Bioactive alkyl phenols and embelin from Oxalis erythrorhiza

Journal of Ethnopharmacology

Volumn 88, Issue 2-3, 2003, Pages 241-247

  Feresin, Gabriela Egly ^a   Tapia, Alejandro ^a,b   Sortino, Maximiliano ^c   Zacchino, Susana ^c   Arias, Antonieta Rojas De ^d   Inchausti, Alba ^d   Yaluff, Gloria ^d   Rodriguez, Jaime ^b   Theoduloz, Cristina ^b   Schmeda Hirschmann, Guillermo ^b  

^a UNIVERSIDAD NACIONAL DE SAN JUAN   (Argentina)

^b UNIVERSIDAD DE TALCA   (Chile)

^c UNIVERSIDAD NACIONAL DE ROSARIO   (Argentina)

^d Instituto de Investigaciones en Ciencias de la Salud Universidad Nacional de Asuncion   (Paraguay)

Author keywords

Alkyl phenols; Antimicrobial and antiprotozoal activity; Embelin; Oxalidaceae; Oxalis erythrorhiza

Indexed keywords

3 HEPTADECYL 5 METHOXYPHENOL; ALKYL GROUP; AMPHOTERICIN B; ANTIFUNGAL AGENT; ANTIINFECTIVE AGENT; ANTIPROTOZOAL AGENT; BENZOQUINONE; BENZOQUINONE DERIVATIVE; EMBELIN; KETOCONAZOLE; OXALIS ERYTHRORHIZA EXTRACT; PHENOL DERIVATIVE; PLANT EXTRACT; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL MODEL; ARTICLE; CELL LINE; CELL SURVIVAL; CHAGAS DISEASE; CHEMISTRY; CONTROLLED STUDY; CYTOTOXICITY; DRUG ACTIVITY; DRUG EFFECT; DRUG SENSITIVITY; DRUG STRUCTURE; ENDEMIC DISEASE; EPIDERMOPHYTON FLOCCOSUM; ESCHERICHIA COLI; HEART DISEASE; HUMAN; IC 50; INHIBITION KINETICS; ISOLATION AND PURIFICATION; LEISHMANIA; LEISHMANIA DONOVANI; LUNG FIBROBLAST; LYSIS; MEDICINAL PLANT; METHICILLIN RESISTANT STAPHYLOCOCCUS AUREUS; MICROBIOLOGICAL EXAMINATION; MICROSPORUM GYPSEUM; MINIMUM INHIBITORY CONCENTRATION; MOUSE; NONHUMAN; OXALIS ERYTHRORHIZA; PLANT; PROMASTIGOTE; SPECTROSCOPY; SYMPTOM; TRICHOPHYTON MENTAGROPHYTES; TRICHOPHYTON RUBRUM; TRYPANOSOMA CRUZI; TRYPOMASTIGOTE;

EPIDERMOPHYTON FLOCCOSUM; ESCHERICHIA COLI; LEISHMANIA AMAZONENSIS; LEISHMANIA DONOVANI; MICROSPORUM CANIS; MICROSPORUM GYPSEUM; OXALIS ERYTHRORHIZA; STAPHYLOCOCCUS AUREUS; TRICHOPHYTON MENTAGROPHYTES; TRICHOPHYTON RUBRUM; TRYPANOSOMA CRUZI;

EID: 10744219566     PISSN: 03788741     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0378-8741(03)00258-7     Document Type: Article

References (41)

