Argentinean Andean propolis associated with the medicinal plant Larrea nitida Cav. (Zygophyllaceae). HPLC-MS and GC-MS characterization and antifungal activity

Food and Chemical Toxicology

Volumn 49, Issue 9, 2011, Pages 1970-1978

  Agüero, María Belén ^a   Svetaz, Laura ^b   Sánchez, Marianela ^c   Luna, Lorena ^a   Lima, Beatriz ^a   López, María Liza ^a   Zacchino, Susana ^b   Palermo, Jorge ^c   Wunderlin, Daniel ^d   Feresin, Gabriela Egly ^a   Tapia, Alejandro ^a  

^a UNIVERSIDAD NACIONAL DE SAN JUAN   (Argentina)

^b UNIVERSIDAD NACIONAL DE ROSARIO   (Argentina)

^c UNIVERSIDAD DE BUENOS AIRES   (Argentina)

^d UNIVERSIDAD NACIONAL DE CÓRDOBA   (Argentina)

Author keywords

Antifungal activity; Argentinian Andean propolis; GC MS; HPLC ESI MS MS; Lignans; VOCs

Indexed keywords

3' METHYL NORDIHYDROGUAIARETIC ACID; 3,3',4' TRIHYDROXY 4 METHOXY 7,7' EPOXYLIGNAN; 3,4,3',4' TETRAHYDROXY 7,7' EPOXYLIGNAN; ACETIC ACID ETHYL ESTER; DICHLOROMETHANE; LIGNAN; NORDIHYDROGUAIARETIC ACID; NORDIHYDROGUAIARETIC ACID DERIVATIVE; PHENOL DERIVATIVE; PLANT MEDICINAL PRODUCT; PROPOLIS; UNCLASSIFIED DRUG; VOLATILE ORGANIC COMPOUND;

ARGENTINA; ARTHRODERMA GYPSEUM; ARTICLE; CANDIDA; CONTROLLED STUDY; CRYPTOCOCCUS; DERMATOPHYTE; DRUG CONCENTRATION; DRUG DETERMINATION; DRUG ISOLATION; DRUG SCREENING; DRUG STRUCTURE; FUNGAL STRAIN; FUNGICIDAL ACTIVITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LARREA; LARREA NITIDA; MASS FRAGMENTOGRAPHY; MINIMUM FUNGICIDAL CONCENTRATION; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; TRICHOPHYTON MENTAGROPHYTES; TRICHOPHYTON RUBRUM;

ANTIFUNGAL AGENTS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; LARREA; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; MICROBIAL SENSITIVITY TESTS; PROPOLIS;

ARTHRODERMA BENHAMIAE; ARTHRODERMA GYPSEUM; ARTHRODERMATACEAE; LARREA NITIDA; ZYGOPHYLLACEAE;

EID: 79960839629     PISSN: 02786915     EISSN: 18736351     Source Type: Journal    
DOI: 10.1016/j.fct.2011.05.008     Document Type: Article

References (40)

