Ishigadine A, a new canthin-6-one alkaloid from an Okinawan marine sponge Hyrtios sp.

Hideaki Takahashi; Shin ichiro Kurimoto; Jun'ichi Kobayashi; Takaaki Kubota

doi:10.1016/j.tetlet.2018.11.019

Ishigadine A, a new canthin-6-one alkaloid from an Okinawan marine sponge Hyrtios sp.

Hideaki Takahashi, Shin ichiro Kurimoto, Jun'ichi Kobayashi, Takaaki Kubota

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

4 Citations (Scopus)

Abstract

A new indole alkaloid with the canthin-6-one skeleton, ishigadine A, has been isolated from an Okinawan marine sponge Hyrtios sp. The structure of ishigadine A was elucidated on the basis of spectroscopic analyses. Ishigadine A is a new canthin-6-one alkaloid possessing a hydroxy group, a 1,3-dimethyl-4-methylthioimidazolium, and a 1-propylguanidine. Ishigadine A is the third canthin-6-one alkaloid from sponges. Ishigadine A might be generated from L-arginine, L-histidine, and L-tryptophan. Ishigadine A exhibited moderate cytotoxicity against L1210 murine leukemia cells.

Original language	English
Pages (from-to)	4500-4502
Number of pages	3
Journal	Tetrahedron Letters
Volume	59
Issue number	51
DOIs	https://doi.org/10.1016/j.tetlet.2018.11.019
Publication status	Published - Dec 19 2018
Externally published	Yes

Keywords

Canthin-6-one
Cytotoxicity
Hyrtios sp.
Ishigadine A
Marine sponge

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

UN SDGs

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

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10.1016/j.tetlet.2018.11.019

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title = "Ishigadine A, a new canthin-6-one alkaloid from an Okinawan marine sponge Hyrtios sp.",

abstract = "A new indole alkaloid with the canthin-6-one skeleton, ishigadine A, has been isolated from an Okinawan marine sponge Hyrtios sp. The structure of ishigadine A was elucidated on the basis of spectroscopic analyses. Ishigadine A is a new canthin-6-one alkaloid possessing a hydroxy group, a 1,3-dimethyl-4-methylthioimidazolium, and a 1-propylguanidine. Ishigadine A is the third canthin-6-one alkaloid from sponges. Ishigadine A might be generated from L-arginine, L-histidine, and L-tryptophan. Ishigadine A exhibited moderate cytotoxicity against L1210 murine leukemia cells.",

keywords = "Canthin-6-one, Cytotoxicity, Hyrtios sp., Ishigadine A, Marine sponge",

author = "Hideaki Takahashi and Kurimoto, {Shin ichiro} and Jun'ichi Kobayashi and Takaaki Kubota",

note = "Funding Information: We thank the late Mr. Z. Nagahama for his help with sponge collection, Mr. K. Chiba, The Instrument Analysis Equipment Research Center, Showa Pharmaceutical University, and Mr. T. Hirose and Ms. S. Oka, Instrumental Analysis Division, Global Facility Center, Creative Research Institution, Hokkaido University, for measurements of MS. This work was partly supported by the Mishima Kaiun Memorial Foundation , a Grant-in-Aid for Young Scientists of Showa Pharmaceutical University, and JSPS KAKENHI Grant Numbers JP16K18903 , JP17K08345 . Publisher Copyright: {\textcopyright} 2018 Elsevier Ltd",

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doi = "10.1016/j.tetlet.2018.11.019",

language = "English",

volume = "59",

pages = "4500--4502",

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T1 - Ishigadine A, a new canthin-6-one alkaloid from an Okinawan marine sponge Hyrtios sp.

AU - Takahashi, Hideaki

AU - Kurimoto, Shin ichiro

AU - Kobayashi, Jun'ichi

AU - Kubota, Takaaki

N1 - Funding Information: We thank the late Mr. Z. Nagahama for his help with sponge collection, Mr. K. Chiba, The Instrument Analysis Equipment Research Center, Showa Pharmaceutical University, and Mr. T. Hirose and Ms. S. Oka, Instrumental Analysis Division, Global Facility Center, Creative Research Institution, Hokkaido University, for measurements of MS. This work was partly supported by the Mishima Kaiun Memorial Foundation , a Grant-in-Aid for Young Scientists of Showa Pharmaceutical University, and JSPS KAKENHI Grant Numbers JP16K18903 , JP17K08345 . Publisher Copyright: © 2018 Elsevier Ltd

PY - 2018/12/19

Y1 - 2018/12/19

N2 - A new indole alkaloid with the canthin-6-one skeleton, ishigadine A, has been isolated from an Okinawan marine sponge Hyrtios sp. The structure of ishigadine A was elucidated on the basis of spectroscopic analyses. Ishigadine A is a new canthin-6-one alkaloid possessing a hydroxy group, a 1,3-dimethyl-4-methylthioimidazolium, and a 1-propylguanidine. Ishigadine A is the third canthin-6-one alkaloid from sponges. Ishigadine A might be generated from L-arginine, L-histidine, and L-tryptophan. Ishigadine A exhibited moderate cytotoxicity against L1210 murine leukemia cells.

AB - A new indole alkaloid with the canthin-6-one skeleton, ishigadine A, has been isolated from an Okinawan marine sponge Hyrtios sp. The structure of ishigadine A was elucidated on the basis of spectroscopic analyses. Ishigadine A is a new canthin-6-one alkaloid possessing a hydroxy group, a 1,3-dimethyl-4-methylthioimidazolium, and a 1-propylguanidine. Ishigadine A is the third canthin-6-one alkaloid from sponges. Ishigadine A might be generated from L-arginine, L-histidine, and L-tryptophan. Ishigadine A exhibited moderate cytotoxicity against L1210 murine leukemia cells.

KW - Canthin-6-one

KW - Cytotoxicity

KW - Hyrtios sp.

KW - Ishigadine A

KW - Marine sponge

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ER -

Ishigadine A, a new canthin-6-one alkaloid from an Okinawan marine sponge Hyrtios sp.

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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