Syntheses of dihydroartemisinic acid and dihydro-epi-deoxyarteannuin B incorporating a stable isotope label at the 15-position for studies into the biosynthesis of artemisinin
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The DHAAOOH intermediate can also give rise to both dihydroepideoxyarteannuin B (DHEDB) and (by Hock-cleavage) deoxyartemisinin.
“Previous work has shown that the DHAAOOH intermediate can also give rise to both dihydroepideoxyarteannuin B (DHEDB) (31), and (by Hock-cleavage) deoxyartemisinin (17).”
From <i>Artemisia annua</i> mutant impaired in artemisinin synthesis demonstrates importance of nonenzymatic conversion in terpenoid metabolism (2016) · cites this paper as [31]
More recent experiments using stable isotope-labeled dihydro-epi-deoxyarteannuin B (485) fed to an intact plant system showed no detectable incorporation into artemisinin (495), although three novel hydroxylated metabolites were obtained in significant quantities.
“However, once again, more recent experiments using dihydro-epi-deoxyarteannuin B (485) which had been labelled with a stable isotope [169] and fed to an intact plant system have shown no detectable incorporation into artemisinin (495); although three novel hydroxylated metabolites were obtained in significant quantities from this feeding experiment [190].”
From The Biosynthesis of Artemisinin (Qinghaosu) and the Phytochemistry of Artemisia annua L. (Qinghao) (2010) · cites this paper as [169]
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References 20 · Cited by 27
- Authors
- Sy, L.-K., Zhu, N.-Y., & Brown, G. D.
- Affiliations
- University of Hong Kong (HK)
- Corresponding author
- Brown, Geoffrey D
- ORCID
- Brown, Geoffrey D
- Venue
- Tetrahedron
- Publisher
- Elsevier BV
- Published
- 2001-10
- Volume
- 57
- Issue
- 40
- Pages
- 8495-8510
- ISSN
- 0040-4020 (ISSN-L)
- OpenAlex
- W2023978251
- Cited by
- 27
- References
- 20
- Citations by year
- 2026: 2 · 2025: 2 · 2024: 1 · 2020: 1 · 2018: 1 · 2017: 1 · 2016: 3 · 2015: 1 · 2013: 1 · 2012: 2
- FWCI
- 0.70
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Tetrahedron (publishedVersion)
- The HKU Scholars Hub (University of Hong Kong) (submittedVersion)
- Funders
- University of Hong Kong
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Plant biochemistry and biosynthesis
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Cancer Research › Sesquiterpenes and Asteraceae Studies
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Biological Activity of Diterpenoids and Biflavonoids
- Keywords
- dihydroartemisinic acid, artemisinin biosynthesis, stable isotope labeling, autoxidation, Artemisia annua, feeding experiments, sesquiterpene lactones
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