Particular attention in the cultivation of industrial and agricultural crops is paid to the fight against pathogenic fungi, which not only lead to significant yield losses, but they are also dangerous to humans. The aim of this work is the synthesis of biologically active compounds in the series of aromatic dithiocarbamic acids based on N-(4-methoxyphenyl)acetamide and N-phenylacetamide and the study of their antifungal and antibacterial activities. Results and discussion. Biologically active aromatic sodium dithiocarbamates were synthesized by the reaction of amines (N-(4-methoxyphenyl)acetamide and N-phenylacetamide) with carbon disulfide in the presence of NaOH in ethanol at a temperature of 25°C in 78 and 85% yields. Thioanhydrides were synthesized by the acylation of sodium acetyl(4-methoxyphenyl)carbamodithioate and sodium acetyl(phenyl)carbamodithioate with acid chlorides (benzoic, 3,4-dimethoxybenzoic, 2-bromobenzoic, and 4-nitrobenzoic) in chloroform at a temperature of 25°C. The corresponding derivatives of aromatic thioanhydrides of dithiocarbamic acids were obtained in 49-88% yields. The structure of the synthesized compounds was established on the basis of elemental analysis data, IR spectra, 1Н and 13С NMR spectroscopy. Antifungal and bactericidal properties of the synthesized compounds were studied against phytopathogenic fungi and Fusarium oxysporum and Pectobacterium carotovorum bacteria. Conclusion. According to the test results, it was revealed that sodium acetyl(4-methoxyphenyl)carbamodithioate at a concentration of 0.4% has a high fungicidal activity and completely inhibits the growth of the Fusarium oxysporum phytopathogen. The maximum zone of inhibition (18 mm) of Pectobacterium carotovorum bacteria was at a concentration of 0.4%.

Бас редактор: ЖҰРЫНОВ Мұрат Жұрынұлы, химия ғылымдарының докторы, профессор, ҚР ҰҒА академигі, Қазақстан Республикасы Ұлттық ғылым академиясының президенті, АҚ «Д.В.Сокольский атындағы отын, катализ және электрохимия институтының» бас директоры (

One of the main tasks of organic chemistry is development of purposeful synthesis ways of biologically active substances. The chemistry of dithiocarbamic compounds opens up wide possibilities for solving this problem. There is a strong interest in dithiocarbamic acids due to a wide range oftheir biological activity (anticancer, antibacterial, antifungal, anti-neurodegenerative, anti-tuberculosis, growthstimulating, root forming, etc.). The purpose of this studyis the synthesis of biologically active substances inthe series of element(N-,O-,S-,F-,Cl-)organic compounds based on N-benzylmethylamine and indoline, their structure determination and biological activity investigation. Results and discussion. The initial sodium dithiocarbamates were synthesized by the reaction of N-benzylmethylamine and indoline with carbon disulfide in the yields 92 and 52%. Acylation of synthesized dithiocarbamates with acid chlorides was carried out and the corresponding derivatives of dithiocarbamic aromatic and heterocyclic thioanhydrides were obtained in the yields 58-85%. The structure of the synthesized compounds was identified by using elemental analysis, IR spectra, 1Н and 13С NMR spectroscopy. Laboratory study of growth-stimulating activity of new biologically active compounds onlaboratory germination and germination energy of wheat and soybean seeds was carried out.Conclusion.The best results were achieved when wheat seeds were treated with sodium indoline-1-carbodithioate and benzyl(methyl)carbamothio-4-fluorobenzoic thioanhydride at 0.001% concentration.Germination energy and laboratory seed germination were 100% and 100%, and for the standard -80% and 90%, respectively. It was found that seed treatment with new synthesized preparations intensively stimulates the growing and germination of wheat shoots in comparison with the control and the standard.

In order to obtain new potentially bioactive substances and to investigate the effect of bulky functional groups on the formation of supramolecular complexes, 20-hydroxyecdysone triacetate has been synthesized, its spatial structure has been determined, and its complexation with β-cyclodextrin has been studied by means of NMR. The anti-inflammatory activity of the obtained water-soluble complex has been assessed.

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.

