MASS-SPECTROMETRY AND QUANTUM-CHEMICAL STUDY ЩА SELF-ASSOCIATION PROCESSES OF GLYCYRRHIZINIC ACID MOLECULES
Abstract
The mass spectrometry with electrospray ionization has used to study the processes of the formation the self-association complexes Glycyrrhizinic acid (GA). The data of mass spectrometry have proved the presence of dimers and trimers of GA for samples of 0,2% Monoammonium salt of GA at pH 5,5 and pH 2. These data are consistent with the quantum-chemical calculations of self-associates of glycyrrhizic acid. The quantum-chemical calculations predict the formation of clusters of the general form Xn with a value of n from 1 to n = 6. The data of mass spectrometry and the results of quantum chemical calculations demonstrated that the most stable clusters have built on the principle of «head – tail». Self-associated complex of GA composed of two molecules of GA create a cavity between them, with the size which is enough to include guest molecules with the similar size.
Downloads
Metrics
References
Sarnthein-Graf C., La Mesa C. Association of saponins in water and water-gelatine mixtures // Thermochimica Acta. 2004. Vol. 418, N1–2. Pp. 79–84.
Sidhu G.S., Oakenfull D.G. A mechanism for the hypocholesterolaemic activity of saponins // British Journal of Nu-trition. 1986. Vol. 55, N3. Pp. 643–649.
Толстиков Г.А., Балтина Л.А., Шульц Э.Э. Покровский А.Г. Глицирризиновая кислота // Биоорганическая химия. 1997. Т. 23, №9. C. 691–703.
Толстикова Т.Г., Толстиков А.Г., Толстиков Г.А. На пути к низкодозным лекарствам // Вестник Российской академии наук. 2007. Т. 77, №10. C. 867–874.
Стоник В.А., Толстиков Г.А. Природные соединения и создание отечественных лекарственных препаратов // Вестник Российской академии наук. 2008. Т. 78, №8. C. 675–682.
Толстикова Т.Г., Сорокина И.В., Брызгалов А.О., Лифшиц Г.И., Хвостов М.В. Использование подхода ком-плексообразования с глицирризиновой кислотой для создания новых кардиотропных средств // Биомедицина. 2006. №4. C. 115–117.
Vögtle F., Weber E. Multidentate acyclic neutral ligands and their complexation // Angewandte Chemie Int. Ed. 1979. Vol. 18, N10. P. 753–776.
Weber E., Vögtle F. Classification and nomenclature of coronands, cryptands, podands, and of their complexes // Inorg. Chim. Acta. 1980. Vol. 45, N2. P. 65–67.
Frisch M.J., Trucks G.W., Schlegel H.B., Scuseria G.E., Robb M.A., Cheeseman J.R., Zakrzewski V.G., Montgomery J.A. Jr., Stratmann R.E., Burant J.C., Dapprich S., Millam J.M., Daniels A.D., Kudin K.N., Strain M.C., Farkas O., Tomasi J., Barone V., Cossi M., Cammi R., Mennucci B., Pomelli C., Adamo C., Clifford S., Ochterski J., Peters-son G.A., Ayala P.Y., Cui Q., Morokuma K., Salvador P., Dannenberg J.J., Malick D.K., Rabuck A.D., Raghava-chari K., Foresman J.B., Cioslowski J., Ortiz J.V., Baboul A.G., Stefanov B.B., Liu G., Liashenko A., Piskorz P., Komaromi I., Gomperts R., Martin R.L., Fox D.J., Keith T., Al-Laham M.A., Peng C.Y., Nanayakkara A., Challa-combe M., Gill P.M.W., Johnson B., Chen W., Wong M.W., Andres J.L., Gonzalez C., Head-Gordon M., Re-plogle E.S., Pople J.A. Gaussian 98. Revision A.9. Gaussian, Inc., Pittsburgh PA. 1998.
Стариков А.Г., Миняев Р.М., Старикова А.А., Минкин В.И. Механизм аддуктообразования пиридина с -ди¬кетонатами Zn(II) и Cu(II) // Вестник ЮНЦ РАН. 2011. Т. 7, №2. С. 27–34.
Chemcraft. URL: www.chemcraftprog.com. Version 1.6 (build 304).
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.