1. Alonso, J.R., 1998. Tratado de Fitomedicina. Bases clínicas y farmacológicas. Editorial ISIS. Buenos Aires, Argentina, pp. 150-151.
2. Bustos D.A., Tapia A.A., Feresin G.E., Ariza Espinar L. Ethnopharmacobotanical survey of Bauchazeta district, San Juan Province, Argentina. Fitoterapia. 67:1996;411-415.
3. Cárdenas, M. 1989. Manual de plantas Económicas de Bolivia. Editorial Los Amigos del Libro, Cochabamba, pp. 38-43.
4. Chambers H.F. Methicillin resistance in Staphylococci: molecular and clinical implications. Clinical Microbiology Reviews. 10:1997;781-791.
5. Chan-Bacab, M.J., Peña-Rodríguez, L.M., 2001. Plant natural products with leishmanicidal activity. Natural Products Reports, pp. 674-688.
6. Chitra M., Sukumar E., Suja V., Devi C.S. Antitumor, anti-inflammatory and analgesic property of embelin, a plant product. Chemotherapy. 40:1994;109-113.
7. 3H ]-Thymidine uptake and lipid peroxidation by tumor cells on embelin treatment: an in vitro study Oncology. 52:1995;66-68.
8. Del Rey B., Ramos A.C., Caballero E., Inchausti A., Yaluff G., Medarde M., Rojas de Arias A., San Feliciano A. Leishmanicidal activity of combretastatin analogues and heteroanalogues. Bioorganics and Medicinal Chemistry Letters. 9:1999;2711-2714.
9. Dictionary of Natural Products on CDROM, Release 2.2002 (2002). Chapman & Hall/CRC, Boca Raton.
10. Feresin G.E., Tapia A.A., Bustos D.A. Antibacterial activity of some medicinal plants from San Juan, Argentina. Fitoterapia. 71:2000;429-432.
11. Feresin G.E., Tapia A., Lopez S.N., Zacchino S.A. Antimicrobial activity of plants used in traditional medicine of San Juan province, Argentine. Journal of Ethnopharmacology. 78:2001;103-107.
12. Githui E.K., Makawiti D.W., Midiwo J.O. Changes in the concentrations of testosterone, luteinising hormone and progesterone associated with administration of embelin. Contraception. 44:1991;311-317.
13. Gomez E., de la Cruz-Giron O., de la Cruz A.A., Joshi B.S., Chittawong V., Miles D.H. Toxicants from mangrove plants. V. Isolation of the piscicide, 2-hydroxy-5-methoxy-3-undecyl-1,4 benzoquinone (5-O-methylembelin) from Aegiceras corniculatum. Journal of Natural Products. 52:1989;649-651.
14. Gupta S., Sanyal S.N., Kanwar U. Antispermatogenic effect of embelin, a plant benzoquinone, on male albino rats in vivo and in vitro. Contraception. 39:1989;307-320.
15. Gupta S., Sanyal S., Kanwar U. Effects of embelin, a male antifertility agent, on absorptive and digestive functions of rat intestine. Journal of Ethnopharmacology. 33:1991;203-212.
16. Hegnauer, R., 1969. Chemotaxonomie der Pflanzen, Band 5. Birkhäuser Verlag, Basel, pp. 255-258.
17. Hegnauer, R., 1990. Chemotaxonomie der Pflanzen, Band 9. Birkhäuser Verlag, Basel, pp. 182-183.
18. Inchausti A., Yaluf G., Rojas de Arias A., Torres S., Ferreira M.E., Nakayama H., Schinini A., Lorenzen K., Anke T., Fournet A. Leishmanicidal and trypanocidal activity of extracts and secondary metabolites from basidiomicetes. Phytotherapy Research. 11:1997;193-197.
19. Johri R.K., Pahwa G.S., Sharma S.C., Zutshi U. Determination of estrogenic/antiestrogenic potential of antifertility substances using rat uterine peroxidase assay. Contraception. 44:1991;549-557.
20. Kalergis A.M., Lopez C.B., Becker M.I., Diaz M.I., Sein J., Garbarino J.A., De Ioannes A.E. Modulation of fatty acid oxidation alters contact hypersensitivity to urushiols: role of aliphatic chain beta-oxidation in processing and activation of urushiols. Journal of Investigative Dermatology. 108:1997;57-61.
21. Kwack S.J., Kwon O., Kim H.S., Kim S.S., Kim S.H., Sohn K.H., Lee R.D., Park C.H., Jeung E.B., An B.S., Park K.L. Comparative evaluation of alkylphenolic compounds on estrogenic activity in vitro and in vivo. Journal of Toxicology and Environmental Health. A65:2002;419-431.
