Phytoecdysteroids from Silene praemixta
Author(s)
Manzura Adhamovna Agzamova,
Isa Magomed Ogly Isaev,
Akhmad Umarovich Mamathanov,
Magomed Isa Ogly Isaev,
Timur Farkhadovich Ibragimov
Affiliation(s)
Acad. S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences, Tashkent, Uzbekistan.
Acad. S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences, Tashkent, Uzbekistan.
ABSTRACT
The waste products of the production of ecdysterone (3) from Silene praemixta M. Pop. (Caryophyllaceae) were investigated. The column chromatography of the technological waste has allowed to isolating 2-de- soxyecdysone (1), 2-deoxyecdysterone (2), ecdysterone (3) and 22-O-β-D-glucopyranoside of 2-deoxyecdy- sone (4). Glucoside 4 was found for the first time in the plant Silene praemixta. Ecdysteroids 1, 2 prevailed in the sum. Compounds 3 and 4 were minor components of the waste products. The identification of com- pounds 1-4 was carried out by using the modern me- thods of 1D and 2D NMR spectroscopy: 1H, 13C, DEPT, 1H-1H COSY, HSQC, NOESY, IR spectroscopy and ESI MS.
The waste products of the production of ecdysterone (3) from Silene praemixta M. Pop. (Caryophyllaceae) were investigated. The column chromatography of the technological waste has allowed to isolating 2-de- soxyecdysone (1), 2-deoxyecdysterone (2), ecdysterone (3) and 22-O-β-D-glucopyranoside of 2-deoxyecdy- sone (4). Glucoside 4 was found for the first time in the plant Silene praemixta. Ecdysteroids 1, 2 prevailed in the sum. Compounds 3 and 4 were minor components of the waste products. The identification of com- pounds 1-4 was carried out by using the modern me- thods of 1D and 2D NMR spectroscopy: 1H, 13C, DEPT, 1H-1H COSY, HSQC, NOESY, IR spectroscopy and ESI MS.
Cite this paper
Agzamova, M. , Ogly Isaev, I. , Mamathanov, A. , Ogly Isaev, M. and Ibragimov, T. (2014) Phytoecdysteroids from Silene praemixta. Advances in Biological Chemistry, 4, 1-4. doi: 10.4236/abc.2014.41001.
Agzamova, M. , Ogly Isaev, I. , Mamathanov, A. , Ogly Isaev, M. and Ibragimov, T. (2014) Phytoecdysteroids from Silene praemixta. Advances in Biological Chemistry, 4, 1-4. doi: 10.4236/abc.2014.41001.
References
[1] Saatov, Z., Gorovits, M.B. and Abubakirov, N.K. (1993) Phytoecdysteroids of plants of the genus Silene. Chemistry of Natural Compounds, 29, 551-557. [2] Báthori, M., Tóth, N., Hunyadi, A., Márki, á. and Zádor, E. (2008) Phytoecdysteroids and anabolic-androgenic steroids—Structure and effects on humans. Current Medicinal Chemistry, 15, 75-91.
http://dx.doi.org/10.2174/092986708783330674 [3] Bobkov, Y.G., Vinogradov, V.M., Katkov, V.F., Losev, S.S. and Smirnov, A.V. (1984) Pharmacological improvement of fatigue. Medicine, Moscow, 208. [4] Galbraith, M.N., Horn, D.H.S., Middleton, E.J. and Hackney R.J. (1968) Structure of deoxycrustecdysone, a second crustacean moulting hormone. Chemical Communications, 2, 83-85.
http://dx.doi.org/10.1039/c19680000083 [5] Chong, Y.K., Galbraith, M.N. and Horn, D.H.S. (1970) Isolation of deoxyecrustecdysone, deoxyecdysone, and α-ecdysone from the fern Blechnum minus. Journal of the Chemical Society D: Chemical Communications, 18, 1217-1218.
http://dx.doi.org/10.1039/c29700001217 [6] Saatov, Z., Usmanov, B.Z. and Abubakirov, N.K. (1979) Phytoecdyzones of Silene praemixta. II. Premistesteron. Chemistry of Natural Compounds, 15, 703-705. [7] Baltaev, U.A. and Abubakirov, N.K. (1987) Phytoecdysteroids of Rhaponticum carthamoides. Chemistry of Natural Compounds, 23, 565-568. [8] Lafont, R., Harmatha, J., Marion-Poll, F., Dinan, L. and Wilson, I.D. (2002) Ecdybase—The ecdysone handbook, 3rd Edition.
http://ecdybase.org
[1] Saatov, Z., Gorovits, M.B. and Abubakirov, N.K. (1993) Phytoecdysteroids of plants of the genus Silene. Chemistry of Natural Compounds, 29, 551-557. [2] Báthori, M., Tóth, N., Hunyadi, A., Márki, á. and Zádor, E. (2008) Phytoecdysteroids and anabolic-androgenic steroids—Structure and effects on humans. Current Medicinal Chemistry, 15, 75-91.
http://dx.doi.org/10.2174/092986708783330674 [3] Bobkov, Y.G., Vinogradov, V.M., Katkov, V.F., Losev, S.S. and Smirnov, A.V. (1984) Pharmacological improvement of fatigue. Medicine, Moscow, 208. [4] Galbraith, M.N., Horn, D.H.S., Middleton, E.J. and Hackney R.J. (1968) Structure of deoxycrustecdysone, a second crustacean moulting hormone. Chemical Communications, 2, 83-85.
http://dx.doi.org/10.1039/c19680000083 [5] Chong, Y.K., Galbraith, M.N. and Horn, D.H.S. (1970) Isolation of deoxyecrustecdysone, deoxyecdysone, and α-ecdysone from the fern Blechnum minus. Journal of the Chemical Society D: Chemical Communications, 18, 1217-1218.
http://dx.doi.org/10.1039/c29700001217 [6] Saatov, Z., Usmanov, B.Z. and Abubakirov, N.K. (1979) Phytoecdyzones of Silene praemixta. II. Premistesteron. Chemistry of Natural Compounds, 15, 703-705. [7] Baltaev, U.A. and Abubakirov, N.K. (1987) Phytoecdysteroids of Rhaponticum carthamoides. Chemistry of Natural Compounds, 23, 565-568. [8] Lafont, R., Harmatha, J., Marion-Poll, F., Dinan, L. and Wilson, I.D. (2002) Ecdybase—The ecdysone handbook, 3rd Edition.
http://ecdybase.org