Sulfated steroid-amino acid conjugates from the Irish Marine Sponge Polymastia boletiformis

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Abstract

Antifungal bioactivity-guided fractionation of the organic extract of the sponge Polymastia boletiformis, collected from the west coast of Ireland, led to the isolation of two new sulfated steroid-amino acid conjugates (1 and 2). Extensive 1D and 2D NMR analyses in combination with quantum mechanical calculations of the electronic circular dichroism (ECD) spectra, optical rotation, and <sup>13</sup>C chemical shifts were used to establish the chemical structures of 1 and 2. Both compounds exhibited moderate antifungal activity against Cladosporium cucumerinum, while compound 2 was also active against Candida albicans. Marine natural products containing steroidal and amino acid constituents are extremely rare in nature.

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Smyrniotopoulos, V., Rae, M., Soldatou, S., Ding, Y., Wolff, C. W., McCormack, G., … Tasdemir, D. (2015). Sulfated steroid-amino acid conjugates from the Irish Marine Sponge Polymastia boletiformis. Marine Drugs, 13(4), 1632–1646. https://doi.org/10.3390/md13041632

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