Qinghaosu: 1H and 13C nuclear magnetic resonance spectral assignments and luminescence
Abstract
The complete assignment of the 1H and 13C nmr signals for Qinghaosu 1 has been made. Treatment of 1 with methoxide ion at 80 °C results in bright luminescence when carried out in the presence of fluorescers. Several products are formed when methanol is present, but in toluene only one product is formed when methanol-free methoxide is used. Its structure is tentatively assigned as 1-(1-methoxycarbonylethyl)-2,6-dimethyl-2-hydroxybicyclo[3.3.1]nonan-9-one.
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The unusual endoperoxide group in artemisinin has been confirmed by a variety of means, and the absolute stereochemistry of artemisinin has been established by X-ray crystallography.
“The unusual endoperoxide group in artemisinin has been confirmed by a variety of means [219,220,221,222,223,224,225,226] and the absolute stereochemistry of artemisinin has been established by X-ray crystallography [227].”
From The Biosynthesis of Artemisinin (Qinghaosu) and the Phytochemistry of Artemisia annua L. (Qinghao) (2010) · cites this paper as [225]
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- Authors
- Zhongshan, W., Nakashima, T. T., Kopecky, K. R., & Molina, J.
- Venue
- Canadian Journal of Chemistry
- Publisher
- Canadian Science Publishing
- Published
- 1985-11-01
- Volume
- 63
- Issue
- 11
- Pages
- 3070-3074
- ISSN
- 0008-4042 (ISSN-L)
- 1480-3291
- OpenAlex
- W2067154154
- Cited by
- 24
- References
- 0
- Citations by year
- 2024: 1 · 2023: 1 · 2017: 1 · 2014: 1
- FWCI
- 0.58
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Canadian Journal of Chemistry (publishedVersion)
- Topics
- Physical Sciences › Chemistry › Spectroscopy › Molecular spectroscopy and chirality
- Physical Sciences › Chemistry › Spectroscopy › Advanced NMR Techniques and Applications
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Phytochemical compounds biological activities
- Keywords
- artemisinin, NMR resonance assignment, 1H NMR, 13C NMR, luminescence, methoxide ion, structure elucidation, methanolysis
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