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Dimeric Pyranonaphthoquinones: Isolation, Bioactivity, and Synthetic Approaches
Author(s) -
Fernandes Rodney A.,
Patil Pradnya H.,
Chaudhari Dipali A.
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201600544
Subject(s) - moiety , chemistry , total synthesis , isolation (microbiology) , stereochemistry , pyran , bacteria , combinatorial chemistry , computational biology , microbiology and biotechnology , biology , genetics
The dimeric pyranonaphthoquinones, “bis versions” of the naphtho[2,3‐ c ]pyran‐5,10‐dione moiety, comprises a group of antibiotics that have been isolated from a variety of sources including plants, bacteria, fungi, and insects. This review discusses the known naturally occurring dimeric pyranonaphthoquinones, their isolation and bioactivity, and synthetic approaches towards them that have helped to confirm their structures, as well as to resolve structural uncertainties such as stereochemistry. The major focus has been on the synthetic approaches adopted to complete the challenging total synthesis of the natural isolates and analogues.