Проведено комплексное исследование надземных частей растений серпухи венценосной (Serratula coronata L.) и солянки холмовой (Salsola collina Pall.) произрастающие на территории Карагандинской области, сбор которых производился в различных фазах произрастания для определения наиболее оптимального возраста таксона на наличие биологически активных полифенолов. Для определения оптимальных условий процесса извлечения действующих экстрактивных веществ и полифенольных компонентов из исследуемых растений были использованы несколько видов растворителей, обладающих минимальным токсическим эффектом: этиловый спирт в различных концентрациях, а также 0,1 н. раствор бикарбоната натрия. Качественное и количественное содержание основных флавоноидов в составе полученных экстрактов было определено методом высокоэффективной жидкостной хроматографии. Установлено, что для сбора Serratula Coronata L. наиболее целесообразным является период времени с третьей декады мая по первую половину июня. Анализ степени экстрактивности растительного сырья показал, что сырье необходимо собирать до наступления повышенной температуры воздуха. В случае сбора растительного сырья солянки холмовой временных и погодных ограничений как таковых не установлено, ввиду того что ареалом обитания данного растения являются засушливые места. Однако стоит учитывать, что вегетативный период был замечен только в период конец мая – начало июня и сбор в данный период не является продуктивным ввиду начала набора растительной массы, тем самым сбор Salsola сollina Pall. рекомендуется начинать в июле месяце.

Owing to the need to develop new medicines and biologically active food additives with adaptogenic effects, phytoecdysteroids – polyhydroxylated sterols-are of great interest. Different types of drugs, extracts and individual compounds, have a wide range of pharmacological effects on several organs, such as the brain, blood, cardiovascular and nervous systems, as well as on various biochemical processes and physiological functions. Extracts and preparations from plants are safe and exhibit additional biological effects (antioxidant, immunomodulatory, anti-cancer, antimicrobial, antiparasitic and antifidant). Data on the chemical, pharmacological, and toxicological characteristics of R. carthamoides demonstrate that this species has beneficial therapeutic properties, and indicate its potential as an effective adaptogenic herbal remedy.

Copper(II) oxide nanoparticles with an average size of 52 ± 5 nm are synthesized by wet combustion of the extract of coronate saw-wort ( Serratula coronata L.) growing on the territory of Central Kazakhstan. The complex study of the structure and composition of the synthesized nanoparticles by scanning electron microscopy, energy-dispersive spectroscopy, and X-ray phase analysis shows that the nanoparticles contain no additional impurities, have the monoclinic structure, and possess a high degree of crystallinity; the average size of crystallites is 28 ± 4 nm. Catalytic activity is tested in methylene blue dye degradation under exposure to visible light (500 W, 7500 lm). The degradation efficiency is studied as a function of catalyst mass and initial dye concentration. It is shown that even at a catalyst loading of 10 mg more than 54% of the dye degrades in the reaction mixture. The study of catalyst stability demonstrates that the efficiency of degradation decreases by 6.1 and 33.3% after the second and fifth test cycle, respectively.

The ecdysteroid 3-epi-2-deoxyecdysone has been isolated from the aerial part of Acanthophyllum gypsophiloides Regel. The complexes formation of the ecdysteroid with α-, β-, λ-, and 2-hydroxypropyl-β-cyclodextrins has been studied by means of NMR spectroscopy. Anti-inflammatory activity of the obtained 3-epi-2-deoxyecdysone complexes with cyclodextrins has been investigated.

A crystalline compound is isolated from Digitalis lanata Ehrh. and its molecular and crystal structures are studied by single crystal X-ray diffraction. The X-ray diffraction results show that the crystal is mixed and consists of a crystalline hydrate of isomorphically substituted digitogenin and gitogenin molecules in the 38:62 ratio. The data on the mole ratio are confirmed by high-performance liquid chromatography.

Из наперстянки шерстистой (Digitalis lanata Ehrh.) выделено кристаллическое вещество, молекулярная и кристаллическая структура которого исследована рентгеноструктурным методом. Результаты рентгеноструктурного анализа показали, что кристалл смешанный, состоит из кристаллогидрата изоморфно замещенных молекул дигитогенина и гитогенина в соотношении 38:62. Данные по соотношению молекул подтверждены методом высокоэффективной жидкостной хроматографии.

