- Structure of cyclochivinoside C from Astragalus chivensis
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The new cycloartane glycoside cyclochivinoside C, 24S-cycloartan-3β, 6α,16β,24,25-pentaol 3,16-di-O-β-D-glucopyranoside, was isolated from the aerial part of Astragalus chivensis. The structures of the isolated compounds were established by chemical transformations and PMR and 13C NMR spectra.
- Naubeev,Uteniyazov
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- Cycloascauloside a from Astragalus caucasicus leaves
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The new cycloartane glycoside cycloascauloside A with the structure 20S,24R-epoxycycloartan-3β, 6α,16β,25-tetraol 3-O-[α-L-rhamnopyranosyl(1→6)]-β-D-(2′-O-acetyl) -glucopyranoside was isolated from leaves of Astragalus caucasicus Pall. The structure was established based on IR, PMR, and 13C NMR spectra and physicochemical properties of the compound itself and the products of its chemical transformations.
- Alaniya,Chkadua,Gigoshvili,Kemertelidze
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Read Online
- The use of two-phase acid hydrolysis method of preparing ring [...] (by machine translation)
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The invention belongs to the field of pharmaceutical chemicals, in particular to the use of double-phase acid hydrolysis method of preparing ring [...], including astragaloside as raw materials, and the organic phase and the acid solution of the two-phase acid aqueous solution mixing, reaction, after-treatment, to obtain the ring [...]; wherein organic phase immiscible with water or slightly soluble, ring [...] in the organic phase is greater than the solubility of the aqueous phase. This invention utilizes the double-phase acid hydrolysis method for preparing ring [...], making acid is hydrolyzed to generate ring [...] distribution in the organic phase, thereby avoiding the ring [...] in violent acid aqueous phase into the shortcoming of the [...], effectively protect the stability of the ring [...], [...] greatly improves the yield of the ring, and the step is simple, low cost, and is suitable for industrial production; through the standstill, layered, extraction, silica gel column chromatography separation to obtain high-purity [...]. (by machine translation)
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Paragraph 0024-0066
(2019/07/08)
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- Compositions and methods for skin conditioning
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Methods and cosmetic compositions for conditioning the skin, utilizing as active ingredients selected compounds structurally related to astragenols, cycloastragenols, and/or protopanaxatriols, are provided. Such compounds include those of formulas (I), (II) and (III) described herein.
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Page/Page column 22; 23
(2016/02/26)
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- Triterpene glycosides from astragalus. Structure of cyclolehmanoside C from A. lehmannianus
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The structure of a new cycloartane triterpene glycoside, cyclolehmanoside C, that was isolated from the aerial part of Astragalus lehmannianus Bunge (Leguminosae) was established as 20R,24S-epoxycycloartane-3β,6α, 16β,24-tetraol 3-O-[β-D-glucopyranosyl(1→2)]- β-D-glucopyranoside-25-O-β-D-glucopyranoside.
- Zhanibekov,Naubeev,Uteniyazov,Bobakulov, Kh. M.,Abdullaev
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p. 475 - 477
(2013/09/02)
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- Biocatalysis of cycloastragenol by filamentous fungi to produce unexpected triterpenes
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The biocatalysis of cycloastragenol, a natural tetracyclic triterpenoid with anti-aging activity, by cultured whole cells of three strains of filamentous fungi, namely Cunninghamella elegans AS 3.1207, Syncephalastrum racemosum AS 3.264 and Doratomyces stemonitis AS 3.1411 produced 15 metabolites. Thirteen of them are new compounds. The structures of these metabolites were fully characterized on the basis of HR-ESI-MS analyses together with 1D and 2D NMR spectroscopy. The three fungal strains exhibited significant biocatalytic preferences: C. elegans enabled hydroxylation reactions, particularly on the 28- and 29-CH3 groups; S. racemosum efficiently catalyzed a complicated rearrangement reaction to form the unusual ranunculane skeleton, which was further substituted with diverse side chains at C-19; D. stemonitis mainly led to carbonylation reactions, especially on 3-OH. It is particularly noteworthy that S. racemosum also catalyzed an unexpected ring expansion reaction to generate the rare 9(10)a-homo-19-nor-cycloartane skeleton. Biocatalysis was proved powerful in the structural diversification of cycloastragenol for future structure-activity relationship studies. Copyright
- Yang, Wen-Zhi,Ye, Min,Huang, Fei-Xia,He, Wen-Ni,Guo, De-An
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experimental part
p. 527 - 539
(2012/04/17)
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- Compositions and Methods for Increasing Telomerase Activity
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The present invention relates to methods and compositions for increasing telomerase activity in cells. Such compositions include pharmaceutical formulations. The methods and compositions are useful for treating diseases subject to treatment by an increase in telomerase activity in cells or tissue of a patient. They are also useful for enhancing replicative capacity of cells in culture, as in ex vivo cell therapy and for enhancing proliferation of stem and progenitor cells.
