Infectious diseases, like influenza and hepatitis B causing by viruses, are still a major concern for human beings; lower respiratory tract infection caused by the respiratory syncytial virus which resulting in cold like symptoms, while the infection may develop into severe illness for infants.
But during the bio prospective study for antiviral molecules from marine dinoflagellates, known for the presence of structurally unique bioactive metabolites; an extract of a preliminary culture of the dinoflagellate V.rugosum finding to inhibit the growth of RSV. Since one out of twenty fractions after gradient HPLC separation of the extract was confirming to show the activity, the strain being culturing in a larger quantity of IMK medium for three weeks.
But the extract are subjecting to bioassay guiding; by reversing phase chromatographic separation to give portimine and kabirimine; As cyclic imine toxins constitute a group of dinoflagellate metabolites; but some portimine was readily identifying by observing its molecular formula with high resolution electrospray ionization mass spectra.
But both the 1D and 2D NMR spectra are measuring on a 500 MHz Bruker Avance III spectrometer. Chemical shifts were referencing to tetramethylsilane (TMS) signals. HRESIMS spectra were recording on a Jeol JMR-T100LP mass spectrometer; Gradient HPLC was performing on a unit with a Shimadzu Prominence LC-20AB pump; an SPD-M20 diode array detector, and a Chromolith Performance RP-18e (100–4.6 mm) HPLC column.
The dinoflagellate had a benthic nature, and almost no swimming cells appeared in the culture; Hydrogen atoms were refining using the riding model. The final Flack parameter was 0.11, indicating that the absolute structure is correct. Crystallographic data of compound are provided in the Supplementary Materials.
From the extract of the cultured dinoflagellate V. rugosum, two cyclic imines, known as portimine and new kabirimine are isolating. The absolute configuration of the stereogenic carbons of was determining in this study, and the structure of 2 was elucidated by a combination of spectroscopic analysis and calculation studies. Portimine showing potent cytotoxicity, while kabirimine showing moderate anti-RSV activity.