Article 11413

Title of the article

FEATURES OF MASS-FRAGMENTATION OF BIOLOGICALLY ACTIVE ALKYLBENZENE-1,3-DIOLS

Authors

Mukovoz Petr Petrovich, Candidate of chemical sciences, leading researcher, Institute of cell and intracellular symbiosis, Ural branch of the Russian Academy of Sciences
(11 Pionerskaya street, Orenburg, Russia), mpp27@mail.ru
Batalov Vladimir Igorevich, Postgraduate student, South-Ural State University
(76 Imeny V. I. Lenina avenue, Chelyabinsk, Russia). batalov87@gmail.com
Savasteeva Anastasiya Vladimirovna, Postgraduate student, scientist, Institute of cell and intercellular symbiosis, Ural branch of the Russian Academy of Sciences
(11 Pionerskaya street, Orenburg, Russia), mpp27@mail.ru
Zhurlov Oleg Sergeevich, Candidate of medical sciences, leading researcher, Institute of cell and intercellular symbiosis, Ural branch of the Russian Academy of Sciences
(11 Pionerskaya street, Orenburg, Russia), jurlov1968@mail.ru

Index UDK

547.341+547.722+547.725

Abstract

Background. Alkylbenzene-1,3-diols, extracted from plants or exomatabolites of some microorganisms, have various types of biological activity including the feature of being autoinductors of bacteria anabiosis. Presence of alkylbenzene-1,3-diols in the structure of exometabolites of human normal flora has never been established before the present research. The study aims at the development of methods enabling reliable identification of alkylbenzene-1,3-diols in bacteria supernatants and establishment of mass-fragmentation features typical for the present compound group.
Materials and methods. Materials of investigation were the clinical strains Bifidobacterium bifidum from the collection of the Institute of cell and intercellular symbiosis of Ural branch of the Russian Academy of Sciences. To isolate and identify alkylbenzene-1,3-diols from bacteria exometabolites the researchers developed a method including lyophilization of supernatants, extraction and chromatography with subsequent mass-detection via chromatography-mass-spectrometer.
Results. The authors developed a method enabling reliable detection of alkylbenzene-1,3-diols presence in bacteria supernatants and identification of the chemical structure of the present compounds. It is ascertained that in exometabolites of bacteria Bifidobacterium bifidum there are alkylbenzene-1,3-diols of various formation, and the structure thereof is confirmed.
Conclusions. The article shows that the bacteria Bifidobacterium bifidum produce 5-alkylsubstituted benzene-1,3-diols with nonramified alkyl links that are replete and feature multiple bonds.

Key words

alkylbenzene-1,3-diols, exometabolites, supernatants, mass-fragmenta¬tion, chromatography-mass spectrometry.

Download PDF
References

1. Wieringa G. W. Institution of Storage and Processing of Agricultural Produce. 1967, no. 156.
2. Mattila P., Pihlava J.-M., Hellström J. J. Agric. Food Chem. 2005, no. 53, pp. 8290–8295.
3. Ross A. B., Eman P., Andersson R., Kamal-Eldin A. J. Chrom. A. 2004, no. 1054, pp. 157–164.
4. Cojocaru M. D., Droby S., Glotter E., Goldman A., Gottlieb H. E., Jacoby B., Prusky D. Phytochemistry. 1986, no. 25, pp. 1093–1095.
5. Garcna S., Garcna C., Heinzen H., Moyna P. Phytochemistry. 1997, no. 44, pp. 415–418.
6. Himejima M., Kubo I. J. Agric. Food Chem. 1991, no. 39, pp. 418–421.
7. Käämbre P., Samel N., Lille U. Proc. Estonian Acad. Sci. Chem. 1992, no. 41, pp. 1–5.
8. Rejman J., Kozubek A. Cell. Mol. Biol. Lett. 1997, no. 2, pp. 411–419.
9. Kozubek A., Nietubyc M., Sikorski A. F. Z. Naturforsch. 1992, no. 47, pp. 41–46.
10. Gasiorowski K., Szyba K., Brokos B., Kozubek A. Cancer Lett. 1996, no. 106, pp. 109–115.
11. Gasiorowski K., Brokos B. J. Cell. Mol. Biol. Lett. 2001, no. 6, pp. 897–911.
12. Osipov G. A., El'-Registani G. I., Svetlichnyy V. A., Kozlova A. N., Duda V. I., Kaprel'yants A. S., Pomazanov V. V. Mikrobiologiya [Microbiology]. 1985, vol. 54, no. 2, pp. 186–190.
13. Mulyukin A. L., Kozlova A. N., Kaprel'yants A. S., El'-Registani G. I. Mikrobiologiya [Microbiology]. 1996, vol. 65, no. 1, pp. 20–25.
14. Verdeal K., Lorenz K. Cereal Chem. 1977, no. 54, pp. 475–483.
15. Ross A. B., Shepherd M. J., Schüppaus M., Sinclair V., Alfaro B., Kamal-Eldin A., Eman P. J. Agric. Food Chem. 2003, no. 51, pp. 4111–4118.
16. Seitz L. M. J. Agric. Food Chem. 1992, no. 40, pp. 1541–1546.
17. Kozubek A., W. S. M. Geurts Van Kessel, Demel R. A. J. Chrom. 1979, no. 169, pp. 422–425.
18. Gohil S., Pettersson D., Salomonsson A.-C., Eman P. J. Sci. Food Agric. 1988, no. 45, pp. 43–52.
19. Vul'fson N. S., Zaikina V. G., Mikoy A. I. Mass-spektrometriya organicheskikh soedineniy [Mass-spectrometry of organic compounds]. Moscow: Khimiya, 1986, 311 p.
20. Lebedev A. T. Mass-spektrometriya v organicheskoy khimii [Mass-spectrometry of organic compounds]. Moscow: BINOM. Laboratoriya znaniy, 2003, 496 p.
21. Prikaz Minzdrava Rossii № 231 ot 09.06.2003 g. Otraslevoy standart «Protokol vedeniya bol'nykh. Disbakterioz kishechnika» [Decree of the Ministry of Health № 231 from 09.06.2003. Branch standard “Disease management protocol. Intestine disbacteriosis”]. (OST 91500.11.0004–2003).
22. Baranovskiy A. Yu., Kondrashina E. A. Disbakterioz kishechnika [Intestine disbacte¬riosis]. Saint Petersburg: Piter, 2008, 240 p.

 

Дата создания: 06.06.2014 15:46
Дата обновления: 06.06.2014 15:51