Gas chromatography mass spectrometry based profiling of alkyl coumarates and ferulates in two species of cattail (Typha domingensis P., and Typha latifolia L.)

Phytochemistry Letters

Volumn 13, Issue , 2015, Pages 91-98

  He, Ding ^a,c   Bernd, R T ^a,b   Simoneit, ^b   Jara, Blanca ^a   Jaffé, Rudolf ^a  

^a FLORIDA INTERNATIONAL UNIVERSITY   (United States)

^b OREGON STATE UNIVERSITY   (United States)

^c UNIVERSITY OF GEORGIA   (United States)

Author keywords

Cattail; Everglades wetland; n Alkyl ferulates; n Alkyl p coumarates; Trans esterification

Indexed keywords

ALKYL COUMARATE; COUMARIC ACID; FERULIC ACID; PLANT MEDICINAL PRODUCT; SURFACE WATER; UNCLASSIFIED DRUG;

ADSORPTION CHROMATOGRAPHY; ALGA; ARTICLE; CHARA; DRUG STRUCTURE; ELEOCHARIS; MASS FRAGMENTOGRAPHY; NYMPHAEACEAE; PERIPHYTON; PLANT LEAF; PLANT ROOT; PRIORITY JOURNAL; TYPHA; TYPHA DOMINGENSIS; TYPHA LATIFOLIA; UTRICULARIA; WETLAND;

TYPHA; TYPHA DOMINGENSIS; TYPHA LATIFOLIA;

EID: 84930623550     PISSN: 18743900     EISSN: 18767486     Source Type: Journal    
DOI: 10.1016/j.phytol.2015.05.010     Document Type: Article

References (45)

