The total synthesis of desmethylabyssomicin C analogue 1 was accomplished using diastereotopos-selective ring closing metathesis and Nozaki–Hiyama–Kishi cyclization as the key steps. The synthetic analogue retained its antibacterial activity against methicillin-resistant S. aureus strains, whereas its cytotoxicity decreased for three orders of magnitude, as compared to atrop-abyssomicin C.
R. Matovic, F. Bihelovic, M. Gruden-Pavlovic and R. N. Saicic, Org. Biomol. Chem., 2014, 12, 7682 DOI: 10.1039/C4OB01436G
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