COMPONENT COMPOSITION AND BIOLOGICAL ACTIVITY OF CRATAEGUS PINNATIFIDA (ROSACEAE) (REVIEW)
UDC 581.6:581.19
Abstract
Information on the diversity of the composition of terpenoids, phenolic compounds (phenylpropanoids, lignans, flavonoids) and other groups of secondary metabolites of Crataegus pinnatifida, published in the world literature over the past decades, is presented. Structural formulas are also indicated for new components isolated from C. pinnatifida. Among the new terpenoids of the leaves, fruits, and seeds of C. pinnatifida, mono- and sesquiterpenic glycosides (shanyesides, pinnatifidanosides, etc.), as well as triterpenic acids of the oleanan series, predominate. Among the phenolic compounds in the leaves and seeds, new biphenyl glycosides (shanyenosides), derivatives of cinnamaldehyde (crataegusoids), crataegusanoids and other phenylpropanoids were found. The most diverse in various parts of C. pinnatifida, especially in the seeds, are lignans of various types of structure, in particular sesquilignan glycosides, as well as new lignans (pinnatifidanins, pinnatifidaninsides, neolignans of the dibenzofuran series and other substances). In addition to these groups, new flavonoids, flavanocoumarins, and naphthoquinones were found in leaves, flowers, fruits, and seeds. The results of pharmacological studies showing the presence of cytotoxic, anti-inflammatory, antioxidant, antidiabetic, hypocholesterolemic, thrombolytic, neuroprotective, antibacterial and other types of biological activity found in extracts, their fractions, as well as individual compounds of various organs and parts of C. pinnatifida are presented.
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Tsvelev N.N. Flora Vostochnoy Evropy. [Flora of Eastern Europe]. St. Petersburg, 2001, vol. 10, pp. 557–586. (in Russ.).
Kamelin R.V. Rozotsvetnyye (Rosaceae). [Rosaceae (Rosaceae)]. Barnaul, 2006, 100 p. (in Russ.).
Konspekt flory Aziatskoy Rossii: Sosudistyye rasteniya. [Abstract of the flora of Asian Russia: Vascular plants]. Ed. K.S. Baikov. Novosibirsk, 2012. 640 с. (in Russ.).
Cuizhi G., Spongberg S. A. Crataegus. URL: www.efloras.org/florataxon.aspx?flora_id=2&taxon_id=108272
Phipps J.B. Crataegus. URL: www.efloras.org/florataxon.aspx?flora_id=1&taxon_id=108272
Nedoluzhko V.A. Sosudistyye rasteniya Dal'nego Vostoka. [Vascular plants of the Far East]. St. Petersburg, 1996, vol. 8, pp. 147–151. (in Russ.).
Palov M. Entsiklopediya lekarstvennykh rasteniy. [Encyclopedia of medicinal plants]. Moscow, 1998, 467 p. (in Russ.).
Lekarstvennoye syr'ye rastitel'nogo i zhivotnogo proiskhozhdeniya. Farmakognoziya. [Medicinal raw materials of plant and animal origin. Pharmacognosy]. Ed. G.P. Yakovlev. St. Petersburg, 2006, 845 p. (in Russ.).
Edwards J.E., Brown P.N., Talent N., Dickinson T.A., Shipley P.R. Phytochemistry, 2012, vol. 79, pp. 5–26. DOI: 10.1016/j.phytochem.2012.04.006.
Chang Q., Zuo Z., Harrison F., Chow M.S.S. J. Clin. Pharmacol., 2002, vol. 42, pp. 605–612. DOI: 10.1177/00970002042006003.
Moon H.I., Kim T.I., Cho H.S., Kim E.K. Bioorg. Med. Chem. Lett., 2010, vol. 20, no. 3, pp. 991–993. DOI: 10.1016/j.bmcl.2009.12.059.
Pharmacopoeia of the People’s Republic of China. Beijing, 2005, vol. 1. 791 p., App.
Liu R.-H., Yu B.-Y., Qiu S.-X., Bai G.-C. Chin. Pharmaceut. J., 2005, vol. 40, no. 14, pp. 1066–1069.
Liu R.-H., Yu B.-Y., Chen L.-Y., Yang M., Shao F., Ma Z.-L. J. China Pharmaceut. Univ., 2008, vol. 39, no. 5, pp. 428–432.
