Targeted Isolation of Rubrolides from the New Zealand Marine Tunicate Synoicum kuranui

• Published in: Marine drugs Vol. 18; no. 7; p. 337
• Main Authors: Bracegirdle, Joe, Stevenson, Luke J, Page, Michael J, Owen, Jeremy G, Keyzers, Robert A
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 27.06.2020; MDPI
• Subjects: Animals; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - pharmacology; antibacterial; Bacillus subtilis - drug effects; Bacteria; Carbon; Congeners; Fractionation; Furans - chemistry; Furans - pharmacology; GNPS; Gram-positive bacteria; Marine invertebrates; Metabolites; Microbial Sensitivity Tests; Minimum inhibitory concentration; Molecular Structure; Natural products; New Zealand; Phenols; rubrolide; Social organization; Streamlines; Synoicum; Synoicum kuranui; Urochordata - chemistry; New Zealand; South Pacific; Great Barrier Island; Synoicum kuranui; antibacterial; GNPS; rubrolide
• ISSN: 1660-3397; 1660-3397
• DOI: 10.3390/md18070337

Global natural products social (GNPS) molecular networking is a useful tool to categorize chemical space within samples and streamline the discovery of new natural products. Here, we demonstrate its use in chemically profiling the extract of the marine tunicate comprised of many previously reported rubrolides, for new chemical entities. Within the rubrolide cluster, two masses that did not correspond to previously reported congeners were detected, and, following MS-guided fractionation, led to the isolation of new methylated rubrolides T ( ) and ( / )-U ( ). Both compounds showed strong growth inhibitory activity against the Gram-positive bacteria , with minimum inhibitory concentration (MIC) values of 0.41 and 0.91 μM, respectively.