The H-1, C-13 and DEPT one-dimensional NMR and two-dimensional spectroscopy methods COSY (H-1-H-1), HMQC (H-1-C-13) and TOCSY (H-1-H-1) were used to study the alkaloids pseudoephedrine, lupinine, anabasine and cytisine and their supramolecular inclusion complexes with cyclic polysaccharide beta-cyclodextrin. The proton-proton correlation patterns are presented through three bonds and the proton-carbon correlation patterns through one bond, namely COSY (H-1-H-1) and HMQC (H-1-C-13) in the molecules of the alkaloids under study. The use of the capabilities of two-dimensional spectroscopy COSY (H-1-H-1), HMQC (H-1-C-13) and TOCSY (H-1-H-1) to identify the studied alkaloids allowed us to correctly and unambiguously identify the structure of substrates of the supramolecular self-assembly with a cyclic polysaccharide receptor. Homonuclear and heteronuclear correlation NMR COSY (H-1-H-1) and HMQC (H-1-C-13) is also used to identify and confirm the structure and structure of the cyclic polysaccharide beta-cyclodextrin. The chemical shifts of the aliphatic and hydroxyl protons of the inner and outer surfaces of the receptor were determined. A comparative analysis of the H-1 and C-13 NMR spectra of pseudoephedrine, lupine, anabasine and cytisine, beta-cyclodextrin and their supramolecular inclusion complexes was carried out. Changes in the chemical shifts of H-1 and C-13 nucleus of pseudoephedrine, lupinine, anabasine, and cytisine, and beta-cyclodextrin in inclusion complexes were determined. The proton integral intensities of the substrate and receptor in the H-1 NMR spectra determined that the supramolecular interaction of the studied pseudoephedrine, lupinine, anabasine and cytisine with beta-cyclodextrin is accompanied by the entry of hydrophobic fragments of 1 substrate molecule into the inner cavity 1 of the receptor molecule.

One-dimensional NMR H-1, C-13 and DEPT and two-dimensional spectroscopy COSY (H-1-H-1), H-1-H-1 TOCSY, H-1-H-1 ROESY, HMQC (H-1-C-13) and H-1-C-13 HMBC were used to study the alkaloid salsoline, as well as its supramolecular components, and the supramolecular components of the HMBC spectroscopy polysaccharides alpha- and gamma-cyclodextrins. Schemes of proton correlation with protons through three carbon atoms (H-1-H-1) and HMQC (H-1-C-13) in the initial state of the alkaloid under study. The use of the possibilities of two-dimensional spectroscopy COSY (H-1-H-1), H-1-H-1 TOCSY, H-1-H-1 ROESY, HMQC ((HC)-H-1-C-13) and H-1-C-13 HMBC when studying the alkaloid under study correctly and uniquely identify the structure of the substrate of supramolecular self-assembly with cyclic fields. Homonuclear and heteronuclear correlation NMR COSY (H-1-H-1) and HMQC (H-1-C-13) are also used to confirm the structure and structure of the cyclic polysaccharides of alpha- and gamma-cyclodextrins. The chemical shifts of the aliphatic and hydroxyl protons of the inner and outer surfaces of the receptors were determined. A comparative analysis of the H-1 and C-13 NMR spectra of salsoline, alpha- and gamma-cyclodextrins and their supramolecular complexes was carried out. Certain changes have the chemical shifts of H-1 and C-13 nucleus of salsoline, as well as alpha- and gamma-cyclodextrins in supramolecular complexes. The proton integral intensities of the substrate and receptors in the H-1 NMR spectra were definitely that the supramolecular self-assembly with alpha and gamma-cyclodecrins occurs with the formation of complexes without including (external) due to the intermolecular interaction of hydroxyl groups from both the alkaloids and cyclodextrins . The water-soluble aggregates formed during this process are capable of solubilizing the required substrate through non-inclusive complexation.