Liu T., Cao Y., Zhao M. Food Chem., 2010, vol. 119, no. 4, pp. 1656–1662. DOI: 10.1016/j.foodchem.2009.09.001.
Liu S., Sui Q., Zou J., Zhao Y., Chang X. J. Food Biochem., 2018, vol. 43, no. 2. Article e12708. DOI: 10.1111/jfbc.12708.
Kuo D.H., Yeh C.H., Shieh P.C., Cheng K.C., Chen F.A., Cheng J.T. J. Ethnopharmacol., 2009, vol. 124, no. 3, pp. 544–550. DOI: 10.1016/j.jep.2009.05.005.
Niu C., Chen C., Chen L., Cheng K., Yeh C., Cheng J. Horm. Metab. Res., 2011, vol. 43, no. 9, pp. 625–630. DOI: 10.1055/s-0031-1283147.
Choi Y.J., Hwang K.H. Nat. Prod. Sci., 2013, vol. 19, no. 2, pp. 186–191.
Li T., Zhu J., Guo L., Shi X.L., Liu Y.F., Yang X.B. Food Chem., 2013, vol. 141, no. 2. Article 1008e1018. DOI: 10.1016/j.foodchem.2013.04.050.
Zhang J., Liang R., Wang L., Yan R., Hou R., Gao S., Yang B. J. Ethnopharmacol., 2013, vol. 148, no. 2, pp. 563–569. DOI: 10.1016/j.jep.2013.04.053.
Chai W.M., Chen C.M., Gao Y.S., Feng H.L., Ding Y.M., Shi Y., Zhou H.T., Chen Q.X. J. Agric. Food Chem., 2014, vol. 62, no. 1, pp. 123–129. DOI: 10.1021/jf405385j.
Wen L., Guo R., You L., Abbasi A.M., Li T., Fu X., Liu R.H. Food Chem. Toxicol., 2017, vol. 100, pp. 149–160. DOI: 10.1016/j.fct.2016.12.032.
Zheng G., Deng J., Wen L., You L., Zhao Z., Zhou L. J. Funct. Foods., 2018, vol. 40, pp. 76–85. DOI: 10.1016/j.jff.2017.10.039.
Jurikova T., Sochor J., Rop O., Mlcek J., Balla S., Szekeres L., Adam V., Kizek R. Molecules, 2012, vol. 17, no. 12, pp. 14490–14509. DOI: 10.3390/molecules171214490.
Wu J., Peng W., Qin R., Zhou H. Molecules, 2014, vol. 19, no. 2, pp. 1685–1712. DOI: 10.3390/molecules19021685.
Dehghani S., Mehri S., Hosseinzadeh H. Iran. J. Basic Med. Sci., 2019, vol. 22, no. 5, pp. 460–468.
Sun X., Yao Q. Zhongcaoyao, 1987, vol. 18, no. 10, pp. 441–454.
Park S.-W., Yook C.-S., Lee H.-K. Korean J. Pharmacogn., 1994, vol. 25, no. 4, pp. 328–335.
Chen L., Xie B., Yu T.-H. Se Pu., 1997, vol. 15, no. 3, pp. 219–221.
Jeong T.-S., Hwang E.-L., Lee H.-B., Lee E.-S., Kim Y.-K., Min B.-S., Bae K.-H., Bok S.-H., Kim S.-U. Planta Med., 1999, vol. 65, no. 3, pp. 261–263. DOI: 10.1055/s-2006-960474.
Min B.S., Kim Y.-H., Lee S.-M., Jung H.-J., Lee J.S., Na M.K., Lee C.O., Lee J.P., Bae K. Arch. Pharmacal Res., 2000, vol. 23, no. 2, pp. 155–158. DOI: 10.1007/BF02975505.
Zhang P.-C., Xu S. Zhongguo Yaowu Huaxue Zazhi, 1999, vol. 9, no. 3, pp. 214–215.
Zhang P.-C., Xu S.-X. Phytochemistry, 2001, vol. 57, no. 8, pp. 1249–1253. DOI: 10.1016/S0031-9422(01)00170-4.
Bykov I.I., Glyzin V.I. Khimiya prirodnykh soyedineniy, 1972, no. 5, pp. 672–673. (in Russ.).
Xie Y., Dai L.,Guo M., Xue W., Nu W., Chai W. Zhwn. Xuebao, 1981, vol. 83, no. 5, pp. 383–388.
