Phytoecdysteroids from the rhizomes of Brainea insignis

Wu, Ping; Xie, Haihui; Tao, Wenqin; Miao, Shenyu; Wei, Xiaoyi

doi:10.1016/j.phytochem.2010.03.002

Cited by 24Phytochemical Studies and BioactivitiesPhytochemistry and Biological ActivitiesSteroid Chemistry and Biochemistry

Phytoecdysteroids from the rhizomes of Brainea insignis

Wu, Ping, Xie, Haihui, Tao, Wenqin, Miao, Shenyu, Wei, Xiaoyi·2010·Phytochemistry

DOI 10.1016/j.phytochem.2010.03.002

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Abstract

Phytoecdysteroid glucosides, brainesterosides A-E, were isolated from the rhizomes of Brainea insignis along with three known phytoecdysteroids, ponasteroside A, ponasterone A, and 20-hydroxyecdysone. Their structures were elucidated by spectroscopic and chemical means. A possible biogenetic pathway is postulated for these compounds. The chemosystematic significance of ponasterone A is discussed.

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ECs are found in more than 50% of fern families, such as Pteridaceae, Polypodiaceae, and Blechneaceae, but are only found in several conifer and angiosperm families.
“ECs are found in more than 50% of fern families, such as Pteridaceae, Polypodiaceae, and Blechneaceae, but are only found in several conifer and angiosperm families [28,29].”
From Phytoecdysteroids: Distribution, Structural Diversity, Biosynthesis, Activity, and Crosstalk with Phytohormones (2022) · cites this paper as [29]

