Synthesis of novel tetrols from syn-bisepoxide: Preparation of halogenated bicyclo[4.2.0] inositols

Molecular Docking Studies of Halogenated Bicyclo[4.2.0] Inositols with SARS-CoV-2 Proteins

“…As a part of the research aimed at synthesis of novel tetrols we have prepared halogenated bicyclo[4.2.0] inositols and a cyclic sulfate derivative from syn-bisepoxide (5) (Figure 2) (Karanfil et al, 2020). Starting from the commercially available cyclooctatetraene (COT), synthesis of syn-bisepoxide easily carried out using literature protocols (Adam & Balci, 1980).…”

“…Starting from the commercially available cyclooctatetraene (COT), synthesis of syn-bisepoxide easily carried out using literature protocols (Adam & Balci, 1980). The reaction of the bisepoxide (5) with acidified acetic anhydride gave a mixture of 3 tetraacetate isomers (6, 7 and 8) and an unexpected cyclic sulfate (9) derivative (Karanfil et al, 2020). Separation of the tetraacetates and removal of the acetate functionalities with ammonia gave the expected novel halogenated bicyclo[4.2.0] inositols (10) resembling dihydroconduritol-A, -B, and -F structures (Figure 3).…”

“…The management of the disease is mostly supportive, and respiratory failure from acute respiratory distress syndrome is the leading cause of death in a significant proportion of affected patients. Considering the knowledge of myo-inositol (2), a polyol currently used to treat Neonatal Respiratory Distress Syndrome, we investigated the potential utility of newly synthesized halogenated bicyclo[4.2.0]inositols (4)(Karanfil et al 2020) in reducing the inflammatory response on SARS-CoV-2 infection. Preliminary data indicate that the dramatic increase in IL-6 and the ensuing cytokine release…”