title: Sulfated steroid-amino acid conjugates from the Irish marine sponge Polymastia boletiformis.
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.
authors: School of Chemistry, National University of Ireland Galway, University Road, Galway, Ireland. evangelos.smyrniotopoulos@nuigalway.ie.
authors: Vangelis
authors: V
authors: Smyrniotopoulos
authors: Ryan Institute, National University of Ireland Galway, University Road, Galway, Ireland. margaret.rae@nuigalway.ie.|Marine Biodiscovery Laboratory, Marine Institute, Rinville, Oranmore, Co. Galway, Ireland. margaret.rae@nuigalway.ie.
authors: Margaret
authors: M
authors: Rae
authors: School of Chemistry, National University of Ireland Galway, University Road, Galway, Ireland. s.soldatou1@nuigalway.ie.
authors: Sylvia
authors: S
authors: Soldatou
authors: Department of BioMolecular Sciences, Division of Pharmacognosy, and the National Center for Natural Products Research, School of Pharmacy, The University of Mississippi, University, MS 38677, USA. yqding@olemiss.edu.
authors: Yuanqing
authors: Y
authors: Ding
authors: Zoology, Ryan Institute, School of Natural Sciences, National University of Ireland Galway, University Road, Galway, Ireland. carstenwolff@hotmail.com.
authors: Carsten W
authors: CW
authors: Wolff
authors: Zoology, Ryan Institute, School of Natural Sciences, National University of Ireland Galway, University Road, Galway, Ireland. grace.mccormack@nuigalway.ie.
authors: Grace
authors: G
authors: McCormack
authors: Department of BioMolecular Sciences, Division of Pharmacognosy, and the National Center for Natural Products Research, School of Pharmacy, The University of Mississippi, University, MS 38677, USA. cmcoleman4321@gmail.com.
authors: Christina M
authors: CM
authors: Coleman
authors: Department of BioMolecular Sciences, Division of Pharmacognosy, and the National Center for Natural Products Research, School of Pharmacy, The University of Mississippi, University, MS 38677, USA. dferreir@olemiss.edu.
authors: Daneel
authors: D
authors: Ferreira
authors: School of Chemistry, National University of Ireland Galway, University Road, Galway, Ireland. dtasdemir@geomar.de.
authors: Deniz
authors: D
authors: Tasdemir
mesh_terms: D000818:Animals; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001267:Atlantic Ocean; D002176:Candida albicans / Q000187:drug effects* / Q000254:growth & development; D002774:Cholestadienes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002851:Chromatography, High Pressure Liquid; D002942:Circular Dichroism; D002963:Cladosporium / Q000187:drug effects* / Q000254:growth & development; D052978:Disk Diffusion Antimicrobial Tests; D055808:Drug Discovery; D005998:Glycine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D007494:Ireland; D009682:Magnetic Resonance Spectroscopy; D008745:Methylation; D015394:Molecular Structure; D011161:Porifera / Q000737:chemistry* / Q000254:growth & development; D011789:Quantum Theory; D021241:Spectrometry, Mass, Electrospray Ionization; D013237:Stereoisomerism; D013457:Sulfur Compounds / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology
chemical_list: D000935:Antifungal Agents; D002774:Cholestadienes; D013457:Sulfur Compounds; D005998:Glycine