Neo-clerodane diterpenes from Ajuga turkestanica

Mary H. Grace; Diana M. Cheng; Ilya Raskin; Mary Ann Lila

doi:10.1016/j.phytol.2008.03.004

Neo-clerodane diterpenes from Ajuga turkestanica

Mary H. Grace
, Diana M. Cheng
, Ilya Raskin
, Mary Ann Lila

Natural Resources and Environmental Sciences

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

Abstract

The ethyl acetate extract of the aerial parts of Ajuga turkestanica afforded 6 neo-clerodane diterpenes, including two novel compounds, 14,15-dihydroajugachin B (1) and 14-hydro-15-methoxyajugachin B (2), in addition to the known diterpenoids chamaepitin (3), ajugachin B (4), ajugapitin (5) and lupulin A (6). Structures were established through exhaustive NMR spectroscopic analysis and chemical transformation in the case of 1. The full ¹H and ¹³C NMR assignment of the C-15 R and S configurations of 14-hydro-15-methoxyajugachin B and chamaepitin were elucidated.

Original language	English (US)
Pages (from-to)	81-84
Number of pages	4
Journal	Phytochemistry Letters
Volume	1
Issue number	2
DOIs	https://doi.org/10.1016/j.phytol.2008.03.004
State	Published - Aug 21 2008

Keywords

14,15-Dihydroajugachin B
14-Hydro-15-methoxyajugachin B
Ajuga turkestanica
Labiatae
Neo-clerodane diterpenes

ASJC Scopus subject areas

Biotechnology
Biochemistry
Agronomy and Crop Science
Plant Science

Online availability

10.1016/j.phytol.2008.03.004

Library availability

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title = "Neo-clerodane diterpenes from Ajuga turkestanica",

abstract = "The ethyl acetate extract of the aerial parts of Ajuga turkestanica afforded 6 neo-clerodane diterpenes, including two novel compounds, 14,15-dihydroajugachin B (1) and 14-hydro-15-methoxyajugachin B (2), in addition to the known diterpenoids chamaepitin (3), ajugachin B (4), ajugapitin (5) and lupulin A (6). Structures were established through exhaustive NMR spectroscopic analysis and chemical transformation in the case of 1. The full 1H and 13C NMR assignment of the C-15 R and S configurations of 14-hydro-15-methoxyajugachin B and chamaepitin were elucidated.",

keywords = "14,15-Dihydroajugachin B, 14-Hydro-15-methoxyajugachin B, Ajuga turkestanica, Labiatae, Neo-clerodane diterpenes",

author = "Grace, \{Mary H.\} and Cheng, \{Diana M.\} and Ilya Raskin and Lila, \{Mary Ann\}",

note = "The authors would like to gratefully thank the Fogarty International Center of the National Institutes of Health (NIH) under U01 TW006674 for the International Cooperative Biodiversity Groups for funding this work. We appreciate the aid of Dr. Igor V. Belolipov, Tashkent State Agrarian University, Tashkent, Uzbekistan, for arranging for collection of Ajuga foliage.",

year = "2008",

month = aug,

day = "21",

doi = "10.1016/j.phytol.2008.03.004",

language = "English (US)",

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journal = "Phytochemistry Letters",

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number = "2",

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TY - JOUR

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AU - Grace, Mary H.

AU - Cheng, Diana M.

AU - Raskin, Ilya

AU - Lila, Mary Ann

N1 - The authors would like to gratefully thank the Fogarty International Center of the National Institutes of Health (NIH) under U01 TW006674 for the International Cooperative Biodiversity Groups for funding this work. We appreciate the aid of Dr. Igor V. Belolipov, Tashkent State Agrarian University, Tashkent, Uzbekistan, for arranging for collection of Ajuga foliage.

PY - 2008/8/21

Y1 - 2008/8/21

N2 - The ethyl acetate extract of the aerial parts of Ajuga turkestanica afforded 6 neo-clerodane diterpenes, including two novel compounds, 14,15-dihydroajugachin B (1) and 14-hydro-15-methoxyajugachin B (2), in addition to the known diterpenoids chamaepitin (3), ajugachin B (4), ajugapitin (5) and lupulin A (6). Structures were established through exhaustive NMR spectroscopic analysis and chemical transformation in the case of 1. The full 1H and 13C NMR assignment of the C-15 R and S configurations of 14-hydro-15-methoxyajugachin B and chamaepitin were elucidated.

AB - The ethyl acetate extract of the aerial parts of Ajuga turkestanica afforded 6 neo-clerodane diterpenes, including two novel compounds, 14,15-dihydroajugachin B (1) and 14-hydro-15-methoxyajugachin B (2), in addition to the known diterpenoids chamaepitin (3), ajugachin B (4), ajugapitin (5) and lupulin A (6). Structures were established through exhaustive NMR spectroscopic analysis and chemical transformation in the case of 1. The full 1H and 13C NMR assignment of the C-15 R and S configurations of 14-hydro-15-methoxyajugachin B and chamaepitin were elucidated.

KW - 14,15-Dihydroajugachin B

KW - 14-Hydro-15-methoxyajugachin B

KW - Ajuga turkestanica

KW - Labiatae

KW - Neo-clerodane diterpenes

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DO - 10.1016/j.phytol.2008.03.004

M3 - Article

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SN - 1874-3900

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JO - Phytochemistry Letters

JF - Phytochemistry Letters

IS - 2

ER -

Neo-clerodane diterpenes from Ajuga turkestanica

Abstract

Keywords

ASJC Scopus subject areas

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