Bathyptilones: Terpenoids from an Antarctic Sea Pen, Anthoptilum grandiflorum (Verrill, 1879)

• Published in: Marine drugs Vol. 17; no. 9; p. 513
• Main Authors: Thomas, Santana A L, Sanchez, Anthony, Kee, Younghoon, Wilson, Nerida G, Baker, Bill J
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 01-09-2019; MDPI
• Subjects: Analytical methods; Animals; Antarctic Regions; Anthozoa - chemistry; briarane diterpene; Cancer; Carbon; Cell lines; Crystallography; Crystallography, X-Ray - methods; Cytotoxicity; cytotoxicity screening; deep sea; Diterpenes - chemistry; HeLa Cells; Humans; Magnetic resonance spectroscopy; Magnetic Resonance Spectroscopy - methods; Marine molluscs; marine natural products; Mass spectrometry; Mass Spectrometry - methods; Mass spectroscopy; Metabolites; NMR; NMR spectroscopy; Nuclear magnetic resonance; pennatulacea; Polar environments; Spectrum analysis; Terpenes; Terpenes - chemistry; Toxicity; Tumor cell lines; X-ray crystallography; Antarctic Regions; cytotoxicity screening; pennatulacea; marine natural products; deep sea; briarane diterpene
• ISSN: 1660-3397; 1660-3397
• DOI: 10.3390/md17090513

An Antarctic coral belonging to the order Pennatulacea, collected during the 2013 austral autumn by trawl from 662 to 944 m depth, has yielded three new briarane diterpenes, bathyptilone A-C (
-
) along with a trinorditerpene, enbepeanone A (
), which bears a new carbon skeleton. Structure elucidation was facilitated by one- and two-dimensional NMR spectroscopy, mass spectrometry and confirmed by X-ray crystallography. The three compounds were screened in four cancer cell lines. Bathyptilone A displayed selective nanomolar cytotoxicity against the neurogenic mammalian cell line Ntera-2.