The structures of three new shishididemniols from a tunicate of the family Didemnidae

Hirotsugu Kobayashi; Yoshinari Miyata; Kohtaro Okada; Tsuyoshi Fujita; Takashi Iwashita; Yoichi Nakao; Nobuhiro Fusetani; Shigeki Matsunaga

doi:10.1016/j.tet.2007.04.081

The structures of three new shishididemniols from a tunicate of the family Didemnidae

Hirotsugu Kobayashi, Yoshinari Miyata, Kohtaro Okada, Tsuyoshi Fujita, Takashi Iwashita, Yoichi Nakao, Nobuhiro Fusetani, Shigeki Matsunaga^*

^*Corresponding author for this work

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

11 Citations (Scopus)

Abstract

Three new serinolipid derivatives, shishididemniols C (1), D (2), and E (3), were isolated as antibacterial constituents of a tunicate of the family Didemnidae. Their planar structures were elucidated by interpretation of NMR and MS data, whereas the absolute stereochemistry was determined by chemical conversions. Shishididemniols C (3), D (4), and E (5) exhibited antibacterial activity against the fish pathogenic bacterium Vibrio anguillarum.

Original language	English
Pages (from-to)	6748-6754
Number of pages	7
Journal	Tetrahedron
Volume	63
Issue number	29
DOIs	https://doi.org/10.1016/j.tet.2007.04.081
Publication status	Published - 2007 Jul 16
Externally published	Yes

Keywords

Antibacterial
Serinolipid
Tunicate
Vibrio anguillarum

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2007.04.081

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title = "The structures of three new shishididemniols from a tunicate of the family Didemnidae",

abstract = "Three new serinolipid derivatives, shishididemniols C (1), D (2), and E (3), were isolated as antibacterial constituents of a tunicate of the family Didemnidae. Their planar structures were elucidated by interpretation of NMR and MS data, whereas the absolute stereochemistry was determined by chemical conversions. Shishididemniols C (3), D (4), and E (5) exhibited antibacterial activity against the fish pathogenic bacterium Vibrio anguillarum.",

keywords = "Antibacterial, Serinolipid, Tunicate, Vibrio anguillarum",

author = "Hirotsugu Kobayashi and Yoshinari Miyata and Kohtaro Okada and Tsuyoshi Fujita and Takashi Iwashita and Yoichi Nakao and Nobuhiro Fusetani and Shigeki Matsunaga",

note = "Funding Information: Thanks are due to the crew of R/V Toyoshio-maru for assistance in collecting the tunicate. We thank Professor Takenori Kusumi, Tokushima University, for supplying both ( R )- and ( S )-2NMA. We also thank Professor Hidenori Watanabe, The University of Tokyo, for valuable discussion. This work was partially supported by Grant-in-aids from MEXT (Priority Area 16073207) and JSPS (Area B 16380142).",

year = "2007",

month = jul,

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doi = "10.1016/j.tet.2007.04.081",

language = "English",

volume = "63",

pages = "6748--6754",

journal = "Tetrahedron",

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T1 - The structures of three new shishididemniols from a tunicate of the family Didemnidae

AU - Kobayashi, Hirotsugu

AU - Miyata, Yoshinari

AU - Okada, Kohtaro

AU - Fujita, Tsuyoshi

AU - Iwashita, Takashi

AU - Nakao, Yoichi

AU - Fusetani, Nobuhiro

AU - Matsunaga, Shigeki

N1 - Funding Information: Thanks are due to the crew of R/V Toyoshio-maru for assistance in collecting the tunicate. We thank Professor Takenori Kusumi, Tokushima University, for supplying both ( R )- and ( S )-2NMA. We also thank Professor Hidenori Watanabe, The University of Tokyo, for valuable discussion. This work was partially supported by Grant-in-aids from MEXT (Priority Area 16073207) and JSPS (Area B 16380142).

PY - 2007/7/16

Y1 - 2007/7/16

N2 - Three new serinolipid derivatives, shishididemniols C (1), D (2), and E (3), were isolated as antibacterial constituents of a tunicate of the family Didemnidae. Their planar structures were elucidated by interpretation of NMR and MS data, whereas the absolute stereochemistry was determined by chemical conversions. Shishididemniols C (3), D (4), and E (5) exhibited antibacterial activity against the fish pathogenic bacterium Vibrio anguillarum.

AB - Three new serinolipid derivatives, shishididemniols C (1), D (2), and E (3), were isolated as antibacterial constituents of a tunicate of the family Didemnidae. Their planar structures were elucidated by interpretation of NMR and MS data, whereas the absolute stereochemistry was determined by chemical conversions. Shishididemniols C (3), D (4), and E (5) exhibited antibacterial activity against the fish pathogenic bacterium Vibrio anguillarum.

KW - Antibacterial

KW - Serinolipid

KW - Tunicate

KW - Vibrio anguillarum

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JO - Tetrahedron

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ER -

The structures of three new shishididemniols from a tunicate of the family Didemnidae

Abstract

Keywords

ASJC Scopus subject areas

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