The Absolute Configuration at C24 of the Ecdysteroids Dacrysterone, Pterosterone and Ponasterone C
Abstract
The shielding values in 13C N.M.R. spectra of the ecdysteroids dacrysterone, pterosterone, and ponasterone C have been assigned, together with those for the 20,22- and 22,24-benzylidene acetal derivatives of the latter. From the N.M.R. data the C24 configuration of dacrysterone is assigned as 24R, while the 24s configuration is assigned to pterosterone and ponasterone C.
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Two early reports also identified close analogues: ponasterone A, ponasterone B, ponasterone C and inokosterone.
“two reports also identified close analogues-ponasterone A (25-deoxy-20-hydroxyecdysone; ponA), which is amongst the most biologically active ecdysteroids in arthropod systems, ponasterone B (2,3-di-epi-ponA), ponasterone C (5β,24S-dihydroxyponA) [18,25,26] and inokosterone [19].”
From Ecdysteroids (2021) · cites this paper as [26]
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New ecdysteroids from Polypodium vulgare
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Lafont, R., & Koolman, J. (1984) · Proceedings in life sciences · doi:10.1007/978-3-642-69922-1_20 · Cited by 61 · see citing works
Singh, S. B., & Thakur, R. S. (1982) · Tetrahedron · doi:10.1016/0040-4020(82)85166-1 · Cited by 25 · see citing works
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BackgroundPHYTOCHEMICAL AND BIOLOGICAL STUDY OF ADIANTUM CAPILLUS-VENERIS L. GROWING IN EGYPT
Sallam, M. (2019) · Al-Azhar Journal of Pharmaceutical Sciences/Al-Azhar Journal of Pharmaceutical Sciences · doi:10.21608/ajps.2019.64101 · Cited by 11 · see citing works
“Thus, the structure of 2 proved to be the ecdysteroid pterosterone and its data was in a good agreement with the reported literature (Blunt et al., 1979; Coll et al., 1994; Dziwornu et al., 2017; Nishimoto et al., 1987; Ohta et al., 1996).”
ResultMīladera, K., Saatov, Z., Kholodova, Y. D., Gorovits, M. B., Shashkov, A. S., & Abubakirov, N. K. (1992) · Chemistry of Natural Compounds · doi:10.1007/bf00629794 · Cited by 18 · see citing works
Pterosterone 20,22-Acetonide, a New Ecdysteroid and Other Constituents from Acrostichum aureum L.
Minh, T. T., Toan, H. K., Thuc, D. H., Trang, T. T. M., Hieu, D. M., & Hoàng, V. Đ. (2024) · Records of Natural Products · doi:10.25135/rnp.431.2311.2971 · Cited by 2 · see citing works
Blunt, J. W., LANE, G. A., Munro, M. H. G., & RUSSELL, G. B. (1979) · ChemInform · doi:10.1002/chin.197934091 · Cited by 2 · see citing works
Self-citationSpectroscopic Techniques for the Characterization of Ecdysteroids
Pogam, P. L., & Beniddir, M. A. (2026) · Springer eBooks · doi:10.1007/978-981-95-8423-9_2
- Authors
- Blunt, J., Lane, G., Munro, M., & Russell, G.
- Venue
- Australian Journal of Chemistry
- Publisher
- CSIRO Publishing
- Published
- 1979-04-01
- Volume
- 32
- Issue
- 4
- Pages
- 779-782
- ISSN
- 0004-9425 (ISSN-L)
- 1445-0038
- OpenAlex
- W2335774820
- Cited by
- 18
- References
- 0
- Citations by year
- 2026: 1 · 2024: 1 · 2021: 1 · 2019: 1 · 2018: 1 · 2012: 2
- FWCI
- 0.59
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Australian Journal of Chemistry (publishedVersion)
- Funders
- University Grants Committee
- Anhui University of Science and Technology
- Topics
- Physical Sciences › Chemistry › Spectroscopy › Molecular spectroscopy and chirality
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Steroid Chemistry and Biochemistry
- Physical Sciences › Chemistry › Spectroscopy › Advanced NMR Techniques and Applications
- Keywords
- ecdysteroids, absolute configuration, 13C NMR chemical shifts, benzylidene acetals, steroid structure determination
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