Wiley, European Journal of Organic Chemistry, 7(2007), p. 1196-1202, 2007
Wiley-VCH Verlag, ChemInform, 26(38), 2007
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The novel polyketide macrolide archazolid-7-O-β-D-glucopyranoside (3) has been isolated from the myxobacterium Cystobacter violaceus and the structure of this first archazolid-glycoside has been determined by spectroscopic and degradative methods. A synthesis of simplified 7-O analogues, based on regioselective derivatisation of archazolid A, was elaborated. These structurally novel archazolids of natural and synthetic origin were evaluated in detail for V-ATPase inhibition and their biological activities are discussed in terms of their solution conformations, as determined by high-field NMR studies, including J-based conformation analysis and constrained molecular dynamics simulations. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)