde (cas: 60549-26-0) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. 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.Recommanded Product: 3-Hydroxy-5-methylbenzaldehyde
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts