Cytotoxic Constituents of Aspergillus terreus from the Rhizosphere of Opuntia versicolor of the Sonoran Desert

Journal of Natural Products

Volumn 66, Issue 12, 2003, Pages 1567-1573

  Wijeratne, E M Kithsiri ^a   Turbyville, Thomas J ^a   Zhang, Zhongge ^a   Bigelow, Donna ^a   Pierson III, Leland S ^a   VanEtten, Hans D ^a   Whitesell, Luke ^b   Canfield, Louise M ^c   Gunatilaka, A A Leslie ^a  

^a Environmental Research Laboratory   (United States)

^b UNIVERSITY OF ARIZONA COLLEGE OF MEDICINE   (United States)

^c UNIVERSITY OF ARIZONA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

5(6) DIHYDRO 6 HYDROXYTERRECYCLIC ACID A; 5(6) DIHYDRO 6 METHOXYTERRECYCLIC ACID A; 5(6) DIHYDROTERRECYCLIC ACID A; ANTINEOPLASTIC AGENT; ASTERREDIONE; ASTERRIQUINONE C 1; ASTERRIQUINONE D; BETULINAN A; ISOQUADRONE; NOCODAZOLE; PACLITAXEL; PROTEIN P53; QUADRONE; TERRECYCLIC ACID A; TERRECYCLIC ACID A METHYL ESTER; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; ASPERGILLUS TERREUS; BIOASSAY; CANCER CELL CULTURE; CATALYSIS; CELL CYCLE; CELL CYCLE G1 PHASE; CELL CYCLE G2 PHASE; CELL STRAIN MCF 7; CONTROLLED STUDY; DESERT; DRUG CYTOTOXICITY; DRUG ISOLATION; DRUG MECHANISM; DRUG POTENCY; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; GLIOMA; HUMAN; HUMAN CELL; HYDROGENATION; LUNG NON SMALL CELL CANCER; METHYLATION; NONHUMAN; OPUNTIA; RHIZOSPHERE; SPECTROSCOPY;

ANTINEOPLASTIC AGENTS; ARIZONA; ASPERGILLUS; CELL CYCLE; CELL LINE, TUMOR; CYCLOPENTANES; DESERT CLIMATE; DRUG SCREENING ASSAYS, ANTITUMOR; HUMANS; INDOLES; MOLECULAR STRUCTURE; NERVOUS SYSTEM NEOPLASMS; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; OPUNTIA; STEREOISOMERISM;

ASPERGILLUS; ASPERGILLUS TERREUS; MINK CELL FOCUS-FORMING VIRUS; OPUNTIA; OPUNTIA VERSICOLOR;

EID: 0347656928     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np030266u     Document Type: Article

References (48)