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Page/Page column 14
(2010/12/18)
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- Triterpene glycosides from Astragalus and their genins. LXXVIII. Chemical transformation of cycloartanes. VI. Partial synthesis of cycloadsurgenina
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Cycloadsurgenin, 20R,24 S-epoxycycloartan-6α,25-diol-3,16-dione, was partially synthesized in four steps from cyclosieversigenin. Side products with the structures 17E,24S-cycloart-17-en-6α,24,25-triol-3,16-dione and 17Z,24 S-cycloart-17-en-6α,24,25-triol
- Isaev,Iskenderov,Isaev
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experimental part
p. 732 - 737
(2009/05/09)
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- Cyclogaleginoside D from Astragalus galegiformis stems
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The new cycloartane glycoside cyclogaleginoside D, which has the structure 25-O-β-D-glucopyranoside-20S, 25R-epoxycycloartan-3β, 6α, 16β, 25-tetraol 3-O-β-D-(2-O-acetyl)xylopyranoside was isolated from Astragalus galagiformis stems. The structure of the glycoside was established using chemical transformations and IR, PMR, and 13C NMR spectral data. 2006 Springer Science+Business Media, Inc.
- Alaniya,Gigoshvili,Kavtaradze
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p. 310 - 312
(2008/02/09)
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- Triterpene glycosides from Tragacantha stipulosa and their genins. Structure of cyclostipuloside E
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The known compound trojanoside A(1) and a new cycloartane glycoside cyclostipuloside E (2) were isolated from the aerial parts of Tragacantha stipulosa Boriss. The structure of cyclostipuloside E was proposed as 24R-cycloartan-3β,6α,16β,24,25-pentaol6,16,25-tri-O-β-D- glucopyranoside3-O-β-D-xylopyranoside based on physicochemical data and chemical transformations.
- Kaipnazarov,Uteniyazov,Saatov
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- Triterpene glycosides of Astragalus and their genins. LXVII. Structure of cycloexoside B
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Another seven components from the roots of Astragalus exilis A.Kor. (Leguminosae) were identified using spectral data and chemical transformations. A triterpenoid of genin nature was identical to cyclosiversigenin. One compound of glycosidic nature turned out to be a new cycloartane glycoside called by us cycloexoside B of structure 20R,24S-epoxycycloartan-3β,6α,16β ,25-tetraol 3-O-β-D-(2-O-acetyl)xylopyranoside. Five glycosides were identified as cyclosiversigenin 3-O-β-D-xylopyranoside and cyclosiversiosides B, C, D, and G.
- Mamedova,Agzamova,Isaev
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p. 579 - 582
(2007/10/03)
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- Triterpene glycosides from Astragalus. Structure of cyclounifolioside B from Astragalus unifoliolatus
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The previously known astrailienin A and the new cycloartane glycoside cyclounifolioside B with structure cyclosiversigenin 3-O-[β -D-glucopyranosyl(1→2)]-β-D-glucopyranoside were isolated from Astragalus unifoliolatus Bunge. The structures of these compounds were established using chemical transformations and two-dimensional spectra (ROESY, HMBC, HSQC, TOCSY, COSY).
