Synthesis of Pyridinocrownophane Derivatives
Main Article Content
Abstract
The pyridinocrownophane derivatives containing 2,6-diaryl-γ-arylpyridine subunit and the aza-14-crown-4 ether ring have been exhibit high cytotoxicity on several tumor cell lines such as Hep- G2, MCF7, FL, RD, Lu. This study continues to develop method of synthesis of new γ-(fur-2-yl)pyridinoaza-14-crown-4-ether (2), γ-(naphthalen-1-yl)pyridinoaza-14-crown-4-ether (3), γ-(thien-2-yl)pyridinoaza-17-crown-5-ether (4) and γ-(2-pyridino)pyridinoaza-17-crown-5-ether (5) based on the 1,5-bis- (2-acetylphenoxy) -3- -oxapentane (1a) and 1,8-bis- (2-acetylphenoxy) -36-dioxaoctane (1b). The structure of these derivatives has determined by 1 H NMR, HPLC-MS.
Keywords:
pyridinocrownophane, 17-crown-5-ether, 14-crown-4-ether microwave reaction, single X-ray crystalline diffraction.
References
[1]. T.A. Le, H H. Truong, T.P.T. Nguyen, T.N. Dao, H.T. To, H. T. Pham and A.T. Soldatenkov. Synthesis and biological activity of (γ -arylpyridino)dibenzoaza-14-crown-4 ethers. Mendeleev Commun., 25, (2015), 224.
[2]. Le T.A., Trương H.H., Nguyen T.T.P., Tran T.T.V., Dao T.N., Soldatenkov A.T., Vietnam Journal of Chemistry, 53 (4e1), (2015), 141.
[3]. T.A Le, H.H. Truong, P.T.T. Nguyen, H.T. Pham, V.E. Kotsuba, A.T. Soldatenkov, V.N. Khrustalev. Synthesis and Molecular Structure of Dibenzo [4-(α-Thienyl and α-Pyrrolyl)pyrido]aza-14-crown-4 Ethers. Макрогетероциклы/Macroheterocycles. 7 (4), (2014), 386.
[4]. T. Thanh Van Tran, Le Tuan Anh, Hung Huy Nguyen, Hong Hieu Truong và Anatoly T. Soldatenkov. Crystal structure of 26-(4-methylphenyl)-8,11,14,17-tetraoxa-28-azatetracyclo[22.3.1.02,7.018,23]hexacosa-2,4,6,18(23),19,21,24(1),25,27-nonaene. Acta Cryst. Research communications. E 72, (2016), 663.
[5]. Anh Tuan Le, Anatoly T. Soldatenkov. Strategies and methods for the synthesis of pyridinocrownophanes (microreview). Chem. Heterocycl. Compd., 52 (3), (2016), 152.
[6]. O.V. Dolomanov, L.J. Bourhis, R.J Gildea, J.A.K. Howard, H. Puschmann, Olex2 – A Complete Package for Molecular Crystallography. J. Appl. Cryst. 42, (2009), 339.
[7]. G. M. Sheldrick, SHELXS-97, Programs for the solution of crystal structures, University of Goettingen, Goettingen, Germany, 1997.
[8]. G. M. Sheldrick, SHELXL-2014, Programs for the refinement of crystal structures, University of Goettingen, Goettingen, Germany, 2014.
[2]. Le T.A., Trương H.H., Nguyen T.T.P., Tran T.T.V., Dao T.N., Soldatenkov A.T., Vietnam Journal of Chemistry, 53 (4e1), (2015), 141.
[3]. T.A Le, H.H. Truong, P.T.T. Nguyen, H.T. Pham, V.E. Kotsuba, A.T. Soldatenkov, V.N. Khrustalev. Synthesis and Molecular Structure of Dibenzo [4-(α-Thienyl and α-Pyrrolyl)pyrido]aza-14-crown-4 Ethers. Макрогетероциклы/Macroheterocycles. 7 (4), (2014), 386.
[4]. T. Thanh Van Tran, Le Tuan Anh, Hung Huy Nguyen, Hong Hieu Truong và Anatoly T. Soldatenkov. Crystal structure of 26-(4-methylphenyl)-8,11,14,17-tetraoxa-28-azatetracyclo[22.3.1.02,7.018,23]hexacosa-2,4,6,18(23),19,21,24(1),25,27-nonaene. Acta Cryst. Research communications. E 72, (2016), 663.
[5]. Anh Tuan Le, Anatoly T. Soldatenkov. Strategies and methods for the synthesis of pyridinocrownophanes (microreview). Chem. Heterocycl. Compd., 52 (3), (2016), 152.
[6]. O.V. Dolomanov, L.J. Bourhis, R.J Gildea, J.A.K. Howard, H. Puschmann, Olex2 – A Complete Package for Molecular Crystallography. J. Appl. Cryst. 42, (2009), 339.
[7]. G. M. Sheldrick, SHELXS-97, Programs for the solution of crystal structures, University of Goettingen, Goettingen, Germany, 1997.
[8]. G. M. Sheldrick, SHELXL-2014, Programs for the refinement of crystal structures, University of Goettingen, Goettingen, Germany, 2014.