In the paper the interaction reactions of the hydroxyl substituted acetophenones with the substituted aromatic aldehydes in the presence of aqueous alcoholic solution of alkali (Claisen-Schmidt condensation), which is as aldol condensation were given. This reaction has a big duration and comes to the end within 62-85 h. The final product contains double bonds in alpha,beta-position to carbonyl group. Further functionalization of the chalcones obtained was performed by their correlation with hydrazine hydrate. It was found that boiling of chalcones with hydrazine hydrate in ethanol led to an intramolecular cyclocondensation of an intermediate hydrazone to form some pyrazole derivatives. Structures of the synthesized compounds were studied with H-1 and C-13-NMR spectroscopy, and data on two-dimensional (H-1-H-1) COSY and (H-1-C-13) HMQC spectra. Values of the chemical shifts, multiplicity and integral intensity of signals in one-dimensional H-1 and C-13 NMR spectra were determined. Homo-and heteronuclear interactions confirming structure of the compounds studied were determined with (H-1-H-1) COSY and (H-1-C-13) HMQC spectra. Data on the antimicrobial activity of the synthesized chalcones, pyrazolines and flavonones were showed. It was found that all studied substances practically showed a weak antibacterial activity. Exception is S. aureus culture, which possess the moderate actions for compounds of (E)-1.3-bis (2-hydroxyphenyl)-prop-2-en-1-one, (E)-1-(2-hydroxyphenyl)-3-(4-hydroxyphenyl)-prop-2-en-1-one,(E)-3-(ethoxy-4-hydroxyphenyl)-1-(2-hydroxyphenyl) prop-2-en-1-one and 2-(2-hydroxyphenyl)flavone.

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. 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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. 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4-(3-phenoxyprop-1-yn-1-yl)piperidine-4-ol has been obtained by condensation of 1-methyl-piperidine-4-one with phenoxypropargyl in the Favorsky reaction conditions in absolute benzene, in the presence of a fivefold excess of powdered technical KOH at the ratio of piperidone-4:phenoxypropargyl = 1:1.5. Upon acylation of tertiary phenoxypropynyl piperidol by cyclobutane-, cyclopentane-, cyclohexanecarbonyl chlorides in dioxane at the room temperature or upon heating, the corresponding hydrochlorides of esters have been formed. The structure of the synthesized compounds has been confirmed by the NMR and X-ray spectroscopy data. References [1] Bryan L. Antimicrobial drug resistance. Orlando: Academic press, 1984. P. 450. [2] Regev-Yochay G, Raz M, Dagan R, Roizin H, et al. Reduction in antibiotic use following a cluster randomized controlled multifaceted intervention: the Israeli judicious antibiotic prescription study // Clinical Infectious Diseases. 2011. Vol. 53(1). P. 33-41. [3] Antimicrobial resistance surveillance in Europe 2012. Annual Report of the European Antimicrobial Resistance Surveillance Network (EARS-Net). European Centre for Disease Prevention and Control. Introduced 2013. Stockholm. P. 208. [4] Shostakovskiy M.F., Vlassov V.М., Kuznetsova Т.S., Safronovaа L.А. New field of application of the A.Ye. Favorskiy reaction // J. of Org. Chem. 1966. N 2. P. 953-956. [5] Azerbayev I.N., Yerzhanov K.B., Sadykov Т.S., Mussin М.А., Umarova Z.N. Interaction of butoxypropargyls with carbonyl compounds // Izv. AS KazSSR, Chemical Series. 1976. N 1. P. 30-33. [6] Yokubaitite S.P., Koudis Z.P., Mozolis V.V. Synthesis and properties of acetylene derivatives on the basis of phenyloxypropargyl // Works of AS Lith. SSR, Series B. 1980. N 1. P. 116-119. [7] Kurbanov F.K., Kuchkarov А.V., Agzamov K.А., Dzhurakulov G. Synthesis of acetylene alcohols on the basis of propargyl ester of phenols // Report of AS Uzb.SSR. 1972. N 1. P. 38-39. [8] Bazhykova K.B., Praliyev K.D., Poplavskaya I.А. Synthesis and some transformations of 1-(2-ethoxyethyl)-4-(3-aryloxypropyn-1-yl)piperidines // Ivz. of RK MS-AS. Series Chem. 1998. N 3. P. 112-120. [9] Kozlovskiy V.I., Praliyev K.D., Goncharuk V.V., Zavodnik L.B., Akhmetova G.S., Iskakova Т.K., Yu V.K. An analgesic activity of original substances of the piperidine series: experimental study on the model of thermal secomposition // Journal of the Grodno Medical University. Belarus, 2014. N 3. P. 38-41. [10] Akhmetova G.S., Sadyrbayeva F.M., Yu V.K., Praliyev K.D., Zhilkibayev O.T., Pichkhadze G.M., Nassyrova S.R., Imashova Sh.O., Amirkulova M.K. Piperidine-containing derivatives of cyclopropanecarboxylic acid – potential PAS // Chem. J. of Kazakhstan. 2012. N 1. P. 118-127. [11] Sadyrbayeva F.M., Ospanova S.I., Issayeva U.B., Akhmetova G.S., Yu V.K., Praliyev K.D. Amides of cyclopropanecarboxylic acid – potential BAS // Cluster of Conferences in organic chemistry “OrtChim”-2013. June 17-21, 2013. SPt.: Repino. P. 248-249. [12] Kumar K. Ajar. Brief review on cyclopropane analogs: synthesis and their pharmacological applications // Int. J. of Pharm. and Pharmac. Sc. 2012. N 5(1). P. 467-472. [13] RK Innovation patent No.31047. Hydrochloride of 1-methyl-4-(3-phenoxypropin-1-yl)-4cyclopropanecarbonyloxypiperidine, possessing an antibacterial activity // K.D. Praliyev, M.Ye. Kulmanov, A.I. Ilyin, F.M. Sadyrbayeva, G.S. Akhmetova, V.K. Yu, U.B. Issayeva, N.V. Leonova, O.A. Sulzhik, S.S. Kassymbekova. Published 15.04.16. Bul. N 4. [14] Akhmetova G.S, Sadyrbayeva F.М., Issayeva U.B., Praliyev K.D., Seilkhanov Т.М., Yu V.K., Sultanov D.А. Directed synthesis of С- and N-substituted phenyloxypropynylpiperidines of an antiinfective activity // Herald of KarSU. Chemical Series, 2017. N 3(87). P. 56-63.