1. Abou-Gazar H., Bedir E., Takamatsu S., Ferreira D., Khan I.A. Antioxidant lignans from Larrea tridentata. Phytochemistry 2004, 65:2499-2505.
2. Agüero M.B., González M., Lima B., Svetaz L., Sánchez M., Zacchino S., Feresin G.E., Schmeda-Hirschmann G., Palermo J., Wunderlin D., Tapia A. Argentinean propolis from Zuccagnia punctata Cav. (Caesalpinieae) Exudates: phytochemical characterization and antifungal activity. J. Agric. Food Chem. 2010, 58:194-201.
3. Ahn M.R., Kumazawa S., Usui Y., Nakamura J., Matsuka M., Zhu F., Nakayama T. Antioxidant activity and constituents of propolis collected in various areas of China. Food Chem. 2007, 101:1383-1392.
4. Almirante B., Rodríguez D., Park B.J., Cuenca-Estrella M., Planes A.M., Almela M. Epidemiology and predictors of mortality in cases of Candida bloodstream infection: Results from population-based surveillance, Barcelona, Spain, from 2002 to 2003. J. Clin. Microbiol. 2005, 43:1829-1835.
5. Bankova V.S., De Castro S.L., Marcucci M.C. Propolis: Recent advances in chemistry and plant origin. Apidologie 2000, 31:3-15.
6. Banskota A.H., Tezuka Y., Kadota S. Recent progress in pharmacological research of propolis. Phytother. Res. 2001, 15:561-571.
7. Chaillou L.L., Nazareno M.A. Bioactivity of propolis from Santiago del Estero, Argentina, related to their chemical composition. LWT - Food Sci. Technol. 2009, 42:1422-1427.
8. Reference method for broth dilution antifungal susceptibility testing of yeast. Approved Standard 2002, M27:A2. CSI.
9. Reference method for broth dilution antifungal susceptibility testing of filamentous fungi. Approved Standard 2008, M38:A2. CSI.
10. Denning D.W., Stevens D.A. Antifungal and surgical treatment of invasive aspergillosis: review of 2121 published cases. Rev. Infect. Dis. 1990, 12:1147-1201.
11. Ernst E., Roling E., Petzold R., Keele D., Klepser M. In vitro activity of micafungin (FK-463) against Candida spp.: microdilution, time-kill, and post-antifungal-effect studies. Antimicrob. Agents Chemother. 2002, 46:3846-3853.
12. Gambier M. La Fase Cultural Punta del Barro 1988, San Juan, Argentina.
13. Ghisalberti E.L. Propolis: A review. Bee World 1978, 60:59-84.
14. Gnabre J., Huang R.C.C., Bates R.B., Burns J.J., Caldera S., Malcomson M.E., McClure K.J. Characterization of Anti-HIV Lignans from Larrea tridentate. Tetrahedron 1995, 51:12203-12210.
15. Infante-López M.E., Rojo-Conejo P. Utilidad clínica de la micafungina en el tratamiento de las candidiasis invasoras en el neonato. Rev. Iberoam. Micol. 2009, 26:56-61.
16. Ishida V.F., Negri G., Salatino A., Bandeira M.F.C.L. A new type of Brazilian propolis: Prenylated benzophenones in propolis from Amazon and effects against cariogenic bacteria. Food Chem. 2011, 125:966-972.
17. Isla M.I., Nieva Moreno M.I., Sampietro A.R., Vattuone M.A. Antioxidant activity of Argentine propolis extracts. J. Ethnopharmacol. 2001, 76:165-170.
18. Isla M.I., Paredes-Guzman J.F., Nieva-Moreno M.I., Koo H., Park Y.K. Some chemical composition and biological activity of northern Argentine propolis. J. Agric. Food Chem. 2005, 53:1166-1172.
19. Kalogeropoulos N., Konteles S.J., Troullidou E., Mourtzinos I., Karathanos V.T. Chemical composition, antioxidant activity and antimicrobial properties of propolis extracts from Greece and Cyprus. Food Chem. 2009, 116:452-461.
20. Kiesling R. Zygophyllaceae. Flora de San Juan 2003, 39-46. República Argentina. Volumen II, Buenos Aires. E. Sigma (Ed.).
21. Ladio A.H., Lozada M. Human ecology, ethnobotany and traditional practices in rural populations inhabiting the Monte region: Resilience and ecological knowledge. J. Arid. Environ. 2009, 73:222-227.