Gao P.-Y., Li L.-Z., Peng Y., Li F.-F., Niu C., Huang X.-X., Ming M., Song S.-J. Biochem. Syst. Ecol., 2010, vol. 38, no. 5, pp. 988–992. DOI: 10.1016/j.bse.2010.09.010.
Song S.-J., Li L.-Z., Gao P.-Y., Peng Y., Yang J.-Y., Wu C.-F. Food Chem., 2011, vol. 129, no. 3, pp. 933–939. DOI: 10.1016/j.foodchem.2011.05.049.
Huang X.X., Guo D.-D., Li L.-Z., Lou L.-L., Li D.-M., Zhou C.-C. Peng Y., Song S.-J. Biochem. Syst. Ecol., 2013, vol. 48, pp. 1–5. DOI: 10.1016/j.bse.2012.12.001.
Li L.-Z., Gao P.-Y., Song S.-J., Yuan Y.-Q., Liu C.-T., Huang X.-X., Liu Q.-B. J. Funct. Foods, 2015, vol. 12, pp. 237–245. DOI: 10.1016/j.jff.2014.11.012.
Zhou C.C., Huang X.X., Gao P.Y., Li F.F., Li D.M., Li L.Z., Song S.J. J. Asian Nat. Prod. Res., 2014, vol. 16, no. 2, pp. 169–174. DOI: 10.1080/10286020.2013.848429.
Gao P.-Y., Li L.-Z., Liu K.-C., Sun C., Sun X., Wu Y.-N., Song S.-J. RSC Advances, 2017, vol. 7, no. 76, pp. 48466–48474. DOI: 10.1039/C7RA10768D.
Qiao A.M., Wang Y.H., Xiang L.M., Zhang Z.X., He X.J. J. Func. Foods, 2015, vol. 13, pp. 308–313. Article 308e313. DOI: 10.1016/j.jff.2014.12.047.
Huang X.X., Niu C., Gao P., Li L., Ming M., Song S. J. Shenyang Pharm. Univ., 2010, vol. 27, pp. 615–618.
Min B.S., Jung H.J., Lee J.S., Kim Y.H., Bok S.H., Ma C.M., Nakamura N., Hattori M., Bae K. Planta Med., 1999, vol. 65, no. 4, pp. 374–375. DOI: 10.1055/s-2006-960792.
Cui T., Li J.-Z., Kayahara H., Ma L., Wu L.-X., Nakamura K. J. Agric. Food Chem., 2006, vol. 54, no. 13, pp. 4574–4581. DOI: 10.1021/jf060310m.
Liu R.-H., Yu B.-Y. Zhong Yao Cai, 2006, vol. 29, no. 11, pp. 1169–1173.
Ahn K.-S., Hahm M.S., Park E.J., Lee H.-K., Kim I.-H. Planta Med., 1998, vol. 64, no. 5, pp. 468–470. DOI: 10.1055/s-2006-957487.
Chen L.S., Lv L., Xu S.W., Xin Y. Lishizhen Med. Mater. Medica Res., 2008, vol. 19, no. 12, pp. 2909–2910.
Zhong L., Wang Y.W., Peng W., Liu Y.J., Wan J., Yang S.L., Li L., Wu C.J., Zhou X. Trop. J. Pharm. Res., 2015, vol. 14, no. 5, pp. 891–898. DOI: 10.4314/tjpr.v14i5.20.
Wang X., Che Q., Li Y., He Y. Zhongguo Zhonggyao Zazhi, 1999, vol. 24, no. 12, pp. 739–740.
Chen G., Liu W. J. Liq. Chromatogr. Related Technol., 2005, vol. 28, no. 2, pp. 223–232. DOI: 10.1081/JLC-200041295.
Gao Z., Wang R.-F., Kang X.-H., Qin A.-X., Jia Y. N., He T.-S., Pan Y.-L., Cui T. Asian J. Chem., 2014, vol. 26, no. 16, pp. 5053–5057. DOI: 10.14233/ajchem.2014.16312.
Huang X.X., Liu S., Lou L.-L., Liu Q.-B., Zhou C.-C., Li L.-Z., Peng Y., Song S.-J. Biochem. Syst. Ecol., 2014, vol. 54, pp. 208–212. DOI: 10.1016/j.bse.2014.01.018.
Song S.J., Li L.Z., Gao P.Y., Yuan Y.Q., Wang R.P., Liu K.C., Peng Y. Planta Med., 2012, vol. 78, no. 18, pp. 1967–1971. DOI: 10.1055/s-0032-1327877.