Phytoecdysteroids: Biological aspects
Dinan, L. (2001) · Phytochemistry · doi:10.1016/s0031-9422(01)00078-4 · Cited by 392 · see citing works
Ecdysone: Structures and Functions
(2009) · doi:10.1007/978-1-4020-9112-4 · Cited by 160 · see citing works
Phytoecdysteroids: A novel defense against plant-parasitic nematodes
Soriano, I. R., Riley, I. T., Potter, M. J., & Bowers, W. S. (2004) · Journal of Chemical Ecology · doi:10.1023/b:joec.0000045584.56515.11 · Cited by 126 · see citing works
Insect hormones. The structure of ponasterone A, insect-moulting hormone from the leaves of Podocarpus nakaii Hay
Nakanishi, K., Koreeda, M., Sasaki, S., Chang, M. L., & Hsu, H. Y. (1966) · Chemical Communications (London) · doi:10.1039/c19660000915 · Cited by 121 · see citing works
Additional minor ecdysteroid components of Leuzea carthamoides
Buděšínský, M., Vokáč, K., Harmatha, J., & Cvačka, J. (2008) · Steroids · doi:10.1016/j.steroids.2007.12.021 · Cited by 89 · see citing works
Biosynthesis and distribution of insect-molting hormones in plants—A review
Adler, J. H., & Grebenok, R. J. (1995) · Lipids · doi:10.1007/bf02537830 · Cited by 79 · see citing works
Phytoecdysteroids: 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
Screening Results of Plants for Phytoecdysones
Imai, S., TOYOSATO, T., Sakai, M., Satô, Y., Fujioka, S., MURATA, E., & GOTO, M. (1969) · Chemical and Pharmaceutical Bulletin · doi:10.1248/cpb.17.335 · Cited by 66 · see citing works
Ecdysteroid constituents of the mushroom Tapinella panuoides1Part 58 in the series “Plant Substances”. For part 57 see Ref.[1], Vokáč et al. (1998) [Vokáč, K., Buděšınský, M., Harmatha, J. and Pıš, J., Tetrahedron, 1998, 54, 1657].1
Vokáč, K., Buděšńský, M., Harmatha, J., & Kohoutová, J. (1998) · Phytochemistry · doi:10.1016/s0031-9422(98)00448-8 · Cited by 63 · see citing works
Ecdysteroids from the medicinal fern Microsorum scolopendria (Burm. f.)
Snogan, E., Vahirua‐Lechat, I., Ho, R., Bertho, G., Girault, J., Ortiga, S., Maria, A., & Lafont, R. (2007) · Phytochemical Analysis · doi:10.1002/pca.1000 · Cited by 46 · see citing works
Characterization of Phytoecdysteroid Glycosides in Meadowfoam (Limnanthes alba) Seed Meal by Positive and Negative Ion LC-MS/MS
Stevens, J. F., Reed, R. L., & Morré, J. T. (2008) · Journal of Agricultural and Food Chemistry · doi:10.1021/jf800211k · Cited by 46 · see citing works
Screening plants of European North-East Russia for ecdysteroids
Volodin, V, Chadin, I., Whiting, P., & Dinan, L. (2002) · Biochemical Systematics and Ecology · doi:10.1016/s0305-1978(01)00128-4 · Cited by 35 · see citing works
Base-catalyzed autoxidation of 20-hydroxyecdysone: Synthesis of calonysterone and 920-dihydroxyecdysone
Suksamrarn, A., Ganpinyo, P., & Sommechai, C. (1994) · Tetrahedron Letters · doi:10.1016/s0040-4039(00)73380-6 · Cited by 35 · see citing works
Ecdysteroids and a sucrose phenylpropanoid ester from Froelichia floridana
Wang, P., Li, S., Ownby, S., Zhang, Z., Yuan, W., Zhang, W., & Scott Beasley, R. (2009) · Phytochemistry · doi:10.1016/j.phytochem.2009.01.017 · Cited by 34 · see citing works
Phytoecdysteroids: Structure, Sources, and Biosynthesis in Plants
Baltaev, U. A. (2000) · Russian Journal of Bioorganic Chemistry · doi:10.1023/a:1026662505403 · Cited by 34 · see citing works
Ecdysteroid xylosides from Limnanthes douglasii
Sarker, S. D., Girault, J., Lafont, R., & Dinan, L. N. (1997) · Phytochemistry · doi:10.1016/s0031-9422(96)00591-2 · Cited by 29 · see citing works
Screening of Japanese Ferns for Phytoecdysones. I
Hikino, H., Okuyama, T., Jin, H., & TAKEMOTO, T. (1973) · Chemical and Pharmaceutical Bulletin · doi:10.1248/cpb.21.2292 · Cited by 28 · see citing works
Ecdysteroid agonist and antagonist activities in species of the Solanaceae
Savchenko, T., Whiting, P., Germade, A., & Dinan, L. N. (2000) · Biochemical Systematics and Ecology · doi:10.1016/s0305-1978(99)00082-4 · Cited by 27 · see citing works
Structure of ponasteroside a, a novel glycoside of insect-moulting substance from var.
Takemoto, T., Arihara, S., & Hikino, H. (1968) · Tetrahedron Letters · doi:10.1016/s0040-4039(00)75407-4 · Cited by 27 · see citing works
Abietane Diterpenoids from Coleus x anthanthus
Mei, S., Jiang, B., Niu, X., Li, M., Yang, H., Na, Z., Lin, Z., Li, C., & Sun, H. (2002) · Journal of Natural Products · doi:10.1021/np0102049 · Cited by 25 · see citing works
Insect hormones. XIX. Structures of stachysterone A, the first natural 27-carbon steroid with a rearranged methyl group, and stachysterone B
Nakanishi, K., Imai, S., MURATA, E., Fujioke, S., Matsuoka, T., & Koreeda, M. (1970) · Journal of the American Chemical Society · doi:10.1021/ja00728a067 · Cited by 24 · see citing works
Three new steroids from the roots of Serratula wolffii
Simon, A., Tóth, G., Liktor‐Busa, E., Kele, Z., Takács, M., Gergely, A., & Báthori, M. (2007) · Steroids · doi:10.1016/j.steroids.2007.06.004 · Cited by 23 · see citing works
Screening of Formosan ferns for phytoecdysones. I
YEN, K., YANG, L., OKUYAMA, T., HIKINO, H., & TAKEMOTO, T. (1974) · Chemical and Pharmaceutical Bulletin · doi:10.1248/cpb.22.805 · Cited by 19 · see citing works
Structure of calonysterone, an unusually modified phytoecdysone
Canonica, L., Danieli, B., Ferrari, G., Krepinsky, J., & Rainoldi, G. (1973) · Journal of the Chemical Society, Chemical Communications · doi:10.1039/c39730000737 · Cited by 19 · see citing works
Chemical constituents from Asparagus dumosus
Khaliq-uz-Zaman, S. M., Simin, K., & Ahmad, V. U. (2000) · Fitoterapia · doi:10.1016/s0367-326x(99)00154-9 · Cited by 18 · see citing works
Phytoecdysteroid levels and distribution during development in Limnanthes alba Hartw. ex Benth. (Limnanthaceae)
Preston-Mafham, J., & Dinan, L. (2002) · Zeitschrift für Naturforschung C · doi:10.1515/znc-2002-1-224 · Cited by 18 · cited 1× · see citing works
“, 2000), and Limnanthes alba (Limnanthaceae) (Preston-Mafham and Dinan, 2002; Stevens et al., 2008) was detected by HPLC/RIA/ bioassay or LC/MS/MS.”
Method
Chemical Constituents from the Fern Brainea insignis (Blechnaceae)
Yun-Shan, F., Ya-Bing, Y., MingHui, Y., Yang, X., Liu-Hong, D., Ding, Z., & Font (2008) · Acta Botanica Yunnanica · Cited by 2 · see citing works

