Chemical Communications 2010-03-28

Biomimetic synthesis and structural refinement of the macrocyclic dimer aminoglycoside 66-40C--the remarkably selective self-condensation of a putative aldehyde intermediate in the submerged culture medium producing sisomicin.

Stephen Hanessian, Juan Pablo Maianti

Index: Chem. Commun. (Camb.) 46(12) , 2013-5, (2010)

Full Text: HTML

Abstract

Aminoglycoside 66-40C, an unprecedented 16-membered bis-azadiene macrocyclic natural product isolated from the Micromonospora producer of the antibiotic sisomicin, was synthesized following a biomimetic strategy which definitively established its origin as arising from a remarkably selective non-enzymatic macro-dimerization.