Brown Algae (Phaeophyceae) from the Coast of Madagascar: preliminary Bioactivity Studies and Isolation of Natural Products

Natural Products and Bioprospecting

Volumn 5, Issue 5, 2015, Pages 223-235

  Rahelivao, Marie Pascaline ^a   Gruner, Margit ^a   Andriamanantoanina, Hanta ^b   Bauer, Ingmar ^a   Knölker, Hans Joachim ^a  

^a DRESDEN UNIVERSITY OF TECHNOLOGY   (Germany)

^b Centre National de Recherches Sur l'Environnement   (Madagascar)

Author keywords

Antimicrobial activity; Brown algae; NMR spectroscopy; Steroids; Terpenoids

Indexed keywords

EID: 85017071405     PISSN: 21922195     EISSN: 21922209     Source Type: Journal    
DOI: 10.1007/s13659-015-0068-0     Document Type: Article

References (70)

1. D.J. Faulkner, Nat. Prod. Rep. 19, 1–49 (2002)
2. A.J. Smit, J. Appl. Phycol. 16, 245–262 (2004)
3. R.K. Jha, X. Zi-rong, Mar. Drugs 2, 123–146 (2004)
4. K.H.M. Cardozo, T. Guaratini, M.P. Barros, V.R. Falcão, A.P. Tonon, N.P. Lopes, S. Campos, M.A. Torres, A.O. Souza, P. Colepicolo, E. Pinto, Comp. Biochem. Physiol. C: Toxicol Pharmacol. 146, 60–78 (2007)
5. L. O’Sullivan, B. Murphy, P. McLoughlin, P. Duggan, P.G. Lawlor, H. Hughes, G.E. Gardiner, Mar. Drugs 8, 2038–2064 (2010)
6. A.A. El Gamal, Saudi Pharm. J. 18, 1–25 (2010)
7. N. Sithranga Boopathy, K. Kathiresan, J. Oncol. 2010 (2010), Article ID 214186, doi: 10.1155/2010/214186
8. C.L.F. de Almeida, H.S. de Falcão, G.R.M. de Lima, C.A. de Montenegro, N.S. Lira, P.F. de Athayde-Filho, L.C. Rodrigues, M.D.F.V. de Souza, J.M. Barbosa-Filho, L.M. Batista, Int. J. Mol. Sci. 12, 4550–4573 (2011)
9. M.P. Rahelivao, M. Gruner, H. Andriamanantoanina, B. Andriamihaja, I. Bauer, H.-J. Knölker, Mar. Drugs 13, 4197–4216 (2015)
10. H. Andriamanantoanina, M. Rinaudo, Polym. Int. 59, 1531–1541 (2010)
11. H. Andriamanantoanina, M. Rinaudo, Carbohydr. Polym. 82, 555–560 (2010)
12. M.P. Rahelivao, H. Andriamanantoanina, A. Heyraud, M. Rinaudo, Food Hydrocoll. 32, 143–146 (2013)
13. P.W. Carter, I.M. Heilbron, B. Lythgoe, Proc. R. Soc. London. Ser. B 128, 82–109 (1939)
14. G.W. Patterson, Lipids 6, 120–127 (1971)
15. F. Bekkara-Aounallah, R. Gref, M. Othman, L.H. Reddy, B. Pili, V. Allain, C. Bourgaux, H. Hillaireau, S. Lepêtre-Mouelhi, D. Desmaële, J. Nicolas, N. Chafi, P. Couvreur, Adv. Funct. Mater. 18, 3715–3725 (2008)
16. S.E. Sen, G.D. Prestwich, J. Am. Chem. Soc. 111, 1508–1510 (1989)
17. E.J. Corey, K. Lin, M. Jautelat, J. Am. Chem. Soc. 90, 2724–2726 (1968)
18. I. Abe, Y. Kashiwagi, H. Noguchi, Bioorg. Med. Chem. Lett. 10, 2525–2528 (2000)