Guo R., Lin B., Shang X.Y., Zhou L., Yao G.D., Huang X.X., Song S.J. Fitoterapia, 2018, vol. 127, pp. 301–307. DOI: 10.1016/j.fitote.2018.03.003.
Guo R., Shang X.-Y., Lv T.-M., Yao G.-D., Lin B., Wang X.-B., Huang X.-X., Song S.-J. Phytochemistry, 2019, vol. 18, pp. 30613–30617. DOI: 10.1016/j.phytochem.2019.05.005.
Li L.Z., Peng Y., Niu C., Gao P.Y., Huang X.X., Mao X.L., Song S.J. Chin. J. Nat. Med., 2013, vol. 11, no. 4, pp. 411–414. DOI: 10.1016/S1875-5364(13)60061-8.
Huang X.X., Zhou C.C., Li L.Z., Li F.F., Lou L.L., Li D.M., Ikejima T., Peng Y., Song S.J. Bioorg. Med. Chem. Lett., 2013, vol. 23, no. 20, pp. 5599–5604. DOI: 10.1016/j.bmcl.2013.08.045.
Huang X.X., Zhou C.C., Li L.Z., Peng Y., Lou L.L., Liu S., Li D.M., Ikejima T., Song S.J. Fitoterapia, 2013, vol. 91, pp. 217–223. DOI: 10.1016/j.fitote.2013.09.011.
Huang X.X., Liu Q.B., Wu J., Yu L.H., Cong Q., Zhang Y., Lou L.L., Li L.Z., Song S.J. Planta Med., 2014, vol. 80, no. 18, pp. 1732–1738. DOI: 10.1055/s-0034-1383253.
Huang X.X., Bai M., Zhou L., Lou L.L., Liu Q.B., Zhang Y., Li L.Z., Song S.J. J. Agric. Food Chem., 2015, vol. 63, no. 32, pp. 7252–7260. DOI: 10.1021/acs.jafc.5b02835.
Huang X.X., Liu Q.-B., Zhou L., Liu S., Cheng Z.-Y., Sun Q., Li L.-Z., Song S.-J. Rec. Nat. Prod., 2015, vol. 9, no. 3, pp. 305–311.
Peng Y., Lou L.L., Liu S.F., Zhou L., Huang X.X., Song S.J. Bioorg. Med. Chem. Lett., 2016, vol. 26, no. 22, pp. 5501–5506. DOI: 10.1016/j.bmcl.2016.10.012.
Huang X.X., Ren Q., Song X.Y., Zhou L., Yao G.D., Wang X.B., Song S.J. Fitoterapia, 2018, vol. 125, pp. 6–12. DOI: 10.1016/j.fitote.2017.12.010.
Huang X.X., Xu Y., Bai M., Zhou L., Song S.-J., Wang X.-B. Nat. Prod. Res., 2018, vol. 32, no. 14, pp. 1706–1713. DOI: 10.1080/14786419.2017.1399378.
Guo R., Zhou L., Zhao P., Wang X.B., Huang X.X., Song S.J. Nat. Prod. Res., 2018, vol. 9, pp. 1–7. DOI: 10.1080/14786419.2018.1448814.
Guo R., Lv T.-M., Han F.-Y., Lin B., Yao G.-D., Wang X.-B., Huang X.-X., Song S.-J. Bioorg. Chem., 2019, vol. 85, pp. 469–474. DOI: 10.1016/j.bioorg.2019.02.018.
Cheng Z.-Y., Lou L.-L., Yang P.-Y., Song X.-Y., Wang X.-B., Huang X.-X., Song S.-J. Fitoterapia, 2019, vol. 133, pp. 225–230. DOI: 10.1016/j.fitote.2019.01.008.
Zhao P., Lou L.L., Zhang H., Guo R., Wang X.B., Huang X.X., Song S.J. Nat. Prod. Res., 2019. DOI: 10.1080/14786419.2019.1655415.
Zhao P., Zhang H., Han F.-Y., Guo R., Huang S.-W., Lin B., Huang X.-X., Song S.-J. Fitoterapia, 2019, vol. 136. Arti-cle 104164. DOI: 10.1016/j.fitote.2019.05.003.
Zhang P.-C., Xu S.-X. Chin. Chem. Lett., 2000, vol. 11, no. 10, pp. 895–896.
