Biological activity of the secondary metabolite from marine algae of the genus Laurencia;Atividade biológica de metabólitos secundários de algas marinhas do gênero Laurencia

Revista Brasileira de Farmacognosia

Volumn 20, Issue 3, 2010, Pages 441-452

  Machado, Fernanda L da S ^a   Kaiser, Carlos R ^a   Costa, Sônia S ^a   Gestinari, Lísia M ^a   Soares, Angélica R ^a  

^a FEDERAL UNIVERSITY OF RIO DE JANEIRO   (Brazil)

Author keywords

Ceramiales; Macroalgae; Natural product; Rhodomelaceae

Indexed keywords

ACETOGENIN; ALGAL EXTRACT; DITERPENE; SESQUITERPENE; TRITERPENE;

ANTIBACTERIAL ACTIVITY; ANTIFUNGAL ACTIVITY; ANTIVIRAL ACTIVITY; ARTICLE; CYTOTOXICITY; LAURENCIA; NONHUMAN;

EID: 77957576147     PISSN: 0102695X     EISSN: None     Source Type: Journal    
DOI: 10.1590/S0102-695X2010000300024     Document Type: Article

References (53)

1. Algaebase. Disponível em: www.algaebase.org, acessado em junho de 2008.
2. Algamare 2008. Macroalgas marinhas da costa brasileira- estado do conhecimento, usos e conservação biológica. Disponível em: , acessado em junho de 2008.
3. Bansemir A, Just N, Michalik M, Lindequist U, Lalk M 2004. Extracts and sesquiterpene derivatives from the red alga Laurencia chondrioides with antibacterial activity against fish and human pathogenic bacteria. Chem Biodiver 1: 463-467.
4. Blunt JW, Copp BR, Hu WP, Munro MHG, Northcote, PT, Prinsep MR 2007. Marine natural products. Nat Prod Rep 24: 31-86.
5. Cardozo KHM, Guaratini T, Barros MP, Falcão VR, Tonon AP, Lopes NP, Campos S, Torres MA, Souza AO, Colepicolo P, Pinto E 2007. Metabolites from algae with economical impact. Comp Biochem Physiol Part C 146: 60-78.
6. Carter-Franklin JN, Butler A 2004. Vanadium bromoperoxidasecatalyzed biosynthesis of halogenated marine natural products. J Am Chem Soc 126: 15060-15066.
7. Chatter R, Kladi M, Tarhouni S, Maatoug R, Kharrat R, Vagias C, Roussis V 2008. Neorogioltriol: a brominated diterpene with analgesic activity from Laurencia glandulifera. Phytochemistry Lett 2: 25-28.
8. Davyt D, Fernandez R, Suescun L, Mombru AW, Saldana J, Dominguez L, Coll J, Fujii MT, Manta E 2001. New sesquiterpene derivatives from the red alga Laurencia scoparia. Isolation, structure determination, and anthelmintic activity. J Nat Prod 64: 1552-1555.
9. Davyt D, Fernandez R, Suescun L, Mombru AW, Saldana J, Dominguez L, Fujii MT, Manta E 2006. Bisabolanes from the red alga Laurencia scoparia. J Nat Prod 69: 1113-1116.
10. De Carvalho LR, Fujii MT, Roque NF, Lago JHG 2006. Aldingenin derivatives from the red alga Laurencia aldingensis. Phytochemistry 67: 1331-1335.
11. Dixon N, Wong LS, Geerlings TH, Micklefield J 2007. Cellular targets of natural products. Nat Prod Rep 24: 1288-1310.
12. Erickson KL, Beutler JA, Gray GN, Cardellina JH, Boyd MR 1995. Majapolene A, a cytotoxic peroxide, and related sesquiterpenes from the red alga Laurencia majuscula. J Nat Prod 58:1848-1860.
13. Freile-Pelegrin Y, Robledo D, Chan-Bacab MJ, Ortega-Morales BO 2008. Antileishmanial properties of tropical marine algae extracts. Fitoterapia 79: 374-377.
14. Iliopoulou D, Vagias C, Harvala C, Roussis V 2002a. C15 acetogenins from the red alga Laurencia obtusa. Phytochemistry 59: 111-116.
15. Iliopoulou D, Roussis V, Pannecouque C, De Clercq E, Vagias C 2002b. Halogenated sesquiterpenes from the red alga Laurencia obtusa. Tetrahedron 58: 6749-6755.
16. Iliopoulou D, Mihopoulos N, Vagias C, Papazafiri P, Roussis V 2003. Novel cytotoxic brominated diterpenes from the red alga Laurencia obtusa. J Org Chem 68: 7667-7674.
