Caffeic acid derivatives isolated from the aerial parts of Galinsoga parviflora and their effect on inhibiting oxidative burst in human neutrophils

Phytochemistry Letters

Volumn 16, Issue , 2016, Pages 303-310

  Dudek, Marta K ^a,b   Dudkowski, Łukasz ^a   Bazylko, Agnieszka ^a   Kaźmierski, Sławomir ^b   Kiss, Anna K ^a  

^a MEDICAL UNIVERSITY OF WARSAW   (Poland)

^b CENTRE OF MOLECULAR AND MACROMOLECULAR STUDIES   (Poland)

Author keywords

Caffeoylaltraric acid derivatives; Caffeoylglucaric acid derivatives; Galinsoga parviflora; J couplings analysis; Oxidative burst

Indexed keywords

1,3 O DICAFFEOYLQUINIC ACID; 1,5 O DICAFFEOYLQUINIC ACID; 2,3(4,5) DICAFFEOYLALTRARIC ACID; 2,3,4 TRICAFFEOYLALTRARIC ACID; 2,3,4,5 TETRACAFFEOYLGLUCARIC ACID; 2,4,5 TRICAFFEOYLGLUCARIC ACID; 3, 5 O DICAFFEOYLQUINIC ACID; 3,4,5 TRICAFFEOYLALTRARIC ACID; 5 O CAFFEIC ACID; CAFFEIC ACID DERIVATIVE; NEOCHLOROGENIC ACID; PLANT MEDICINAL PRODUCT; QUERCETAGETIN 7 O BETA GLUCOSIDE; QUERCETIN 3 O BETA GLUCURONIDE; REACTIVE OXYGEN METABOLITE; SACCHARIC ACID; UNCLASSIFIED DRUG;

ANTIINFLAMMATORY ACTIVITY; ANTIOXIDANT ACTIVITY; ARTICLE; CHEMICAL STRUCTURE; CONFORMATION; GALINSOGA PARVIFLORA; HYDROPHILICITY; IC50; MEDICINAL PLANT; NEUTROPHIL; NONHUMAN; OXIDATIVE COUPLING; PHYTOCHEMISTRY; PRIORITY JOURNAL; RESPIRATORY BURST;

EID: 84973161448     PISSN: 18743900     EISSN: 18767486     Source Type: Journal    
DOI: 10.1016/j.phytol.2016.05.007     Document Type: Article

References (37)

