Discovery of Lipophilic Bisphosphonates That Target Bacterial Cell Wall and Quinone Biosynthesis was written by Malwal, Satish R.;Chen, Lu;Hicks, Hunter;Qu, Fiona;Liu, Weidong;Shillo, Alli;Law, Wen Xuan;Zhang, Jianan;Chandnani, Neal;Han, Xu;Zheng, Yingying;Chen, Chun-Chi;Guo, Rey-Ting;Abdel Khalek, Ahmed;Seleem, Mohamed N.;Oldfield, Eric. And the article was included in Journal of Medicinal Chemistry in 2019.Application In Synthesis of 3,7-Dimethyloctan-1-ol The following contents are mentioned in the article:
We report that alkyl-substituted bisphosphonates have activity against Bacillus anthracis Sterne (0.40μg/mL), Mycobacterium smegmatis (1.4μg/mL), Bacillus subtilis (1.0μg/mL), and Staphylococcus aureus (13μg/mL). In many cases, there is no effect of serum binding, as well as low activity against a human embryonic kidney cell line. Targeting of isoprenoid biosynthesis is involved with 74 having IC50 values of ∼100 nM against heptaprenyl diphosphate synthase and 200 nM against farnesyl diphosphate synthase. B. subtilis growth inhibition was rescued by addition of farnesyl diphosphate, menaquinone-4 (MK-4), or undecaprenyl phosphate (UP), and the combination of MK-4 and UP resulted in a 25× increase in ED50, indicating targeting of both quinone and cell wall biosynthesis. Clostridioides difficile was inhibited by I, and since this organism does not synthesize quinones, cell wall biosynthesis is the likely target. We also solved 3 X-ray structures of inhibitors bound to octaprenyl diphosphate and(or) undecaprenyl diphosphate synthases. This study involved multiple reactions and reactants, such as 3,7-Dimethyloctan-1-ol (cas: 106-21-8Application In Synthesis of 3,7-Dimethyloctan-1-ol).
3,7-Dimethyloctan-1-ol (cas: 106-21-8) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.Application In Synthesis of 3,7-Dimethyloctan-1-ol
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts