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

Santana A L Thomas; Anthony Sanchez; Younghoon Kee; Nerida G Wilson; Bill J Baker

doi:10.3390/md17090513

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

Mar Drugs. 2019 Sep 1;17(9):513. doi: 10.3390/md17090513.

Authors

Santana A L Thomas¹, Anthony Sanchez², Younghoon Kee², Nerida G Wilson³, Bill J Baker⁴

Affiliations

¹ Department of Chemistry, University of South Florida, Tampa, FL 33620, USA.
² Department of Cellular, Microbiology and Molecular Biology, University of South Florida, Tampa, FL 33620, USA.
³ Western Australia Museum and the University of Western Australia, Perth, WA 6106, Australia.
⁴ Department of Chemistry, University of South Florida, Tampa, FL 33620, USA. bjbaker@usf.edu.

Abstract

: 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 (1-3) along with a trinorditerpene, enbepeanone A (4), 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.

Keywords: briarane diterpene; cytotoxicity screening; deep sea; marine natural products; pennatulacea.

MeSH terms

Animals
Antarctic Regions
Anthozoa / chemistry*
Crystallography, X-Ray / methods
Diterpenes / chemistry
HeLa Cells
Humans
Magnetic Resonance Spectroscopy / methods
Mass Spectrometry / methods
Terpenes / chemistry*

Substances

Diterpenes
Terpenes

Abstract

MeSH terms

Substances

Grants and funding