Zhang P.-C., Zhou Y.-J., Xu S.-X. J. Asian Nat. Prod. Res., 2001, vol. 3, no. 1, pp. 77–82. DOI: 10.1080/1028602010804284.
Zhang P.-С., Xu S.-X. Chin. Chem. Lett., 2002, vol. 13, no.4, pp. 337–340.
Zhang P.-С., Xu S.-X. J. Asian Nat. Prod. Res., 2003, vol. 5, no. 2, pp. 131–136.
Li H., Song F., Xing J., Rong T., Liu Z., Liu S. J. Am. Soc. Mass Spectrom., 2009, vol. 20, pp. 1496–1503. DOI: 10.1016/j.jasms.2009.04.003.
Ding X., Jiang Y., Zhong Y., Zuo C. Zhongguo Zhong Yao Za Zhi, 1990, vol. 15, no. 5, pp. 295–297.
Sun J., Yang S., Xie H., Li G., Qin H. Zhongcaoyao, 2002, vol. 33, no. 6, pp. 483–486.
Ying X., Wang R., Xu J., Zhang W., Li H., Zhang C., Li F. J. Chromatogr. Sci., 2009, vol. 47, no. 3, pp. 201–205. DOI: 10.1093/chromsci/47.3.201.
Oh I.S., Whang W.K., Kim I.H. Arch. Pharmacal Res., 1994, vol. 17, no. 5, pp. 314–317. DOI: 10.1007/BF02974168.
Liu W., Chen G.-H., Cui T. J. Chromatogr. Sci., 2003, vol. 41, no. 2, pp. 87–91. DOI: 10.1093/chromsci/41.2.87.
Cheng S., Qiu F., Huang J., He J.-Q. J. Sep. Sci., 2007, vol. 30, pp. 717–721. DOI: 10.1002/jssc.200600353.
Liu P., Kallio H., Lü D., Zhou C., Yang B. Food Chem., 2011, vol. 127, no. 3, pp. 1370–1377. DOI: 10.1016/j.foodchem.2011.01.103.
Luo M., Yang X., Hu J.-Y., Jiao J., Mu F.-S., Song Z.-Y., Gai Q.-Y., Qiao Q., Ruan X., Fu Y.-J. J. Food Sci., 2016, vol. 81, no. 5, pp. C1102–C1109. DOI: 10.1111/1750-3841.13291.
Kazuma K., Isobe Y., Asahina H., Nehira T., Satake M., Konno K. Nat. Prod. Commun., 2016, vol. 11, no. 7, pp. 965–969. DOI: 10.1177/1934578X1601100724.
Min B.S., Huong H.T., Kim J.H., Jun H.J., Na M.K., Nam N.H., Lee H.K., Bae K., Kang S.S. Planta Med., 2004, vol. 70, no. 12, pp. 1166–11699. DOI: 10.1055/s-2004-835846.
Shi Y., Ding X. Zhongcaoyao, 2000, vol. 31, no. 3, pp. 173–174.
Kao E.S., Wang C.J., Lin W.L., Chu C.Y., Tseng T.H. Food Chem. Toxicol., 2007, vol. 45, no. 10, pp. 1795–1804. DOI: 10.1016/j.fct.2007.03.016.
Min H.-J., Kim Y.-K., Bae Y.-S. J. Korean Wood Sci. Technol., 2017, vol. 45, no. 3, pp. 317–326. DOI: 10.5658/WOOD.2017.45.3.317.
Shin I.S., Lee M.Y., Lim H.S., Ha H., Seo C.S., Kim J.C., Shin H.K. PLoS One, 2012, vol. 7, no. 9. Article e45734. DOI: 10.1371/journal.pone.0045734.
Li C., Wang M.H. Nutr. Res. Pract., 2011, vol. 5, no. 2, pp. 101–106. DOI: 10.4162/nrp.2011.5.2.101.
Kao E.S., Wang C.J., Lin W.L., Yin Y.F., Wang C.P., Tseng T.H. J. Agric. Food Chem., 2005, vol. 53, no. 2, pp. 430–436. DOI: 10.1021/jf040231f.
Chang C.L., Chen H.S., Shen Y.C., Lai G.H., Lin P.K., Wang C.M.S. Afr. J. Bot., 2013, vol. 88. Article 432e437. DOI: 10.1016/j.sajb.2013.08.017.
