Construction of Structurally Inspiring Spiroisoxazolines.

Abstract

Spiroisoxazolines of natural and synthetic origin are of recurring interest to researchers engaged in the areas of natural product synthesis and methodology. The spiroisoxazoline motif is a ubiquitous feature for a number of marine natural products of the order Verongida and display an array of interesting properties ranging from central nervous system (CNS) to antitumor and antifungal effects. Many of these natural products include a framework derived from isoxazoline and are characterized by unique spiro junction at C-5 position to an isoxazoline. Inspired from these secondary active metabolites, additional analogs resembling spiroisoxazoline structural pattern were designed and developed for the exploration of possible bioactivity. The current review provides an overview of various methodologies applied in the construction of spiroisoxazolines of pharmacological and biomedical interest. Keywords: Spiroisoxazolines, heterocycles, 1, 3-Dipolar cycloadditions, condensations, intramolecular cyclizations, regioselectivity.