Antiviral and antimicrobial profiles of selected isoquinoline alkaloids from Fumaria and Corydalis species

Zeitschrift fur Naturforschung - Section C Journal of Biosciences

Volumn 62, Issue 1-2, 2007, Pages 19-26

  Orhan, Ilkay ^a   Özçelik, Benin ^a   Karaoǧlu, Taner ^b   Şener, Bilge ^a  

^a GAZI UNIVERSITY   (Turkey)

^b ANKARA UNIVERSITY   (Turkey)

Author keywords

Antimicrobial activity; Antiviral activity; Isoquinoline alkaloids

Indexed keywords

ACINETOBACTER BAUMANNII; BACILLUS SUBTILIS; BOVINAE; CANDIDA ALBICANS; CORYDALIS; DNA VIRUSES; ESCHERICHIA COLI; FUMARIA; HERPES; KLEBSIELLA PNEUMONIAE; PROTEUS MIRABILIS; PSEUDOMONAS AERUGINOSA; RNA VIRUSES; SIMPLEXVIRUS; STAPHYLOCOCCUS AUREUS;

EID: 34248386872     PISSN: 09395075     EISSN: None     Source Type: Journal    
DOI: 10.1515/znc-2007-1-204     Document Type: Article

References (38)

1. An T. Y., Huang R. Q., Yang Z., Zhang D. K., Li G. R., Yao Y. C., and Gao J. (2001), Alkaloids from Cynanchum komarovii with inhibitory activity against the tobacco mosaic virus. Phytochemistry 58, 1267-1269.
2. Blasko G., Murugesan N., Hussain F., Minard R. D., Shamma M., Şener B., and Tanker M. (1981), Revised structure for fumarofine, an indenobenzazepine type alkaloid. Tetrahedron Lett. 22, 3135-3138.
3. Blasko G., Elango V., Şener B., Freyer A. J., and Shamma M. (1982), Secophthalideisoquinolines. J. Org. Chem. 47, 880-885.
4. Capilla A. S., Romero M., Pujol M. D., Caignard D. H., and Renard P. (2001), Synthesis of isoquinolines and tetrahydroisoquinolines as potential antitumour agents. Tetrahedron 57, 8297-8302.
5. Chan L., Jin H., Stefanac T., Wang W., Lavallee J. F., Bedard J., and May S. (1999), Isoquinoline-6-carboxamides as potent and selective anti-human cytomegalovirus (HCMV) inhibitors. Bioorg. Med. Chem. Lett. 9, 2583-2586.
6. Cordero C. P., Gomez-Gonzalez S., Leon-Acosto C. J., Morantes-Medina S. J., and Aristizabal F. A. (2004), Cytotoxic activity of five compounds isolated from Columbian plants. Fitoterapia 75, 225-227.
7. Cui W., Iwasa K., Tokuda H., Kashihara A., Mitani Y., Hasegawa T., Nishiyama Y., Moriyasu M., Nishino H., Hanaoka M., Mukai C., and Takeda K. (2006), Potential cancer chemopreventive activity of simple isoquinolines, 1-benzylisoquinolines, and protoberberines. Phytochemistry 67, 70-79.
8. Davis P. H. and Cullen J. (1984), Flora of Turkey and the East Aegean Islands, Vol. 1 (Davis P. H., ed.). Edinburgh University Press, Edinburgh, pp. 57-62.
9. Fischer D. C. H., Gualdo N. C. A., Bachiega D., Carvalho C. S., Lupo F. N., Bonotto S. V., Alves M. O., Yogi A., Di Santi S. M., Avila P. E., Kirchgatter K., and Moreno P. R. H. (2004), In vitro screening for antiplasmodial activity of isoquinolines from Brazilian plant species. Acta Trop. 92, 261-266.
10. Freile M. L., Giannini F., Pucci G., Sturniolo A., Rodero L., Pucci O., Balzareti V., and Enriz R. D. (2003), Antimicrobial activity of aqueous extracts and of berberine isolated from Berberis heterophylla. Fitoterapia 74, 702-705.
11. Frey H. R. and Liess B. (1971), Vermehrungskinetik und Verwendbarkeit eines stark zytopathogenen VD-MD Virusstammes für diagnostische Untersuchungen mit der Mikrotiter-Methode. J. Vet. Med. Ser. B 18, 61-65.
12. Gomez-Monterrey I., Campiglia P., Grieo P., Diurno M. V., Bolognese A., La Colla P., and Novellino E. (2003), New benzo[g]isoquinoline-5,10- diones and dihydrothieno[2,3-b]naphtho-4,9 derivatives: synthesis and biological evaluation as potential antitumoral agents. Bioorg. Med. Chem. 11, 3769-3775.
13. Iizuka N., Miyamoto K., Okita K., Tangoku A., Hayashi H., Yosino S., Abe T., Morioka T., Hazama S., and Oka M. (2000), Inhibitory effect of Coptidis rhizoma and berberine on the proliferation of human esophageal cancer cell lines. Cancer Lett. 148, 19-25.
14. Iwasa K., Kamiguchi M., Ueki M., and Taniguchi M. (1996), Antibacterial activity and structure-activity relationships of berberine analogs. Eur. J. Med. Chem. 31, 469-478.