Shao F., Gu L., Chen H., Liu R., Huang H., Ren G. Pharmacogn. Mag., 2016, vol. 12, no. 45, pp. 64–69. DOI: 10.4103/0973-1296.176049.
Dong P., Pan L., Zhang X., Zhang W., Wang X., Jiang M., Chen Y., Duan Y., Wu H., Xu Y., Zhang P., Zhu Y. J. Eth-nopharmacol., 2017, vol. 198, pp. 479–488. DOI: 10.1016/j.jep.2017.01.040.
Chu C.Y., Lee M.J., Liao C.L., Lin W.L., Yin Y.F., Tseng T.H. J. Agric. Food Chem., 2003, vol. 51, pp. 7583–7588. DOI: 10.1021/jf030407y.
Cui T., Nakamura K., Tian S., Kayahara H., Tian Y. Biosci. Biotechnol. Biochem., 2006, vol. 70, no. 12. Article 2948e2956. DOI: 10.1271/bbb.60361.
Li C., Han W., Wang M.-H. J. Appl. Biol. Chem., 2010, vol. 53, no. 1, pp. 8–12. DOI: 10.3839/jabc.2010.002.
Wang H., Zhang Z., Guo Y., Sun P., Lv X., Zuo Y. Eur. Food Res. Technol., 2011, vol. 232, no. 5, pp. 743–751. DOI: 10.1007/s00217-011-1435-7.
Cheng N., Wang Y., Gao H., Yuan J., Feng F., Cao W., Zheng J. Food Chem. Toxicol., 2013, vol. 59, pp. 709–714. DOI: 10.1016/j.fct.2013.07.015.
Duan Y., Kim M.-A., Kim H.-S., Seong J.-H., Lee Y.-G., Kim D.-S., Chung H.-S. J. Life Sci., 2014, vol. 24, no. 4, pp. 386–392. DOI: 10.5352/JLS.2014.24.4.386.
Kim H.-S., Duan Y.S., Kim M.-A., Jang S.-H. J. Environ. Sci. Intern., 2014, vol. 23, no. 11, pp. 1791–1799. DOI: 10.5322/JESI.2014.23.11.1791.
Dou D., Leng P., Li Y., Zheng Y., Sun Y. J. Food Sci. Technol.-Mysore, 2015, vol. 52, no. 1, pp. 430–436. DOI: 10.1007/s13197-013-0954-6.
Luo M., Hu J.-Y., Song Z.-Y., Jiao J., Mu F.-S., Ruan X., Gai Q.-Y., Qiao Q., Zu Y.-G., Fu Y.-J. RSC Advances, 2015, vol. 5, no. 83, pp. 67532–67540. DOI: 10.1039/ C5RA07445B.
Park S.-J., Kwon S.-P., Rha Y.-A. J. Korean Soc. Food Sci. Nutr., 2017, vol. 46, no. 10, pp. 1158–1163. DOI: 10.3746/jkfn.2017.46.10.1158.
Park S.-J., Kwon S.-P., Rha Y.A. J. Korean Soc. Food Sci. Nutr., 2017, vol. 46, no. 7, pp. 891–895.
Wen L., Guo X., Liu R.H., You L., Abbasi A.M., Fu X. Food Chem., 2015, vol. 186, pp. 54–62. DOI: 10.1016/j.foodchem.2015.03.017.
Kang I.-H., Cha J.-H., Lee S.-W., Kim H.-J., Kwon S.-H., Ham I.-H., Hwang B.-S., Whang W.-K. Korean J. Pharma-cogn., 2005, vol. 36, no. 2, pp. 121–128.
Wang T., Zhang P., Zhao C., Zhang Y., Liu H., Hu L., Gao X., Zhang D. Biol. Trace Elem. Res., 2011, vol. 142, no. 1, pp. 106–116. DOI: 10.1007/s12011-010-8752-8.
Li T., Li S., Dong Y., Zhu R., Liu Y. Food Chem., 2014, vol. 145, pp. 335–341. DOI: 10.1016/j.foodchem.2013.08.036.
Zhang Z., Ho W.K.K., Huang Y., Chen Z.-Y. Food Res. Intern., 2002, vol. 35, no. 9, pp. 885–891. DOI: 10.1016/S0963-9969(02)00099-6.
Zhang Z., Ho W.K., Huang Y., James A.E., Lam L.W., Chen Z.Y. J. Nutr., 2002, vol. 132, no. 1, pp. 5–10. DOI: 10.1093/jn/132.1.5.