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.

4-Acyloxy-4-(cyclopropylethynyl)-1-(2-ethoxyethyl)piperidines have been synthesized by reaction of 1-(2-ethoxyethyl)piperidin-4-one with cyclopropylacetylene and subsequent acylation of intermediate 4-(cyclopropylethynyl)piperidin-4-ol. The resulting esters react with β-cyclodextrin to give supramolecular inclusion complexes. The complexation is accompanied by inclusion of the N -ethoxyethyl fragment of one substrate molecule in the inner cavity of one receptor molecule. The structure of 4-acyloxy-4-(cyclopropylethynyl-1-(2-ethoxyethyl)piperidines and their inclusion complexes with cyclodextrin has been studied by NMR spectroscopy.

A comparative analysis of 1H and 13C NMR spectra of 1-(2-ethoxyethyl)-4-(pentyn-1-yl)-4-hydroxypiperidine, 1-(2-ethoxyethyl)-4-(pentyn-1-yl)-4-benzoyloxypiperidine oxalate and their inclusion complexes with β-cyclodextrin was performed. The differences in values of chemical shifts of 1H and 13C nuclei of the substrates and the receptor in the inclusion complexes were determined. It was found that the formation of complexes of 1-(2-ethoxyethyl)-4-(pentyn-1-yl)-4-hydroxypiperidine and 1-(2-ethoxyethyl)-4-(pentyn-1-yl)-4-benzoyloxypiperidine oxalate with β-cyclodextrin was accompanied by insertion of one N-ethoxyethyl fragment of the substrate molecule into the inner sphere of one molecule of the receptor.

Complexation of the alkaloid anabasine by β-cyclodextrin was studied by NMR spectroscopy. The changes of chemical shifts of 1H and 13C nuclei of the substrate and receptor in an inclusion complex were determined. It was found that anabasine reacted with β-cyclodextrin to form a 1:1 stoichiometric supramolecular inclusion complex with the piperidine fragment of the substrate in the receptor inner cavity.

Structures of 7-[2-(morpholin-4-yl)ethyl]-3-(2-ethoxyethyl)-3,7-diazabicyclo[3.3.1]nonane and its inclusion complexes with α-, β-, and γ-cyclodextrins have been studied by 1H, 13C, COSY, and HMQC NMR spectroscopy. The complexes are formed via entering of one morpholine fragment of the substrate into the inner sphere of a receptor molecule.