1. M.F. Agra, G.S. Baracho, K. Nurt, I.J.L.D. Brasilio, and V.P.M. Coelho Medicinal and poisonous diversity of the flora of «Cariri Paraibano», Brazil J. Ethopharmacol. 111 2007 383 395
2. U. Akula, and B. Odhav In vitro 5-Lipoxygenase inhibition of polyphenolic antioxidants from undomesticated plants of South Africa J. Med. Plant Res. 2 2008 207 212
3. A. Bazylko, M. Stolarczyk, M. Derwińska, and A.K. Kiss Determination of antioxidant activity of extracts and fractions obtained from Galinsoga parviflora and Galinsoga quadriradiata herb, and qualification of the most active fractions using TLC and HPLC method Nat. Prod. Res. 26 2012 1584 1593
4. A. Bazylko, K. Boruc, J. Borzym, and A.K. Kiss Aqueous and ethanolic extracts of Galinsoga parviflora and Galinsoga ciliata- composition investigations using HPTLC and HPLC-DAD-MS methods Phytochem. Lett. 11 2015 394 398
5. A. Bazylko, J. Borzym, and A. Parzonko Determination of in vitro antioxidant and UV-protecting activity of aqueous and ethanolic extracts from Galinsoga parviflora and Galinsoga quadriradiata J. Photochem. Photobiol. B 149 2015 189 195
6. A. Böyum A one-stage procedure for isolation of granulocytes and lymphocytes from human blood. General sedimentation properties of white blood cells in a 1g gravity field Scand. J. Clin. Lab. Investig. Suppl. 97 1968 51 76
7. J. Chanaj-Kaczmarek, M. Wysocki, A. Karachitos, M. Wojcińska, G. Bartosz, I. Matławska, and H. Kmita Effect of plant extract antioxidative phenolic compounds on energetic status and viability of Sacharomyces cerevisiae cells undergoing oxidative stress J. Funct. Foods 16 2015 364 377
8. J. Chanaj-Kaczmarek Badania fitochemiczne zwiazków polifenolowych z zielu żółtlicy drobnokwiatowej (Galinsoga parviflora CAV., Asteraceae) [Phytochemical analysis of the polyphenolic compounds from the herb of gallant soldier (Galinsoga parviflora CAV., Asteraceae) PhD Thesis 2013 Poznań University of Medicinal Sciences Poznań
9. S.S. Cicek, C. Untersulzner, S. Schwaiger, and C. Zidorn Caffeoyl-D-glucaric acid derivatives in the genus Gnaphalium (Asteraceae: Gnaphalieae) Rec. Nat. Prod. 6 2012 311 315
10. n J. Agric. Food Chem. 53 2005 3821 3832
11. C.A. Damalas Distribution, biology, and agricultural importance of Galinsoga parviflora (Asteraceae) Weed Biol. Manag. 8 2008 147 153
12. T.T. Denton, K.I. Hardcastle, M.K. Dowd, and D.E. Kiely Characterization of D-glucaric acid using NMR, X-ray crystal structure, and MM3 molecular modeling analyses Carbohydr. Res. 346 2011 2551 2557
13. C.A. Elliger, R.E. Lundin, and W.F. Haddon Caffeyl esters of glucaric acid in Lycopersicon esculentum leaves Photochemistry 20 1981 1133 1134
14. S. Ferheen, A. Ur-Rehman, N. Afza, A. Malik, L. Iqbal, M. Azam Rasool, M. Irfan Ali, and R. Bakhsh Tareen Galinsosides A and B, bioactive flavanone glucosides from Galinsoga parviflora J. Enzyme Inhib. Med. Chem. 24 2009 1128 1132
15. S. Gairola, J. Sharma, and Y.S. Bedi A cross-cultural analysis of Jammu, Kashmir and Ladakh (India) medicinal plant use J. Ethopharmacol. 155 2014 925 986
16. C.F. Guarnerio, M. Fraccaroli, I. Gonzo, G. Pressi, R. Dal Tosso, F. Guzzo, and M. Levi Metabolomic analysis reveals that the accumulation of specific secondary metabolites in Echinacea angustifolia cells cultured in vitro can be controlled by light Plant Cell Rep. 31 2012 361 367
17. F.A. Hamill, S. Apio, N.K. Mubiru, M. Mosango, R. Bukenya-Ziraba, O.W. Maganyi, and D.D. Soejarto Traditional herbal drugs of southern Uganda, I J. Ethopharmacol. 70 2000 281 300
18. D. Lulli, A. Potapovich, M. Riccardo, E. Dellambra, G. Pressi, V. Kostyuk, R. Dal Toso, C. De Luca, S. Pastore, and L. Korkina Anti-inflammatory effects of concentrated ethanol extracts of Edelweiss (Leontopodium alpinum Cass.) callus cultures towards human keratinocytes and endothelial cells. Mediat Inflamm. 2012 2012 Article ID 498373, 12 pages
