PROFILING SCREENING OF 55 SPECIES OF THE GENUS EUPHORBIA L. (EUPHORBIACEAE) AS POTENTIAL SOURCES OF ELLAGIC ACID
UDC 547.978.8
Abstract
Methanol extracts from the leaves of 55 species, belonging to 4 subgenera and 16 subsection of genus Euphorbia (Euphorbiaceae) have been screened for presence of ellagic acid (EA). EA was quantified by gas chromatography-mass spectrometry (GC-MS) in fresh plant material Euphorbia sp. growing in Russia and Kyrgyzstan in the wild and in indoor and outdoor collections of the Peter the Great Botanical Garden of the Komarov Botanical Institute of the Russian Academy of Sciences (Saint-Petersburg). EA was detected in the extracts of 17 species of tree subgenera. In subgenus Althymalus Neck. Ex Rchb. EA was detected in E. hamata (Haw.) Sweet (section Anthacanthae Lem.), in subgenus Chamaesyce Raf. – E. maculata L. (section Anisophyllum Roep.); in subgenus Esula Pers. This compound was found in representatives of sections Esula (Pers.) Dumort. (E. virgata Waldst. Et Kit.), Helioscopia Dumort. (E. alpina Ledeb., E. aristata Schmalh., E. condylocarpa M. Bieb., E. lucorum Rupr. ex Maxim., E. palustris L., E. procera M. Bieb., E. semivillosa (Prokh.) Kryl., E. squamosa Willd., E. stricta L.), Holophyllum (Prokh.) Prokh. (E. griffithii Hook. f., E. komaroviana Prokh., E. rupestris Ledeb.), Paralias Dumort. (E. taurinensis All.) and Pithyusa (Raf.) Lázaro (E. glareosa Pall. Ex M. Bieb.). In 38 EA was not detected, including all studies species of subgenus Euphorbia. For 10 species (E. alpina, E. glareosa, E. griffithii, E. hamata, E. lucorum, E. procera, E. rupestris, E. semivillosa, E. stricta and E. taurinensis) EA was detected for the first time. Highest EA amount was found in leaves of E. hamata (4100 ppm) and E. squamosa (4300 ppm).
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Larossa M., García-Conesa M.T., Espín J.C., Tomás-Barberán F.A. Mol. Aspects Med., 2010, vol. 31, no. 6, pp. 513–539. DOI: 10.1016/j.mam.2010.09.005.
García-Niňo W.R., Zazueta C. Pharm. Res., 2015, vol. 97, pp. 84–103. DOI: 10.1016/j.phrs.2015.04.008.
Ríos J-L., Giner R.M., Marín M., Recio M.C. Planta Med., 2018, vol. 84, no. 15, pp. 1068–1093. DOI: 10.1055/a-0633-9492.
Rossi M., Erlebacher J., Zacharias D.E., Carrell H.L., Iannucci B. Carinogenesis, 1991, vol. 12, no. 12, pp. 2227–2232.
Landete J.M. Food Res. Int., 2011, vol. 44, no. 5, pp. 1150–1160. DOI: 10.1016/j.foodres.2011.04.027.
Quideau S., Feldman K.S. Chem. Rew., 1996, vol. 96, pp. 475–503. DOI: 10.1021/cr904716.
Khvorost O.P., Malyy V.V., Serbin A.G., Yakovleva L.V. Provizor, 1998, no. 22, pp. 42–43. (in Russ.).
Mushkina O.V, Gurina N.S. Vestnik VGMU, 2008, vol. 7, no. 4, pp. 1–7. (in Russ.).
Asamy Y., Ogura T., Otake N., Nishimura T., Xinsheng Y., Sakurai T., Nagasawa H., Sakuda S., Tatsuta K. J. Nat. Prod., 2003, vol. 66, pp. 729–731. DOI: 10.1021/np030041j
Ascacio-Valdes J., Aguilera-Carbo A.F., Martinez-Hernandez J., Rodrigues-Herrera R., Aguilar C. Chem. Papers, 2010, vol. 6, no. 4, pp. 528–532. DOI: 10.2478/s11696-010-0034-6
Wang S.Y., Maas J.L., Payne J.A., Galletta G.J. J. Sm. Fr. Viticult., 1995, vol. 2, no. 4, pp. 39–49.
