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N. A. Pankrushina A. G. Druganov I. Yu. Bagryanskaya Yu. V. Gatilov M. M. Shakirov V. A. Raldugin 《Chemistry of Natural Compounds》1995,30(5):613-618
A mixture of gibberellin A3 derivatives with 1(10)-ene-2,3-diol and 1(10)-ene-2,3-diol (2:5) groups, readily obtained from gibberellin A3, has been used for a new and simple synthesis of gibberellin A8 and its esters. The hydrolysis of GA3 and the iodolactonization of a mixture of the 2-epimers was carried out in aqueous solution in a single flask, as also was a synthesis of GA56 from GA3 by a method that we have modified. The mixture of 1-iodides of GA8 and GA56 was separated by chromatography on SiO2 in the form of methyl or p-bromophenacyl esters which were then deiodinated and the methyl or p-bromphenacyl ester of GA8 was isolated. Free GA8 was obtained by the dephenylation of the latter ester. By two-dimensional NMR spectroscopy we succeeded in assigning all the signals in the13C and1H NMR spectra of the methyl esters of GA8 and GA56. In an attempt to obtain GA5 methyl ester by the action of trimethylchlorosilane/sodium iodide on the 2,3-diol system in GA56 methyl ester, the 8,13-epimer of the latter was formed, the structure of its molecule being established from the results of X-ray structural analysis.Novosibirsk Institute of Organic Chemistry, Siberian Division of the Russian Academy of Sciences. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 663–669, September–October, 1994. 相似文献
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N. A. Pankrushina A. G. Druganov I. Yu. Bagryanskaya Yu. V. Gatilov M. M. Shakirov V. A. Raldugin 《Chemistry of Natural Compounds》1994,30(5):613-618
A mixture of gibberellin A3 derivatives with 1(10)-ene-2β,3β-diol and 1(10)-ene-2α,3β-diol (2:5) groups, readily obtained from gibberellin A3, has been used for a new and simple synthesis of gibberellin A8 and its esters. The hydrolysis of GA3 and the iodolactonization of a mixture of the 2-epimers was carried out in aqueous solution in a single flask, as also was a synthesis of GA56 from GA3 by a method that we have modified. The mixture of 1β-iodides of GA8 and GA56 was separated by chromatography on SiO2 in the form of methyl or p-bromophenacyl esters which were then deiodinated and the methyl or p-bromphenacyl ester of GA8 was isolated. Free GA8 was obtained by the dephenylation of the latter ester. By two-dimensional NMR spectroscopy we succeeded in assigning all the signals in the13C and1H NMR spectra of the methyl esters of GA8 and GA56. In an attempt to obtain GA5 methyl ester by the action of trimethylchlorosilane/sodium iodide on the 2α,3β-diol system in GA56 methyl ester, the 8,13-epimer of the latter was formed, the structure of its molecule being established from the results of X-ray structural analysis. 相似文献
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A. G. Berdin S. M. Adekenov V. A. Raldugin M. M. Shakirov A. G. Druganov A. T. Kulyyasov G. A. Tolstikov 《Russian Chemical Bulletin》1999,48(10):1987-1991
Two new crystalline guaianolides,viz., rhaposerine and rhaserolide, were isolated from an ethanolic extract of the above-ground part of the plantRhaponticum serratuloides by column chromatography along with sesquiterpene lactones,viz., centaurepensin and acroptilin, which have been found in other plants. The chemical structures of the title lactones were
established by1H and13C NMR spectroscopy and 2D1H−1H (COSY) and13C−1H (COSY and COLOC) NMR spectroscopy.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2010–2014, October, 1999. 相似文献
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Phenolic Components of Empetrum nigrum Extract and the Crystal Structure of One of Them 总被引:1,自引:0,他引:1
E. A. Krasnov E. V. Ermilova T. V. Kadyrova V. A. Raldugin I. Yu. Bagryanskaya Yu. V. Gatilov A. G. Druganov A. A. Semenov G. A. Tolstikov 《Chemistry of Natural Compounds》2000,36(5):493-496
Four phenolic components are isolated from the CHCl
3
extract ofEmpetrum nigrumL. Three of them are known from this plant. The fourth (6,8-dimethylpinocembrine) is isolated from crowberry for the first time. The previously proposed structure for 2'-methoxy-4'-hydroxy- ,-dihydrochalcone is confirmed by x-ray structure analysis 相似文献
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A. G. Druganov L. I. Demenkova I. E. Maksimov V. A. Raldugin V. A. Pentegova 《Chemistry of Natural Compounds》1980,16(2):181-183
Known methods of obtaining 4-bromophenacyl esters of the gibberellins are considered. A convenient method of obtaining 4-bromophenacyl esters of gibberellins, which are readily recorded by the UV detector of a liquid chromatograph, is described. The chromatographic separation has been performed of two model mixtures of esters of different polarities on fine-grained silica gel.Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 228–231, March–April, 1980. 相似文献
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 257–258, January, 1991. 相似文献
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A. G. Druganov V. V. Lapachev O. P. Petrenko V. A. Raldugin 《Chemistry of Natural Compounds》1994,30(6):739-741
The 3-O-palmitate and 3-O-tridecanoate of gibberellin A3 have been synthesized and monomolecular Langmuir-Blodgett films have been obtained from them.
Novosibirsk Institute of Organic Chemistry, Siberian Division of the Russian Academy of Sciences. Translated from Khimiya
Prirodnykh Soedinenii, No. 6, pp. 793–795, November–December, 1994. 相似文献