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Keywords = erylusamides

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14 pages, 2633 KiB  
Article
Erylusamides: Novel Atypical Glycolipids from Erylus cf. deficiens
by Helena Gaspar, Adele Cutignano, Laura Grauso, Nuno Neng, Vasco Cachatra, Angelo Fontana, Joana Xavier, Marta Cerejo, Helena Vieira and Susana Santos
Mar. Drugs 2016, 14(10), 179; https://doi.org/10.3390/md14100179 - 11 Oct 2016
Cited by 6 | Viewed by 6661
Abstract
Among marine organisms, sponges are the richest sources of pharmacologically-active compounds. Stemming from a previous lead discovery program that gathered a comprehensive library of organic extracts of marine sponges from the off-shore region of Portugal, crude extracts of Erylus cf. deficiens collected [...] Read more.
Among marine organisms, sponges are the richest sources of pharmacologically-active compounds. Stemming from a previous lead discovery program that gathered a comprehensive library of organic extracts of marine sponges from the off-shore region of Portugal, crude extracts of Erylus cf. deficiens collected in the Gorringe Bank (Atlantic Ocean) were tested in the innovative high throughput screening (HTS) assay for inhibitors of indoleamine 2,3-dioxygenase (IDO) and showed activity. Bioassay guided fractionation of the dichloromethane extract led to the isolation of four new glycolipids, named erylusamide AD. The structures of the isolated compounds were established by 1D and 2D nuclear magnetic resonance (NMR) spectroscopy, high-resolution electrospray ionization mass spectrometry (HR-ESI-MS) and chemical derivatization. The metabolites shared a pentasaccharide moiety constituted by unusual highly acetylated ᴅ-glucose moieties as well as ᴅ-xylose and ᴅ-galactose. The aglycones were unprecedented long chain dihydroxyketo amides. Erylusamides A, B and D differ in the length of the hydrocarbon chain, while erylusamide C is a structural isomer of erylusamide B. Full article
(This article belongs to the Special Issue Deep-Sea Natural Products)
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