Sulfated steroid-amino acid conjugates from the Irish marine sponge Polymastia boletiformis

爱尔兰海洋海绵牛乳多乳杆菌中的硫酸化类固醇-氨基酸结合物

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作者:Vangelis Smyrniotopoulos, Margaret Rae, Sylvia Soldatou, Yuanqing Ding, Carsten W Wolff, Grace McCormack, Christina M Coleman, Daneel Ferreira, Deniz Tasdemir

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 13C 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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