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The Tropical Brown Alga Lobophora variegata: A Source of Antiprotozoal Compounds
Department of Marine Resources, Cinvestav, Km 6 Carretera Antigua a Progreso, Cordemex, 97310, A.P. 73, Mérida, Yucatán, México
Unidad de Investigación Médica Yucatán, Unidad Médica de Alta Especialidad, Centro Médico Ignacio García Téllez, Instituto Mexicano del Seguro Social, 41 No. 439 x 32 y 34, Col. Industrial, CP 97150, Mérida, Yucatán, México
Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán, 04510 México City, México
* Authors to whom correspondence should be addressed.
Received: 2 March 2010; in revised form: 29 March 2010 / Accepted: 2 April 2010 / Published: 16 April 2010
Abstract: Lobophora variegata, a brown alga collected from the coast of the Yucatan peninsula, Mexico, was studied for antiprotozoal activity against Giardia intestinalis, Entamoeba histolytica and Trichomonas vaginalis. The whole extract showed the highest activity against T. vaginalis, with an IC50 value of 3.2 mg/mL. For the fractions, the best antiprotozoal activity was found in non-polar fractions. The chloroform fraction of the extract contained a major sulfoquinovosyldiacylglycerol (SQDG), identified as 1-O-palmitoyl-2-O-myristoyl-3-O-(6´´´-sulfo-a-D-quinovopyranosyl)-glycerol (1), together with small amounts of 1,2-di-O-palmitoyl-3-O-(6´´´-sulfo-a-D-quinovopyranosyl)-glycerol (2) and a new compound identified as 1-O-palmitoyl-2-O-oleoyl-3-O-(6´´´-sulfo-a-D-quinovopyranosyl)-glycerol (3). Their structures were elucidated on the basis of chemical and enzymatic hydrolysis and careful analysis of FAB-MS and NMR spectroscopic data. This is the first report on the isolation of SQDGs from L. variegata. The mixture of 1–3 showed good activity against E. histolytica and moderate activity against T. vaginalis with IC50s of 3.9 and 8.0 mg/mL, respectively, however, the activity of 1–3 is not as effective as metronidazole. These results afford ground information for the potential use of the whole extract and fractions of this species in protozoal infections.
Keywords: antiprotozoal activity; Lobophora variegata; sulfoquinovosyldiacylglycerol; structural characterization; algae
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Cantillo-Ciau, Z.; Moo-Puc, R.; Quijano, L.; Freile-Pelegrín, Y. The Tropical Brown Alga Lobophora variegata: A Source of Antiprotozoal Compounds. Mar. Drugs 2010, 8, 1292-1304.
Cantillo-Ciau Z, Moo-Puc R, Quijano L, Freile-Pelegrín Y. The Tropical Brown Alga Lobophora variegata: A Source of Antiprotozoal Compounds. Marine Drugs. 2010; 8(4):1292-1304.
Cantillo-Ciau, Zulema; Moo-Puc, Rosa; Quijano, Leovigildo; Freile-Pelegrín, Yolanda. 2010. "The Tropical Brown Alga Lobophora variegata: A Source of Antiprotozoal Compounds." Mar. Drugs 8, no. 4: 1292-1304.