For the first time, 2-deoxy-20-hydroxyecdysone (2-deoxyecdysterone) has been isolated from the above-ground part of Silenefruticulosa (Pall.) Schischk (Caryophyllaceae Juss. family). The formation of complex of phytoecdysteroids with γ-cyclodextrin has been studied with the help of NMR spectroscopy. Due to changing the chemical shifts of the substrate and receptor protons, it has been revealed that 2-deoxy-20-hydroxyecdysone interacts with γ-cyclodextrin to form a supramolecular inclusion complex of the stoichiometric composition of 1:1 with the entry of the fragment A of the substrate molecule into the inner cavity of the receptor. References [1] Rinaldi L., Binello A., Stolle A., Curini M., Cravotto G. Efficient mechanochemicalcomplexation of various steroid compounds with α-, β- and γ-cyclodextrin // Steroids. 2015. Vol. 98. P. 58-62. [2] Moon J.-Y., HJung H.-J., Moon M.Y., Chung B.C., Choi M.H. Inclusion complex-based solid-phase extraction of steroidal compounds with entrapped β-cyclodextrin polymer // Steroids. 2008. Vol. 73. P. 1090-1097. [3] Forgo P., Vincze I., Kover K.E. Inclusion complexes of ketosteroids with β-cyclodextrin // Steroids. 2003. Vol. 68. P. 321-327. [4] Yanga R., Chena J.-B., Dai X.-Y., Huang R., Xiao C.-F., GaoZh.-Y., Yang B., Yang L.-J., Yan S.-J., Zhang H.-B., Qing Ch., Lin J. Inclusion complex of GA-13315 with cyclodextrins: Preparation, characterization, inclusion mode and properties // Carbohydr. Polym. 2012. Vol. 89, Iss. 1. P. 89-97. [5] Yuan Ch., Jin Zh., Xu X. Inclusion complex of astaxanthin with hydroxypropyl-βcyclodextrin: UV, FTIR, 1H NMR and molecular modeling studies // Carbohydr. Polym. 2012. Vol. 89, Iss. 2. P. 492-496 [6] Dandawate P.R., Vyas A., Ahmad A., Banerjee S., Deshpande J., Swamy K.V., Jamadar A., Dumhe-Klaire A.K., Padhye S., Sarkar F.H. Inclusion Complex of Novel Curcumin Analogue CDF and β-Cyclodextrin (1:2) and Its Enhanced In Vivo Anticancer Activity Against Pancreatic Cancer // Pharm. Res. 2012. Vol. 29, Iss. 7. P. 1775-1786. [7] TuleuovB.I., SeilkhanovT.M., NurkenovO.A., TemirgaziyevB.S., KudabayevaP.K., KuatbayevO.U., AdekenovS.M. Complexesof 20-hydroxyecdisonewithα-, β- andγ-cyclodextrins // Proc. Natl. Acad. Sci. Belarus, Chem. Ser. 2016. N 3. Р. 85-87. [8] Temirgaziev B.S., Salkeyeva L.K., Agitayeva G.S., Kozhanova A.M., Tuleuov B.I., Adekenov S.M. Regioselective synthesis of new phosphorus and nitrogen-2-deoxyecdysone-based derivatives // Proc. Natl. Acad. Sci. Belarus, Chem. Ser. 2016. N 3. Р. 114. [9] Kudabayeva P.K., Temirgaziev B.S., Kazbekova A.T., AtanbaevA.Sh., Habdolda G., Tuleuov B.I., Adekenov S.M. The study of antioxidant activity of ecdysterone inclusion complexes with α-, β- and γ-cyclodextrins // 12th International Symposium on the Chemistry of Natural Compounds. Tashkent, 2017. Р. 253. [10] Kudabaeva P.K., Temirgaziev B.S., Kazbekova A.T., Atanbaev A.Sh., Khabdolda G., Tuleuov B.I., Adekenov S.M. Issledovanie antioksidantnoy aktivnosti kompleksov vklyucheniya ekdisteronasα-, β- iγ-tsiklodekstrinami // Razrabotka, issledovanie i marketing novoy farmatsevticheskoy produktsii. Izhevsk: Print, 2017. P. 139-142. [11] Akhrem A.A., Kovganko N.V. Ekdisteroidy: Khimiya i biologicheskaya aktivnost'. Minsk: Naukaitekhnika, 1989. 327 p. [12] Galbraith M.N., Horn D.H.S., Middleton E.J., Hackney R.I. Structure of deoxycrustecdysone, a second crustacean moulting hormone // Chem. Commun. 1968. Iss. 2. P. 83-85. [13] Chong Y.K., Galbraith M.N., Horn D.H.S. Isolation of deoxyecrustecdysone, deoxyecdysone, and α-ecdysone from the fern Blechnum minus // Chem. Commun. 1970. Iss. 18. P. 1217-1218. [14] Adekenov S.M., Al'magambetov A.M., Gulyakevich O.V., Zhabinskiy V.N., Kozhanova A.M., Tuleuov B.I., Tuleuova B.K., Khabdolda G., Khripach V.A. Sostav i soderzhanie ekdisteroidov v rasteniyakh Silenefruticulosa (Pall.) Schischk // Izv. NAN Belarusi.Ser. khim. 2014. N 1. Р. 64-67. [15] Kuatbaev O.U., Tuleuov B.I., Khripach V.A., Adekenov S.M. Khimicheskoe izuchenie nadzemnoy chasti Silenefruticulosa (Pall.) Schisck // Farmatsevticheskiy byulleten'. 2015. N 3-4. P. 126-130. [16] Zatsny I.L., Gorovits M.B., Abubakirov N.K. Fitoekdizony. Vitikosteron E iz Serratulasogdianai ego chastichnyysintez // Khimiyaprirod. soedineniy. 1973. N 2. P. 175-178. [17] Gimp G., Gehrig-Burger K. Probes for studying cholesterol binding and cell biology // Steroids. 2011. Vol. 76. P. 216-231. [18] Jover A., Budal R.M., Al-Soufi W., Meijide F., Tato J.V., Yunes R.A. Spectra and structure of complexes formed by sodium fusidate and potassium helvolate with β- and γ-cyclodextrin // Steroids. 2003. Vol. 68. P. 55-64. [19] Nowakowski M., Ejchart A. Complex formation of fenchone with α-cyclodextrin: NMR titrations // J. Incl. Phenom. Macrocycl. Chem. 2014. Vol. 79, Iss. 3. P. 337-342. [20] Maheshwari A., Sharma M., Sharma D. Complexation of sodium picosulphate with beta cyclodextrin: NMR spectroscopic study in solution // J. Incl. Phenom. Macrocycl. Chem. 2013. Vol. 77, Iss. 1–4. P. 337-342.