19. G. Grosa, F. Viola, M. Ceruti, P. Brusa, L. Delprino, F. Dosio, L. Cattel, Eur. J. Med. Chem. 29, 17–23 (1994)
20. Y.C. Hu, M.Y. Li, Zhongguo Tiaoweipin 35, 93–116 (2010)
21. C.A.N. Catalan, W.C.M.C. Kokke, C. Duque, C. Djerassi, J. Org. Chem. 48, 5207–5214 (1983)
22. J.X. Liu, D.-L. Di, Y.-P. Shi, J. Chin. Chem. Soc. 55, 863–870 (2008)
23. Y. Fujimoto, M. Morisaki, N. Ikekawa, J. Chem. Soc. Perkin Trans. 1, 2302–2307 (1975)
24. L.M. Zeng, Z. Zeng, J.Y. Su, Chem. Res. Chin. Univ. 11, 174–177 (1995)
25. W.F. He, L.G. Yao, H.L. Liu, Y.W. Guo, J. Asian Nat. Prod. Res. 16, 685–689 (2014)
26. G. Marcolongo, F. de Appolonia, A. Venzo, C.P. Berrie, T. Carofiglio, C. Ceschi Berrini, Nat. Prod. Res. 20, 766–774 (2006)
27. 13 C-NMR-Spektroskopie (Georg Thieme, Stuttgart, 1984)
28. M. Kates, in Advances in lipid research, vol. 8, ed. by P. Rodolfo, K. David (Academic Press, New York, 1970), pp. 225–265
29. N. Murata, P.A. Siegenthaler, in Lipids in Photosynthesis: Structure, Function and Genetics, ed. by P.A. Siegenthaler, N. Murata (Kluwer, Dordrecht, 1998), pp. 1–20
30. H. Wada, N. Murata, Lipids in photosynthesis: essential and regulatory functions (Springer, Dordrecht, 2009)
31. S. Amara, N. Barouh, J. Lecomte, D. Lafont, S. Robert, P. Villeneuve, A. de Caro, F. Carrière, Biochim. Biophys. Acta 1801, 508–516 (2010)
32. Y.H. Kim, E.H. Kim, C. Lee, M.H. Kim, J.R. Rho, Lipids 42, 395–399 (2007)
33. A.C. Ma, Z. Chen, T. Wang, N. Song, Q. Yan, Y.C. Fang, H.S. Guan, H.B. Liu, J. Agric. Food Chem. 62, 11157–11162 (2014)
34. V. Reshef, E. Mizrachi, T. Maretzki, C. Silberstein, S. Loya, A. Hizi, S. Carmeli, J. Nat. Prod. 60, 1251–1260 (1997)
35. A. Bruno, C. Rossi, G. Marcolongo, A. Di Lena, A. Venzo, C.P. Berrie, D. Corda, Eur. J. Pharmacol. 524, 159–168 (2005)
36. M. Lenti, C. Gentili, A. Pianezzi, G. Marcolongo, A. Lalli, R. Cancedda, F.D. Cancedda, Nat. Prod. Res. 23, 754–762 (2009)
37. V. Ulivi, M. Lenti, C. Gentili, G. Marcolongo, R. Cancedda, F. Descalzi Cancedda, Arthrit. Res. Ther. 13, R92 (2011)
38. B. Riegel, I.A. Kaye, J. Am. Chem. Soc. 66, 723–724 (1944)
39. A.M. Motzfeldt, Acta Chem. Scand. 24, 1846–1847 (1970)
40. P. Koch, C. Djerassi, V. Lakshmi, F.J. Schmitz, Helv. Chim. Acta 66, 2431–2436 (1983)
41. P. Koch, Y. Nakatani, B. Luu, G. Ourisson, Bull. Soc. Chim. Fr. 189–194 (1983)
42. N. Ikekawa, K. Tsuda, N. Morisaki, Chem. Ind. (London) 1179–1180 (1966)
43. N. Ikekawa, N. Morisaki, K. Tsuda, T. Yoshida, Steroids 12, 41–48 (1968)
44. W. Sucrow, B. Radüchel, Chem. Ber. 103, 2711–2717 (1970)
45. S.E.N. Ayyad, S.Z.A. Sowellim, M.S. El-Hosini, A. Abo-Atia, Z. Naturforsch. 58c, 333–336 (2003)
