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Mar. Drugs 2019, 17(4), 230; https://doi.org/10.3390/md17040230

Anverenes B–E, New Polyhalogenated Monoterpenes from the Antarctic Red Alga Plocamium cartilagineum

1
Department of Chemistry, University of South Florida, 4202 E. Fowler Ave., CHE205, Tampa, FL 33620, USA
2
Department of Cell Biology, Microbiology, and Molecular Biology, University of South Florida, 4202 E. Fowler Ave., ISA2015, Tampa, FL 33620, USA
3
Department of Biology, University of Alabama at Birmingham, Birmingham, AL 35294, USA
*
Author to whom correspondence should be addressed.
Received: 21 March 2019 / Revised: 10 April 2019 / Accepted: 11 April 2019 / Published: 17 April 2019
(This article belongs to the Special Issue Terpenoids from Marine Organisms)
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Abstract

The subtidal red alga Plocamium cartilagineum was collected from the Western Antarctic Peninsula during the 2011 and 2017 austral summers. Bulk collections from specific sites corresponded to chemogroups identified by Young et al. in 2013. One of the chemogroups yielded several known acyclic halogenated monoterpenes (25) as well as undescribed compounds of the same class, anverenes B–D (68). Examination of another chemogroup yielded an undescribed cyclic halogenated monoterpene anverene E (9) as its major secondary metabolite. Elucidation of structures was achieved through one-dimensional (1D) and 2D nuclear magnetic resonance (NMR) spectroscopy and negative chemical ionization mass spectrometry. Compounds 19 show moderate cytotoxicity against cervical cancer (HeLa) cells. View Full-Text
Keywords: halogenated monoterpenes; anverenes; Plocamium cartilagineum halogenated monoterpenes; anverenes; Plocamium cartilagineum
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Shilling, A.J.; von Salm, J.L.; Sanchez, A.R.; Kee, Y.; Amsler, C.D.; McClintock, J.B.; Baker, B.J. Anverenes B–E, New Polyhalogenated Monoterpenes from the Antarctic Red Alga Plocamium cartilagineum. Mar. Drugs 2019, 17, 230.

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