Min S.-W., Jung S.-H., Cho K.-H., Kim D.-H. Biomol. Therap., 2008, vol. 16, no. 4, pp. 364–369. DOI: 10.4062/biomolther.2008.16.4.364.
Zhang Z., Ho W.K.K., Huang Y., Chen Z.-Y. Food Res. Intern., 2009, vol. 35, no. 9, pp. 885–891.
Kim H.-S., Kim M.-A., Jang S.-H. J. Environ. Sci. Intern., 2014, vol. 23, no. 5, pp. 787–792. DOI: 10.5322/JESI.2014.5.787.
Kim H.-S., Kim M.A., Duan Y., Jang S.-H., Lee W.-K., Ryu J.-Y. J. Environ. Sci. Intern., 2014, vol. 23, no. 6, pp. 1021–1027. DOI: 10.5322/JESI.2014.23.6.1021.
Kim H.-S., Kim M.-F., Jang S.-H. J. Environ. Sci. Intern., 2014, vol. 23, no. 5, pp. 793–800. DOI: 10.5322/JESI.2014.5.793.
Seong J.-H. East Asian Soc. Diet. Life., 2014, vol. 24, no. 2, pp. 176–182. DOI: 10.17495/easdl.2014.04.24.2.176.
Shao F., Gu L., Chen H., Liu R., Huang H., Chen L., Yang M. Pharmacogn. Mag., 2017, vol. 13, no. 52, pp. 725–731. DOI: 10.4103/pm.pm_402_16.
Yoo J.-H., Liu Y., Kim H.-S. Nutrients, 2016, vol. 8, no. 5. Article 283. DOI: 10.3390/nu8050283.
Kwok C.-Y., Wong C. N.-Y., Yau M. Y.-C., Yu P. H.-F., Au A. L.-S., Poon C. C.-W., Seto S.-W., Lam T.-Z., Kwan Y.-W., Chan S.-W. J. Functional Foods, 2010, vol. 2, pp. 179–186. DOI: 10.1016/j.jff.2010.04.006.
Kwok C.-Y., Li C., Cheng H.-L., Ng Y.-F., Chan T.-Y., Kwan Y.-W., Leung G.P.H., Lee S.M.Y., Mok D.K.W., Yu P.H.F., Chan S.-W. J. Funct. Foods, 2013, vol. 5, no. 3, pp. 1326–1335. DOI: 10.1016/j.jff.2013.04.020.
Zhu R.G., Sun Y.D., Li T.P., Chen G., Peng X., Duan W. B., Zheng Z.Z., Shi S.L., Xu J.G., Liu Y. H., Jin X.Y. Chem. Biol. Interact., 2015, vol. 238, pp. 42–74. DOI: 10.1016/j.cbi.2015.06.006.
Li T., Zhu R., Dong Y., Liu Y., Li S., Chen G. J. Agric. Food Chem., 2013, vol. 61, no. 31. Article 7599e7605. DOI: 10.1021/jf400283w.
Huang W., Ye X., Li X., Zhao Z., Lan P., Wang L., Liu M., Gao Y., Zhu J., Li P., Feng P. Zhongguo Zhongyao Zazhi, 2010, vol. 35, no. 18, pp. 2428–2431. doi: 10.4268/cjcmm20101815.
Ye X.-L.I., Huang W.-W., Chen Z., Li X.-G., Li P., Lan P., Wang L., Gao Y., Zhao Z.-Q.I., Chen X. J. Agric. Food Chem., 2010, vol. 58, no. 5, pp. 3132–3138. DOI: 10.1021/jf903337f.
Wang T., An Y., Zhao C., Han L., Boakye-Yiadom M., Wang W., Zhang Y. J. Agric. Food Chem., 2011, vol. 59, no. 9, pp. 4987–4994. DOI: 10.1021/jf1049062.
Lin Y., Vermeer M.A., Trautwein E.A. Evid.-Based Complement. Alternat. Med., 2011. Article 801272. DOI: 10.1093/ecam/nep007.
Nam S.-M., Kang I.-J., Shin M.-H. East Asian Soc. Diet. Life, 2015, vol. 25, no. 2, pp. 270–277. DOI: 10.17495/easdl.2015.4.25.2.270.
