Isolation of a new ecdysteroid, 2,22-dideoxy-20-hydroxyecdysone, from the ovaries of the silkworm Bombyx mori
Abstract
A new ecdysteroid was isolated from the ovaries of the silkworm, Bombyx mori, and the structure was determined by mass and n.m.r. spectroscopy to be 2,22-dideoxy-20-hydroxyecdysone.
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The 14α-hydroxy-7-en-6-one chromophore of phytoecdysteroids shows characteristic ultraviolet absorption in methanol at λmax 240-245 nm.
“The 14α-hydroxy-7-en-6-one chromophore of PEs showed characteristic ultra-violet absorption in methanol (MeOH) at λmax 240‒245 nm35.”
From The Phytochemical, Biological, and Medicinal Attributes of Phytoecdysteroids: An Updated Review (2021) · cites this paper as [35]
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Recent advances in our knowledge of ecdysteroid biosynthesis in insects and crustaceans
Grieneisen, M. L. (1994) · Insect Biochemistry and Molecular Biology · doi:10.1016/0965-1748(94)90078-7 · Cited by 184 · see citing works
Ecdysteroid Chemistry and Biochemistry
Lafont, R., Dauphin‐Villemant, C., Warren, J. T., & Rees, H. H. (2011) · Elsevier eBooks · doi:10.1016/b978-0-12-384749-2.10004-4 · Cited by 167 · see citing works
Ecdysteroids during Early Embryonic Development in Silkworm Bombyx mori: Metabolism and Functions
Sonobe, H., & Yamada, R. (2004) · ZOOLOGICAL SCIENCE · doi:10.2108/zsj.21.503 · Cited by 138 · see citing works
Ecdysteroid Chemistry and Biochemistry
Lafont, R., Dauphin‐Villemant, C., Warren, J. T., & Rees, H. (2005) · Elsevier eBooks · doi:10.1016/b0-44-451924-6/00035-1 · Cited by 136 · see citing works
The Phytochemical, Biological, and Medicinal Attributes of Phytoecdysteroids: An Updated Review
Das, N., Mishra, S. K., Bishayee, A., Ali, E. S., & Bishayee, A. (2021) · Acta Pharmaceutica Sinica B · doi:10.1016/j.apsb.2020.10.012 · Cited by 115 · see citing works
“pfaffiaglycosides D (34), pfaffiaglycosides E (35), isolated from Pfaffia glomerata(53), (20R)-22-deoxy-20,21-dihydroxyecdysone (36), isolated from Rhagodia baccata (Labill.”
BackgroundPhytoecdysteroids: Diversity, biosynthesis and distribution
Dinan, L., Harmatha, J., Volodin, V., & Lafont, R. (2009) · Ecdysone: Structures and Functions · doi:10.1007/978-1-4020-9112-4_1 · Cited by 77 · see citing works
Fate of maternal conjugated ecdysteroids during embryonic development in Locusta migratoria
SALL, C., Tsoupras, G., Kappler, C., Lagueux, M., Zachary, D., Luu, B., & Hoffmann, J. A. (1983) · Journal of Insect Physiology · doi:10.1016/0022-1910(83)90080-x · Cited by 71 · see citing works
Ecdysteroids during oögenesis in the ovoviviparous cockroach Nauphoeta cinerea
Zhu, X. X., Gfeller, H., & Lanzrein, B. (1983) · Journal of Insect Physiology · doi:10.1016/0022-1910(83)90089-6 · Cited by 65 · see citing works
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Arif, Y., Singh, P., Bajguz, A., & Hayat, S. (2022) · International Journal of Molecular Sciences · doi:10.3390/ijms23158664 · Cited by 50 · see citing works
“, 14α-hydroxy-7-en-6-one, can be identified using UV absorption in MeOH at the wavelength (λmax) 240–245 nm [8,140].”
BackgroundAccumulation of 2-deoxy-ecdysteroids in ovaries of the silkworm, Bombyx mori
Ohnishi, E., Mizuno, T., Ikekawa, N., & Ikeda, T. (1981) · Insect Biochemistry · doi:10.1016/0020-1790(81)90090-1 · Cited by 47 · see citing works
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Kappler, C., Goltzené, F., Lagueux, M., Hétru, C., & Hoffmann, J. A. (1986) · International Journal of Invertebrate Reproduction and Development · doi:10.1080/01688170.1986.10510177 · Cited by 34 · see citing works
Isolation and identification of major ecdysteroid conjugates from the ovaries of Bombyx mori
Ohnishi, E., Hiramoto, M., Fujimoto, Y., et al. (1989) · Insect Biochemistry · doi:10.1016/0020-1790(89)90014-0 · Cited by 33 · see citing works
Self-citationLafont, R., & Koolman, J. (1984) · Proceedings in life sciences · doi:10.1007/978-3-642-69922-1_20 · Cited by 61 · see citing works
Sonobe, H., Tokushige, H., Makka, T., et al. (1999) · ZOOLOGICAL SCIENCE · doi:10.2108/zsj.16.935 · Cited by 25 · see citing works
Developmental Changes of Ecdysteroids in the Eggs of the Silkworm, Bombyx mori
MIZUNO, T., WATANABE, K., & Ohnishi, E. (1981) · Development Growth & Differentiation · doi:10.1111/j.1440-169x.1981.00543.x · Cited by 24 · see citing works
Self-citationSingh, S. B., & Thakur, R. S. (1982) · Tetrahedron · doi:10.1016/0040-4020(82)85166-1 · Cited by 25 · see citing works
A phytoecdysteroid, taxisterone, from Taxus cuspidata
Nakano, K., Nohara, T., Tomimatsu, T., & Nishikawa, M. (1982) · Phytochemistry · doi:10.1016/0031-9422(82)83117-8 · Cited by 20 · see citing works
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Self-citationEcdysteroid Chemistry and Biochemistry ☆
Lafont, R., Dauphin‐Villemant, C., Warren, J. T., & Rees, H. H. (2017) · Elsevier eBooks · doi:10.1016/b978-0-12-809633-8.04026-7 · Cited by 7 · see citing works
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- Authors
- Ikekawa, N., Ikeda, T., Mizuno, T., Ohnishi, E., & Sakurai, S.
- Venue
- Journal of the Chemical Society Chemical Communications
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 1980
- Issue
- 10
- Pages
- 448
- ISSN
- 0022-4936 (ISSN-L)
- OpenAlex
- W2027059430
- Cited by
- 26
- References
- 0
- Citations by year
- 2022: 1 · 2020: 1 · 2017: 1 · 2013: 1
- FWCI
- 1.24
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of the Chemical Society Chemical Communications (publishedVersion)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Steroid Chemistry and Biochemistry
- Life Sciences › Agricultural and Biological Sciences › Insect Science › Silkworms and Sericulture Research
- Life Sciences › Neuroscience › Cellular and Molecular Neuroscience › Neurobiology and Insect Physiology Research
- Keywords
- ecdysteroids, Bombyx mori, ovarian extracts, natural product isolation, structure elucidation, insect hormones
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