ISOLATION AND STUDY OF PROANTHOCYANIDINS FROM BARK OF PINE PÍNUS SYLVÉSTRIS L.

UDC 54.05:547.972

  • Vladimir Aleksandrovich Levdansky Institute of Chemistry and Chemical Technology SB RAS, Federal Research Center «Krasnoyarsk Scientific Center SB RAS» Email: vlevdanskij@mail.ru
  • Irina Vladimirovna Korol'kova Institute of Chemistry and Chemical Technology SB RAS, Federal Research Center “Krasnoyarsk Scientific Center SB RAS” Email: ir-spectroscopy@yandex.ru
  • Aleksandr Vladimirovich Levdanskiy Institute of Chemistry and Chemical Technology SB RAS, Federal Research Center «Krasnoyarsk Scientific Center SB RAS» Email: alexsander.l@mail.ru
  • Boris Nikolayevich Kuznetsov Institute of Chemistry and Chemical Technology SB RAS, Federal Research Center «Krasnoyarsk Scientific Center SB RAS»; Siberian Federal University Email: bnk@icct.ru
Keywords: pine bark, water, water-ethanol solutions, extraction, proanthocyanidins, composition, procyanidins, prodelphinidins

Abstract

The isolation of proanthocyanidins from bark of Scotch pine Pínus sylvéstris L. by water and water-alcohol solutions containing 5, 10, 15, 20 and 25% ethanol was studied for the first time. Isolation of proanthocyanidins was carried out from the initial and deresinified (extracted with hexane) pine bark. It was shown that, compared with water extraction, the use of 15–25% aqueous ethanol solutions allows one to increase the yield of proanthocyanidins from 0.44 to 0.63%. It was established that the preliminary extraction of resinous substances from the pine bark does not significantly affect the yield of proanthocyanidins. It was shown that an increase in ethanol concentration of more than 20% in the extraction solution leads to an increase in the total yield of extractives, while the yield of proanthocyanidins does not increase. A study of proanthocyanidins by UV spectroscopy after their conversion to red anthocyanidins showed that they mainly consist of procyanidin and prodelphinidine in close concentrations. The composition of the obtained proanthocyanidins mixtures was studied by IR and 13C NMR spectroscopy. It was shown that the proanthocyanidins obtained from the bark of pine Pínus sylvéstris L., in contrast to isolated from other pine species, contains gallic acid residues which can increase their antiradical activity.

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...

Author Biographies

Vladimir Aleksandrovich Levdansky, Institute of Chemistry and Chemical Technology SB RAS, Federal Research Center «Krasnoyarsk Scientific Center SB RAS»

доктор химических наук, главный научный сотрудник

Irina Vladimirovna Korol'kova, Institute of Chemistry and Chemical Technology SB RAS, Federal Research Center “Krasnoyarsk Scientific Center SB RAS”

Младший научный сотрудник

Aleksandr Vladimirovich Levdanskiy, Institute of Chemistry and Chemical Technology SB RAS, Federal Research Center «Krasnoyarsk Scientific Center SB RAS»

научный сотрудник

Boris Nikolayevich Kuznetsov, Institute of Chemistry and Chemical Technology SB RAS, Federal Research Center «Krasnoyarsk Scientific Center SB RAS»; Siberian Federal University

доктор химических наук, профессор, заведующий лабораторией

References

Sprygin V.G., Kushnerova N.F. Pharm. Chem. J., 2004, vol. 38, no. 2, pp. 100–104. DOI: 10.1023/B:PHAC.0000032489.09856.52.

Santos-Buelga C., Scalbert A. J. Sci. Food Agric., 2000, vol. 80, no. 7, pp. 1094–1117. DOI: 10.1002/(SICI)1097-0010(20000515)80:7<1094::AID-JSFA569>3.0.CO;2-1.

