Jones oxidation of 20-hydroxyecdysone (Crustecdysone)
Abstract
Oxidation of 20-hydroxyecdysone ( crustecdysone ) (4) with Jones reagent gives a 2:1 mixture of posterone (1) and its 3-keto derivative (2). A possible source of (2) is suggested.
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Complex phytochemical mixtures can exert diverse biochemical effects on cellular signaling pathways, protein synthesis, and enzymatic activities, and positive interactions between molecules, termed potentiation, can lead to additive or synergistic effects that enhance the individual bioactivity of a particular molecule.
“Complex phytochemical mixtures can exert diverse biochemical effects on cellular signaling pathways, protein synthesis, and enzymatic activities as presented in Fig. 11. The positive interactions between molecules, termed potentiation, can lead to additive or synergistic effects that enhance the individual bioactivity of a particular molecule161.”
From The Phytochemical, Biological, and Medicinal Attributes of Phytoecdysteroids: An Updated Review (2021) · cites this paper as [161]
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“Poststerone (7) was previously published to form when oxidizing 20E (1) with NaIO4 (yield not reported) [20] or with Jones reagent (62% yield) [21].”
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ChemInform Abstract: Jones Oxidation of 20‐Hydroxyecdysone (Crustecdysone).
Petersen, Q. R., CAMBIE, R. C., & Russell, R. G. G. (1994) · ChemInform · doi:10.1002/chin.199409236
Self-citationPreparation of bioactive oxidized ecdysteroid derivatives
Issaadi, H. M. (2019) · doi:10.14232/phd.10913
- Authors
- Petersen, Q., Cambie, R., & Russell, G.
- Venue
- Australian Journal of Chemistry
- Publisher
- CSIRO Publishing
- Published
- 1993-12-01
- Volume
- 46
- Issue
- 12
- Pages
- 1961-1964
- ISSN
- 0004-9425 (ISSN-L)
- 1445-0038
- OpenAlex
- W2953012594
- Cited by
- 21
- References
- 0
- Citations by year
- 2025: 1 · 2021: 1 · 2020: 3 · 2019: 2 · 2018: 2 · 2017: 2
- FWCI
- 0.13
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Australian Journal of Chemistry (publishedVersion)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Steroid Chemistry and Biochemistry
- Physical Sciences › Chemistry › Organic Chemistry › Oxidative Organic Chemistry Reactions
- Physical Sciences › Chemistry › Organic Chemistry › Organic Chemistry Synthesis Methods
- Keywords
- Jones oxidation, 20-hydroxyecdysone, ecdysteroids, oxidation products
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