GOSSIPOL AND ITS DERIVATIVES: SYNTHESIS, MODIFICATION AND STRUCTURE
UDC 547.562.1+615
Abstract
The article provides information on the synthesis of new derivatives of gossypol, their modification in order to obtain water-soluble complexes, as well as the analysis of their physicochemical and structural properties. In the above work, three iminoazo derivatives of gossypol were synthesized for the first time, on the basis of which water-soluble complexes were obtained. In the synthesis of gossypol derivatives, heterylamines were used as substituents on the aldehyde group and on the C-4 atoms of gossypol. The physicochemical properties of the synthesized water-soluble complexes were studied by UV and IR spectrometric methods and their structure was analyzed.
A comparative analysis of the UV spectra of iminoazo derivatives and complexes of gossypol derivatives with poly-N-vinylpyrrolidone (N-PVP) showed a slight shift in the main absorption maxima. In addition, various electronic transitions associated with functional groups in gossypol derivatives and N-PVP molecules were observed. This suggested that a complex compound was formed. In order to confirm the structure of the complexes of iminoazo derivatives of gossypol with N-PVP, a comparative study of them with intermediate compounds by IR spectroscopic analysis was carried out and the most probable structures of the obtained compounds were shown.
Downloads
Metrics
References
Shcherbakov V.G. Khimiya i biokhimiya pererabotki maslichnykh semyan. [Chemistry and biochemistry of oilseed pro-cessing]. Moscow, 2007, 184 p. (in Russ.).
Ismailov A.I., Sadykov A.S., Biktimirov L., Vichkanova S.A., Goryunova A.V. Materialy Vsesoyuzn. nauchn. konf. po farmakologicheskomu i klinicheskomu izucheniyu preparatov iz rasteniy. [Materials of the All-Union. scientific conf. on pharmacological and clinical study of preparations from plants]. Moscow, 1972, pp. 219–220. (in Russ.).
Sayitkulov A.M., Tazulakhova E.B., Sarymsakova A.A., Yershov F.I. Voprosy virusologii, 1984, no. 6, pp. 749–751. (in Russ.).
Nosik N.N., Tazulakhova E.B., Sayitkulov A.M. Induktory interferona. [Interferon inducers]. Moscow, 1982, pp. 19–24. (in Russ.).
Ryabchenko V.P. Voprosy transplantologii i immunosupressii. [Issues of transplantation and immunosuppression]. Tashkent, 1983, pp. 14–17. (in Russ.).
Ryabchenko V.P., Nasyrov S.Kh. Aktual'nyye voprosy transplantatsii organov i tkaney. [Topical issues of organ and tissue transplantation]. Tashkent, 1984, pp. 88–92. (in Russ.).
Aripov U.A., Urazmetov K.G., Ismailov A.I., Baram N.I., Urazmetova M.D., Alimova M.T. Aktual'nyye voprosy transplantologii i immunosupressivnoy terapii. [Topical issues of transplantation and immunosuppressive therapy]. Tashkent, 1982, pp. 28–37. (in Russ.).
Ziyaev Kh.L., Ismailova G.A., Biktimirov L., Baram N.I., Urazmetov K.G. Aktual'nyye voprosy transplantatsii organov i tkaney. [Topical issues of organ and tissue transplantation] Tashkent, 1984, pp. 9–20. (in Russ.).
Baram N.I., Biktimirov L., Ziyayev Kh.L., Payziyeva R.Z., Mukhamedzhanova M., Ananchenkov V.I., Ismailov A.I., Sadykov A.S. Tezisy dokladov V Vsesoyuznogo simpoziuma po fenol'nym soyedineniyam. [Abstracts of the V All-Union Symposium on Phenolic Compounds]. Tallinn, 1987, pp. 21–22. (in Russ.).
Baram N.I., Ziyayev Kh.L., Ismailov A.I., Ziyamov D., Mangutova Yu.S. Khimiya prirodnykh soyedineniy, 2000, no. 2, pp. 145–148. (in Russ.).
Patent 1332766 (USSR). (in Russ.).
Mukhamedayev M.G., Auyelbekov S.A., Sharipova Z.T. Khimiko-farmatsevticheskiy zhurnal, 1986, vol. 20, no. 4, pp. 450–452. (in Russ.).
Auyelbekov S.A., Mirzaabullayev A.B., Aslanova D.Kh. Khimiko-farmatsevticheskiy zhurnal, 1985, vol. 19, no. 7, pp. 829–832. (in Russ.).
