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- Title
Kabirimine, a New Cyclic Imine from an Okinawan Dinoflagellate.
- Authors
Hermawan, Idam; Higa, Mikako; Hutabarat, Philipus Uli Basa; Fujiwara, Takeshi; Akiyama, Kiyotaka; Kanamoto, Akihiko; Haruyama, Takahiro; Kobayashi, Nobuyuki; Higashi, Masahiro; Suda, Shoichiro; Tanaka, Junichi
- 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).
- Subjects
RESPIRATORY syncytial virus; MARINE toxins; STEREOCHEMISTRY; ISOMERS
- Publication
Marine Drugs, 2019, Vol 17, Issue 6, p353
- ISSN
1660-3397
- Publication type
Article
- DOI
10.3390/md17060353