Hassallidin B - Second antifungal member of the Hassallidin family

T. Neuhof, P. Schmieder, K. Preussel, M. Seibold, H. von Döhren

Bioorg Med Chem Lett. (2006) 16, 4220-4222

The cyanobacterium Hassallia sp. produces a family of four compounds which exhibit a broad spectrum of antifungal activities. So far only one of these members has been isolated and its structure elucidated. In this study, we present a second member of this group. Mass spectrometry, one- and two-dimensional NMR and chiral GC-MS analysis revealed the same peptidic and fatty acid core for hassallidin B as the first member hassallidin A with an additional carbohydrate unit, a rhamnose attached to the 3-hydroxyl group of the C(14)-acyl side chain. The antifungal potential of hassallidin B is nearly identical to that of hassallidin A.