Osipov V.I., Polyakov N.A., Sidel'nikov A.N., Khaziyeva F.M. Rast. resursy, 2017, vol. 53, no. 1, pp. 114–125. (in Russ.).

Ossipova S., Ossipov V., Haukioja E., Loponen J., Pihlaja K. Phytochem. Anal., 2001, vol. 12, no. 2, pp. 128–133. DOI: 10.1002/pca.568.

Karonen M., Leikas A., Loponen J., Sinkkonen J., Ossipov V., Pihlaja K. Phytochem. Anal., 2007, vol. 18, no. 5, pp. 378–386. DOI: 10.1002/pca.992.

Bors W., Michel C., Stettmaier K. Arch. Biochem. Biophys., 2000, vol. 374, no. 2, pp. 347–355. DOI: 10.1006/abbi.1999.1606.

Renaud S., Gueguen R. Novartis Found. Symp., 1998, vol. 216, pp. 208–217. DOI: 10.1002/9780470515549.ch13.

Orgogozo J.M., Dartigues J.F., Lafont S., Letenneur L., Commenges D., Salamon R., Renaud S., Breteler M.B. Rev. Neurol. (Paris), 1997, vol. 153, no. 3, pp. 185–192.

Stabgler Herodež Š., Hadolin M., Škerget M., Perva A., Knez Ž., Bauman D. Chem. Ing. Tech., 2001, vol. 73, no. 6, pp. 731–731. DOI: 10.1002/1522-2640(200106)73:6<731::AID-CITE7313333>3.0.CO;2-O.

Sprygin V.G., Kushnerova N.F. Pharm. Chem. J., 2002, vol. 36, no. 3, pp. 139–143. DOI: 10.1023/A:1019682311646.

Chang Q., Zhu M., Zuo Z., Chow M., Ho W.K.K. J. Chromatogr. B: Biomed. Sci. Appl., 2001, vol. 760, no. 2, pp. 227–235. DOI: 10.1016/S0378-4347(01)00273-0.

Kim S.H., Kang K.W., Kim K.W., Kim N.D. Life Sciences, 2000, vol. 67, no. 2, pp. 121–131. DOI: 10.1016/S0024-3205(00)00608-1.

Ku C.S., Mun S.P. Wood Sci. Technol., 2007, vol. 41, no. 3, pp. 235–247. DOI: 10.1007/s00226-006-0103-8.

Yazaki Y. Nat. Prod. Commun., 2015, vol. 10, no. 3, pp. 513–520. DOI: 10.1177/1934578X1501000333.

Patent 2375070 (RU). 2009. (in Russ.).

Deyneko I.P., Faustova N.M. Khimiya Rastitel'nogo Syr'ya, 2015, no. 1, pp. 51–62. DOI: 10.14258/jcprm.201501461. (in Russ.).

Diouf P.N., Tibirna C.M., García-Pérez M.-E., Royer M., Dubé P., Stevanovic T. JBNB, 2013, vol. 4, no. 3A, pp. 1–8. DOI: 10.4236/jbnb.2013.43A001.

Fu C., Yang D., Peh W.Y.E., Lai S., Feng X., Yang H. J Food Sci., 2015, vol. 80, no. 10, pp. C2191–C2199. DOI: 10.1111/1750-3841.13005.

Plumb G.W., De Pascual-Teresa S., Santos-Buelga C., Cheynier V., Williamson G. Free Radical Research, 1998, vol. 29, no. 4, pp. 351–358. DOI: 10.1080/10715769800300391.

Published
2020-12-21
How to Cite
1. Levdansky V. A., Korol’kova I. V., Levdanskiy A. V., Kuznetsov B. N. ISOLATION AND STUDY OF PROANTHOCYANIDINS FROM BARK OF PINE PÍNUS SYLVÉSTRIS L. // chemistry of plant raw material, 2020. № 4. P. 227-233. URL: http://journal.asu.ru/cw/article/view/7749.
Section
Low-molecular weight compounds