Definitive 1H- and 13C-nmr Assignments of Artemisinin (Qinghaosu)

Blaskó, Gábor; Cordell, Geoffrey A.; Lankin, David C.

doi:10.1021/np50060a040

Cited by 42Molecular spectroscopy and chiralitySesquiterpenes and Asteraceae StudiesPhytochemical compounds biological activities

Definitive 1H- and 13C-nmr Assignments of Artemisinin (Qinghaosu)

Blaskó, Gábor, Cordell, Geoffrey A., Lankin, David C.·1988·Journal of Natural Products

DOI 10.1021/np50060a040

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ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTDefinitive 1H- and 13C-nmr Assignments of Artemisinin (Qinghaosu)Gábor Blaskó, Geoffrey A. Cordell, and David C. LankinCite this: J. Nat. Prod. 1988, 51, 6, 1273–1276Publication Date (Print):November 1, 1988Publication History Published online1 July 2004Published inissue 1 November 1988https://pubs.acs.org/doi/10.1021/np50060a040https://doi.org/10.1021/np50060a040research-articleACS PublicationsRequest reuse permissionsArticle Views1261Altmetric-Citations33LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose Get e-Alerts

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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 [220]

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The Biosynthesis of Artemisinin (Qinghaosu) and the Phytochemistry of Artemisia annua L. (Qinghao)
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“…1.73 (1H, m, H-8α), 1.79 (1H, m, H-8a), 1.67 (1H, m, H-5a), 1.52 (1H, m, H-7β), 1.49 (1H, m, H-8β), 1.46 (3H, s, Me-13), 1.23 (3H, d, J=7.0 Hz Me-15), 1.32 (3H, s, Me-14) aFor the purpose of comparison, the spectral data of artemisinin from the reference Blasko and Cordell (1988) are presented here”
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“…among sesquiterpenoids, bicyclic compounds of seco-cadinanes as α/β dihydroartemisinin (1), artemisinin (2), amorphane as artemisic acid (3) (Blaskó & Cordell 1988; Kim & Lim 1989; Brown 2010; Carbonara et al. 2012; Kardono et al. 2014), and absinthin (4) a dimeric guaianolide (Zhang et…”
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“In its 1H NMR spectrum, in comparison to the starting material 1 (Blasko and Cordell 1988), the peak at δ 5.87 (1H, s, H-12) disappeared and new peaks at δ 4.38 (1H, d, J=12.4 Hz, H-12α) and 4.13 (1H, d, J=12.8 Hz, H-12β) were observed instead; the peak at δ 1.44 (3H, s, Me-13) disappeared, and new…”
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“Assignments of (1)H chemical shifts of ART, ORC, RES and PVP-VA were carried out previously [25-30] (detailed in Table S4 in the Supporting Materials).”
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“(1988) [32]”
Influential
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“1H and 13C NMR spectra of the hyperbranched G4-PEG6k-OH DLD hybrid were also obtained in CDCl3 in order to compare our data to those in the literature (Menjoge et al.”
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“Comparisons with literature data led to the identification of these compounds: kaempferol ( 1 ) (Aisyah et al. 2017), artemisinin ( 2 ) (Blaskó et al. 1988), luteolin-7-glucoside ( 3 ) (Chiang et al. 2021), 1,5-di-O -caffeoylquinic acid ( 4 ) (Wan et al. 2017), vitexin ( 5 ) (Xu et al. 2022), and…”
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Isolation, characterization and quantification of artemisinin by NMR from Argentinean Artemisia annua L. (Aislamiento, caracterización e identificación de artemininina por RMN de Artemisia annua L. argentina)
Rimada, R. S., Gatti, W. O., Jeandupeux, R., & Cafferata, L. F. R. (2009)
Struktur und Eigenschaften von Artemisinin
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Authors: Blaskó, G., Cordell, G. A., & Lankin, D. C.
ORCID: Lankin, David C.
Venue: Journal of Natural Products
Publisher: American Chemical Society (ACS)
Published: 1988-11
Volume: 51
Issue: 6
Pages: 1273-1276
ISSN: 0163-3864 (ISSN-L)
1520-6025
DOI: 10.1021/np50060a040
OpenAlex: W1998102937
Cited by: 42
References: 0
Citations by year: 2025: 1 · 2024: 2 · 2021: 2 · 2020: 2 · 2019: 3 · 2017: 1 · 2016: 1 · 2015: 3 · 2013: 1 · 2012: 3
FWCI: 1.36
Type: journal article
Language: en
Open access: closed
Locations: Journal of Natural Products (publishedVersion)
Topics: Physical Sciences › Chemistry › Spectroscopy › Molecular spectroscopy and chirality
Life Sciences › Biochemistry, Genetics and Molecular Biology › Cancer Research › Sesquiterpenes and Asteraceae Studies
Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Phytochemical compounds biological activities
Keywords: artemisinin, NMR resonance assignment, 1H NMR, 13C NMR, sesquiterpene lactones, structure elucidation, natural product structure

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Definitive 1H- and 13C-nmr Assignments of Artemisinin (Qinghaosu)

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