Repozytorium publikacji - Politechnika Gdańska

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Repozytorium publikacji
Politechniki Gdańskiej

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The structure, including stereochemistry, of levorin A1

The constitution and stereostructure of levorin A1 1, an aromatic heptaeneantifungal antibiotic, was established on the basis of NMR studies, which contained DQFCOSY,ROESY, HSQC and HMBC experiments. Mycosamine moiety was used as an internalchiral probe to determine the absolute configuration of levorin A1 stereogenic centers: 13S,15R, 17S, 18R, 19S, 21R. The relative configuration of the remaining stereogenic centers wasassigned as follows: 36S*, 37R*, 38S*, 40S* and 41S*. The configuration at C-5 still remainsto be established. The geometry of the heptaene chromophore was defined as 22E, 24E, 26Z,28Z, 30E, 32E and 34E.

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