Abstract
This study evaluated the variability in the production of an HIV-1 antiviral diterpene in individuals of Dictyota menstrualis throughout reproductive stages. The brown alga Dictyota has an isomorphic biphasic life cycle. The quantification of the active principle by GC–FID indicated a greater production of the diterpene in the female gametophytic phase (42.11 ppm). However, these individuals had the highest variation between individuals (standard deviation of 68.20 ppm in the range from 0.39 to 227 ppm). Sporophytic individuals showed less variability. This variability in the production of the antiviral diterpene is important to the development of future antiviral drugs.
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs10811-010-9601-z/MediaObjects/10811_2010_9601_Fig1_HTML.gif)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs10811-010-9601-z/MediaObjects/10811_2010_9601_Fig2_HTML.gif)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs10811-010-9601-z/MediaObjects/10811_2010_9601_Fig3_HTML.gif)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs10811-010-9601-z/MediaObjects/10811_2010_9601_Fig4_HTML.gif)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs10811-010-9601-z/MediaObjects/10811_2010_9601_Fig5_HTML.gif)
Similar content being viewed by others
References
Abrantes JL, Barbosa J, Cavalcanti D, Pereira RC, Fontes CFL, Teixeira VL, Souza TML, Paixão ICP (2009) The effects of the diterpenes isolated from the Brazilian brown algae Dictyota pfaffii and Dictyota menstrualis against the herpes simplex type-1 replicative cycle. Planta Med 75:1–6
Barbosa JP, Pereira RC, Abrantes JL, Cirne dos Santos CC, Rebello MA, Frugulhetti IC, Texeira VL (2004) In vitro antiviral diterpenes from the Brazilian brown alga Dictyota pfaffii. Planta Med 70:856–860
Cavalcanti DN, Teixeira VL, Rezende CM, Pinto AC (2006) Diterpenoid constituents from the brown alga Dictyota menstrualis (Dictyotaceae, Phaeophyta). Nat Prod Commun 1:609–611
Centeno POR, Ballantibe DL (1999) Effects of culture conditions on production of antibiotically active metabolites by the marine alga Spyridia filamentosa (Ceramiaceae, Rhodophyta). I Light J Appl Phycol 11:217–224
Cirne-Santos CC, Teixeira VL, Castello-Branco LR, Frugulhetti ICPP, Bou-Habib DC (2006) Inhibition of HIV-1 replication in human primary cells by a dolabellane diterpene isolated from the Brazilian algae Dictyota pfaffii. Planta Med 72:295–299
Cirne-Santos CC, Souza TM, Teixeira VL, Fontes CF, Rebello M, Castello-Branco LR, Abreu CM, Tanuri A, Frugulhetti IC, Bou-Habib DC (2008) The dolabellane diterpene dolabelladienetriol is a typical noncompetitive inhibitor of HIV-1 reverse transcriptase enzyme. Antiviral Res 77:64–71
Cos P, Maes L, Vlietinck A, Pieters L (2008) Plant-derived leading compounds for chemotherapy of human immunodeficiency virus (HIV) infection—an update (1998–2007). Planta Med 74:1323–1337
Cronin G, Hay ME (1996) Chemical defenses, protein content, and susceptibility to herbivory of diploid vs. haploid stages of the isomorphic brown alga Dictyota ciliolata. Bot Mar 39:395–399
De Clercq E (2000) Current lead natural products for the chemotherapy of Human Immunodeficiency virus (HIV) infection. Med Res Rev 20:323–349
Lagrota MHC, Wigg MD, Santos MMG, Miranda MMFS, Câmara FP, Couceiro JNSS, Costa SS (1994) Inhibitory activity of extracts of Alternanthera brasiliana (Amaranthaceae) against the herpes simplex virus. Phytother Res 8:358–361
Newman DJ, Cragg GM (2004) Marine natural products and related compounds in clinical and advanced preclinical trials. J Nat Prod 67:1216–1238
Ortiz-Ramirez FA, Cavalcanti DN, Villaça RC, De-Paula JC, Yoneshigue-Valentin Y, Teixeira VL (2008) Chemical variation in the diterpenes from the Brazilian brown alga Dictyota menstrualis (Dictyotaceae, Phaeophyceae). Nat Prod Commun 3:1879–1884
Pereira RC, Cavalcanti DN, Teixeira VL (2000) Effects of secondary metabolites from the tropical Brazilian brown alga Dictyota menstrualis on the amphipod Parhyale hawaiensis. Mar Ecol Prog Ser 205:95–100
Pereira HS, Leão-Ferreira LR, Moussatché N, Teixeira VL, Cavalcanti DN, Costa LJ, Diaz R, Frugulhetti ICPP (2004) Antiviral activity of diterpenes isolated from the Brazilian marine alga Dictyota menstrualis against human immunodeficiency virus type 1 (HIV-1). Antiviral Res 64:69–76
Pereira HS, Leão-Ferreira LR, Moussatché N, Teixeira VL, Cavalcanti DN, Costa LJ, Diaz R, Frugulhetti ICPP (2005) Effects of diterpenes isolated from the Brazilian marine alga Dictyota menstrualis on HIV-1 reverse transcriptase. Planta Med 71:1019–1024
Plouguerne E, Trepos R, Jechoux G, Lennon JF, Deslandes E, Stiger-Pouvreau V (2007) Na investigation of the presence and variations in abundance of UV-absorbing structures in Grateloupia turututu Yamada (Halymeniaceae, Rhodophyta) from Brittany (France). Cryptogam Algol 28:159–167
Queiroz KCS, Medeiros VP, Queiroz LS, Abreu LRD, Rocha HAO, Ferreira CV, Jucá MB, Aoyama H, Leite EL (2008) Inhibition of reverse transcriptase activity of HIV by polysaccharides of brown algae. Biomed Pharmacother 62:303–307
Smit AJ (2004) Medicinal and pharmaceutical uses of seaweed natural products: a review. J Appl Phycol 16:245–262
Teixeira VL, Cavalcanti DN, Pereira RC (2001) Chemotaxonomic study of the diterpenes from the brown alga Dictyota menstrualis. Biochem Syst Ecol 29:313–316
Vergés A, Paul NA, Steinberg PD (2008) Sex and life-history stage alter herbivore responses to a chemically defended red alga. Ecology 89:1334–1343
Williams DA (2009) New approaches in the potential treatment of HIV-acquired immunodeficiency disease. Mol Ther 17:209–210
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Cavalcanti, D.N., de Oliveira, MA.R., De-Paula, J.C. et al. Variability of a diterpene with potential anti-HIV activity isolated from the Brazilian brown alga Dictyota menstrualis . J Appl Phycol 23, 873–876 (2011). https://doi.org/10.1007/s10811-010-9601-z
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10811-010-9601-z