1. G. Aliotta, M. Della Greca, P. Monaco, G. Pinto, A. Pollio, and L. Previtera In vitro algal growth inhibition by phytotoxins of Typha latifolia L J. Chem. Ecol. 16 1990 2637 2646
2. A.M. Baldé, M. Claeys, L.A. Pieters, V. Wray, and A.J. Vlietinck Ferulic acid esters from stem bark of Pavetta owariensis Phytochemistry 30 1991 1024 1026
3. J.D. Baranowski, and C.W. Nagel Properties of alkyl hydroxycinnamates and effects on Pseudomonas fluorescens Appl. Environ. Microbiol. 45 1983 218 222
4. J.D. Baranowski, and C.W. Nagel Antimicrobial and antioxidant activities of alkyl hydroxycinnamates (alkacins) in model systems and food products Can. Inst. Food Sci. Technol. J. 17 1984 79 85
5. M.A. Bernards, and N.G. Lewis Alkyl ferulates in wound healing potato tubers Phytochemistry 31 1992 3409 3412
6. G.L. Bruland, T.Z. Osborne, K.R. Reddy, S. Grunwald, S. Newman, and W.F. DeBusk Recent changes in soil total phosphorus in the Everglades: water conservation area 3 Environ. Monit. Assess. 129 2007 379 395
7. G. Cefarelli, B. D'Abrosca, A. Fiorentino, A. Izzo, and P. Monaco Isolation characterization and antioxidant activity of E-and Z-p-coumaryl fatty acid esters from cv. Annurca apple fruits J. Agric. Food Chem. 53 2005 3525 3529
8. D.G.H. Daniels, and H.F. Martin Antioxidants in oats: Mono-esters of caffeic and ferulic acids J. Sci. Food Agr. 18 1967 589 595
9. J.C. Del Río, I.M. Rodríguez, and A. Gutierrez Identification of intact long-chain p-hydroxycinnamate esters in leaf fibers of abaca (Musa textilis) using gas chromatography/mass spectrometry Rapid Commun. Mass Spectrom. 18 2004 2691 2696
10. M. Della Greca, P. Monaco, and L. Previtera Stigmasterols from Typha latifolia J. Nat. Prod. 53 1990 1430 1435
11. M. Della Greca, P. Monaco, L. Previtera, G. Aliotta, and G. Pinto Carotenoid-like compounds from Typha latifolia J. Nat. Prod. 53 1990 972 974
12. R.A. Dixon, and N.L. Paiva Stress-induced phenylpropanoid metabolism Plant Cell 7 1995 1085 1097
13. R.P. Evershed, N. Spooner, M.C. Prescott, and L. John Goad Isolation and characterisation of intact steryl ferulates from seeds J. Chromatogr. A 440 1988 23 35
14. C.B. Faulds, and G. Williamson The role of hydroxycinnamates in the plant cell wall J. Sci. Food Agr. 79 1999 393 395
15. J. Folch, M. Lees, and G.H. Sloane-Stanley A simple method for the isolation and purification of total lipids from animal tissues J. Biol. Chem. 226 1957 497 509
16. M.T. Gallardo, B.B. Martin, and D.F. Martin Inhibition of water fern Salvinia minima by cattail (Typha domingensis) extracts and by 2-chlorophenol and salicyl aldehyde J. Chem. Ecol. 24 1998 1483 1490
17. M.T. Gallardo-Williams, C.L. Geiger, J.A. Pidala, and D.F. Martin Essential fatty acids and phenolic acids from extracts and leachates of southern cattail (Typha domingensis P.) Phytochemistry 59 2002 305 308
18. D.W. Griffiths, G.W. Robertson, T. Shepherd, and G. Ramsey Epicuticular waxes and volatiles from faba bean (Vicia faba) flowers Phytochemistry 52 1999 607 612
19. A. Gutiérrez, I.M. Rodríguez, and J.C. del Río Chemical composition of lipophilic extractives from sisal (Agave sisalana) fibers Ind. Crop. Prod. 28 2008 81 87
20. Y. Hashidoko, S. Tahara, and J. Mizutani Rugosal A and related carotane sesquiterpenes in the glandular trichome exudate of Rosa rugosa Phytochemistry 31 1992 779 782
21. D. He, R.N. Mead, L. Belicka, O. Pisani, and R. Jaffé Assessing source contributions to particulate organic matter in a subtropical estuary: a biomarker approach Org. Geochem. 75 2014 129 139
22. D. He, B.R. Simoneit, B. Jara, and R. Jaffé Occurrence and distribution of monomethylalkanes in the freshwater wetland ecosystem of the Florida Everglades Chemosphere 119 2015 258 266
23. X. Huang, C. Wang, J. Zhang, G.L. Wiesenberg, Z. Zhang, and S. Xie Comparison of free lipid compositions between roots and leaves of plants in the Dajiuhu Peatland Central China Geochem. J. 45 2011 365 373
