CHEMICAL PROFILE AND BIOLOGOCAL ACTITITY OF FLAVONOIDS AND PHENYLPROPANOIDS FROM NEPETA CATARIA L. (LAMIACEAE) CULTIVATED IN THE EASTERN SIBERIA
Abstract
A chemical investigation of Nepeta cataria L. (Lamiaceae), cultivated in the Eastern Siberia (Buryatia Republic, Russia) was realized. Thirty-one compounds were isolated using different chromatographic techniques including components detected in species for the first time: chrisoeriol, cirsilineol, isorhoifolin, tilianin, acacetin-7-O-glucuronide, linarin, scolimoside, caftaric, cichoric and phaselic acids. In the course of studying the distribution of phenolic compounds in organs of N. cataria it was shown first that the accumulation of compounds was characterized by the organ specific manner. Caffeoyltartronic acid was a dominant compound in leaves (21,59 mg·g-1) and stems (16.70 mg·g-1), as well as rosmarinic acid dominated in roots (36,93 mg·g-1) and flowers (7,67 mg·g-1). The investigation of the biological activity of N. cataria dry extract showed the presence of anti-inflammatory properties. For the first time the anti-inflammatory activity of two marker compounds of N. cataria like luteolin-7-O-(6''-glucurono)-glucoside and caffeyltartronic acid was revealed, and the efficiency of the latter compound was the highest.
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Formisano C., Rigano D., Senatore F. Chemical constituents and biological activities of Nepeta species // Chem. Biodiv. 2011. Vol. 8. Pp. 1783–1818.
Snook M.E., Blum M.S., Whitman D.W., Arrendale R.F., Costello C.E., Harwood J.S. Caffeoyltartartronic acid from catnip (Nepeta cataria): A precursor for catechol in lubber grasshopper (Romalea guttata) defensive secretions // J. Chem. Ecol. 1993. Vol. 19. Pp. 1957–1966.
Mišić D., Šiler B., Gašić U., Avramov S., Živković S., Živković J.N., Milutinović M., Tešić Z. Simultaneous UHPLC/DAD/(+/-)HESI-MS/MS analysis of phenolic acids and nepetalactones in methanol extracts of Nepeta species: A possible application in chemotaxonomic studies // Phytochem. Anal. 2015. Vol. 26. Pp. 72–85.
Modnicki D., Tokar M., Klimek B. Flavonoids and phenolic acids of Nepeta cataria L. var. citriodora (Becker) Balb. (Lamiaceae) // Acta Polon. Pharm. 2007. Vol. 64. Pp. 247–252.
Jamzad Z., Grayer R.J., Kite G.C., Simmonds M.S.J., Ingrouille M., Jalili A. Leaf surface flavonoids in Iranian species of Nepeta (Lamiaceae) and some related genera // Biochem. Syst. Ecol. 2003. Vol. 31. Pp. 587–600.
Ricci E.L., Toyama D.O., Lago J.H.G., Romoff P., Kirsten T.B., Reis-Silva T.M., Bernard M.M. Anti-nociceptive and anti-inflammatory actions of Nepeta cataria L. var. citriodora (Becker) Balb. essential oil in mice // J. Health Sci. Inst. 2010. Vol. 28. Pp. 289–293.
Olennikov D.N., Kashchenko N.I., Chirikova N.K., Koryakina L.P., Vladimirov L.N. Bitter gentian teas: Nutritional and phytochemical profiles, polysaccharide characterisation and bioactivity // Molecules. 2015. Vol. 20. Pp. 20014–20030.
Ayatollahi S.A., Shojaii A., Kobarfard F., Mohammadzadeh M., Choudhary M.I. Two flavones from Salvia leriaefolia // Iran. J. Pharm. Res. 2009. Vol. 8. Pp. 179–184.
Alwahsh M.A.A., Khairuddean M., Chong W.K. Chemical constituents and antioxidant activity of Teucrium barbeyanum Aschers. // Rec. Nat. Prod. 2015. Vol. 9. Pp. 159–163.
Farjam M.H., Rustaiyan A., Ezzatzadeh E., Jassbi A.R. Labdane-type diterpene and two flavones from Salvia sharifii Rech. f. Esfan. and their biological activities // Iran. J. Pharm. Res. 2013. Vol. 12. Pp. 395–400.
Ferreres F., Barberan F.A.T., Tomas F. 5,6,4′-Trihydroxy-7,8-dimethoxyflavone from Thymus membranaceus // Phytochemistry. 1985. Vol. 24. Pp. 1869–1871.
Wollenweber E., Dörr M., Rivera D., Roitman J.N. Externally accumulated flavonoids in three Mediterranean Ononis species // Z. Naturforsch. 2003. Vol. 58 c. Pp. 771–775.
Iinuma M., Matsuura S., Kurogochi K., Tanaka T. Studies on the constituents of useful plants. V. Multisubstituted flavones in the fruit peel of Citrus reticulata and their examination by gas-liquid chromatography // Chem. Pharm. Bull. 1980. Vol. 28. Pp. 717–722.
Barberan F.A.T., Ferreres F., Tomas F. TLC, UV and acidic treatment in the differentiation of 5,6- and 5,8-dihydroxyflavones, 3-methoxyflavones and flavonols // Tetraherdon. 1985. Vol. 41. Pp. 5733–5740.
Iwashina T., Kokubugata G. Flavone and flavonol glycosides from the leaves of Triumfetta procimbens in Ryukyu Is-lands // Bull. Natl. Mus. Nat. Sci. 2012. Vol. 38. Pp. 63–67.
Bourwieg D., Pohl R. Die Flavonoide von Mentha longifolia // Planta Med. 1973. Vol. 24. Pp. 304–314.
Zakharova O.I., Zakharov A.M., Glyzin V.I. Flavonoids of Agastache rugosa // Chem. Nat. Comp. 1979. Vol. 15. Pp. 561–564.
Nuissier G., Rezzonico B., Grignon-Dubois M. Chicoric acid from Syringodium filiforme // Food Chem. 2010. Vol. 120. Pp. 783–788.
Satake T., Kamiya K., Saiki Y., Hama T., Fujimoto Y., Kitanaka S., Kimura Y., Uzawa J., Endang H., Umar M. Studies on the constituents of Helicteres isora L. // Chem. Pharm. Bull. 1999. Vol. 47. Pp. 1444–1447.
Olennikov D.N., Stolbikova A.V., Tankhaeva L.M., Petrov E.V. Phenylpropanoids and polysaccharides of Plantago depressa and P. media // Chem. Nat. Comp. 2011. Vol. 47. Pp. 165–169.
Terencio M.C., Giner R.M., Sanz M.J., Máñez S.M., Ríos J.L. On the occurrence of caffeoyltartronic acid and other phenolics in Chondrilla juncea // Z. Naturforsch. 1993. Vol. 48c. Pp. 417–419.
Saleem M., Hyoung J.K., Jin C., Yong S.L. Antioxidant caffeic acid derivatives from leaves of Parthenocissus tricuspidata // Arch. Pharm. Res. 2004. Vol. 27. Pp. 300–304.
Silva T.M., Dias M.D., Pereira M.T., Piló-Veloso D., Alcântara A.F.C. Effect of the γ-radiation on phenol fractions obtained from the leaves of Echinodorus macrophyllus Mich. // Rad. Phys. Chem. 2012. Vol. 81. Pp. 22–26.

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