Teuchamaedol A, a new neo-clerodane diterpenoid from the aerial parts of Teucrium chamaedrys

Shin ichiro Kurimoto; Koji Wakabayashi; Yu F. Sasaki; Takanori Nakamura; Takaaki Kubota

doi:10.1016/j.tetlet.2022.153890

Teuchamaedol A, a new neo-clerodane diterpenoid from the aerial parts of Teucrium chamaedrys

Shin ichiro Kurimoto, Koji Wakabayashi, Yu F. Sasaki, Takanori Nakamura, Takaaki Kubota

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

Abstract

A new neo-clerodane diterpenoid, teuchamaedol A (1) was isolated from the EtOAc-soluble materials of the aerial parts of Teucrium chamaedrys. The structure of 1 was elucidated on the basis of spectral data. The absolute configuration of 1 was determined by modified Mosher's method. Teuchamaedol A (1) is the first neo-clerodane diterpenoid possessing a tetrahydrofuran moiety without additional oxygen function.

Original language	English
Article number	153890
Journal	Tetrahedron Letters
Volume	100
DOIs	https://doi.org/10.1016/j.tetlet.2022.153890
Publication status	Published - Jun 22 2022
Externally published	Yes

Keywords

Diterpenoid
Lamiaceae
neo-Clerodane
Teucrium chamaedrys

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2022.153890

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title = "Teuchamaedol A, a new neo-clerodane diterpenoid from the aerial parts of Teucrium chamaedrys",

abstract = "A new neo-clerodane diterpenoid, teuchamaedol A (1) was isolated from the EtOAc-soluble materials of the aerial parts of Teucrium chamaedrys. The structure of 1 was elucidated on the basis of spectral data. The absolute configuration of 1 was determined by modified Mosher's method. Teuchamaedol A (1) is the first neo-clerodane diterpenoid possessing a tetrahydrofuran moiety without additional oxygen function.",

keywords = "Diterpenoid, Lamiaceae, neo-Clerodane, Teucrium chamaedrys",

author = "Kurimoto, {Shin ichiro} and Koji Wakabayashi and Sasaki, {Yu F.} and Takanori Nakamura and Takaaki Kubota",

note = "Funding Information: We thank Mr. K. Chiba, The Instrument Analysis Equipment Research Center, Showa Pharmaceutical University, for measurements of MS. This work was partly supported by the Mishima Kaiun Memorial Foundation and JSPS KAKENHI Grant Number JP16K18903 . Publisher Copyright: {\textcopyright} 2022 Elsevier Ltd",

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doi = "10.1016/j.tetlet.2022.153890",

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AU - Kurimoto, Shin ichiro

AU - Wakabayashi, Koji

AU - Sasaki, Yu F.

AU - Nakamura, Takanori

AU - Kubota, Takaaki

N1 - Funding Information: We thank Mr. K. Chiba, The Instrument Analysis Equipment Research Center, Showa Pharmaceutical University, for measurements of MS. This work was partly supported by the Mishima Kaiun Memorial Foundation and JSPS KAKENHI Grant Number JP16K18903 . Publisher Copyright: © 2022 Elsevier Ltd

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N2 - A new neo-clerodane diterpenoid, teuchamaedol A (1) was isolated from the EtOAc-soluble materials of the aerial parts of Teucrium chamaedrys. The structure of 1 was elucidated on the basis of spectral data. The absolute configuration of 1 was determined by modified Mosher's method. Teuchamaedol A (1) is the first neo-clerodane diterpenoid possessing a tetrahydrofuran moiety without additional oxygen function.

AB - A new neo-clerodane diterpenoid, teuchamaedol A (1) was isolated from the EtOAc-soluble materials of the aerial parts of Teucrium chamaedrys. The structure of 1 was elucidated on the basis of spectral data. The absolute configuration of 1 was determined by modified Mosher's method. Teuchamaedol A (1) is the first neo-clerodane diterpenoid possessing a tetrahydrofuran moiety without additional oxygen function.

KW - Diterpenoid

KW - Lamiaceae

KW - neo-Clerodane

KW - Teucrium chamaedrys

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Teuchamaedol A, a new neo-clerodane diterpenoid from the aerial parts of Teucrium chamaedrys

Abstract

Keywords

ASJC Scopus subject areas

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