Sharma S.K., Singh J., Singh S. J. Pharm. Sci. Res., 2017, vol. 14, pp. 1043–1048. DOI: 10.13040/IJPSR.0975-8232.
Stoner G.D., Gupta A. Carcinogenesis, 2001, vol. 22, no. 11, pp. 1737–1746. DOI: 10.1093/carcin/22.1737.
Singh B., Bhat T.K., Singh B. J. Agricult. Food. Chem., 2003, vol. 51, pp. 5579–5597. DOI: 10.1021/jf021150r.
Carrawey R.E., Hassan S., Cochrane D.E. J. Pharmacol. Experiment. Therapeut, 2004, vol. 309, pp. 92–101. DOI: 10.1124/jpet.103.060442.
Huetz P., Mavaddat N., Mavri J. J. Chem. Inf. Model, 2005, vol. 45, no. 6, pp. 1564–1570. DOI: 10.1021/ci050163c.
Seeram N.P., Adams L.S., Henning S.M., Niu Y., Zhang Y., Nair M.G., Heber D. J. Nutr. Biochem., 2005, vol. 16, no. 6, pp. 360–367. DOI: 10.1016/j.inutbio.2005.01.006.
Polce S.A., Burke C., França L.M., Kramer B., de Andrade Paes A.M., Carrillo-Sepulveda M.A. Nutrients, 2018, vol. 10, no. 5, p. 531. DOI: 10.3390/nu10050531.
Malini P., Kanchana G., Rajadurai M. Asian J. Pharm. Clinic. Res., 2011, vol. 4, no. 3, pp. 124–128.
Mehrzadi S., Mehrabani M., Malayeri A.R., Bakhshayesh M., Kalantari H., Goudarzi M. Acta Chir. Belg., 2018, vol. 28, pp. 1–9. DOI: 10.1080/00015458.2018:1455419.
Atta-Ur-Rahman, Ngounou F.N., Choudhary M.I., Malik S., Makhmoor T., Nur-E-Alam M., Zareen S., Ayafor J.F., Sondengam B.L. Planta Med., 2001, vol. 67, no. 4, pp. 335–339. DOI: 10.1055/s-2001-14306.
Akiyama H., Fujii K., Yamasaki O., Oono T., Iwatsuki K. J. Antimicrob. Chemother, 2001, vol. 48, no. 4, pp. 487–491. DOI: 10.1093/jac/48.4.487
Promsong A., Chung W. O., Satthakarn S., Nittayananta W. J. Oral Pathol. Med., 2015, vol. 44, no. 3, pp. 214–221. DOI: 10.1111/jop.12223.
Dhingra D., Jangra A. J. Function. Foods, 2014, vol. 10, pp. 364–369. DOI: 10.1016/j.jff.2014.07.011.
Dhingra D., Chhllar R. Pharmacol. Rep., 2012, vol. 64, no. 4, pp. 796–807. DOI: 10.1016/s1734-1140(12)70875-7.
Kannan M.M., Quine S.D. Methabolism, 2013, vol. 62, no. 1, pp. 52–61. DOI: 10.1016/j.metabol.2012.06.003.
Lee J.H., Won J., Choi M., Cha H.H., Jang Y.J., Park S., Kim H.G., Kim H.C., Kim D.K. J. Agric Food Chem., 2014, vol. 62, no. 41, pp. 10110–10117. DOI: 10.1021/jf503188c.
Elkhateeb A., Subeki A., Takahashi K., Matsuura H., Yamasaki M., Yamato O., Maede Y., Katakura K., Yoshihara T., Nabeta K. Phytochemistry, 2005, vol. 66, no. 21, pp. 2577–2580. DOI: 10.1016/j.phytochem.2005.08.020.
Podyma W., Bączek K., Angielczyk M., Przybył J.L., Węglarz Z. Herba Pol., 2010, vol. 56, no. 4, pp. 14–19.