Vakhabov Kh.D., Rudenko G.I. Med. zhurn. Uzbekistana, 1988, no. 1, pp. 14–15. (in Russ.).
Vypova N.L., Kazantseva D.S., Nasirov S.Kh. Voprosy transplantologii i immunokorrektsii. [Issues of transplantology and immunocorrection]. Tashkent, 1991, 24 p. (in Russ.).
Baram N.I., Ziyayev Kh.L., Ismailova G.A. Khimiya prirodnykh soyedineniy, 1988, no. 5, pp 647–650. (in Russ.).
Patent 974 (RUz). 1994. (in Russ.).
Patent 969 (RUz). 1994. (in Russ.).
Salikhov Sh.I., Ziyayev Kh.L., Rezhepov K.Zh. VFS na substantsiyu Megosina. [VFS for Megosin substance]. Tashkent, 2012, 7 p. (in Russ.).
Avazov T.N. Pyatyy Vsesoyuz. s"yezd oftal'mologov: tezisy dokl. [Fifth All-Union. congress of ophthalmologists: Abstracts of reports]. Tashkent, 1979, pp. 82–83. (in Russ.).
Avazov T.N. Aktual'nyye voprosy oftal'mologii. [Topical issues of ophthalmology]. Tashkent, 1978, pp. 63–65. (in Russ.).
Mashkovskiy M.D. Lekarstvennyye sredstva. [Medicines]. Moscow, 1984, 331 p. (in Russ.).
Patent 3169 (RUz). 1999. (in Russ.).
Salikhov Sh.I., Ziyayev Kh.L., Rezhepov K.Zh. VFS na substantsiyu Gozalidona. [VFS for Gozalidon substance]. Tashkent, 2019, 7 p. (in Russ.).
Sayitkulov A.M., Vinogradova N.A., Ziyayev Kh.L. Nauchnyye trudy NII epidemiologii i mikrobiologii im. N.F. Gamaleya RAMN. Sb. Interferon-92. [Scientific works of the Research Institute of Epidemiology and Microbiology. N.F. Gamaleya RAMS. Collection of Interferon-92]. Moscow, 1992, pp. 149–153. (in Russ.).
Salikhov Sh.I., Ziyayev Kh.L., Rezhepov K.Zh. VFS na substantsiyu Ragosina. [VFS for Ragosin's substance]. Tashkent, 2012, 7 p. (in Russ.).
Yershov F.I., Sayitkulov A.M., Tazulakhova E.B., Sadykov A.S. Voprosy virusologii, 1986, vol. 313, no. 3, pp. 335–338. (in Russ.).
Rezhepov K.Zh. Azosoyedineniya na osnove proizvodnykh gossipola: sintez, struktura i biologicheskaya aktivnost': diss. … kand. khim. nauk. [Azo compounds based on gossypol derivatives: synthesis, structure and biological activity: diss. … cand. chem. Sciences]. Tashkent, 2006, 134 p. (in Russ.).
Vaynshteyn V.A., Kirchman B.S. Khimiko-farmatsevticheskiy zhurnal, 1987, no. 1, pp. 85–89. (in Russ.).
Kirsh Yu.E., Sokolov L.V. Khimiko-farmatsevticheskiy zhurnal, 1983, no. 6., pp. 711–721. (in Russ.).
Karimov M.M. Sintez polimernykh kompleksov antiprotozoynykh diamidinovykh soyedineniy, ikh fiziko-khimicheskikh i farmatsevticheskikh svoystv: avtoref. diss. … kand. khim. nauk. [Synthesis of polymer complexes of antiprotozoal diamidine compounds, their physicochemical and pharmaceutical properties: author. diss. … cand. chem. Sciences]. Tashkent, 1989, 22 p. (in Russ.).
Copyright (c) 2023 chemistry of plant raw material
This work is licensed under a Creative Commons Attribution 4.0 International License.
This work is licensed under a Creative Commons Attribution 4.0 International License.
The authors, which are published in this journal, agree to the following conditions:
1. Authors retain the copyright to the work and transfer to the journal the right of the first publication along with the work, at the same time licensing it under the terms of the Creative Commons Attribution License, which allows others to distribute this work with the obligatory indication of the authorship of this work and a link to the original publication in this journal .
2. The authors retain the right to enter into separate, additional contractual agreements for the non-exclusive distribution of the version of the work published by this journal (for example, to place it in the university depository or to publish it in a book), with reference to the original publication in this journal.
3. Authors are allowed to post their work on the Internet (for example, in a university repository or on their personal website) before and during the review process of this journal, as this may lead to a productive discussion, as well as more links to this published work.
