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New Myrsinol-Related Polyfunctional Pentacyclic Diterpene Esters from Roots of Euphorbia prolifera
Abstract
Five Euphorbia substances, SPr1-SPr5, were isolated from the roots of Euphorbia prolifera. They were found to have similar structures but were inactive in a mouse ear inflammation assay. By nmr analysis and after single-crystal X-ray crystallography the structure of SPr5 was established as a hexaester (tetraacetate-benzoate-propionate) of a hitherto unknown polyfunctional pentacyclic diterpene parent alcohol, structurally related to myrsinol. As judged from its nmr spectra, SPr4 is an analogue of SPr5, carrying an isobutyrate substituent in place of a benzoate ester functionality. SPr1-SPr3 were partially characterized by their mass spectra as esters of diterpene parent alcohols possibly related to the myrsinol structure. SPr1-SPr5 may represent one of the product lines branching off the proposed main route of biogenesis of the oligocyclic diterpenoid skin irritants and tumor promoters occurring in many, but not all, of the species in the plant families Thymelaeaceae and Euphorbiaceae.
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Metadata
- Authors
- Wu, D., Sorg, B., & Hecker, E.
- ORCID
- Venue
- Journal of Natural Products
- Publisher
- American Chemical Society (ACS)
- Published
- 1995-03
- Volume
- 58
- Issue
- 3
- Pages
- 408-413
- ISSN
- 0163-3864 (ISSN-L)
- 1520-6025
- OpenAlex
- W2038585955
- Cited by
- 32
- References
- 0
- Citations by year
- 2026: 1 · 2023: 1 · 2022: 1 · 2019: 3 · 2015: 3 · 2014: 2 · 2012: 4
- FWCI
- 0.37
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of Natural Products (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Physical Sciences › Chemistry › Organic Chemistry › Bioactive Natural Diterpenoids Research
- Physical Sciences › Chemistry › Organic Chemistry › Biological Activity of Diterpenoids and Biflavonoids
- Life Sciences › Agricultural and Biological Sciences › Plant Science › Phytochemistry and Biological Activities
- Keywords
- diterpene esters, roots, structure elucidation, skin irritants, tumor promoters, Thymelaeaceae, Euphorbiaceae, natural product isolation
- MeSH terms
- Animals, Chromatography, Thin Layer, Diterpenes, Ear, External, Esters, Irritants, Molecular Conformation, Magnetic Resonance Spectroscopy, Plants, Medicinal, Crystallography, X-Ray, Plant Roots, Mice
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- This page
- CoChat. (2026). Citation check: New Myrsinol-Related Polyfunctional Pentacyclic Diterpene Esters from Roots of Euphorbia prolifera. https://app.cochat.ai/papers/10.1021/np50117a009
- The paper
- Wu, D., Sorg, B., & Hecker, E. (1995). New Myrsinol-Related Polyfunctional Pentacyclic Diterpene Esters from Roots of Euphorbia prolifera. Journal of Natural Products. https://doi.org/10.1021/np50117a009
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Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
