The Tropical Brown Alga Lobophora variegata: A Source of Antiprotozoal Compounds

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...

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Main Authors: Zulema Cantillo-Ciau, Rosa Moo-Puc, Leovigildo Quijano, Yolanda Freile-Pelegrín
Format: Article
Language:English
Published: MDPI AG 2010-04-01
Series:Marine Drugs
Subjects:
Online Access:http://www.mdpi.com/1660-3397/8/4/1292/
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author Zulema Cantillo-Ciau
Rosa Moo-Puc
Leovigildo Quijano
Yolanda Freile-Pelegrín
author_facet Zulema Cantillo-Ciau
Rosa Moo-Puc
Leovigildo Quijano
Yolanda Freile-Pelegrín
author_sort Zulema Cantillo-Ciau
collection DOAJ
description 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.
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spelling doaj.art-8217d981eca444c1a71cbbf78e727f0a2022-12-22T03:59:43ZengMDPI AGMarine Drugs1660-33972010-04-01841292130410.3390/md8041292The Tropical Brown Alga Lobophora variegata: A Source of Antiprotozoal CompoundsZulema Cantillo-CiauRosa Moo-PucLeovigildo QuijanoYolanda Freile-PelegrínLobophora 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.http://www.mdpi.com/1660-3397/8/4/1292/antiprotozoal activityLobophora variegatasulfoquinovosyldiacylglycerolstructural characterizationalgae
spellingShingle Zulema Cantillo-Ciau
Rosa Moo-Puc
Leovigildo Quijano
Yolanda Freile-Pelegrín
The Tropical Brown Alga Lobophora variegata: A Source of Antiprotozoal Compounds
Marine Drugs
antiprotozoal activity
Lobophora variegata
sulfoquinovosyldiacylglycerol
structural characterization
algae
title The Tropical Brown Alga Lobophora variegata: A Source of Antiprotozoal Compounds
title_full The Tropical Brown Alga Lobophora variegata: A Source of Antiprotozoal Compounds
title_fullStr The Tropical Brown Alga Lobophora variegata: A Source of Antiprotozoal Compounds
title_full_unstemmed The Tropical Brown Alga Lobophora variegata: A Source of Antiprotozoal Compounds
title_short The Tropical Brown Alga Lobophora variegata: A Source of Antiprotozoal Compounds
title_sort tropical brown alga lobophora variegata a source of antiprotozoal compounds
topic antiprotozoal activity
Lobophora variegata
sulfoquinovosyldiacylglycerol
structural characterization
algae
url http://www.mdpi.com/1660-3397/8/4/1292/
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