Antiproliferative and antiplasmodial dimeric phloroglucinols from Mallotus oppositifolius from the Madagascar dry forest(1)

Journal of Natural Products

Volumn 76, Issue 3, 2013, Pages 388-393

  Harinantenaina, Liva ^a   Bowman, Jessica D ^a   Brodie, Peggy J ^a   Slebodnick, Carla ^a   Callmander, Martin W ^b   Rakotobe, Etienne ^c   Randrianaivo, Richard ^b   Rasamison, Vincent E ^c   Gorka, Alexander ^d   Roepe, Paul D ^d   Cassera, Maria B ^a   Kingston, David G I ^a  

^a VIRGINIA POLYTECHNIC INSTITUTE AND STATE UNIVERSITY   (United States)

^b MISSOURI BOTANICAL GARDEN   (Madagascar)

^c Centre National d'Application des Recherches Pharmaceutiques   (Madagascar)

^d GEORGETOWN UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIMALARIAL AGENT; MALLOTOJAPONIN B; MALLOTOJAPONIN C; PHLOROGLUCINOL; UNCLASSIFIED DRUG;

ANTIMALARIAL ACTIVITY; ANTIPROLIFERATIVE ACTIVITY; ARTICLE; CANCER CELL CULTURE; CONTROLLED STUDY; DRUG STRUCTURE; HUMAN; HUMAN CELL; IC 50; MADAGASCAR; MALLOTUS; MALLOTUS OPPOSITIFOLIUS; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; OVARY CANCER; PLASMODIUM FALCIPARUM; SPECTROSCOPY; X RAY CRYSTALLOGRAPHY;

ANTIMALARIALS; ANTINEOPLASTIC AGENTS, PHYTOGENIC; CHLOROQUINE; DRUG RESISTANCE; DRUG SCREENING ASSAYS, ANTITUMOR; FEMALE; HUMANS; INHIBITORY CONCENTRATION 50; MADAGASCAR; MALLOTUS PLANT; MOLECULAR STRUCTURE; PHLOROGLUCINOL; PLANT LEAVES; PLASMODIUM FALCIPARUM; TREES;

MALLOTUS OPPOSITIFOLIUS; PLASMODIUM FALCIPARUM;

EID: 84875472155     PISSN: 01633864     EISSN: 15206025     Source Type: Journal    
DOI: 10.1021/np300750q     Document Type: Article

References (37)