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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
Ecdysteroids: Production in plant in vitro cultures
Thiem, B., Kikowska, M., Maliński, M. P., Kruszka, D., Napierała, M., & Florek, E. (2017) · Phytochemistry Reviews · doi:10.1007/s11101-016-9483-z · Cited by 77 · see citing works
“As far as ferns are concerned, ecdysteroids were found in more than 50% of the screened species belonging to families Polypodiaceae, Pteridaceae and Blechneaceae (Wu et al. 2010).”
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Phytoecdysteroids: Distribution, Structural Diversity, Biosynthesis, Activity, and Crosstalk with Phytohormones
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Phytoecdysteroids: Phytochemistry and Pharmacological Activity
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da Rosa, H. S., Koetz, M., Santos, M. C., Jandrey, E. H. F., Folmer, V., Henriques, A. T., & Mendez, A. S. L. (2018) · Steroids · doi:10.1016/j.steroids.2018.01.014 · Cited by 16 · see citing works
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Li, Y., Cai, L., Dong, J., Xing, Y., Duan, W.-H., Zhou, H., & Ding, Z. (2015) · Journal of Agricultural and Food Chemistry · doi:10.1021/acs.jafc.5b02570 · Cited by 14 · see citing works
Ecdysteroids in Ferns: Distribution, Diversity, Biosynthesis, and Functions
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Ecdysterone: Possible sources of origin in urine
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Dzhukharova, M. K., Tashkhodjaev, B., Saatov, Z., & Abdullaev, N. D. (1993) · Chemistry of Natural Compounds · doi:10.1007/bf00630575 · Cited by 9 · see citing works
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Sadikov, Z. T., Saatov, Z., Girault, J., & Lafont, R. (2000) · Journal of Natural Products · doi:10.1021/np990609h · Cited by 21 · see citing works
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Saatov, Z., Gorovits, M. B., Abdullaev, N. D., Usmanov, B. Z., & Abubakirov, N. K. (1982) · Chemistry of Natural Compounds · doi:10.1007/bf00575041 · Cited by 7 · see citing works

Authors: Wu, P., Xie, H., Tao, W., Miao, S., & Wei, X.
Affiliations: Chinese Academy of Sciences (CN)
Guangzhou University (CN)
Corresponding author: Wei, Xiaoyi
ORCID: Wu, Ping
Xie, Haihui
Wei, Xiaoyi
Venue: Phytochemistry
Publisher: Elsevier BV
Published: 2010-06
Volume: 71
Issue: 8-9
Pages: 975-981
ISSN: 0031-9422 (ISSN-L)
DOI: 10.1016/j.phytochem.2010.03.002
OpenAlex: W2009290400
Cited by: 24
References: 29
Citations by year: 2026: 2 · 2025: 1 · 2024: 1 · 2023: 2 · 2022: 5 · 2021: 2 · 2020: 1 · 2018: 1 · 2017: 1 · 2016: 1 · 2015: 1 · 2014: 1 · 2013: 2 · 2012: 1
FWCI: 0.65
Type: journal article
Language: en
Open access: closed
Licence: www.elsevier.com/tdm/userlicense/1.0/ (tdm)
Locations: Phytochemistry (publishedVersion)
PubMed (publishedVersion)
Funders: Chinese Academy of Sciences
Topics: Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Phytochemical Studies and Bioactivities
Life Sciences › Agricultural and Biological Sciences › Plant Science › Phytochemistry and Biological Activities
Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Steroid Chemistry and Biochemistry
Keywords: phytoecdysteroids, ponasterone A, 20-hydroxyecdysone, structure elucidation, biogenetic pathway, chemotaxonomy, rhizome
MeSH terms: Drugs, Chinese Herbal, Ecdysterone, Glucosides, Molecular Structure, Nuclear Magnetic Resonance, Biomolecular, Rhizome

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Phytoecdysteroids from the rhizomes of Brainea insignis

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