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Kabirimine, a New Cyclic Imine from an Okinawan Dinoflagellate.

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).

SUBMITTER: Hermawan I

PROVIDER: S-EPMC6627061 | biostudies-literature | 2019 Jun

REPOSITORIES: biostudies-literature

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Kabirimine, a New Cyclic Imine from an Okinawan Dinoflagellate.

Hermawan Idam I Higa Mikako M Hutabarat Philipus Uli Basa PUB Fujiwara Takeshi T Akiyama Kiyotaka K Kanamoto Akihiko A Haruyama Takahiro T Kobayashi Nobuyuki N Higashi Masahiro M Suda Shoichiro S Tanaka Junichi J

Marine drugs 20190613 6

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 elucid ...[more]

PMID: 31200525

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