1. Berdy, J. Proc. 4th Int. Conf. Chem. Biotechnol. Biol. Act. Nat. Prod. 1988, 269-291.
2. (a) Curl, E. A.; Truelove, B. The Rhizosphere; Springer-Verlag: Berlin, 1985.
3. (b) Metting, B. F. Soil Microbial Ecology; Marcel Dekker: New York, 1993.
4. Whipps, J. M.; Lynch, J. M. Adv. Microbiol. Ecol. 1986, 9, 187-24.
5. (a) Whipps, J. M. In The Rhizosphere; Lynch, J. M., Ed.; Afrc. Littlehampton: West Sussex, 1990; pp 59-97.
6. (b) Lynch, J. M.; Whipps, J. M. In The Rhizosphere and Plant Growth; Keister, D. L., Gegan, P. B., Ed.; Kluwer Academic Publishers: Netherlands, 1993; pp 15-24.
7. Rovira, A. D. Plant Soil 1956, 47, 178-194.
8. (a) Rovira, A. D. Plant Soil 1959, 49, 53-64.
9. (b) Rovira, A. D. In Ecology of Soilborne Pathogens-Prelude to Biological Control; Baker, K. F., Snyder, W. C., Eds.; University of California Press: Berkeley, 1965; pp 170-186.
10. (a) Smalla, K.; Wachtendorf, V.; Hever, H.; Liu, W. T.; Forney, L. Appl. Environ. Microbiol. 1998, 64, 1220-1225.
11. (b) Grayston, S. J.; Wang, S.; Campbell, C. D.; Edwards, A. C. Soil Biol. Biochem. 1998, 30, 369-378.
12. Garrity, G. M.; Heimbuch, B. K.; Gagliardi, M. J. Indust. Microbiol. Biotech. 1996, 17, 260-267.
13. http://dtp.nci.nih.gov/branches/btb/ivclsp.html.
14. Asai, A.; Yamashita, Y.; Ando, K.; Kakita, S.; Kita, K.; Suzuki, Y.; Mihara, A.; Ashizawa, T.; Mizukami, T.; Nakano, H. J. Antibiot. 1999, 52, 1046-1049.
15. (a) Kaji, A.; Saito, R.; Nomura, M.; Miyamoto, K.-I.; Kiriyama, N. Anticancer Res. 1997, 17, 3675-3680.
16. (b) Alvi, K. A.; Pu, H.; Luche, M.; Rice, A.; App, H.; McMahon, G.; Dare, H.; Margolis, B. J. Antibiot. 1999, 52, 215-223.
17. Fang, F.; Vi, H.; Shiomi, K.; Masuma, R.; Yamaguchi, Y.; Zhang, C. G.; Zhang, X. W.; Tanak, Y.; Omura, S. J. Antibiot. 1997, 50, 919-925.
18. (a) Bradner, W. T.; Bush, J. A.; Myllymaki, R. W.; Nettleton, D. E.; O'Herron, F. A. Antimicrob. Agents Chemother. 1975, 8, 159-163.
19. (b) Schroeder, H. W.; Verrett, M. J. Can. J. Microbiol. 1969, 15, 895-898.
20. Kohno, J.; Hiramatsu, H.; Nihio, M.; Sakurai, M.; Okuda, T.; Komatsubara, S. Tetrahedron 1999, 55, 11247-11252.
21. Takahashi, C.; Yoshihira, K.; Natori, S.; Umeda, M. Chem. Pharm. Bull. 1976, 24, 613-620.
22. Hamasaki, T.; Kimura, Y. Agric. Biol. Chem. 1983, 47, 163-165.
23. Assante, G.; Camarda, L.; Nasini, G. Gazz. Chim. Ital. 1980, 110, 629-631.
24. Kondoh, M.; Usui, T.; Mayumi, T.; Osada, H. J. Antibiot. 1998, 51, 801-804.
25. Calton, G. J.; Ranieri, R. L.; Espenshade, M. A. J. Antibiot. 1978, 31, 38-42.
26. Ingber, D.; Fujita, T.; Kishimoto, S.; Sudo, K.; Kanamaru, T.; Brem, H.; Folkman, J. Nature 1990, 348, 555-557.
27. Ono, K.; Nakane, H.; Shimizu, S.; Koshimura, S. Biochem. Biophys. Res. Commun. 1991, 174, 56-62.
28. Zhang, B.; Salituro, G.; Szalkowski, D.; Li, Z.; Zhang, Y.; Royo, I.; Vilella, D.; Diez, M. T.; Pelaez, F.; Ruby, C.; Kendall, R. L.; Mao, X.; Griffin, P.; Calaycay, J.; Zierath, J. R.; Heck, A. V.; Smith, R. G.; Moller, D. E. Science 1999, 284, 974-977.
29. (a) Hirota, A.; Nakagawa, M.; Sakai, H.; Isogai, A. J. Antibiot. 1982, 35, 783-787.
30. (b) Hirota, A.; Nakagawa, M.; Sakai, H.; Isogai, A. J. Antibiot. 1984, 37, 475-478.
31. Ranieri, R. L.; Calton, G. J. Tetrahedron Lett. 1978, 499-502.
32. Lee, I.-K.; Yun, B.-S.; Cho, S.-M.; Kim, W.-G.; Kim, J.-P.; Ryoo, I.-J.; Koshino, H.; Yoo, I.-D. J. Nat. Prod. 1996, 59, 1090-1092.
33. Arai, K.; Masuda, K.; Kiriyama, N.; Nitta, K.; Yamamoto, Y.; Shimuzu, S. Chem. Pharm. Bull. 1981, 29, 961-969.
34. Nakagawa, M.; Sakai, H.; Isogai, A.; Hirota, A. Agric. Biol. Chem. 1984, 48, 2279-2283.
35. Danishefsky, S.; Vaughan, K.; Gadwood, R.; Tsuzuki, K. J. Am. Chem. Soc. 1981, 103, 4136-4141.
36. Sontag, B.; Dasenbrock, J.; Arnold, N.; Steglich, W. Eur. J. Org. Chem. 1999, 1051-1055.
37. Smith, A. B., III; Konopelski, J. P.; Wexler, B. A.; Sprengeler, P. A. J. Am. Chem. Soc. 1991, 113, 3533-3542.
38. Rubinstein, L. V.; Shoemaker, R. H.; Paul, K. D.; Simon, R. M.; Tosini, S.; Skehan, P.; Scudiero, D. A.; Monks, A.; Boyd, M. R. J. Nat. Cancer Inst. 1990, 82, 1113-1118.
39. (a) Nakagawa, M.; Hirota, A.; Sakai, H.; Isogai, A. J. Antibiot. 1982, 35, 778-782.
40. (b) Hirota, A.; Nakagawa, M.; Sakai, H.; Isogai, A. J. Antibiot. 1984, 37, 475-478.
41. Bokesch, H. R.; McKee, T. C.; Cardellina, J. H., II; Boyd, M. R. Tetrahedron Lett. 1996, 37, 3259-3262.
42. Shimizu, S.; Yamamoto, Y.; Koshimura, S. Chem. Pharm. Bull. 1982, 30, 1896-1899.
43. (a) Kaji, A.; Saito, R.; Nomura, M.; Miyamoto, K.-I.; Kiriyama, N. Anticancer Res. 1997, 17, 3675-3680.
44. (b) Shimizu, S.; Koshimura, S. Chem. Pharm. Bull. 1990, 38, 2617-2619.
45. O'Connor, P. M.; Jackman, J.; Bae, I.; Myers, T. G.; Fan, S.; Mutoh, M.; Scudiero, D. A.; Monks, A.; Sausville, E. A.; Weinstein, J. N.; Friend, S.; Fornace, A. J., Jr.; Kohn, K. W. Cancer Res. 1997, 57, 4285-4300.
46. Rabinovitch, P. S. Methods Cell Biol. 1994, 14, 263-296.
47. Klich, M. A.; Pitt, J. I. A Laboratory Guide to Common Aspergillus Species and their Teleomorphs; Commonwealth Scientific and Industrial Research Organization: North Ryde, NSW, Australia, 1988; pp 96-97.
48. White, T. J.; Bruns, T. D.; Lee, S.; Taylor, J. In PCR Protocols: A Guide to Methods and Applications; Innis, M. A., Gelfand, D. H., Sninsky, J. J., White, T. J., Eds.; Academic Press: San Diego, 1990; pp 315-322.