Shagenes A and B, new tricyclic sesquiterpenes produced by an undescribed Antarctic octocoral.
The isolation and characterization of two new tricyclic sesquiterpenoids, shagenes A (1) and B (2) are presented. These compounds were isolated from an undescribed soft coral collected from the Scotia Arc in the Southern Ocean. One- and two-dimensional NMR spectroscopy and mass spectrometry provided the data necessary to characterize the compounds and their relative stereochemical configurations. Exploration of the bioactivity of shagenes A and B found 1 active against the visceral leishmaniasis causing parasite, Leishmania donovani, with no cytotoxicity against the mammalian host.
Department of Chemistry and Center for Drug Discovery and Innovation and §Department of Global Health, University of South Florida , Tampa, Florida 33620, United States.
Jacqueline L
JL
von Salm
Nerida G
NG
Wilson
Brian A
BA
Vesely
Dennis E
DE
Kyle
Jason
J
Cuce
Bill J
BJ
Baker
D000818:Animals; D000864:Antarctic Regions; D037421:Anthozoa / Q000737:chemistry*; D007893:Leishmania donovani / Q000187:drug effects*; D008386:Marine Biology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D021261:Parasitic Sensitivity Tests; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
D012717:Sesquiterpenes; C000589442:shagene A; C000589443:shagene B