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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  kyouindb  KAKEN_id  orcid https://orcid.org/0000-0001-9829-389X (unconfirmed)
Suda, Shoichiro
Tanaka, Junichi
Author's alias: 東, 雅大
Keywords: cyclic imine
dinoflagellate
respiratory syncytial virus (RSV)
portimine
kabirimine
Issue Date: Jun-2019
Publisher: MDPI AG
Journal title: Marine drugs
Volume: 17
Issue: 6
Thesis number: 353
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).
Rights: © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
URI: http://hdl.handle.net/2433/245467
DOI(Published Version): 10.3390/md17060353
PubMed ID: 31200525
Appears in Collections:Journal Articles

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