24. H. Ishida, T. Umino, K. Tsuji, and T. Kosuge Studies on the antihemorrhagic substances in herbs classified as hemostatics in Chinese medicine. IX.: on the antihemorrhagic principles in Typha lactifolia L Chem. Pharm. Bull. 36 1988 4414 4420
25. R. Jaffé, R. Mead, M.E. Hernandez, M.C. Peralba, and O.A. DiGuida Origin and transport of sedimentary organic matter in two subtropical estuaries: a comparative biomarker-based study Org. Geochem. 32 2001 507 526
26. R. Jetter, A. Klinger, and S. Schäffer Very long-chain phenylpropyl and phenylbutyl esters from Taxus baccata needle cuticular waxes Phytochemistry 61 2002 579 587
27. R. Jetter, and S. Schäffer Chemical composition of the Prunus laurocerasus leaf surface. Dynamic changes of the epicuticular wax film during leaf development Plant Physiol. 126 2001 1725 1737
28. K. Kawanishi, J. Yasufuku, A. Ishikawa, and Y. Hashimoto Long-chain alkyl ferulates in three varieties of Ipomoea batatas (L) Lam. J. Agric. Food Chem. 38 1990 105 108
29. J.M. Keriko, S. Nakajima, N. Baba, and J. Iwasa Eicosanyl p-coumarates from a Kenyan plant, Psiadia punctulata: plant growth inhibitors Biosci. Biotechnol. Biochem. 61 1997 2127 2128
30. D.K. Kosma, I. Molina, J.B. Ohlrogge, and M. Pollard Identification of an Arabidopsis fatty alcohol: caffeoyl-coenzyme A acyltransferase required for the synthesis of alkyl hydroxycinnamates in root waxes Plant Physiol. 160 2012 237 248
31. O. Lakela, and R.W. Long Ferns of Florida 1976 Banyan Books Miami
32. J.Y. Lee, J.W. Yoon, C.T. Kim, and S.T. Lim Antioxidant activity of phenylpropanoid esters isolated and identified from Platycodon grandiflorum A. DC Phytochemistry 65 2004 3033 3039
33. I. Molina, Y. Li-Beisson, F. Beisson, J.B. Ohlrogge, and M. Pollard Identification of an Arabidopsis feruloyl-coenzyme A transferase required for suberin synthesis Plant Physiol. 151 2009 1317 1328
34. E.S.J. Nidiry, G. Ganeshan, and A.N. Lokesha Antifungal activity and isomerization of octadecyl p-coumarates from Ipomoea carnea subsp fistulosa Nat. Prod. Commun. 6 2011 1889 1892
35. E.S.J. Nidiry, and A.N. Lokesha A rapid spectrophotometric method for the quantitative estimation of octadecyl p-coumarates J. Appl. Spectrosc. 80 2013 469 472
36. S. Ou, and K.C. Kwok Ferulic acid: pharmaceutical functions, preparation and applications in foods J. Sci. Food Agr. 84 2004 1261 1269
37. T. Ozawa, and H. Imagawa Polyphenolic compounds from female flowers of Typha latifolia L Agric. Bio. Chem. 52 1988 595 597
38. S. Santos, L. Schreiber, and J. Graça Cuticular waxes from Ivy leaves (Hedera helix L:): analysis of high-molecular-weight esters Phytochem. Anal. 18 2007 60 69
39. J.D. Schardt 1994 Florida Aquatic Plant Survey. Dominant Plants in Public Waters. Tech Report #972-CGA 1997 Bureau of Aquatic Plant Management. Florida Department of Environmental Protection Tallahassee, FL 85
40. L. Schreiber, R. Franke, and K. Hartmann Wax and suberin development of native and wound periderm of potato (Solanum tuberosum L.) and its relation to peridermal transpiration Planta 220 2005 520 530
41. O. Serra, C. Hohn, R. Franke, S. Prat, M. Molinas, and M. Figueras A feruloyl transferase involved in the biosynthesis of suberin and suberin-associated wax is required for maturation and sealing properties of potato periderm Plant J. 62 2010 277 290
42. M.E. Snook, E.S. Data, and S.J. Kays Characterization and quantitation of hexadecyl octadecyl and eicosyl esters of p-coumaric acid in the vine and root latex of sweet potato [Ipomoea batatas (L.) Lam.] J. Agr. Food Chem. 42 1994 2589 2595
43. A. Tapia, J. Rodriguez, C. Theoduloz, S. Lopez, G.E. Feresin, and G. Schmeda-Hirschmann Free radical scavengers and antioxidants from Baccharis grisebachii J. Ethnopharmacol. 95 2004 155 161
44. B.D. Whitaker, W.F. Schmidt, M.C. Kirk, and S. Barnes Novel fatty acid esters of p-coumaryl alcohol in epicuticular wax of apple fruit J. Agric. Food Chem. 49 2001 3787 3792
45. K. Yunoki, R. Musa, M. Kinoshita, H. Tazaki, Y. Oda, and M. Ohnishi Presence of higher alcohols as ferulates in potato pulp and its radical-scavenging activity Biosci. Biotechnol. Biochem. 68 2004 2619 2622