- Kucherbaev,Uteniyazov,Kachala,Saatov,Shashkov,Uteniyazov,Khalmuratov
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- Triterpene glycosides of Tragacantha stipulosa and their genins. Structures of askendosides G and D and cycloglobiceposide B from one- and two-dimensional 1H and 13C NMR spectroscopy
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Roots of Tragacantha stipulosa Boriss yielded three triterpene glycosides of the cycloartane series: askendoside G (1), askendoside D (2), and cycloglobiceposide B (3). Glycoside 1 is 3-O-α-L-arabinopyranosyl-(1 → 2)-β-D-xylopyranoside; 16-O-β-D-glucopyra
- Karimov,Kachala,Ramazanov,Saatov,Shashkov
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p. 524 - 528
(2007/10/03)
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- Cycloartane triterpene glycosides from Astragalus sieberi
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Two new cycloartane saponins were isolated from the aerial parts of Astragalus sieberi. The structures were elucidated by 1D- and 2D- gradient- enhanced NMR analyses and enzymatic hydrolysis as 20(S),24(R)-epoxy-9β,19- cyclolanostan-3β,6α,16β,25-tetrol-3-O-β-D-glucopyranoside and 20(S),24(R)-epoxy-9β,19-cyclolanostan-3β,6α,16β,25-tetrol-3-O-β-D- glucopyranosyl-(1 → 2)-β-D-glucopyranoside.
- Verotta, Luisella,Tato, Marco,El-Sebakhy, Nadia A.,Toaima, Soad M.
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p. 1403 - 1409
(2007/10/03)
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- Cyclosieversigenin 3-O-β-D-glucopyranoside from Astragalus kuhitangi
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Cyclosieversigenin, cyclosieversigenin 3-O-β-D-xylopyranoside, cyclosieversioside F, astragaloside VII, and, for the first time in native form, cyclosieversigenin 6-O-β-D-glucopyranoside have been isolated from the roots of Astragalus kubitangi (Nevski) Sirj.
- Karimov,Umarova,Saatov,Levkovich,Abdullaev
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p. 672 - 675
(2007/10/03)
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- TRITERPENE GLYCOSIDES OF ASTRAGALUS AND THEIR GENINS XLI. CYCLOEXOSIDE FROM ASTRAGALUS EXILIS
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In addition to known glycosides of the cycloartane series - cyclosieversiosides A, E, and F - a new acetylated compound of glycosidic nature - cycloexoside - has been isolated from the roots of Astragalus exilis A.Kor. (Leguminosae).On the basis of chemical transformations and spectral characteristics, the structure of cycloexoside has been established as 20R,24S-epoxycycloartane-3β,6α,16β,25-tetrol 3-O-(2,3-di-O-acetyl-β-D-xylopyranoside)
- Imomnazarov, B. A.,Isaev, M. I.
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p. 312 - 315
(2007/10/02)
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- TRITERPENE GLYCOSIDES OF Astragalus AND THEIR GENINS XL. CYCLOCARPOSIDE B FROM Astragalus coluteocarpus
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In addition to cyclosieversigenin, β-sitosterol β-D-glucopyranoside, and cyclocarposide, we have isolated another three glycosides of triterpene nature from the epigeal part of the plant Astragalus coluteocarpus Boiss. (Leguminosae).On the basis of chemical transformations and spectral characteristics, the structure of one of new glycosides, which we have called cyclocarposide B, has been established as 20R,24S-epoxycycloartane-3β,6α,17β,25-tetraol 6-O-α-L-(2-O-acetylrhamnopyranoside) 3-O-β-D-xylopyranoside.
- Imomnazarov, B. A.,Isaev, M. I.