Sayed H.M., Mohamed M.H., Farag S.F., Mohamed G.A., Omobuwajo O.R., Proksch P. Nat. Prod. Res., 2008, vol. 22, no. 17, pp. 1487–1497. DOI: 10.1080/14786410802038556.
Truong N.M., Do T.K., Phung T.T., Luong T.M., La H.A., Nguyen V.Q., Pham T.H., Nguyen T.Q., Nguyen P.T., Abdelnaser A.E., Tran D.X. Antioxidants, 2016, vol. 5, no. 3, pp. 31. DOI: 10.3390/antiox5030031.
Rastitel'nyye resursy Rossii: komponentnyy sostav i biologicheskaya aktivnost' rasteniy. T. 7. Otdely Lycopodiophyta – Gnetophyta [Plant resources of Russia: component composition and biological activity of plants. Vol. 7. Departments of Lycopodiophyta – Gnetophyta], ed. A.L. Budantsev. St. Petersburg, Moscow, 2016, 333 p. (in Russ.).
El-Achi N., Bakkour Y., El-Nakat H., El Omar F. J, Nat. Prod., 2014, vol. 7, no. 1, pp. 162–167.
Golovkin B.N., Rudenskaya R.N., Trofimova I.A., Shreter A.I. Biologicheski aktivnyye veshchestva rastitel'nogo pro-iskhozhdeniya. [Biologically active substances of plant origin]. Moscow, 2001, 764 p. (in Russ.).
Rastitel'nyye resursy Rossii: Dikorastushchiye tsvetkovyye rasteniya, ikh komponentnyy sostav i biologicheskaya ak-tivnost'. T. 2. SemeystvaActinidiaceae – Malvaceae, Semeystva Euphorbiaceae – Haloragaceae [Plant resources of Rus-sia: Wild flowering plants, their composition and biological activity. Vol. 2. Families Actinidiaceae – Malvaceae, Fami-lies Euphorbiaceae – Haloragaceae], ed. A.L. Budantsev. St. Petersburg, Moscow, 2009, 513 p. (in Russ.).
Bruyns P.V., Mapaya R.J., Hedderson T. Taxon, 2006, vol. 55, no. 2, pp. 397–420.
Yang Y., Riina R., Morawetz J.J., Haevermans T., Aubriot X., Berry P.E. Taxon, 2012, vol. 61, no. 4, pp. 764–789.
Dorsey B.L., Haevermans T., Aubriot X., Morawetz J.J., Riina R., Steinmann V.W., Berry P.E. Taxon, 2013, vol. 62, no. 2, pp. 291–315.
Peirson J.A., Bruyns P.V., Riina R., Morawetz J.J., Berry P.E. Taxon, 2013, vol. 62, no. 6, pp. 1178–1199.
Riina R., Peirson J.A., Geltman D.V., Molero J., Frajman B., Pahlevani A., Barres L., Morawetz J.J., Salmaki Y., Zarre S., Kryukov A., Bruyns P.V., Berry P.E. Taxon, 2013, vol. 62, no. 2, pp. 316–342.
Aguilera-Carbo A.F., Augur C., Prado-Barragan L.A., Aguilar C.N., Favela-Torres E. Chem. Papers, 2008, vol. 62, no. 4, pp. 440–444. DOI: 10.2478/s11696-008-0042-y.
Ascacio-Valdes J., Aguilera-Carbo A.F., Martinez-Hernandez J., Rodrigues-Herrera R., Aguilar C. Chem. Papers, 2010, vol. 64, no. 4, pp. 528–532. DOI: 10.2478/s11696-010-0034-6.
Marzouk M.S., Moharram F.A., Gamal-Eldeen A., Damlakhy I.M. Z. Naturforsch, 2012, vol. 67(3–4), pp. 151–162.
Kawatshty S., Abdalla M.F., El-Hadidi M.N., Saleh N.A.M. Biochem. Syst. Ecol., 1990, vol. 18, no. 7–8, pp. 487–490.
