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

19 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

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

Access to Document

10.1021/ol502685z

Cite this

@article{8b1c3d56d5b146f0b86e70ea07591ff9,

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.",

author = "Takaaki Kubota and Takahiro Iwai and Kanae Sakai and Tohru Gonoi and Jun'ichi Kobayashi",

note = "Publisher Copyright: {\textcopyright} 2014 American Chemical Society.",

year = "2014",

month = nov,

day = "7",

doi = "10.1021/ol502685z",

language = "English",

volume = "16",

pages = "5624--5627",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "21",

}

TY - JOUR

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.

UR - http://www.scopus.com/inward/record.url?scp=84910017419&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84910017419&partnerID=8YFLogxK

U2 - 10.1021/ol502685z

DO - 10.1021/ol502685z

M3 - Article

C2 - 25347521

AN - SCOPUS:84910017419

VL - 16

SP - 5624

EP - 5627

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 21

ER -

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

Abstract

ASJC Scopus subject areas

UN SDGs

Access to Document

Other files and links

Fingerprint

Cite this