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Göthel Q, Sirirak T, Köck M. Bromotyrosine-derived alkaloids from the Caribbean sponge Aplysina lacunosa. Beilstein J Org Chem. 2015;11:2334-42doi: 10.3762/bjoc.11.254.
Göthel, Q., Sirirak, T., & Köck, M. (2015). Bromotyrosine-derived alkaloids from the Caribbean sponge Aplysina lacunosa. Beilstein journal of organic chemistry, 112334-42. https://doi.org/10.3762/bjoc.11.254
Göthel, Qun, et al. "Bromotyrosine-derived alkaloids from the Caribbean sponge Aplysina lacunosa." Beilstein journal of organic chemistry vol. 11 (2015): 2334-42. doi: https://doi.org/10.3762/bjoc.11.254
Göthel Q, Sirirak T, Köck M. Bromotyrosine-derived alkaloids from the Caribbean sponge Aplysina lacunosa. Beilstein J Org Chem. 2015 Nov 26;11:2334-42. doi: 10.3762/bjoc.11.254. eCollection 2015. PMID: 26734082; PMCID: PMC4685874.
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Beilstein J Org Chem. 2015 Nov 26;11:2334-42. doi: 10.3762/bjoc.11.254. eCollection 2015.

Bromotyrosine-derived alkaloids from the Caribbean sponge Aplysina lacunosa.

Beilstein journal of organic chemistry

Qun Göthel, Thanchanok Sirirak, Matthias Köck

Affiliations

  1. Alfred-Wegener-Institut, Helmholtz-Zentrum für Polar- und Meeresforschung, Am Handelshafen 12, 27570 Bremerhaven, Germany.

PMID: 26734082 PMCID: PMC4685874 DOI: 10.3762/bjoc.11.254

Abstract

Three new bromotyrosine-derived alkaloids 14-debromo-11-deoxyfistularin-3 (1), aplysinin A (2), and aplysinin B (3), together with 15 known compounds (4-18) were isolated from the sponge Aplysina lacunosa collected from Stirrup Cay, Bahamas. The structures of the isolated compounds were identified on the basis of MS and NMR data analysis. The (13)C NMR assignment of spirocyclohexadienylisoxazoline moieties of 1 and 2 were confirmed by an 1,1-ADEQUATE experiment. Compounds 1 and 2 showed a mild to moderate cytotoxic activities against KB-31 and FS4-LTM cell lines. Only aplysinin A (2) exhibited cytotoxicity against MCF-7 cells.

Keywords: Aplysina lacunosa; NMR spectroscopy; alkaloids; bromotyrosine; marine natural products

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