Liu R., Wang H., Kong L. Zhongcaoyao, 2001, vol. 32, no. 2, pp. 107–108.
Tian Y., Sun L., Liu X., Dong J. Zhongguo Zhong Yao Za Zhi, 2010, vol. 35, no. 5, pp. 613–615.
Rizk A.M., Rimpler H., Ismail S.I. Fitoterapia, 1977, vol. 48, no. 3, pp. 99–100.
Liu R., Kong L. Zhiwu Ziynan Yu Huanjing Xuebao, 2001, vol. 10, no. 1, pp. 60–61.
Sharma S.K., Singh J., Singh S. Int. J. Pharm. Sci. Res., 2017, vol. 14, pp. 1043–1048. DOI: 10.13040/IJPSR.0975-8232.3(4).1043-48.
Nugroho A., Rhim T.J., Choi M.Y., Choi J.S., Kim Y.C., Park H.J. Arch. Pharm. Res., 2014, vol. 37, no. 7, pp. 890–898. DOI: 10.1007/s12272-013-0307.
Yadav R.P., Singh A. Rev. Inst. Med. trop. S. Paulo, 2011, vol. 53, no. 2. DOI: 10.1590/s0036-46652011000200008.
Ghareeb T.A., El-Toumy S.A., El-Gendy H., Haggag E.G. J. Advanc. Pharm. Res., 2018, vol. 2, no. 4, pp. 283–291. DOI: 10.21608/aprh.2018.4312.1060.
Roshchin Yu.V. Khimicheskoye i biologicheskoye izucheniye polifenol'nykh soyedineniy i khimicheskiy sostav tri-terpenoidov nekotorykh vidov molochaya: avtoref. dis. ... kand. biol. nauk. [Chemical and biological study of polyphe-nolic compounds and the chemical composition of triterpenoids of some species of milkweed: Ph.D. dis. ... cand. biol. Sciences]. Khabarovsk, 1972, 20 p. (in Russ.).
Roshchin Yu.V., Dzhumyrko S.F. Khimiya prirod. soyedin., 1969, no. 6, pp. 610. (in Russ.).
Bukreyeva T.V., Shavarda A.L., Antimonova O.I., Gel'tman D.V. Rast. resursy, 2011, vol. 47, no. 3, pp. 93–96. (in Russ.).
Yang Z.G., Jia L.N., Shen Y., Ohmura A., Kitanaka S. Molecules, 2011, vol. 16, no. 10, pp. 8305–8318. DOI: 10.3390/molecules16108305.
Bukreyeva T.V., Shavarda A.L., Antimonova O.I., Morozkina S.N., Gel'tman D.V. Rast. resursy, 2011, vol. 47, no. 1, pp. 106–112. (in Russ.).
Ferreira A.M.V.D., Carvalho M.J.M., Sequeira M.M., Silva A.M.S., Carvalho L.H.M. Nat. Prod. Res., 2013, vol. 27, no. 3, pp. 282–285. DOI: 10.1080/14786419.2012.668688.
Xu C., Jia H.Y., Zuo B., Liao Z.X., Ji L.J., Sun H.F., Wang Q. Nat. Prod. Commun., 2016, vol. 1, no. 2, pp. 177–178.
Kotlova Ye.R., Petrova N.V., Medvedeva N.A., Vinogradskaya M.A., Puzanskiy R.K., Sazanova K.V., Gel'tman D.V., Shavarda A.L. Rast. resursy, 2018, vol. 54, no. 4, pp. 128–155. DOI: 10.7868/s0033994618040079. (in Russ.).
Sazanova K.V., Kotlova Ye.R., Puzanskiy R.K., Medvedeva N.A., Vinogradskaya M.A., Petrova N.V., Pavlova N.I., Gel'tman D.V., Shavarda A.L. Botanicheskiy zhurnal, 2019, vol. 104, no. 6, pp. 967–978. DOI: 10.1134/s0006813619060127. (in Russ.).
Gu J., Feng R., Wu Z., Guan S., Guo J., Cheng C., Xu P., Zhang J., Wang Y., Qu H., Man W., Yu W., Cui Y., Guan S., Guo D. J. Sep. Sci., 2013, vol. 36, pp. 2366–2372. DOI: 10.1002/jssc.201300008.
