Sulfated Steroid–Amino Acid Conjugates from the Irish Marine Sponge Polymastia boletiformis

Autor: Carsten W. Wolff, Vangelis Smyrniotopoulos, Grace P. McCormack, Christina M. Coleman, Deniz Tasdemir, Daneel Ferreira, Margaret Rae, Sylvia Soldatou, Yuanqing Ding
Jazyk: angličtina
Rok vydání: 2015
Předmět:
Circular dichroism
Polymastia boletiformis
Antifungal Agents
Magnetic Resonance Spectroscopy
medicine.medical_treatment
Pharmaceutical Science
Cholestadienes
sponge
theoretical calculation
Cladosporium cucumerinum
Disk Diffusion Antimicrobial Tests
Candida albicans
Drug Discovery
origin
Organic chemistry
Pharmacology
Toxicology and Pharmaceutics (miscellaneous)

Atlantic Ocean
lcsh:QH301-705.5
Chromatography
High Pressure Liquid

chemistry.chemical_classification
biology
Molecular Structure
Chemistry
Communication
Circular Dichroism
Stereoisomerism
Nuclear magnetic resonance spectroscopy
Amino acid
Porifera
electronic circular-dichroism
configuration
Two-dimensional nuclear magnetic resonance spectroscopy
Cladosporium
Spectrometry
Mass
Electrospray Ionization

Stereochemistry
Glycine
sulfated steroid
Methylation
Steroid
medicine
Animals
Sulfur Compounds
antifungal activity
marine
biology.organism_classification
Sponge
lcsh:Biology (General)
derivatives
Quantum Theory
Ireland
Zdroj: Marine Drugs, Vol 13, Iss 4, Pp 1632-1646 (2015)
Marine Drugs
Marine Drugs, 13 (4). pp. 1632-1646.
ISSN: 1660-3397
Popis: 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.
Databáze: OpenAIRE