Synthesis and antimicrobial activity of (-)-cleistenolide and analogues was written by Benedekovic, Goran;Popsavin, Mirjana;Radulovic, Niko S.;Stojanovic-Radic, Zorica;Farkas, Sandor;Francuz, Jovana;Popsavin, Velimir. And the article was included in Bioorganic Chemistry in 2021.Reference of 582-52-5 This article mentions the following:
Using the “chiral pool” approach, two modified total syntheses of the biol. active δ-lactone cleistenolide was achieved starting from D-glucose. These approaches also enabled the preparation of novel analogs and derivatives of natural product I. The applied strategy for the synthesis of I involves: the initial degradation of the chiral precursor for a single C-atom, C2-fragment chain extension using Z-selective Wittig reaction, and the final δ-lactonization. All tested cleistenolide analogs displayed antimicrobial activity against a panel of nine microbial strains, most of them superseding the activity of cleistenolide itself, and, in some cases, coming close in value to the observed minimal inhibitory concentrations of chloramphenicol. Increased lipophilicity of the derivatives and the non-sterically congested conjugated lactone moiety were a prerequisite for analogs with high inhibitory activity against S. aureus and, in general, Gram-pos. bacteria. In the experiment, the researchers used many compounds, for example, (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5Reference of 582-52-5).
(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5) belongs to tetrahydrofuran derivatives. Tetrahydrofurans and furans are important oxygen-containing heterocycles that often exhibit interesting properties for biological applications or applications in the cosmetic industry. Tetrahydrofuran (THF) is primarily used as a precursor to polymers including for surface coating, adhesives, and printing inks.Reference of 582-52-5
Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem