Two cytotoxic stereoisomers of malyngamide C, 8-epi-malyngamide C and 8-O-acetyl-8-epi-malyngamide C,from the marine cyanobacterium Lyngbya majuscula |
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| Authors: | Harald Gross Kerry L McPhail Douglas E Goeger Frederick A Valeriote William H Gerwick |
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| Institution: | 1. Institute for Pharmaceutical Biology, University of Bonn, Nussallee 6, 53115 Bonn, Germany;2. College of Pharmacy, Oregon State University, Corvallis, OR 97331, USA;3. Henry Ford Health System, Detroit, MI 48202, USA;4. Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography and Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California at San Diego, La Jolla, CA 92093-0212, USA |
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| Abstract: | Two epimers of malyngamide C, 8-O-acetyl-8-epi-malyngamide C (1) and 8-epi-malyngamide C (3) have been isolated along with known compounds 6-O-acetylmalyngamide F (5), H (6), J (7) K (8), and characterized from a Grenada field collection of the marine cyanobacterium Lyngbya majuscula. The structures of these compounds were deduced by 1D and 2D NMR spectroscopic and mass spectral data interpretation. Absolute configurations were determined by a combination of CD-spectroscopy, chemical degradation and the variable temperature Mosher’s method. Compounds 1–5, 7 and 8 displayed moderate cytotoxicity to NCI-H460 human lung tumor and neuro-2a cancer cell lines, with IC50 values ranging between 0.5 and 20 μg/mL. |
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