Ecological leads for natural product discovery: novel sesquiterpene hydroquinones from the red macroalga Peyssonnelia sp.

Tetrahedron

Volumn 66, Issue 2, 2010, Pages 455-461

  Lane, Amy L ^a   Mular, Laurlynn ^a   Drenkard, Elizabeth J ^a   Shearer, Tonya L ^a   Engel, Sebastian ^a   Fredericq, Suzanne ^b   Fairchild, Craig R ^c   Prudhomme, Jacques ^d   Le Roch, Karine ^d   Hay, Mark E ^a   Aalbersberg, William ^e   Kubanek, Julia ^a  

^a GEORGIA INSTITUTE OF TECHNOLOGY   (United States)

^b UNIVERSITY OF LOUISIANA AT LAFAYETTE   (United States)

^c BRISTOL MYERS SQUIBB PHARMACEUTICAL RESEARCH INSTITUTE   (United States)

^d UNIVERSITY OF CALIFORNIA   (United States)

^e UNIVERSITY OF THE SOUTH PACIFIC   (Fiji)

Author keywords

Antimicrobial; Chemical defense; Chemical ecology; Macroalga; Marine natural product; Peyssonnelia; Sesquiterpene

Indexed keywords

HYDROQUINONE DERIVATIVE; PEYSSONOIC ACID A; PEYSSONOIC ACID B; SESQUITERPENE DERIVATIVE; UNCLASSIFIED DRUG;

ANTIMICROBIAL ACTIVITY; ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER CELL CULTURE; CONTROLLED STUDY; DRUG ISOLATION; ECOLOGY; FIJI; HUMAN; HUMAN CELL; LINDRA THALASSIAE; MACROALGA; MACROPHYTE; NONHUMAN; PEYSSONNELIA; PRIORITY JOURNAL; PSEUDOALTEROMONAS; PSEUDOALTEROMONAS BACTERIOLYTICA; RED ALGA; SAPROTROPH;

ALGAE; ALGICOLA BACTERIOLYTICA; BACTERIA (MICROORGANISMS); LINDRA THALASSIAE; PEYSSONNELIA; PEYSSONNELIA SP.; RHODOPHYTA;

EID: 71049176228     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.11.042     Document Type: Article

References (37)

