Sulfated steroid–amino acid conjugates from the irish marine sponge polymastia boletiformis
Smyrniotopoulos, Vangelis ; Rae, Margaret ; Soldatou, Sylvia ; Ding, Yuanqing ; Wolff, Carsten ; McCormack, Grace ; Coleman, Christina ; Ferreira, Daneel ; Tasdemir, Deniz
Smyrniotopoulos, Vangelis
Rae, Margaret
Soldatou, Sylvia
Ding, Yuanqing
Wolff, Carsten
McCormack, Grace
Coleman, Christina
Ferreira, Daneel
Tasdemir, Deniz
Repository DOI
Publication Date
2015-03-24
Type
Article
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Citation
Smyrniotopoulos, Vangelis; Rae, Margaret; Soldatou, Sylvia; Ding, Yuanqing; Wolff, Carsten; McCormack, Grace; Coleman, Christina; Ferreira, Daneel; Tasdemir, Deniz (2015). Sulfated steroid–amino acid conjugates from the irish marine sponge polymastia boletiformis. Marine Drugs 13 (4), 1632-1646
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 C-13 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.
Funder
Publisher
MDPI AG
Publisher DOI
10.3390/md13041632
Rights
Attribution-NonCommercial-NoDerivs 3.0 Ireland