Glabracins A and B, two new acetogenins from Annona glabra

Bioorganic and Medicinal Chemistry

Volumn 6, Issue 7, 1998, Pages 959-965

  Liu, Xiao Xi ^a   Alali, Feras Q ^a   Hopp, D Craig ^a   Rogers, Lingling L ^a   Pilarinou, Elsa ^b   McLaughlin, Jerry L ^a  

^a PURDUE UNIVERSITY   (United States)

^b Walker Cancer Research Institute   (United States)

Author keywords

Acetogenins; Annona glabra; Brine shrimp; Cytotoxicities; Glabracin A; glabracin B

Indexed keywords

ACETOGENIN; ANTINEOPLASTIC AGENT; NATURAL PRODUCT;

ANIMAL EXPERIMENT; ANTINEOPLASTIC ACTIVITY; ARTICLE; CONTROLLED STUDY; CYTOTOXICITY; DRUG ISOLATION; DRUG STRUCTURE; HUMAN; HUMAN CELL; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PLANT LEAF; SHRIMP; STEREOCHEMISTRY; TUMOR CELL;

ANIMALS; ANTINEOPLASTIC AGENTS, PHYTOGENIC; ARTEMIA; CHEMICAL FRACTIONATION; DRUG SCREENING ASSAYS, ANTITUMOR; FLORIDA; FURANS; HUMANS; LACTONES; LETHAL DOSE 50; MAGNETIC RESONANCE SPECTROSCOPY; PLANT EXTRACTS; STEREOISOMERISM; TREES; TUMOR CELLS, CULTURED;

ANNONA GLABRA; ANOSTRACA; DECAPODA (CRUSTACEA);

EID: 0031709278     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0968-0896(98)00059-5     Document Type: Article

References (32)