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p. 195 - 198
(2007/10/02)
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- TRITERPENE GLYCOSIDES OF Astragalus AND THEIR GENINS. XXXVII. CYCLOARALOSIDE F FROM Astragalus amarus AND Astragalus villosissimus
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The glycosides of the plant Astragalus villosissimus Bunge have been studied.Four glycosides have been isolated from the roots of this plant, and two of them have been identified as β-sitosterol β-D-glucopyranoside and cycloaraloside C.The most polar glycoside, which has also been isolated from the roots of Astragalus amarus Pall., proved to be a new triterpene glycoside of the cycloartane series and has been called cycloaraloside F.It is a trioside of cyclosieversigenin containing two molecules of D-glucose and one molecule of D-apiose.On the basis of chemical transformations and spectral characteristics, the structure of cycloaraloside F has been established as 20R,24S-epoxycycloartane-3β,6α,16β,25-tetraol 3-O-2)-β-D-glucopyranoside> 25-O-β-D-glucopyranoside.
- Isaev, M. I.,Imomnazarov, B. A.
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p. 323 - 326
(2007/10/02)
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- TRITERPENE GLYCOSIDES OF Astragalus AND THEIR GENINS XXXIX. CYCLOARALOSIDE D FROM Astragalus amarus
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The structure of a triterpene glycoside of the cycloartane series - cycloaraloside D. isolated from the roots of Astragalus amarus Pall. (Leguminosae) - has been established on the basis of chemical transformations and spectral characteristics.Cycloaraloside D is 20R,24S-epoxycycloartane-3β,6α,16β,25-tetraol 3-O-2)-β-D-glucopyranoside>.
- Isaev, M. I.
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p. 457 - 459
(2007/10/02)
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- ASTRAILIENIN A FROM ASTRAGALUS ILIENSIS
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A new triterpenoid glycoside, astrailienin A, was isolated from the roots of Astragalus iliensis.By heterogenous acid hydrolysis an aglycone was obtained which was identified as cycloastragenol.On the basis of spectral analysis and chemical reactions, the structure of the new compound was assigned as the 3-O-2)>-β-D-glucopyranoside of cycloastragenol.
- Yu-Qun, Chen,Guli, Azi,Yong-Rong, Luo
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p. 1941 - 1943
(2007/10/02)
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- TRITERPENE GLYCOSIDES OF Astragalus AND THEIR GENINS XXXV. CYCLOARALOSIDE C FROM Astragalus amarus
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A new triterpene glycoside of the cycloartane series (cycloaraloside C) has been isolated from the roots of the plant Astragalus amarus Pall. (Leguminosae).Cycloaraloside C is a bioside of cyclosieversigenin including one D-glucose residue and one D-apiose residue.The structure of the glycoside has been shown on the basis of the chemical transformations and spectral characteristics as 20R,24S-epoxycycloartane-3β,6α,16β,25-tetraol 3-O-2)-β-D-glucopyranoside>.This is the first time that D-apiose has been found among cycloartane glycosides.
- Isaev, M. I.,Abubakirov, N. K.
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p. 667 - 670
(2007/10/02)
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- TERITERPENE GLYCOSIDES OF Astragalus AND THEIR GENINS XXXII. CYCLOCARPOSIDE FROM Astragalus coluteocarpus
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A new triterpene glycoside of the cycloartane series, which has been called cyclocarposide, has been isolated from the epigeal part of the plant Astragalus coluteocarpus Boiss. (Leguminosae).The structure of cyclocarposide has been established on the basis of chemical transformations and spectral characteristics as 20R,24S-epoxycycloartane-3β,6α,16β,25-tetraol 6-O-α-L-rhamnopyranoside 3-O-α-D-xylopyranoside.
- Imomnazarov, B. A.,Isaev, M. I.,Saboiev, S. S.,Abubakirov, N. K.
