Tyrokeradines G and H, new bromotyrosine alkaloids from an Okinawan Verongid sponge

Takaaki Kubota; Shinya Watase; Kanae Sakai; Jane Fromont; Tohru Gonoi; Jun'Ichi Kobayashi

doi:10.1016/j.bmcl.2015.09.061

Tyrokeradines G and H, new bromotyrosine alkaloids from an Okinawan Verongid sponge

Takaaki Kubota, Shinya Watase, Kanae Sakai, Jane Fromont, Tohru Gonoi, Jun'Ichi Kobayashi

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

9 Citations (Scopus)

Abstract

Two new bromotyrosine alkaloids, tyrokeradines G (1) and H (2), have been isolated from an Okinawan marine sponge of the order Verongida. The structures of 1 and 2 were elucidated on the basis of spectroscopic data. Tyrokeradine G (1) is the first bromotyrosine alkaloid possessing a β-alanine unit, while tyrokeradine H (2) is a rare bromotyrosine alkaloid possessing a N-substituted pyridinium ring. Tyrokeradines G (1) and H (2) showed antifungal activity.

Original language	English
Pages (from-to)	5221-5223
Number of pages	3
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	25
Issue number	22
DOIs	https://doi.org/10.1016/j.bmcl.2015.09.061
Publication status	Published - Nov 15 2015
Externally published	Yes

Keywords

Antifungal activity
Bromotyrosine alkaloid
Marine sponge
Order Verongida

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

UN SDGs

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

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10.1016/j.bmcl.2015.09.061

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title = "Tyrokeradines G and H, new bromotyrosine alkaloids from an Okinawan Verongid sponge",

abstract = "Two new bromotyrosine alkaloids, tyrokeradines G (1) and H (2), have been isolated from an Okinawan marine sponge of the order Verongida. The structures of 1 and 2 were elucidated on the basis of spectroscopic data. Tyrokeradine G (1) is the first bromotyrosine alkaloid possessing a β-alanine unit, while tyrokeradine H (2) is a rare bromotyrosine alkaloid possessing a N-substituted pyridinium ring. Tyrokeradines G (1) and H (2) showed antifungal activity.",

keywords = "Antifungal activity, Bromotyrosine alkaloid, Marine sponge, Order Verongida",

author = "Takaaki Kubota and Shinya Watase and Kanae Sakai and Jane Fromont and Tohru Gonoi and Jun'Ichi Kobayashi",

note = "Funding Information: We thank late Mr. Z. Nagahama for his help with sponge collection, and Ms. S. Oka, Instrumental Analysis Division, Equipment Management Center, Creative Research Institution, Hokkaido University, for measurements of ESIMS. This work was supported by JSPS KAKENHI Grant Number 25460115 . Publisher Copyright: {\textcopyright} 2015 Elsevier Ltd. All rights reserved.",

year = "2015",

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doi = "10.1016/j.bmcl.2015.09.061",

language = "English",

volume = "25",

pages = "5221--5223",

journal = "Bioorganic and Medicinal Chemistry Letters",

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T1 - Tyrokeradines G and H, new bromotyrosine alkaloids from an Okinawan Verongid sponge

AU - Kubota, Takaaki

AU - Watase, Shinya

AU - Sakai, Kanae

AU - Fromont, Jane

AU - Gonoi, Tohru

AU - Kobayashi, Jun'Ichi

N1 - Funding Information: We thank late Mr. Z. Nagahama for his help with sponge collection, and Ms. S. Oka, Instrumental Analysis Division, Equipment Management Center, Creative Research Institution, Hokkaido University, for measurements of ESIMS. This work was supported by JSPS KAKENHI Grant Number 25460115 . Publisher Copyright: © 2015 Elsevier Ltd. All rights reserved.

PY - 2015/11/15

Y1 - 2015/11/15

N2 - Two new bromotyrosine alkaloids, tyrokeradines G (1) and H (2), have been isolated from an Okinawan marine sponge of the order Verongida. The structures of 1 and 2 were elucidated on the basis of spectroscopic data. Tyrokeradine G (1) is the first bromotyrosine alkaloid possessing a β-alanine unit, while tyrokeradine H (2) is a rare bromotyrosine alkaloid possessing a N-substituted pyridinium ring. Tyrokeradines G (1) and H (2) showed antifungal activity.

AB - Two new bromotyrosine alkaloids, tyrokeradines G (1) and H (2), have been isolated from an Okinawan marine sponge of the order Verongida. The structures of 1 and 2 were elucidated on the basis of spectroscopic data. Tyrokeradine G (1) is the first bromotyrosine alkaloid possessing a β-alanine unit, while tyrokeradine H (2) is a rare bromotyrosine alkaloid possessing a N-substituted pyridinium ring. Tyrokeradines G (1) and H (2) showed antifungal activity.

KW - Antifungal activity

KW - Bromotyrosine alkaloid

KW - Marine sponge

KW - Order Verongida

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SN - 0960-894X

VL - 25

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JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 22

ER -

Tyrokeradines G and H, new bromotyrosine alkaloids from an Okinawan Verongid sponge

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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