Li C., Son H.J., Huang C., Lee S.K., Lohakare J., Wang M.H. Food Sci. Biotechnol., 2010, vol. 19, pp. 769–775. DOI: 10.1007/s10068-010-0108-9.
Shih C.C., Lin C.H., Lin Y.J., Wu J.B. Evid.-Based Complement. Alternat. Med., 2013. Article 597067. DOI: 10.1155/2013/597067.
Aierken A., Buchholz T., Chen C., Zhang X., Melzig M.F. J. Sci. Food Agric., 2017, vol. 97, no. 13, pp. 4557–4561. DOI: 10.1002/jsfa.8323.
Lee Y.M., Kim Y.S., Kim J.M., Jang D.S., Kim J.H., Yoo J.L., Kim J.S. Korean J. Pharmacogn., 2008, vol. 39, no. 3, pp. 223–227.
Chowdhury S.S., Islam M.N., Jung H.A., Choi J.S. Res. Pharm. Sci., 2014, vol. 9, no. 1, pp. 11–22.
Lim D.W., Han T., Jung J., Song Y., Um M.Y., Yoon M., Kim Y.T., Cho S., Kim I.H., Han D., Lee C., Lee J. Mol. Nutr. Food Res., 2018. Article e1800029. DOI: 10.1002/mnfr.201800029.
Lee J., Kim H.-J., Lee C., Park S.H., Jung C.J., Beik G.Y., Shin J.G., Jung G.W. J. Physiol. Pathol. Korean Med., 2018, vol. 32, no. 6, pp. 375–383. DOI: 10.15188/kjopp.2018.12.32.6.375.
Hong S.S., Hwang J.S., Lee S.A., Han X.H., Ro J.S., Lee K.S. Korean J. Pharmacogn., 2002, vol. 33, no. 4, pp. 285–290.
Chang C.L., Lin C.S., Lai G.H. Evid.-Based Complement. Alternat. Med., 2012. Article 984295. DOI: 10.1155/2012/984295.
Ryu H.-S., Kim Y.-K., Kwun I.-S., Kwon I.-S., Jin I.-N., Sohn Y.H. J. Life Sci., 2007, vol. 17, no. 4, pp. 535–539. DOI: 10.5352/JLS.2007.17.4.535.
Gao P., Li S., Liu K., Sun C., Song S., Li L. Food Funct., 2019, vol. 10, no. 2, pp. 859–866. DOI: 10.1039/C8FO01862F.
Chen S.Y., Teng R.H., Wang M., Chen P.L., Lin M.C., Shen C.H., Chao C.N., Chiang M.K., Fang C.Y., Chang D. Evid.-Based Complement. Alternat. Med., 2017. Article 5620867. DOI: 10.1155/2017/5620867.
Kim J.W., Lee J.B. Korean J. Food Nutr., 2002, vol. 15, no. 4, pp. 300–306.
Ryu H.-Y., Ahn S.-M., Kim J.-S., Jung I.-C., Sohn H.-Y. Korean J. Microbiol. Biotechnol., 2010, vol. 38, no. 1, pp. 77–83.
Li F., Yuan Q., Rashid F. Carbohyd. Polym., 2009, vol. 78, no. 1, pp. 80–88. DOI: 10.1016/j.carbpol.2009.04.005.
Ahn S.C., Kim B.Y., Oh W.K., Lee M.S., Bae E.Y., Kang D.W., Ahn J.S. Korean J. Pharmacogn., 2002, vol. 33, no. 2, pp. 144–150.
Li Z., Xu J., Zheng P., Xing L., Shen H., Yang L., Zhang L., Ji G. Int. J. Clin. Exp. Med., 2015, vol. 8, no. 10, pp. 17295–17307.
Song E.J., Kim N.Y., Heo M.Y. Nat. Prod. Sci., 2013, vol. 19, no. 4, pp. 329–336.
Shin H.S., Lee J.M., Park S.Y., Yang J.E., Kim J.H., Yi T.H. Phytother. Res., 2013, vol. 27, no. 9, pp. 1352–1357. DOI: 10.1002/ptr.4870.
Zhang S., Zhang C., Li M., Chen X., Ding K. Int. J. Biol. Macromol., 2019, vol. 128, pp. 435–443. DOI: 10.1016/j.ijbiomac.2019.01.158.
Ryu S.H., Char J.W. J. Pediatr. Korean Med., 2014, vol. 28, no. 3, pp. 59–73. DOI: 10.7778/jpkm.2014.28.3.059.
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