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p. 555 - 558
(2007/10/02)
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- TRITERPENE GLYCOSIDE OF Astragalus AND THEIR GENINS XXXIV. CYCLOARALOSIDE E FROM Astragalus amarus
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Five compounds of glycosidic nature, designated 5-9 have been isolated from the roots of the plant Astragalus amarus Pall. (Leguminosae).The structure of substance 8, which has been called cycloaraloside E, has been shown on the basis of chemical transformations and spectral characteristics.Cycloaraloside E is 20R,24S-epoxycycloartane-3β,6α,16β,25-tetraol 3,25-di-O-β-D-glucopyranoside.
- Isaev, M. I.,Abubakirov, N. K.
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p. 559 - 561
(2007/10/02)
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- TRITERPENE GLYCOSIDES OF Astragalus AND THEIR GENINS. XXX. CYCLOARALOSIDE A FROM Astragalus amarus
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In addition to β-sitosterol, cyclosieversigenin, and β-sitosterol β-D-glucopyranoside, the roots of the plant Astragalus amarus Pall. (Leguminosae) have yielded a new triterpene glycoside of the cycloartane series - cycloaraloside A, which has the structure of 20R,24S-epoxycycloartane-3β,6α,16β,25-tetraol 3-O-β-D-glucopyranoside.
- Isaev, M. I.,Gorovits, M. B.,Abubakirov, N. K.
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p. 684 - 687
(2007/10/02)
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- ASTRASIEVERSIANINS IX, XI AND XV, CYCLOARTANE DERIVED SAPONINS FROM ASTRAGALUS SIEVERSIANUS
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Sixteen triterpenoid saponins, astrasieversianins I-XVI, have been isolated from the methanol extract of the roots of Astragalus sieversianus.By heterogeneous acidic hydrolysis, all glycosides produced only one common aglycone which was identified as the known natural product astramembrangenin or cycloastragenol.On the basis of spectral analysis and chemical reactions, the structures of two new triterpenoid glycosides, astrasieversianin IX and XI, were assigned as the 3-O-2)>-(3'-O-acetyl)-β-D-xylopyranosyl-6-O-β-D-xylopyranoside and the 3-O-2)> -(4'-O-acetyl)-β-D-xylopyranosyl-6-β-D-xylopyranoside of cycloastragenol.Astrasieversianin XV was identified as the 20,24-epimer (20R,24S) of cyclosieversiside G (20S,24R). Key Word Index - Astragalus sieversianus; Leguminosae; cycloartane triterpene; astrasieversianin; astrasieversiagenin; triterpenoid saponins.
- Li-Xian, Gan,Xiao-Bing, Han,Yu-Qun, Chen
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p. 1437 - 1442
(2007/10/02)
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- TRITERPENE GLYCOSIDES OF Astragalus AND THEIR GENINS. XVI. CYCLOGALEGINOSIDES A AND B FROM Astraglus galegiformis
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Two glycosides of the cycloartane series - cyclogaleginosides A and B - have been obtained from inflorescences of Astragalus galegiformis L. (Leguminosae), and their structures have been established by chemical transformations and spectral characteristics as cyclogalegigenin 3-O-(2'-O-acetyl)-β-D-xylopyranoside and cyclogalegigenin 3-O-β-D-xylopyranoside, respectively.
- Alaniya, M. D.,Isaev, M. I.,Gorovits, M. B.,Abdullaev, N. D.,Kemertelidze, E. P.,Abubakirov, N. K.
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p. 451 - 454
(2007/10/02)
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- TRITERPENE GLYCOSIDES OF Astragalus AND THEIR GENINS. IX. ASKENDOSIDE D FROM Astragalus taschkendicus
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A new glycoside of the cycloartane series - askendoside D - has been isolated from the roots of the plants Astragalus taschkendicus Bge., and on the basis of chemical transformations and spectral characteristics its structure has been established as 20S,24R-epoxycycloartane-3β,6α,16β,25-tetraol 3-O- 2)-β-D-xylopyranoside> 6-O-β-D-xylopyranoside.
- Isaev, M. I.,Gorovits, M. B.,Abdullaev, N. D.,Abubakirov, N. K.