A complex study of the aerial part of Serratula coronata L. cultivated in the collection area of medicinal plants of the IRPH "Phytochemistry" (Karaganda) in different phases of growth and using the most optimal extraction methods has been carried out. The content of the main active component of ecdysterone (20E) has been studied. Investigation of the seasonal dynamics of ecdysterone distribution under conditions of varying extraction methods shows that its maximum accumulation is observed during the vegetative phase, and the optimal method in this phase is extraction with isobutyl alcohol, the extract of which contains 13.86 % of ecdysterone and the maceration method with 96.2 % ethyl alcohol with a 20E content of 12.03 %, respectively. It is shown that the maceration with 96.2 % ethyl alcohol is technologically optimal, which fully complies with the international standards of good manufacturing practice (GMP) under pharmaceutical production conditions and excludes the use of toxic and expensive isobutyl alcohol solvent. It has been found that the content of ecdysterone from the beginning of vegetation to the final phase goes down, which is confirmed by the data of high-performance liquid chromatography (HPLC). It is assumed that there is an outflow of ecdysterone to the root system, and then its redistribution occurs as the plant develops further with a partial discharge into the soil. Based on the data on the quantitative content of the target component by the HPLC method, it is recommended that for the preparation of the ecdysterone substance of many actoprotective phytopreparations and valuable WS, the preparation of the above-ground biomass of Serratula coronata L. should be carried out during the vegetation phase of this taxon.