1. Biodiversity Conservation and Drug Discovery in Madagascar, Part 53. For Part 52, see: Dai, Y., Harinantenaina, L., Brodie, P. J., Birkinshaw, C., Randrianasolo, S., Ratsimbason, M., Rasamison, V. E., Shen, Y., TenDyke, K., and Kingston, D. G. I. Chem. Biodiversity, accepted for publication.
2. Radcliffe-Smith, A. Genera Euphorbiacearum; Royal Botanic Gardens: Kew, UK, 2001.
3. Yoder, B. J.; Cao, S.; Norris, A.; Miller, J. S.; Ratovoson, F.; Razafitsalama, J.; Andriantsiferana, R.; Rasamison, V. E.; Kingston, D. G. I. J. Nat. Prod. 2007, 70, 342-346
4. Beutler, J. A.; Shoemaker, R. H.; Johnson, T.; Boyd, M. R. J. Nat. Prod. 1998, 61, 1509-1512
5. McGookin, A.; Reed, F. P.; Robertson, A. J. Chem. Soc. 1937, 748-755
6. Liao, Y.-F.; Hung, Y.-C.; Chang, W.-H.; Tsay, G. J.; Hour, T.-C.; Hung, H.-C.; Liu, G.-Y. Life Sci. 2005, 77, 707-719
7. Sharma, V. J. Plant Biochem. Biotechnol. 2011, 20, 190-195
8. Valacchi, G.; Pecorelli, A.; Sticozzi, C.; Torricelli, C.; Muscettola, M.; Aldinucci, C.; Maioli, E. Chem. Biol. Drug Des. 2011, 77, 460-470
9. Kingston, D. G. I. J. Nat. Prod. 2011, 74, 496-511
10. Adekunle, A. A.; Ikumapayi, A. M. West Indian Med. J. 2006, 55, 219-223
11. Okwu, D. E.; Ekei, O. Global J. Pure Appl. Sci. 2003, 9, 235-238
12. Arisawa, M.; Fujita, A.; Hayashi, T.; Morita, N.; Kawano, N.; Koshimura, S. J. Nat. Prod. 1985, 48, 455-459
13. Arisawa, M.; Fujita, A.; Morita, N.; Okuyama, T.; Nishino, H. J. Nat. Prod. 1991, 54, 1409-1412
14. Paguio, M. F.; Bogle, K. L.; Roepe, P. D. Mol. Biochem. Parasitol. 2011, 178, 1-6
15. Lelievre, J.; Almela, M. J.; Lozano, S.; Miguel, C.; Franco, V.; Leroy, D.; Herreros, E. PLoS One 2012, 7, e35019
16. Peatey, C. L.; Leroy, D.; Gardiner, D. L.; Trenholme, K. R. Malar. J. 2012, 11, 34-37
17. Singh, I. P.; Bharate, S. B. Nat. Prod. Rep. 2006, 23, 558-591
18. Costa, E. S.; Hiruma-Lima, C. A.; Lima, E. O.; Sucupira, G. C.; Bertolin, A. O.; Lolis, S. F.; Andrade, F. D. P.; Vilegas, W.; Souza-Brito, A. R. M. Phytother. Res. 2008, 22, 705-707
19. Cottiglia, F.; Casu, L.; Leonti, M.; Caboni, P.; Floris, C.; Busonera, B.; Farci, P.; Ouhtit, A.; Sanna, G. J. Nat. Prod. 2012, 75, 225-229
20. Farombi, E. O.; Ogundipe, O. O.; Uhunwangho, E. S.; Adeyanju, M. A.; Moody, J. O. Phytother. Res. 2003, 17, 713-716
21. Mavar-Manga, H.; Haddad, M.; Pieters, L.; Baccelli, C.; Penge, A.; Quetin-Leclercq, J. J. Ethnopharmacol. 2008, 115, 25-29
22. Verotta, L. Phytochem. Rev. 2002, 1, 389-407
23. Carroll, A. R.; Avery, V. M.; Duffy, S.; Forster, P. I.; Guymer, G. P. Org. Biomol. Chem. 2013, 11, 453-458
24. Arisawa, M.; Fujita, A.; Hayashi, T.; Hayashi, K.; Ochiai, H.; Morita, N. Chem. Pharm. Bull. 1990, 38, 1624-1628
25. Arisawa, M.; Fujita, A.; Morita, N. J. Nat. Prod. 1990, 53, 638-643
26. Ishii, R.; Horie, M.; Saito, K.; Arisawa, M.; Kitanaka, S. Biochim. Biophys. Acta 2003, 1620, 108-118
27. Nakane, H.; Arisawa, M.; Fujita, A.; Koshimura, S.; Ono, K. FEBS Lett. 1991, 286, 83-85
28. Cao, S.; Brodie, P. J.; Miller, J. S.; Randrianaivo, R.; Ratovoson, F.; Birkinshaw, C.; Andriantsiferana, R.; Rasamison, V. E.; Kingston, D. G. I. J. Nat. Prod. 2007, 70, 679-681
29. Louie, K. G.; Behrens, B. C.; Kinsella, T. J.; Hamilton, T. C.; Grotzinger, K. R.; McKoy, W. M.; Winker, M. A.; Ozols, R. F. Cancer Res. 1985, 45, 2110-2115
30. Bennett, T. N.; Paguio, M.; Gligorijevic, B.; Seudieu, C.; Kosar, A. D.; Davidson, E.; Roepe, P. D. Antimicrob. Agents Chemother. 2004, 48, 1807-1810
31. Smilkstein, M.; Sriwilaijaroen, N.; Kelly, J. X.; Wilairat, P.; Riscoe, M. Antimicrob. Agents Chemother. 2004, 48, 1803-1806
32. Tanaka, T. Q.; Williamson, K. C. Mol. Biochem. Parasitol. 2011, 177, 160-163
33. Lambros, C.; Vanderberg, J. P. J. Parasitol. 1979, 65, 418-420
34. CrysAlisPro Software System, v1.171.35.11; Agilent Technologies UK Ltd: Oxford, UK,: 2011.
35. Sheldrick, G. M. Acta Crystallogr. 2008, A64, 112-122
36. Dolomanov, O. V.; Bourhis, L. J.; Gildea, R. J.; Howard, J. A. K.; Puschmann, H. J. Appl. Crystallogr. 2009, 42, 339-341
37. Crystallographic data for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Centre. Copies of the data can be obtained, free of charge, on application to the Director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: +44-(0)1223-336033 or e-mail: deposit@ccdc.cam.ac.uk).