Kabirimine, a New Cyclic Imine from an Okinawan Dinoflagellate
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On our quest for new bioactive molecules from marine sources, two cyclic imines (1, 2) were isolated from a dinoflagellate extract, inhibiting the growth of the respiratory syncytial virus (RSV). Compound 1 was identified as a known molecule portimine, while 2 was elucidated to be a new cyclic imine, named kabirimine. The absolute stereochemistry of 1 was determined by crystallographic work and chiral derivatization, whereas the structure of 2 was elucidated by means of spectroscopic analysis and computational study on all the possible isomers. Compound 1 showed potent cytotoxicity (CC50 < 0.097 µM) against HEp2 cells, while 2 exhibited moderate antiviral activity against RSV with IC50 = 4.20 µM (95% CI 3.31–5.33).
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1999 ◽
Vol 12
(4)
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pp. 357-362
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2001 ◽
Vol 45
(4)
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pp. 1231-1237
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2016 ◽
Vol 84
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pp. 1705-1710
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2009 ◽
Vol 179
(2)
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pp. 138-150
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