Abstract
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).
Highlights
Infectious diseases, such as influenza and hepatitis B caused by viruses, are still a major concern for human beings
Dinoflagellate Vulcanodinium rugosum, which was originally collected with a plankton net at Kabira
The dinoflagellate Vulcanodinium rugosum was collected with a plankton net at Kabira Bay, Ishigaki, Okinawa in June 2012
Summary
Infectious diseases, such as influenza and hepatitis B caused by viruses, are still a major concern for human beings. In the screening against RSV, moderate inhibition was observed for an extract coded OPMS30976 prepared from a cultured dinoflagellate Vulcanodinium rugosum, which was originally collected with a plankton net at Kabira Bay, Ishigaki, Okinawa. Mar. Drugs 2019, 17, x FOR PEER REVIEW dinoflagellate Vulcanodinium rugosum, which was originally collected with a plankton net at Kabira. First have discovery first discovery of prorocentrolide from Prorocentrum limacyclic [6], aimines number of After cyclicthe imines been of prorocentrolide from Prorocentrum lima [6], a number of of cyclic iminesimine have been reported.
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