1. Blunt J.W., Copp B.R., Hu W.P., Munro M.H.G., Northcote P.T., and Prinsep M.R. Nat. Prod. Rep. 25 (2008) 35-94
2. Blunt J.W., Copp B.R., Hu W.P., Munro M.H.G., Northcote P.T., and Prinsep M.R. Nat. Prod. Rep. 24 (2007) 31-86
3. Lane A.L., and Kubanek J. In: Amsler C.D. (Ed). Algal Chemical Ecology (2008), Springer, Berlin 229-243
4. Engel S., Jensen P.R., and Fenical W. J. Chem. Ecol. 28 (2002) 1971-1985
5. Harvell C.D., Kim K., Burkholder J.M., Colwell R.R., Epstein P.R., Grimes D.J., Hofmann E.E., Lipp E.K., Osterhaus A., Overstreet R.M., Porter J.W., Smith G.W., and Vasta G.R. Science 285 (1999) 1505-1510
6. Harvell D., Aronson R., Baron N., Connell J., Dobson A., Ellner S., Gerber L., Kim K., Kuris A., McCallum H., Lafferty K., McKay B., Porter J.W., Pascual M., Smith G., Sutherland K., and Ward J. Front. Ecol. Environ. 2 (2004) 375-382
7. Littler M.M., and Littler D.S. Science 267 (1995) 1356-1360
8. Sawabe T., Makino H., Tatsumi M., Nakano K., Tajima K., Iqbal M.M., Yumoto I., Ezura Y., and Christen R. Int. J. Syst. Bacteriol. 48 (1998) 769-774
9. Short F.T., Muehlstein L.K., and Porter D. Biol. Bull. 173 (1987) 557-562
10. Kohlmeyer J. Mar. Biol. 8 (1971) 344-350
11. Porter D. Mycoses of Marine Organisms: An Overview of Pathogenic Fungi (1986), Cambridge University Press, New York, NY
12. Engel S., Puglisi M.P., Jensen P.R., and Fenical W. Mar. Biol. 149 (2006) 991-1002
13. Puglisi M., Engel S., Jensen P., and Fenical W. Mar. Biol. 150 (2007) 531-540
14. Kjelleberg S., Steinberg P., Givskov M., Gram L., Manefield M., and deNys R. Aquat. Microb. Ecol. 13 (1997) 85-93
15. Nylund G.M., Cervin G., Persson F., Hermansson M., Steinberg P.D., and Pavia H. Mar. Ecol. Prog. Ser. 369 (2008) 39-50
16. Kubanek J., Jensen P.R., Keifer P.A., Sullards M.C., Collins D.O., and Fenical W. Proc. Natl. Acad. Sci. U.S.A. 100 (2003) 6916-6921
17. Jensen P.R., Jenkins K.M., Porter D., and Fenical W. Appl. Environ. Microbiol. 64 (1998) 1490-1496
18. Puglisi M.P., Tan L.T., Jensen P.R., and Fenical W. Tetrahedron 60 (2004) 7035-7039
19. Jiang R.W., Lane A.L., Mylacraine L., Hardcastle K.I., Fairchild C.R., Aalbersberg W., Hay M.E., and Kubanek J. J. Nat. Prod. 71 (2008) 1616-1619
20. Lane A.L., Nyadong L., Galhena A.S., Shearer T.L., Stout E.P., Parry R.M., Kwasnik M., Wang M., Hay M.E., Fernandez F.M., and Kubanek J. Proc. Natl. Acad. Sci. U.S.A. 106 (2009) 7314-7319
21. Bolser R.C., and Hay M.E. Ecology 77 (1996) 2269-2286
22. Cronin G., and Hay M.E. Ecology 77 (1996) 2287-2301
23. Paul V.J., and Puglisi M.P. Nat. Prod. Rep. 21 (2004) 189-209
24. McPhail K.L., France D., Cornell-Kennon S., and Gerwick W.H. J. Nat. Prod. 67 (2004) 1010-1013
25. Talpir R., Rudi A., Kashman Y., Loya Y., and Hizi A. Tetrahedron 50 (1994) 4179-4184
26. Silverstein R.M., and Webster F.X. Spectrometric Identification of Organic Compounds. 6th ed. (1998), John Wiley & Sons, New York, NY
27. Yong K.W.L., Jankam A., Hooper J.N.A., Suksamrarn A., and Garson M.J. Tetrahedron 64 (2008) 6341-6348
28. Littler D.S., and Littler M.M. South Pacific Reef Plants (2003), Offshore Graphics, Washington, D.C.
29. Saunders G.W., and Kraft G.T. Can. J. Bot. 72 (1994) 1252-1263
30. Hall T.A. Nucleic Acids Symp. Ser. 41 (1999) 95-98
31. Larkin M.A., Blackshields G., Brown N.P., Chenna R., McGettigan P.A., McWilliam H.F.V., Wallace I.M., Wilm A., Lopez R., Thompson J.D., Gibson T.J., and Higgins D.G. Bioinformatics 23 (2007) 2947-2948
32. Motulsky H.J., and Christopoulos A. Fitting Models to Biological Data Using Linear and Nonlinear Regression. A Practical Guide to Curve Fitting (2003), GraphPad Software, San Diego
33. Lee F.Y.F., Borzilleri R., Fairchild C.R., Kim S.H., Long B.H., Reventos-Suarez C., Vite G.D., Rose W.C., and Kramer R.A. Clin. Cancer Res. 7 (2001) 1429-1437
34. Smilkstein M., Sriwilaijaroen N., Kelly J.X., Wilairat P., and Riscoe M. Antimicrob. Agents Chemother. 48 (2004) 1803-1806
35. Bennett T.N., Paguio M., Gligorijevic B., Seudieu C., Kosar A.D., Davidson E., and Roepe P.D. Antimicrob. Agents Chemother. 48 (2004) 1807-1810
36. Kubanek J., Prusak A.C., Snell T.W., Giese R.A., Hardcastle K.I., Fairchild C.R., Aalbersberg W., Raventos-Suarez C., and Hay M.E. Org. Lett. 7 (2005) 5261-5264
37. Collins L.A., and Franzblau S.G. Antimicrob. Agents Chemother. 41 (1997) 1004-1009