22. Lopez C.B., Kalergis A.M., Becker M.I., Garbarino J.A., De Ioannes A.E. CD8+ T cells are the effectors of the contact dermatitis induced by urushiol in mice and are regulated by CD4+ T cells. International Archives of Allergy and Immunology. 117:1998;194-201.
23. Lourteig, A., 1988. Oxalidaceae. In: Correa, M.N. (Ed.). Flora Patagonica, Parte V. Colección Científica del I.N.T.A. (Instituto Nacional de Tecnología Agropecuaria). Tomo VIII, Parte V, Buenos Aires, pp. 1-29.
24. Mahiou V., Roblot F., Hocquemiller R., Cave A., Angelo A., Fournet A., Ducrot P. Piperogalin, a new prenylated diphenol from Peperomia galoides. Journal of Natural Products. 58:1995;324-328.
25. Mitscher L., Leu R., Bathala M., Wu W., Beal J. Antimicrobial agents from higher plants. Lloydia. 35:1972;157-166.
26. Mösbach, E.W., 1991. Botánica Indígena de Chile. In: Aldunate, C., Villagrán, C. (Eds.). Museo Chileno de Arte Precolombino, Fundación Andes y Editorial Andrés Bello, Santiago de Chile.
27. Prakash A.O. Antifertility investigations on embelin - an oral contraceptive of plant origin. Part I: Biological properties. Planta Medica. 41:1981;259-266.
28. Rodriguez C.J., de Castro S. A critical review on Chagas disease chemotherapy. Memorias Instituto Oswaldo Cruz, Rio de Janeiro. 97:2002;3-24.
29. Rodríguez J.A., Haun M. Cytotoxicity of trans-dehydrocrotonin from Croton cajucara (Euphorbiaceae) on V79 cells and rat hepatocytes. Planta Medica. 65:1999;522-526.
30. Rojas de Arias A., Inchausti A., Ascurra M., Fleitas N., Rodriguez S., Fournet A. In vitro activity and mutagenicity of bisbenzilisoquinolines and quinones against T. cruzi trypomastigotes. Phytotherapy Research. 8:1994;141-144.
31. Rothhammer F., Allison M.J., Nuñez L., Standen V., Arriaza B. Chagas' disease in pre-columbian South America. American Journal of Physical Anthropology. 68:1985;495-498.
32. Schmeda-Hirschmann G., Rojas de Arias A. A survey of medicinal plants of Minas Gerais, Brazil. Journal of Ethnopharmacology. 29:1990;159-172.
33. Schmeda-Hirschmann G., Astudillo L., Bastida J., Codina C., Rojas de Arias A., Ferreira M.E., Inchausti A., Yaluff G. Cryptofolione derivatives from Cryptocarya alba. Journal of Pharmacy and Pharmacology. 53:2001;563-567.
34. Schofield C.J. Control of Chagas' diseases vectors. British Medical Bulletin. 41(2):1985;187-194.
35. Sepúlveda-Boza S., Cassels B.K. Plant metabolites against Trypanosoma cruzi. Planta Medica. 62:1996;98-105.
36. Tabira Y., Nakai M., Asai D., Yakabe Y., Tahara Y., Shinmyozu T., Noguchi M., Takatsuki M., Shimohigashi Y. Structural requirements of para-alkylphenols to bind to estrogen receptor. European Journal of Biochemistry. 262:1999;240-245.
37. Thomson, R.H., 1987. Naturally Occurring Quinones III. Recent Advances. Chapman and Hall, London, pp. 18-19.
38. Tsuchiya H., Sato M., Miyazaki T., Fujiwara S., Tanigaki S., Ohyyama M., Tanaka T., Iinuma M. Comparative study on the antibacterial activity of phytochemical flavanones against methicillin-resistant Staphylococcus aureus. Journal of Ethnopharmacology. 50:1996;27-34.
39. Vallvé S.L., Rojo H., Wisnivesky-Colli C. Urban Ecology of Triatoma infestans in San Juan, Argentina. Memorias Instituto Oswaldo Cruz, Rio de Janeiro. 91:1996;405-408.
40. Wright l., Scott E., Gorman S. The sensitive of mycelium, arthrospores and microconidia of Trichophyton mentagrophytes to imidazoles determined by in vitro tests. Journal of Antimicrobial Chemotherapy. 12:1983;317-327.
41. Zacchino S., Santecchia C., López S., Gattuso S., Muñoz J., Cruañes A., Vivot E., Cruañes M., Salinas A., Ruiz R., Ruiz S. In vitro antifungal evaluation and studies on mode of action of eight selected species from the Argentine Flora. Phytomedicine. 5:1998;389-395.