Quinone Derivatives by Chemical Transformations of 16-Hydroxycarnosol from Salvia Species
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- Marrero Joaquín González
- Instituto Universitario de Bio-Orgánica “Antonio González”, Universidad de La Laguna
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- Andrés Lucía San
- Instituto Universitario de Bio-Orgánica “Antonio González”, Universidad de La Laguna
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- Luis Javier Gutiérrez
- Instituto Universitario de Bio-Orgánica “Antonio González”, Universidad de La Laguna
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Abstract
The known diterpenes 12,16-epoxycarnosol (2), isotanshinone II (6), and (+)-neocryptotanshinone (8) were obtained by partial synthesis from 16-hydroxycarnosol (1), a C-16 hydroxylated abietatriene diterpene isolated in relative abundance from the aerial part of Salvia mellifera GREENE. The physical and spectroscopic data of these semisynthetic diterpenes were identical to those given for the natural ones in the literature. These abietane diterpenes have very interesting biological activities and the semisynthetic approach described here represents an alternative to obtain them from other major diterpenes isolated from Salvia species. Additionally, seven new semisynthetic diterpene analogues, 11,14-dioxo-12,16-epoxy-8,12-abietadien-20,7β-olide (3), 11,14-dioxo-12,16-epoxy-8,12,15(16)-abietatrien-20,7β-olide (4), 15,16-didehydro-12,16-epoxycarnosol (5), 1-oxoisotanshinone II (7), 16-hydroxycolumbaridione (9), 12,16-diacetoxycolumbaridione (10), and 14-methoxy-12,16-epoxycarnosol (13), were obtained from 1. The structures of the new compounds were established based on their spectroscopic data.
Journal
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- Chemical and Pharmaceutical Bulletin
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Chemical and Pharmaceutical Bulletin 53 (12), 1524-1529, 2005
The Pharmaceutical Society of Japan
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Details 詳細情報について
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- CRID
- 1390282679145307008
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- NII Article ID
- 110004049469
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- NII Book ID
- AA00602100
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- ISSN
- 13475223
- 00092363
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- NDL BIB ID
- 7720681
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- Text Lang
- en
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- Data Source
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- JaLC
- NDL
- Crossref
- CiNii Articles
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- Abstract License Flag
- Disallowed