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p. 170 - 174
(2007/10/02)
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- TRITERPENE GLYCOSIDES OF Astragalus AND THEIR GENINS. XIII. THE STRUCTURE OF CYCLOSIVERSIOSIDE H - A TRIGLYCERIDE FROM Astragalus sieversianus
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A new triglycoside of the cycloartane series has been isolated from the roots of Astragalus sieversianus Pall.; it is cyclosieversigenin 6-O-β-D-glucopyranoside 3-O-2)-β-D-xylopyranoside>.
- Svechnikova, A. N.,Umarova, R. U.,Abdullaev, N. D.,Gorovits, M. B.,Gorovits, T. T.,Abubakirov, N. K.
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p. 432 - 434
(2007/10/02)
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- TRITERPENE GLYCOSIDES OF Astragalus AND THEIR GENINS. XII. ASKENDOSIDE B FROM Astragalus taschkendicus
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On the basis of chemical transformations and with the aid of physicochemical characteristics it has been established that a new glycoside of the cycloartane series - askendoside B (I) - isolated from the roots of Astragalus taschkendicus Bge., is 20S,24R-epoxycycloartane-3β,6α,16β,25-tetraol 3-O-2)-(3'-O-acetyl-β-D-xylopyranoside)> 6-O-β-D-xylopyranoside, C47H76O18, mp 215-218 deg C, 20D -45.5 deg (c 1.1; pyridine).The acid hydrolysis of (I) yielded cyclosiversigenin (II) with mp 239-241 deg C, 20D +54.5 deg (c 1.2; MeOH), and cyclosiversigenin 3-O-β-D-xylopyranoside (III) with mp 262-264 deg C, 20D +41 deg (c 0.4; MeOH).The periodate oxidation of glycoside (I) followed by acid hydrolysis likewise led to (II) and to D-xylose.The alkaline hydrolysis of (I) yielded askendoside D (IV), with mp 235-236 deg C, 23D -8.5 deg (c 1.0; pyridine).The Smith degradation of (I) led to (III).The IR and PMR spectra of (I) are given.
- Isaev, M. I.,Gorovits, M. B.,Abdullaev, N. D.,Abubakirov, N. K.
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p. 428 - 431
(2007/10/02)
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- TRITERPENE GLYCOSIDES OF Astragalus AND THEIR GENINS. XI. CYCLOSIVERSIOSIDE OF Astragalus sieversianus
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The new glycoside of the cycloartane series has been isolated from the roots of Astragalus sieversianus Pall. and has been shown to be cyclosiversigenin 3-O--6-O-β-D-xylopyranoside.
- Svechnikova, A.,Umarova, R. U.,Gorovits, M. B.,Abdullaev, N. D.,Abubakirov, N. K.
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p. 296 - 299
(2007/10/02)
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- TRITERPENE GLYCOSIDES OF Astragalus AND THEIR GENINS. V. STRUCTURE OF CYCLOSIEVERSIOSIDE F
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A new glycoside of the cycloartane series has been isolated from the roots of the plant Astragalus sieversianus Pall. and it has been shown to be cyclosieversigenin 6-O-β-D-glucopyranoside 3-O-β-D-xylopyranoside.
- Svechnikova, A. N.,Umarova, R. U.,Gorovits, M. B.,Abdullaev, N. D.,Abubakirov, N. K.
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p. 190 - 192
(2007/10/02)
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- TRITERPENE GLYCOSIDES OF Astragalus AND THEIR GENINS. IV. CYCLOSIEVERSIOSIDE E - A NEW DIGLYCOSIDE FROM Astragalus sieversianus
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A new glycoside of the cycloartane series has been isolated from the roots of the plant Astragalus sieversianus Pal.; it is cyclosieversigenin 3,6-di-O-β-xyloside.
- Svechnikova, A. N.,Umarova, R. U.,Gorovits, M. B.,Abubakirov, N. K.
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p. 186 - 189
(2007/10/02)
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