Shi X., Du X., Kong L. Zhongguo Zhongyao Zazhi, 2006, vol. 31, no. 18, pp. 1503–1506.
Zhang Q., Wang A.H., Fan S.P., Ma X.C., Wang C., Jia J.M. Zhongguo Zhong Yao Za Zhi, 2017, vol. 42, no. 15, pp. 2995–2998. DOI: 10.19540/j.cnki.cjcmm.2017.0121.
Roshchin Yu.V., Kalita N.V., Shnyagina G.P. Voprosy farmatsii na Dal'nem Vostoke, 1977, no. 2, pp. 173–175. (in Russ.).
Tozhiboyev M.M., Botirov E.Kh. Khimiya i tekhnologiya rastitel'nykh veshchestv: Tezisy dokladov XI Vserossiyskoy nauchnoy konferentsii s mezhdunarodnym uchastiyem i shkoloy molodykh uchenykh. [Chemistry and technology of plant substances: Abstracts of reports of the XI All-Russian scientific conference with international participation and a school of young scientists]. Syktyvka, 2019, p. 226. (in Russ.).
Rizk A.M., Youssef A.M., Diab M.A., Salem H.M. Pharmazie, 1976, vol. 31, no. 6, p. 405.
Fais A., Era B., Petrillo A.D., Floris S., Piano D., Montoro P., Tuberoso C.I.G., Medda R., Pintus F. BioMed. Res. Int., 2018, vol. 2018. DOI: 10.1155/2018/1219367.
Roshchin Yu.V. Khimiya prirod. soyedin., 1970, no. 2, pp. 280–281. (in Russ.).
Kukenov M.K., Atalykova F.M., Turabayeva A.A. Novyye lekarstvennyye i efiromaslichnyye rasteniya Kazakhstana. [New medicinal and essential oil plants of Kazakhstan]. Alma-Ata, 1976, pp. 13–21. (in Russ.).
Khamidova Kh.A. Fitokhimicheskoye izucheniye trekh vidov molochaya, proizrastayushchikh v Uzbekistane, i polucheniye iz nikh lekarstvennykh preparatov: avtoref. dis. ... kand. farmats. nauk. [Phytochemical study of three types of milkweed growing in Uzbekistan, and obtaining medicines from them: author. dis. ... cand. pharm. Sciences]. Tash-kent, 1980, 18 p. (in Russ.).
Morsi S.R.A. Phytochemical and biological study of certain Euphorbia species cultivated in Egypt: Thesis Doc. Ph. Pharm. Cairo, Egypt, 2015, 16 p.
Rastogi R.P., Mehrotra B.M. A compendium on Indian plants. 1991, vol. II, 859 p.
Caxito M.L.C., Victorio C.P., Costa H.B., Romao W., Kuster R.M., Gattass C.R. Trop. J. Pharm. Res., 2017, vol. 16, no. 5, pp. 1013–1020. DOI: 10.4314/tjpr.v16i5.7.
Minozzo B.R., Lemes B.M., Justo A.S., Lara J.E., Petry V.E.K., Fernandes D., Bello C., Vellosa J.C.R., Cam-pagnoli E.B., Nunes O.C., Kitagawa R.R., Avula B., Khan I.A., Beltrame F.L J. Ethnopharmacol., 2016, vol. 191, pp. 29–40. DOI: 10.1016/j.jep.2016.06.032.
Tyunnikova N.V., Shavarda A.L. Rast. resursy, 2005, vol. 41, no. 4, pp. 61–67. (in Russ.).
Gel'tman D.V. Podrod Esula roda Euphorbia (Euphorbiaceae): sistema, filogeniya, geograficheskiy analiz: avtoref. diss. ... dokt. biol. nauk. [Subgenus Esula of the genus Euphorbia (Euphorbiaceae): system, phylogeny, geographical analysis: author. diss. ... doc. biol. Sciences]. Moscow, 2016, 42 p. (in Russ.).
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