Organic Chemistry: Current Research
Open Access

Divergent approaches to the synthesis of fused furo [3,2-b] furanone scaffold embodied in bioactive natural products

24^th Global Organic & Inorganic Chemistry Conference

July 18-19, 2018 | Atlanta, USA

Ali Mohd Lone, Wajaht Amin Shah, Bilal Ahmad Bhat and Goverdhan Mehta

Government Degree College for Women Baramulla, India
University of Kashmir, India
Indian Institute of Integrative Medicine (CSIR), India
University of Hyderabad, India

Scientific Tracks Abstracts: Organic Chem Curr Res

Abstract :

Furo-furanones are the bicyclic compounds in which furan ring is attached to a furanone ring through face-b. Functionally embellished furo[3,2-b]furanone moiety has been widely encountered as a distinctive sub-structure among a diverse range of natural products of mixed biosynthetic origin (Figure). Representative examples of natural products incorporating the furo[3,2-b]furanone segment as part of their complex architecture are neovibsanins A and B), lactonamycin, schisandra nortriterpenoids (e.g., micrandilactone A), plumericin, pallavicinin and neopallavicinin and plakortones (e.g., plakortone E). All these natural products exhibit wide-ranging biological activities. Thus, the furo [3,2-b] furanone core appears to be a promising and potent pharmacophoric group that imparts considerable therapeutic value to the natural products that embody it. This attribute along with the complex, challenging and diverse natural product architecture into which furo [3,2-b] furanone core is embedded, has generated considerable interest in assembling this moiety. In the present study, a simple and straightforward methodology of general utility to construct sterically encumbered furo[3,2-b] furanone scaffolds present in a diverse range of bioactive natural products is delineated. The methodology emanates from readily available Morita��?Baylis��? Hillman (MBH) adducts and employs sequential ring closing metathesis and oxy-Michael addition cascade as the key steps.

Biography :

Ali Mohd Lone completed his Ph.D in Medicinal Chemistry from Indian Institute of Integrative Medicine (IIIM) Jammu and is currently working as Assistant Professor in the Department of Chemistry Govt Degree College for Women Baramulla. He has expertise in the total synthesis of bioactive molecules, development of novel strategies and structural modification of natural molecules for lead optimization.

E-mail: loneali33@gmail.com