15. Iwasa K., Moriyasu M., Tachibana Y., Kim H. S., Wataya Y., Wiegrebe W., Bastow K. F., Cosentino L. M., Kozuka M., and Lee K. H. (2001), Simple isoquinoline and benzylisoquinoline alkaloids as potential antimicrobial, antimalarial, cytotoxic, and anti-HIV agents. Bioorg. Med. Chem. 9, 2871-2884.
16. Küçükboyaci N., Bingöl F., Şener B., Kutney J. P., and Nikolay S. (1998), Isoquinoline alkaloids from Fumaria bastardii. Nat. Prod. Sci. 4, 257-262.
17. 2. Bioorg. Med. Chem. 11, 505-511.
18. Morrell A., Antony S., Kohlhagen G., Pommier Y., and Cushman M. (2004), Synthesis of nitrated indenoisoquinolines as topomerase I inhibitors. Bioorg. Med. Chem. Lett. 14, 3659-3663.
19. Morteza-Semnani K., Amin G., Shidfar M. R., Hadizadeh H., and Shafiee A. (2003), Antifungal activity of the methanolic extract and alkaloids of Glaucium oxylobum. Fitoterapia 74, 493-496.
20. Nair G. M., Narasimhan S., Shiburaj S., and Abraham T. K. (2005), Antibacterial effects of Coscinium fenestratum. Fitoterapia 76, 585-587.
21. Nakamoto K., Sadamori S., and Hamada T. (1990), Effects of crude drugs and berberine hydrochloride on the activities of fungi. J. Prost. Dent. 64, 691-694.
22. National Committee for Clinical Laboratory Standards (1996), Method for Broth Dilution Antifungal Susceptibility Testing Yeast; Approved Standard, M27-A, 15, 10. NCCLS, Tucson, AZ, USA.
23. rd ed., Approved Standard. NCCLS document M100-S12. NCCLS, Wayne, PA, USA.
24. Özçelik B., Asian M., Orhan I., and Karaoǧlu T. (2005), Antibacterial, antifungal, and antiviral activities of the lipophylic extracts of Pistacia vera L. Microbiol. Res. 160, 159-164.
25. Özçelik B., Citak S., Cesur S., Abbasoǧlu U., and Icli F. (2004), In vitro susceptibility of Candida spp. to antifungal agents. Drug Med. Drug Interact. 20, 5-9.
26. Orfila L., Rodriguez M., Colman T., Hasegawa M., Merentes E., and Arvelo F. (2000), Structural modification of berberine alkaloids in relation to cytotoxic activity in vitro. J. Ethnopharmacol. 71, 449-456.
27. Saǧlam H. and Arar G. (2003). Cytotoxic activity and quality control determinations on Chelidonium majus. Fitoterapia 74, 127-129.
28. Satou T., Koga M., Matsuhashi R., Koike K., Tada I., and Nikaido T. (2002), Assay of nematocidal activity of isoquinoline alkaloids using third-stage larvae of Strongyloides ratti and S. venezuelensis. Vet. Parasitol. 104, 131-138.
29. Şener B. (1983), Turkish species of Fumaria L. and their alkaloids II. Alkaloids of Fumaria gaillardotii Boiss. Int. J. Crude Drug Res. 21, 135-139.
30. Şener B. (1984), Turkish species of Fumaria L. and their alkaloids III. Alkaloids of Fumaria judaica Boiss. GUEDE-J. Fac. Pharm. Gazi Univ. 1, 15-19.
31. Şener B. (1985), Turkish species of Fumaria L. and their alkaloids V. Alkaloids of Fumaria capreolata L. and F. asepala Boiss. J. Nat. Prod. 48, 670-673.
32. Şener B. (1986), Turkish species of Fumaria L. and their alkaloids VIII. Alkaloids of F. asepala Boiss. Int. J. Crude Drug Res. 24, 105-106.
33. Şener B. (1988), Turkish species of Fumaria L. and their alkaloids IX. Alkaloids of F. parviflora Lam., F. petteri Reichb. subsp. thuretii (Boiss.) Pugsley and F. kralikii Jordan. Int. J. Crude Drug Res. 26, 61-62.
34. Şener B., Gözler B., Minard R. D., and Shamma M. (1983), Alkaloids of Fumaria vaillantii. Phytochemistry 22, 2073-2075.
35. Singh S. and Singh D. K. (1999), Molluscicidal activity of Abrus precatorius Linn, and Argemone mexicana Linn. Chemosphere 38, 3319-3328.
36. Taylor C. T., Winter D. C., Skelly M. M., O'Donoghue D. P., O'Sullivan G. C., Harvey B. J., and Baird A. W. (1999), Berberine inhibits ion trasfort in human colonic epithelia. Eur. J. Pharmacol. 368, 111-118.
37. Tsai T. H. (2001), Analytical approaches for traditional Chinese medicines exhibiting neoplastic activity. J. Chromatogr. B 764, 27-48.
38. Zhang Q., Tu G., Zhao Y., and Cheng T. (2002), Novel bioactive isoquinoline alkaloids from Carduus crispus. Tetrahedron 58, 6795-6798.