Water-soluble mixed complexes of D-pinitol with cyclodextrins in the ratio 1:1 composition were formedby the supramolecular interaction. The structure of supracomplexeswas studied by NMR spectroscopy methods. References [1] Rinaldi L., Binello A., Stolle A., Curini M., Cravotto G. Efficient mechanochemical complexation of various steroid compounds with α-, β- and γ-cyclodextrin // Steroids. 2015. Vol. 98. P. 58–62. DOI: 10.1016/j.steroids.2015.02.016. [2] Savic I.M., Nikolic V.D., Savic-GajicI., Nikolic L.B., Radovanovic B.C., Mladenovic J.D. Investigation of properties and structural characterization of the quercetin inclusion complex with (2-hydroxypropyl)-β-cyclodextrin // J. Incl. Phenom. Macrocycl.Chem. 2015. Vol. 82. P. 383-394. DOI: 10.1007/s10847-015-0500-4. [3] Hazra S., Hossain M., Kumar G.S. Studies on α-, β-, and γ-cyclodextrin inclusion complexes of isoquinoline alkaloids berberine, palmatine and coralyne // J. Incl. Phenom. Macrocycl. Chem. 2014. Vol. 78. P. 311-323. DOI: 10.1007/s10847-013-0301-6. [4] Wadhwa G., Kumar S., Chhabra L., Mahant Sh., Rao R. Essential oil-cyclodextrin complexes: an updated review // J. Incl. Phenom. Macrocycl. Chem. 2017. Vol. 89. P. 39-58. DOI: 10.1007/s10847-017-0744-2. [5] Carvalho L.B., Burusco K.K., Jaime C., Venancio T., Carvalho A., F., S., Murgas L.D.S., Pinto L.M.A. Complexes between methyltestosterone and β-cyclodextrin for application in aquaculture production // Carbohydr. Polym. 2018. Vol. 179. P. 386-393. DOI: 10.1016/j.carbpol.2017.09.023. [6] Yanga R., Chena J.-B., Dai X.-Y., Huang R., Xiao C.-F., GaoZh.-Y., Yang B., Yang L.-J., Yan S.-J., Zhang H.-B., Qing Ch., Lin J. Inclusion complex of GA-13315 with cyclodextrins: Preparation, characterization, inclusion mode and properties // Carbohydr. Polym. 2012. Vol. 89. P. 89-97. DOI: 10.1016/j.carbpol.2012.02.054. [7] Yuan Ch., Jin Zh., Xu X. Inclusion complex of astaxanthin with hydroxypropyl-cyclodextrin: UV, FTIR, 1H NMR and molecular modeling studies // Carbohydr. Polym. 2012. Vol. 89. P. 492-496. DOI:10.1016/j.carbpol.2012.03.033. [8] Dandawate P.R., Vyas A., Ahmad A., Banerjee S., Deshpande J., Swamy K.V., Jama- dar A., Dumhe-Klaire A.K. Padhye S., Sarkar F.H. Inclusion Complex of Novel Curcumin Analogue CDF and β-Cyclodextrin (1:2) and Its Enhanced In Vivo Anticancer Activity Against Pancreatic Cancer // Pharm. Res. 2012. Vol. 29. P. 1775-1786. DOI: 10.1007/s11095-012-0700-1. [9] Almagambetov A.M., Temirgaziev B.S., Zavarzin I.V., Kachala V.V., Kudabaeva P.K., Tuleuov B.I., Adekenov S.M. New prospective herbal source of D-pinitol a possessing anti-diabetic and hydroglycemic properties // Khimija Rastitel’nogo Syr’ja. 2016. N 3. P. 79–84. DOI: 10.14258/jcprm.2016031004. [10] Uekama K., Hirayama F., Irie T. Cyclodextrins Drug Carrier Systems // Chem. Rev. 1998. Vol. 98. P. 2045-2076. DOI: 10.1021/cr970025p. [11] Rasheed A., Kumar A.S.K., Sravanthi V.V. Cyclodextrins as Drug Carrier Molecule: A Review // Sci. Pharm. 2008. Vol. 76. P. 567-598. DOI: 10.3797/scipharm.aut-08-04. [12] Inoue Y. NMR Studies of the Structure and Properties of Cyclodextrins and Their Inclusion Complexes // Annu. Rep. NMR Spectrosc. 1993. Vol. 27. P. 59-101. DOI: 10.1016/S00664103(08)60265-3. [13] Yamanoi T., Oda Y., Katsuraya K. NMR determination of concentration-switchable inclusion complex of a β-cyclodextrin derivative carrying a benzene grouplinked to a C,C-glucopyranoside spacer // J. Incl. Phenom. Macrocycl. Chem. 2017. Vol. 89. P. 189-197. DOI: 10.1007/s10847-017-0746-0. [14] Mukae Sh., Ohashi T., Matsumoto Yu., Ohta Sh., Omura H. D-Pinitol in Fabaceae: an Oviposition Stimulant for the Common Grass Yellow Butterfly, Eurema Mandarina // J. Chem. Ecol. 2016. Vol. 42. P. 1122–1129. DOI: 10.1007/s10886-016-0775-y. [15] Honda K., Minematsu H., Muta K., Omura H., Nishii W. D-Pinitol as a Keyovi position stimulant for sulfur butterfly, Coliaserate: chemical basis for female acceptance of host- and nonhost plants // Chemoecology. 2012. Vol. 22. P. 55-63. DOI: 10.1007/s00049-011-0098-y. [16] Demarco P.V., Thakkar A.I. Cyclohepta-amilose Inclusion Complexes. A Proton Magnetic Resonanse Study // J. Chem. Soc., Chem. Commun. 1970. Issue 1. P. 2-4. DOI: 10.1039/C29700000002. [17] Hazra S., Hossain M., Kumar G.S. Studies on α-, β-, and γ-cyclodextrin inclusion complexes of isoquinoline alkaloids berberine, palmatine and coralyne // J. Incl. Phenom. Macrocycl. Chem. 2014. Vol. 78, Issue 1-4. P. 311-323. DOI: 10.1007/s10847-013-0301-6 [18] Loftsson T., Masson M., Brewster M.E. Self-association of cyclodextrins and cyclodextrin complexes // J. Pharm. Sci. 2004. Vol. 93, Issue 5. P. 1091-1099. DOI: 10.1002/jps.20047. [19] Filimonov D.A., Lagunin A.A., Gloriozova T.A., Rudik A.V., Druzhilovskii D.S., Pogodin P.V., Poroikov V.V. Prediction of the Biological Activity Spectra of Organic Compounds Using the Pass Online Web Resource // Chem. Heterocycl. Compd. 2014. Vol. 50, Issue 3. P. 444-457. DOI: 10.1007/s10593-014-1496-1.