Amphidinins C-F, amphidinolide Q analogues from marine dinoflagellate Amphidinium sp.

Takaaki Kubota; Takahiro Iwai; Kanae Sakai; Tohru Gonoi; Jun'ichi Kobayashi

doi:10.1021/ol502685z

Amphidinins C-F, amphidinolide Q analogues from marine dinoflagellate Amphidinium sp.

Takaaki Kubota, Takahiro Iwai, Kanae Sakai, Tohru Gonoi, Jun'ichi Kobayashi

Research output: Contribution to journal › Article › peer-review

23 Citations (Scopus)

Abstract

Four new polyketides, amphidinins C-F (1-4), have been isolated from the culture broth of symbiotic dinoflagellate Amphidinium sp. The analysis of their spectral data revealed that amphidinins C-F (1-4) were 4,5-seco-analogues of amphidinolide Q (5). The absolute configurations of the new compounds were elucidated by the combination of J-based configuration analysis, modified Mosher's method, and chemical derivatization. Amphidinins D (2) and F (4) are the first glycosides related to amphidinolides. Amphidinins C-F (1-4) showed antimicrobial activity against bacteria and/or fungi.

Original language	English
Pages (from-to)	5624-5627
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	21
DOIs	https://doi.org/10.1021/ol502685z
Publication status	Published - Nov 7 2014
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol502685z

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title = "Amphidinins C-F, amphidinolide Q analogues from marine dinoflagellate Amphidinium sp.",

abstract = "Four new polyketides, amphidinins C-F (1-4), have been isolated from the culture broth of symbiotic dinoflagellate Amphidinium sp. The analysis of their spectral data revealed that amphidinins C-F (1-4) were 4,5-seco-analogues of amphidinolide Q (5). The absolute configurations of the new compounds were elucidated by the combination of J-based configuration analysis, modified Mosher's method, and chemical derivatization. Amphidinins D (2) and F (4) are the first glycosides related to amphidinolides. Amphidinins C-F (1-4) showed antimicrobial activity against bacteria and/or fungi.",

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T1 - Amphidinins C-F, amphidinolide Q analogues from marine dinoflagellate Amphidinium sp.

AU - Kubota, Takaaki

AU - Iwai, Takahiro

AU - Sakai, Kanae

AU - Gonoi, Tohru

AU - Kobayashi, Jun'ichi

PY - 2014/11/7

Y1 - 2014/11/7

N2 - Four new polyketides, amphidinins C-F (1-4), have been isolated from the culture broth of symbiotic dinoflagellate Amphidinium sp. The analysis of their spectral data revealed that amphidinins C-F (1-4) were 4,5-seco-analogues of amphidinolide Q (5). The absolute configurations of the new compounds were elucidated by the combination of J-based configuration analysis, modified Mosher's method, and chemical derivatization. Amphidinins D (2) and F (4) are the first glycosides related to amphidinolides. Amphidinins C-F (1-4) showed antimicrobial activity against bacteria and/or fungi.

AB - Four new polyketides, amphidinins C-F (1-4), have been isolated from the culture broth of symbiotic dinoflagellate Amphidinium sp. The analysis of their spectral data revealed that amphidinins C-F (1-4) were 4,5-seco-analogues of amphidinolide Q (5). The absolute configurations of the new compounds were elucidated by the combination of J-based configuration analysis, modified Mosher's method, and chemical derivatization. Amphidinins D (2) and F (4) are the first glycosides related to amphidinolides. Amphidinins C-F (1-4) showed antimicrobial activity against bacteria and/or fungi.

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Amphidinins C-F, amphidinolide Q analogues from marine dinoflagellate Amphidinium sp.

Abstract

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UN SDGs

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