95763-62-5Relevant academic research and scientific papers
Synthesis and antimicrobial evaluation of farnesyl diphosphate mimetics
Fairlamb, Ian J.S.,Dickinson, Julia M.,O'Connor, Rachael,Cohen, Louis H.,Van Thiel, Christa F.
, p. 80 - 97 (2007/10/03)
The synthesis and first antimicrobial evaluation of farnesyl diphosphate mimetics are described. Several analogues (10, 12, 13, and 20) are inhibitors of Candida albicans, Shizosaccharomyces pombe, and Saccharomyces cerevisiae. The activities of analogues 10, 12, and 13, which contain a ω-phenyl moiety and a diphosphate isostere, are not attributable to inhibition of sterol biosynthesis via squalene synthase. Two geranyl phenylsulphones (14 and 15) are potent inhibitors of Escherichia coli. Analogue 15 exhibits potent activity towards Salmonella typhimurium and Pseudomonas aeruginosa (MIC - 2μg/mL) and represents the first type of semi-synthetic terpenoid allylic sulphone active against these bacteria.
Selenium dioxide E-methyl oxidation of suitably protected geranyl derivatives - Synthesis of farnesyl mimics
Fairlamb, Ian J.S.,Dickinson, Julia M.,Pegg, Mathew
, p. 2205 - 2208 (2007/10/03)
Difunctional allylic terpenes are important synthetic building blocks. Functionalisation of protected geranyl derivatives by SeO2 provides a convenient route to such compounds. The effect of the geranyl protecting group on the oxidation of the
Coupling of Allylic Alcohol Epoxides with Sulfur-Stabilized Allylic Anions
Marshall, James A.,Andrews, Robert C.
, p. 1602 - 1606 (2007/10/02)
A study of the coupling of epoxy alcohol 15 with sulfur-stabilized allylic anions was undertaken as a route to dienes 16 and 17.The allylic sulfone 9a upon deprotonation with n-butyllithium in THF-HMPA undergoes smooth coupling with the epoxy magnesio alk