22. Lima B., Tapia A., Luna L., Fabani M.P., Schmeda-Hirschmann G., Podio N., Wunderlin D.A., Feresin G.E. Main flavonoids, DPPH activity, and metal content allow determination of the geographical origin of propolis from the Province of San Juan (Argentina). J. Agric. Food Chem. 2009, 57:2691-2698.
23. Mabry T.J., Difeo D.R., Sakakibara M., Bohnstedt C.F., Seigler D. The natural products chemistry of Larrea. Creosote Bush Biology and Chemistry of Larrea in New World Desserts 1977, 115-134. Dowden HutchinSon and Ross Inc., Stroudsburg Pennsylvania. T.J. Mabry, J.H. Hunziker, D.R. Difeo (Eds.).
24. Melliou E., Stratis E., Chinou I. Volatile constituents of propolis from various regions of Greece-Antimicrobial activity. Food Chem. 2007, 103:375-380.
25. Nagai T., Inoue R. Preparation and functional properties of water extract and alkaline extract of royal jelly. Food Chem. 2004, 84:181-186.
26. Nieva Moreno M.I., Isla M.I., Cudmani N.G., Vattuone M.A., Sampietro A.R. Screening of antibacterial activity of Amaicha del Valle (Tucumán, Argentina) propolis. J. Ethnopharmacol. 1999, 68:97-102.
27. Nieva Moreno M.I., Isla M.I., Sampietro A.R., Vattuone M.A. Comparison of the free radical-scavenging activity of propolis from several regions of Argentine. J. Ethnopharmacol. 2000, 71:109-114.
28. Park Y.K., Alencar S.M., Aguiar C.L. Botanical origin and chemical composition of Brazilian propolis. J. Agric. Food Chem. 2002, 50:2502-2506.
29. Quiroga E.N., Sampietro D.A., Soberon J.R., Sgariglia M.A., Vattuone M.A. Propolis from the northwest of Argentina as a source of antifungal principles. J. Appl. Microbiol. 2006, 101:103-110.
30. Rodero L., Córdoba S. Método de dilución en medio líquido. Manual de Técnicas in vitro para la detección de compuestos antifúngicos 2007, 85-97. Corpus Ed, Rosario. S. Zacchino, M. Gupta (Eds.).
31. Singh N. Treatment of opportunistic mycoses: how long is long enough?. Lancet Infect. Dis. 2003, 3:703-708.
32. Strobel G., Daisy B., Castillo U., Harper J. Natural products from endophytic microorganisms. Nat. Prod. 2004, 67:257-268.
33. Torres R., Urbina F., Morales C., Modak B., Delle Monache F. Antioxidant properties of lignans and ferulic acid from the resinous exudate of Larrea nitida. J. Chil. Chem. Soc. 2003, 48:61-63.
34. Vargas-Arispuro I., Reyes-Baeza R., Rivera-Castañeda G., Martínez-Téllez M.A., Rivero-Espejel I. Antifungal lignans from the creosotebush (Larrea tridentata). Ind. Crop. Prod. 2005, 22:101-107.
35. Viuda-Martos M., Ruiz-Navajas Y., Fernández-López J., Pérez-Álvarez A. Functional Properties of Honey, Propolis, and Royal Jelly. J. Food Sci. 2008, 73:117-124.
36. Weitzman I., Summerbell R.C. The dermatophytes. Clin. Microbiol. Rev. 1995, 8:240-259.
37. Zampini I.C., Vattuone M.A., Isla M.I. Antibacterial activity of Zuccagnia punctata Cav Ethanolic extracts. J. Ethnopharmacol. 2005, 102:450-456.
38. Zampini I.C., Villarini M., Moretti M., Dominici L., Isla M.I. Evaluation of genotoxic and antigenotoxic effects of hydroalcoholic extracts of Zuccagnia punctata Cav. J. Ethnopharmacol. 2007, 115:330-335.
39. Zhou J.L., Xin G.Z., Shi Z.Q., Ren M.T., Qi L.W., Li H.J., Li P. Characterization and identification of steroidal alkaloids in Fritillaria species using liquid chromatography coupled with electrospray io nization quadrupole time-of-flight tandem mass spectrometry. J. Chromatogr. A. 2010, 1217:7109-7122.
40. Zhou Y., Xu G., Choi F.F.K., Ding L.S., Han Q.B., Song J.Z., Qiao C.F., Zhao Q.S., Xu H.X. Qualitative and quantitative analysis of diterpenoids in Salvia species by liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry. J. Chromatogr. A. 2009, 1216:4847-4858.