17. Irie T, Suzuki M, Masamune T 1965. Laurencin, a constituent from Laurencia species. Tetrahedron Lett 6: 1091-1099.
18. Juagdan EG, Kalidindi R, Scheuer P 1997. Two new chamigranes from an Hawaiian red alga Laurencia cartilaginea. Tetrahedron 53:521-528.
19. Kladi M, Vagias C, Furnari G, Moreau D, Roussakis C, Roussis V 2005. Cytotoxic cuparene sesquiterpenes from Laurencia microcladia. Tetrahedron Lett 46: 5723-5726.
20. Kladi M, Xenaki H, Vagias C, Papazafiri P, Roussis V 2006. New cytotoxic sesquiterpenes from the red algae Laurencia obtusa and Laurencia microcladia. Tetrahedron 62:182-189.
21. Kladi M, Vagias C, Stavri M, Rahman M, Gibbons S, Roussis V 2008. C15 acetogenins with antistaphylococcal activity from the red alga Laurencia glandulifera. Phytochem Lett 1:31-36.
22. Konig GM, Wright AD, Sticher O, Angerhofer CK, Pezzuto JM 1994. Biological-activities of selected marine natural-products. Planta Med 60:532-537.
23. Konig G M, Wright AD 1997. Sesquiterpene content of the antibacteirial dichloromethane extract of the marine red alga Laurencia obtusa. Planta Med 63: 186-187.
24. Lhullier C, Falkenberg M, Ioannou E, Quesada A, Papazafiri P, Horta PA, Schenkel EP, Vagias C, Roussis V 2010. Cytotoxic halogenated metabolites from the Brazilian Red Alga Laurencia catarinensis. J Nat Prod 73: 27-32.
25. Mayer AMS, Rodríguez AD, Berlinck RGS, Hamann MT 2007. Marine pharmacology in 2003-4: Marine compounds with anthelmintic antibacterial, anticoagulant, antifungal, anti-inflammatory, antimalarial, antiplatelet, antiprotozoal, antituberculosis, and antiviral activities; affecting the cardiovascular, immune and nervous systems, and other miscellaneous mechanisms of action. Comp Biochem Physiol Part C 145: 553-581.
26. Manriquez CP, Souto ML, Gavin JA, Norte M, Fernandez JJ 2001. Several new squalene derived triterpenes from Laurencia. Tetrahedron 57: 3117-3123.
27. Martínez JM, Hernández H, Acuña D, Esquivel M, Lizama RS, Payrol JA 2003. Actividad inhibidora del crecimiento in vitro de Plasmodium falciparum de extractos de algas del género Laurencia. Rev Cub Med Trop [online] 57 (3). Disponível em http://scielo.sld.cu/scielo.php?script=sci_arttext&pid=S0375-07602005000300005 &lng=es &nrm=iso, acessado em 22 de maio de 2010.
28. Mohammed KA, Hossain CF, Zhang L, Bruick RK, Zhou YD, Nagle DG 2004. Laurenditerpenol, a new diterpene from the tropical marine alga Laurencia intricata that potently inhibits HIF-1 mediated hypoxic signaling in breast tumor cells. J Nat Prod 67: 2002-2007.
29. Molinski TF, Dalisay DS, Lievens SL, Saludes JP 2009. Drug development from marine natural products. Nat Rev Drug Disc 8: 69-85.
30. Moo-Puc R, Robledo D, Freile-Pelegrin Y 2008. Evaluation of selected tropical seaweeds for in vitro antitrichomonal activity. J Ethnopharmacol 120: 82-97.
31. Morales JL, Cantillo-Ciau ZO, Sanchez-Molina I, Mena-Rejon GJ 2006. Screening of antibacterial and antifungal activities of six marine macroalgae from coasts of Yucatan peninsula. Pharm Biol 44: 632-635.
32. Norte M, Fernandez JJ, Souto ML, Garcia-Gravalos MD 1996. Two new antitumoral polyether squalene derivatives. Tetrahedron Lett 37: 2671-2674.
33. Norte M, Fernandez JJ, Souto ML, Garcia-Gravalos MD 1997. Thyrsenols A and B, two unusual polyether squalene derivatives. Tetrahedron 53: 3173-3178.
34. Pereira RC, Da Gama BA, Teixeira VL, Yoneshigue-Valentin Y 2003. Ecological roles of natural products of the Brazilian red seaweed Laurencia obtusa. Braz J Biol 63: 665-672.