46. A. Jensen, Acta Chem. Scand. 18, 2005–2007 (1964)
47. Y. Doi, M. Ishibashi, N. Yamaguchi, J. Kobayashi, J. Nat. Prod. 58, 1097–1099 (1995)
48. S. Ogawa, G. Kakiyama, A. Muto, A. Hosoda, K. Mitamura, S. Ikegawa, A.F. Hofmann, T. Iida, Steroids 74, 81–87 (2009)
49. F. de Riccardis, L. Minale, M. Iorizzi, C. Debitus, C. Lévi, J. Nat. Prod. 56, 282–287 (1993)
50. Z.H. Wu, T. Liu, C.X. Gu, C.L. Shao, J. Zhou, C.Y. Wang, Chem. Nat. Compd. 48, 158–160 (2012)
51. K. Tsuda, R. Hayatsu, Y. Kishida, S. Akagi, J. Am. Chem. Soc. 80, 921–925 (1958)
52. J.D. Newburger, J.J. Uebel, M. Ikawa, K.K. Andersen, R.B. Gagosian, Phytochemistry 18, 2042–2043 (1979)
53. T. Milkova, G. Talev, R. Christov, S. Dimitrova-Konaklieva, S. Popov, Phytochemistry 45, 93–95 (1997)
54. S. Hoet, L. Pieters, G.G. Muccioli, J.-L. Habib-Jiwan, F.R. Opperdoes, J. Quetin-Leclercq, J. Nat. Prod. 70, 1360–1363 (2007)
55. Z. Chen, J. Liu, Z. Fu, C. Ye, R. Zhang, Y. Song, Y. Zhang, H. Li, H. Ying, H. Liu, J. Agric. Food Chem. 62, 6130–6137 (2014)
56. G.A. Wächter, S.G. Franzblau, G. Montenegro, J.J. Hoffmann, W.M. Maiese, B.N. Timmermann, J. Nat. Prod. 64, 1463–1464 (2001)
57. R. Bonnett, A.K. Mallams, A.A. Spark, J.L. Tee, B.C.L. Weedon, A. McCormick, J. Chem. Soc. C 3, 429–454 (1969)
58. J.R. Hlubucek, J. Hora, S.W. Russell, T.P. Toube, B.C.L. Weedon, J. Chem. Soc. Perkin Trans. 1, 848–852 (1974)
59. K. Mori, T. Ooi, M. Hiraoka, N. Oka, H. Hamada, M. Tamura, T., Kusumi, Mar. Drugs 2, 63–72 (2004)
60. K.E. Park, Y.A. Kim, H.A. Jung, H.J. Lee, J.W. Ahn, B.J. Lee, Y. Seo, J. Korean Chem. Soc. 48, 394–398 (2004)
61. M. El Hattab, G. Culioli, R. Valls, M. Richou, L. Piovetti, Biochem. Syst. Ecol. 36, 447–451 (2008)
62. S.S. Kumar, Y. Kumar, M.S.Y. Khan, V. Gupta, E. De Clercq, Iran. J. Pharm. Res. 9, 411–416 (2010)
63. R.K. Sharma, Bioorg. Chem. 21, 49–60 (1993)
64. S. Lee, Y.S. Lee, S.H. Jung, S.S. Kang, K.H. Shin, Arch. Pharm. Res. 26, 719–722 (2003)
65. S.S. Kumar, Y. Kumar, M.S.Y. Khan, J. Anbu, E. De Clercq, Pharmacologyonline 1, 1104–1112 (2009)
66. T. Hashimoto, M. Tori, Y. Asakawa, Phytochemistry 30, 2927–2931 (1991)
67. H. Zhang, X. Xiao, M.M. Conte, Z. Khalil, R.J. Capon, Org. Biomol. Chem. 10, 9671–9676 (2012)
68. A. Baumeler, W. Brade, A. Haag, C.H. Eugster, Helv. Chim. Acta 73, 700–715 (1990)
69. P.B. Shinde, M.A. Kim, B.W. Son, C.O. Lee, J.H. Jung, Nat. Prod. Sci. 13, 365–368 (2007)
70. Y. Corbett, L. Herrera, J. Gonzalez, L. Cubilla, T.L. Capson, P.D. Coley, T.A. Kursar, L.I. Romero, E. Ortega-Barria, Am. J. Trop. Med. Hyg. 70, 119–124 (2004)