19. M. Maas, F. Petereit, and A. Hensel Caffeic acid derivatives from Eupatorium perfoliatum L Molecules 14 2009 36 45
20. A. Maroyi Use of weeds as traditional vegetables in Shurugwi District, Zimbabwe J. Ethnobiol. Ethnomed 9 2013 60
21. E.N. Matu, and J. Van Staden Antibacterial and anti-inflammatory activities of some plants used for medicinal purposes in Kenya J. Ethopharmacol. 87 2003 35 41
22. R.J. Medve, and M.L. Medve Edible wild plants of Pennsylvania and neighboring states Third Printing 2000 The Pennsylvania State University USA 78 80
23. B. Odhav, S. Beekrum, U. Akula, and H. Baijnath Preliminary assessment of nutritional value of traditional leafy vegetables in KwaZulu-Natal, South Africa J. Food Compost. Anal. 20 2007 430 435
24. S.G.D. Oliveira, F.R.R. de Moura, F.F. Demarco, P. da Silva Nascente, F.U.B. Francisco Augusto Del Pino, and R.G. Lund An ethnomedicinal survey on phytotherapy with professionals and patients from Basic Care Units in the Brazilian Unified Health System J. Ethopharmacol. 140 2012 428 437
25. R.B. Oliviera, D.A. Chagas-Paula, A. Secatto, T.H. Gasparoto, L.H. Faccioli, A.P. Campanelli, and F.B. Da Costa Topical anti-inflammatory activity of yacon leaf extracts Braz. J. Pharmacogn. 23 2013 497 505
26. T.I. Plekhanova, V.A. Bandyukova, and G.A. Mikhailova Flavonoids of Galinsoga parviflora Chem. Nat. Compd. 13 1978 728 729
27. A. Ruiz, C. Mardones, C. Vergara, D. von Baer, S. Gómez-Alonso, M.V. Gómez, and I. Hermosín-Gutiérrez Isolation and structural elucidation of anthocyanidin 3,7-β-O-diglucosides and caffeoyl-glucaric acids from Calafate Berries J. Agric. Food Chem. 62 2014 6918 6925
28. C. Schmidt, M. Fronza, M. Goettert, F. Geller, S. Luik, E.M.M. Flores, C.F. Bittencourt, G.D. Zanetti, B.M. Heinzmann, S. Laufer, and I. Merfort Biological studies on Brazilian plants used in wound healing J. Ethopharmacol. 122 2009 523 532
29. S. Schwaiger, R. Cervellati, C. Seger, E.P. Ellmerer, N. About, I. Renimel, C. Godenir, P. Andre, F. Gafner, and H. Stuppner Leontopodic acid - a novel highly substituted glucaric acid derivative from Edelweiss (Leontopodium alpinum Cass.) and its antioxidative and DNA protecting properties Tetrahedron 61 2005 4621 4630
30. S. Schwaiger, C. Seger, B. Wiesbauer, P. Schneider, E.P. Ellmerer, S. Sturm, and H. Stuppner Development of an HPLC-PAD-MS assay for the identification and quantification of major phenolic edelweiss (Leontopodium alpium Cass.) constituents Phytochem. Anal. 17 2006 291 298
31. D. Strack, and W. Gross Properties and activity changes of chlorogenic acid:glucaric acid caffeoyltransferase from tomato (Lycopersicon esculentum) Plant Physiol. 92 1990 41 47
32. H. Strzelecka, and J. Kowalski Encyklopedia zielarstwa i ziołolecznictwa Handbook of Medicinal Plants and Phytotherapy 2000 PWN Warsaw p. 629
33. M. Takenaka, X. Yan, H. Ono, M. Yoshida, T. Nagata, and T. Nakanishi Caffeic acid derivatives in the roots of yacon (Smallanthus sonchifolius) J. Agric. Food Chem. 51 2003 793 796
34. M. Takenaka, K. Nanayama, H. Ono, H. Nakajima, and S. Isobe Changes in the concentration of phenolic compounds during growing, storing and processing of yacon Nippon Shokuhin Kagagu Kogaku Kaishi J. Jpn. Soc. Food Sci. 53 2006 603 611
35. V. Tene, O. Malagón, P.V. Vita Finzi, G. Vidari, C. Armijos, and T. Zaragoza An ethnobotanical survey of medicinal plants used in Loja and Zamora-Chinchipe Ecuador J. Ethopharmacol. 111 2007 63 81
36. K. Tolossa, E. Debela, S. Athanasiadou, A. Tolera, G. Ganga, and J.G.M. Houdijk Ethno-medicinal study of plants used for treatment of human and livestock ailments by traditional healers in South Omo, Southern Ethiopia J. Ethnobiol. Ethnomed. 9 2013 32
37. Y. Wang, Z. Guo, Y. Jin, X. Zhang, L. Wang, X. Xue, and X. Liang Identification of prenyl flavonoids glycosides and phenolic acids in Epimedium koreanum Nakai by Q-TOF-MS combined with selective enrichment on click oligo (ethylene glycol) column J. Pharmaceut. Biomed. 51 2010 606 616