1. Rupprecht, J. K.; Hui, Y.-H.; McLaughlin, J. L. J. Nat. Prod. 1990, 53, 237.
2. (a) Landolt, J. L.; Ahammadsahib, K. L; Hollingworth, R. M.; Barr, R.; Crane, F. L.; Buerck, N. L.; McCabe, G.P.; McLaughlin, J. L. Chemico-Biol. Interact. 1995, 98, 1.
3. (b) Alfonso, D.; Johnson, H. A.; Colman-Saizarbitoria, T.; Preslay, C. P.; McCabe, G. P.; McLaughlin, J. L. Natural Toxins 1996, 4, 181.
4. (a) Londershausen, M.; Leicht, W.; Lieb, F.; Moeschler, H.; Weiss, H. Pestic. Sci. 1991, 33, 427.
5. (b) Ahammadsahib, K. L; Hollingworth, R. M.; McGrovren, J. P.; Hui, Y.-K; McLaughlin, J. L. Life Sciences 1993, 53, 1113.
6. (c) Lewis, M. A.; Arnason, J. T.; Philogene, B. J. R.; Rupprecht, J. K.; McLaughlin, J. L. Pesticide Biochem. Physiol. 1993, 45, 15.
7. Morré, J. D.; Decabo, R.; Farley, C.; Oberlies, N. H.; McLaughlin, J. L. Life Sci. 1995, 56, 343.
8. Wolvetang, E. J.; Johnson, K. L.; Krauer, K.; Ralph, S. L; Linnane, A. W. FEBS Lett. 1994, 339, 40.
9. (a) Oberlies, N. H.; Jones, J. L.; Corbett, T. H.; Fotopoulos, S. S.; McLaughlin, J. L. Cancer Lett. 1995, 96, 55.
10. (b) Oberlies, N. H.; Croy, V. L.; Chang, C.-J.; McLaughlin, J. L. Cancer Lett. 1997, 115, 73.
11. (c) Oberlies, N. K; Chang, C.-J.; McLaughlin, J. L. J. Med. Chem. 1997, 40, 2102.
12. Fang, X.-P.; Rieser, M. J.; Gu, Z.-M.; Zhao, G.-X.; McLaughlin, J. L. Phytochem. Anal. 1993, 4, 27.
13. Gu, Z.-M.; Zhao, G. X.; Oberlies, N. H.; Zeng, L.; McLaughlin, J. L. In Recent Advances in Phytochemistry; Arnason, J. T.; Mata. R.; Romeo, J. T., Eds; Plenum: New York, 1995; Vol. 29, pp 249-310.
14. Zeng, L.; Ye, Q.; Oberlies, N. H.; Shi, G.; Gu, Z.-M.; He, K.; McLaughlin, J. L. Nat. Prod. Rep. 1996, 13, 275.
15. (a) Cavé, A. In Phytochemistry of Plants Used in Traditional Medicine; Hostettmann, K.; Marston, A.; Maillard, M.; Hamburger, M., Eds; Clarendon: Oxford, 1995; pp 247-248.
16. (b) Cavé, A; Figadére, B.; Laurens, A.; Cortes, D. In Progress in The Chemistry of Organic Natural Products; Herz, W.; Kirby, G. W.; Morre, R. E.; Steglich, W.; Tamm, Ch., Eds.; Springer-Verlag: New York, 1997; pp 81-287.
17. Ohsawa, K.; Atsuzawa, S.; Mitsui, T.; Yamamoto, I. J. Pesticide Sci. 1991, 16, 93.
18. Padmaja, V.; Thankamany, K.; Hara, N.; Fujimoto, Y.; Hisham, A. J. Ethnopharmacol. 1995, 48, 21.
19. Rieser, M. L; Hui, Y.-H.; Rupprecht, J. K.; Kozlowski, J. F.; Wood, K. V.; McLaughlin, J. L.; Hanson, P. R.; Zhuang, A.; Hoye, T. R. J. Am. Chem. Soc. 1992, 144, 10203.
20. Woo, M.-K.; Cho, K.-Y.; Zhang, Y.; Zeng, L.; Gu, Z.-M.; McLaughlin, J. L. J. Nat. Prod. 1995, 58, 1533.
21. Zhang, Y.; Zeng, L.; Woo, M.-K; Gu, Z.-M.; Ye, Q.; Wu, F.-E.; McLaughlin, J. L. Heterocycles 1995, 41, 1743.
22. Shi, G.; MacDougal, J. M.; McLaughlin, J. L. Phytochemistry 1997, 45, 719.
23. (a) Giard, D. L; Aaronson, S. A.; Todaro, G. L; Arnstein, P.; Kersey, J. H.; Dosik, H.; Parks, W. P. J. Natl. Cancer Inst. 1973, 51, 1417.
24. (b) Soule, H. D.; Vazquez, L; Long, A.; Albert, S.; Brennan, M. J. Natl. Cancer Inst. 1973, 51, 1409.
25. (c) Fogh, L.; Trempe, G. In Human Tumor Cells; Fogh, J., Ed.; Plenum: New York, 1975, p 115.
26. (d) Kaighn, M. R; Narayan, K. S.; Ohnuki, Y.; Lechner, J. R; Jones, L. W. Invest. Urol. 1979, 17, 16.
27. (e) Yunis, A. A.; Arimura, G. K.; Russin, D. Int. J. Cancer, 1977, 19, 128.
28. Shi, G.; Gu, Z.-M.; He, K.; Wood, K. V.; Zeng, L.; Ye, Q; MacDougal, J. M.; McLaughlin, J. L. Bioorg. Med. Chem. 1996, 4, 1281.
29. Zeng, L.; Wu, F.-E.; Gu, Z.-M.; McLaughlin, J. L. Tetrahedron Lett. 1995, 36, 5291.
30. Hui, Y. H.; Rupprecht, J. K.; Anderson, J. E.; Liu, Y. M.; Smith, D. L.; Chang, C.-J.; McLaughlin, J. L. J. Nat. Prod. 1989, 52, 463.
31. McLaughlin, J. L. In Methods in Plant Biochemistry; Hostettman, K., Ed.; Academic: London, 1991; Vol. 6, pp 1-33.
32. Flora of North America Editorial Committee, Flora of North America, Oxford University: New York, 1997; Vol. 3, pp 11-20.