35. Pec MK, Aguirre A, Moser-Their K, Fernandez JJ, Souto ML, Dorta J, Diaz-Gonzalez F, Villar J 2003. Induction of apoptosis in estrogen dependent and independent breast cancer cells by the marine terpenoid dehydrothyrsiferol. Biochem Pharmacol 65: 1451-1461.
36. Rochfort SJ, Capon RJ 1996. Parguerenes revisited: new brominated diterpenes from the southern Australian marine red alga Laurencia filiformis. Aust J Chem 49: 19-26.
37. Rashid MA, Gustafson KR, Cardellina JH, Boyd MR 1995. Brominated chamigrane sesquiterpenes produce a novel profile of differential cytotoxicity in the NCI in-vitro screen. Nat Prod Lett 6: 255-259.
38. Sakemi S, Higa T, Jefford CW, Bernardinelli G 1986. Venustatriol - a new, antiviral, triterpene tetracyclic ether from Laurencia venusta. Tetrahedron Lett 27: 4287-4290.
39. Smit AJ 2004. Medicinal and pharmaceutical uses of seaweed natural products: A review. J Appl Phycol 16: 245-262.
40. Souto ML, Manriquez CP, Norte M, Fernandez JJ 2002. Novel marine polyethers. Tetrahedron 58: 8119-8125.
41. Sun J, Han LJ, Shi DY, Fan X, Wang SJ, Li S, Yang YC, Shi JG 2005. Sesquiterpenes from the red alga Laurencia tristicha. J Nat Prod 68: 915-919.
42. Suzuki M, Daitoh M, Vairappan CS, Abe T, Masuda M 2001. Novel halogenated metabolites from the Malaysian Laurencia pannosa. J Nat Prod 64: 597-602.
43. Takahashi Y, Daiton M, Suzuki M, Abe T, Masuda M 2002. Halogenated metabolites from the new Okinawan red alga Laurencia yonaguniensis. J Nat Prod 65: 395-398.
44. Takeda S, Kurosawa E, Komiyama K, Suzuki T 1990. Constituents of marine plants. The structures of cytotoxic diterpenes containing bromine from the Marine Red Alga Laurencia obtusa (Hudson) Lamouroux. Bull Chem Soc Japan 63: 3066-3072.
45. Topcu G, Aydogmus Z, Imre S, Goren AC, Pezzuto JM, Clement JA, Kingston DGI 2003. Brominated sesquiterpenes from the red alga Laurencia obtusa. J Nat Prod 66: 1505-1508.
46. Vairappan CS, Suzuki M, Abe T, Masuda M 2001a. Halogenated metabolites with antibacterial activity from the Okinawan Laurencia species. Phytochemistry 58: 517-523.
47. Vairappan CS, Daitoh M, Suzuki M, Abe T, Masuda M 2001b. Antibacterial halogenated metabolites from the Malaysian Laurencia species. Phytochemistry 58: 291-297.
48. Vairappan CS 2003. Potent antibacterial activity of halogenated metabolites from Malaysian red algae Laurencia majuscule (Rhodomelaceae, Ceramiales). Biomol Eng 20: 255-259.
49. Vairappan CS, Kawamoto T, Miwa H, Suzuki M 2004. Potent antibacterial activity of halogenated compounds against antibiotic-resistant bacteria. Planta Med 70: 1087-1090.
50. Veiga-Santos P, Rocha KJP, Dos Santos AO, Ueda-Nakamura T, Filho BPD, Lautenschlager SOS, Sudati DB, Bianco EM, Pereira RC, Nakamura, CV 2008. Antitrypanosomal activity of elatol isolated from red seaweed Laurencia obtusa. Planta Med 74: PA122.
51. Yong-Xin L, Yong L, Sang-Hoon L, Zhong-Ji Q, Se-Kwon K 2010. Inhibitors of oxidation and matrix metalloproteinases, floridoside and D-isofloridoside from marine red alga Laurencia undulata. J Agric Food Chem 58: 578-586.
52. Won-Kyo J, Inhak C, Sangtaek O, Sae-Gwang P, Su-Kil S, Soo-Woong L, Dae-Sung L, Soo-Jin H, You-Jin J, Jae-Young J, Chang-Bum A, Jin SK, Kwang SO, Young-Mog K, Chisook M, Il-Whan C 2009. Anti-asthmatic effect of marine red alga (Laurencia undulata) polyphenolic extracts in a murine model of asthma. Food Chem Toxicol 47: 293-297.
53. Wright AD, Konig G M, Sticher O 1991. New sesquiterpenes and C15 acetogenins from the marine red alga Laurencia implicata. J Nat Prod 54: 1025-1033.