The present work is a review of the natural products isolated from red marine algae of the genus Osmundaria (including Vidalia), which intends to encompass their occurrence in the species of this genus, the possible synonymies, their geographic distribution, their structural variety and their biological potential as prototypes for the pharmaceutical industry and as active principles of cosmetics. At the end, we provide a table with these natural products and their biological activities.
ImhoffJF, LabesA, WieseJ. (2011) Bio-mining the microbial treasures of the ocean: New natural products. Biotechnology Advances, 29, 468–482.
4.
NohynekG, AntignaE, ReT, ToutainH. (2010) Safety assessment of personal care products/cosmetics and their ingredients. Toxicology and Applied Pharmacology, 243, 239–259.
5.
Vivó-SeséI, PlaMD. (2007) Bioactive ingredients in cosmetics. In Analysis of Cosmetic Products. SalvadorA, ChisvertA. (Eds). Elsevier, Amsterdam, 380–389.
6.
VoTS, NgoDH, TaQV, KimSW. (2011) Marine organisms as a therapeutic source against herpes simplex virus infection. European Journal of Pharmaceutical Sciences, 44, 11–20.
7.
MayerAMS, RodríguezAD, BerlinckRGS, FusetaniN. (2011) Marine pharmacology in 2007-8: Marine compounds with antibacterial, anticoagulant, antifungal, anti-inflammatory, antimalarial, antiprotozoal, antituberculosis, and antiviral activities; affecting the immune and nervous system, and other miscellaneous mechanisms. Comparative Biochemistry and Physiology, Part C, 153, 191–222.
8.
PettitGR, TanR, CichaczZA. (1982) Isolation and structure of bryostatin-1. Journal of the American Chemical Society, 104, 6846–6848.
9.
MayerAMS, GlaserKB, CuevasC, JacobsRS, KemW, LittleRD, McIntoshJM, NewmanDJ, PottsBC, ShusterDE. (2010) The odyssey of marine pharmaceuticals: a current pipeline perspective. Trends in Pharmacological Sciences, 31, 255–265.
10.
MohamedS, HashimSN, RahmanHA. (2012) Seaweeds: A sustainable functional food for complementary and alternative therapy. Trends in Food Science & Technology, 23, 83–96.
11.
JiaoG, YuG, ZhangJ, EwartHS. (2011) Chemical structures and bioactivities of sulfated polysaccharides from marine algae. Marine Drugs, 9, 196–223.
12.
WijesekaraI, PangestutiR, KimSK. (2011) Biological activities and potential health benefits of sulfated polysaccharides derived from marine algae. Carbohydrate Polymers, 84, 14–21.
13.
PopplewellWL, NorthcotePT. (2009) Colensolide A: a new nitrogenous bromophenol from the New Zealand marine red alga Osmundaria colensoi. Tetrahedron Letters, 50, 6814–6817.
14.
NorrisRE. (1991) The structure, reproduction and taxonomy of Vidalia and Osmundaria (Rhodophyta, Rhodomelaceae). Botanical Journal of the Linnean Society, 106, 1–40.
CarvalhoLR, GuimarãesSMPB, RoqueNF. (2006) Sulphated bromophenols from Osmundaria obtusiloba (C. Adardh) R.E. Norris (Rhodophyta, Ceramiales). Revista Brasileira de Botanica, 29, 453–459.
17.
El GamalAA. (2010) Biological importance of marine algae. Saudi Pharmaceutical Journal, 18, 1–25.
18.
GribbleGW. (2000) The natural production of organobromine compounds. Environmental Science and Pollution Research International, 7, 37–47.
19.
GuimaraensMA, CoutinhoR. (1996) Spatial and temporal variation of benthic marine algae at the Cabo Frio upwelling region, Rio de Janeiro, Brazil. Aquatic Botany, 52, 283–299.
20.
KladiM, VagiasC, RoussisV. (2004) Volatile halogenated metabolites from marine red algae. Phytochemistry Reviews, 3, 337–366.
21.
KlischM, HäderDP. (2008) Mycosporine-like amino acids and marine toxins–the common and the different. Marine Drugs, 6, 147–163.
22.
LefebvreKA, RobertsonA. (2009) Domoic acid and human exposure risks: A review. Toxicon, 56, 218–230.
23.
LiuM, HansenPE, LinX. (2011) Bromophenols in marine algae and their bioactivities. Marine Drugs, 9, 1273–1292.
24.
MeloFR, BenevidesNMB, PereiraMG, HolandaML, MendesFNP, OliveiraSRM, FreitasALP, SilvaLMCM. (2004) Purification and partial characterisation of a lectin from the red marine alga Vidalia obtusiloba C. Agardh. Revista Brasileira de Botânica, 27, 263–269.
25.
OliveiraMN, FreitasALP, CarvalhoAFU, SampaioTMT, FariasDF, TeixeiraDIA, GouveiaST, PereiraJG, SenaMMCC. (2009) Nutritive and non-nutritive attributes of washed-up seaweeds from the coast of Ceará, Brazil. Food Chemistry, 115, 254–259.
26.
PattiA, MorroneR. (1992) Biosynthetic relationship between sulfonium and N-methylated compounds in the red alga Vidalia volubilis. Journal of Natural Products, 55, 53–57.
27.
RamosMV, MonteiroACO, MoreiraRA, CarvalhoAFFU (2000) Amino acid composition of some Brazilian seaweed species. Journal of Food Biochemistry, 24, 33–39.
28.
RomanosMV, Andrada-SerpaMJ, SantosMGM, RibeiroACF, Yoneshigue-ValentinY, CostaSS, WiggMD. (2002) Inhibitory effect of extracts of Brazilian marine algae on human T-cell lymphotropic virus type 1 (HTLV-1)-induced syncytium formation in vitro. Cancer Investigation, 20, 46–54.
29.
SatoM, NakanoT, TakeuchiM, KannoN, NagahisaE, SatoY. (1996) Distribution of neuroexcitatory amino acids in marine algae. Phytochemistry, 42, 1595–1597.
30.
SmitAJ. (2004) Medicinal and pharmaceutical uses of seaweed natural products: A review. Journal of Applied Phycology, 16, 245–262.
31.
SuyamaTL, CaoZ, MurrayTF, GerwickWH. (2010) Ichthyotoxic brominated diphenyl ethers from a mixed assemblage of a red alga and cyanobacterium: structure clarification and biological properties. Toxicon, 55, 204–210.
32.
YooHD, KetchumSO, FranceD, BairK, GerwickWH. (2002) Vidalenolone, a novel phenolic metabolite from the tropical red alga Vidalia sp. Journal of Natural Products, 65, 51–53.
33.
GuiryMD, GuiryGM. (2012) AlgaeBase. World-wide electronic publication, National University of Ireland, Galway. http://www.algaebase.org, searched on 22 January 2012.
34.
PettusJAJr., WingRM, SimsJJ. (1977) Marine Natural Products XII. Isolation of a family of multihalogenated gamma-methylene lactones from the red seaweed Delisea fimbriata. Tetrahedron Letters, 18, 41–44.
35.
KazlauskasR, MurphyPT, QuinnRJ, WellsRJ. (1977) A new class of halogenated lactones from the red alga Delisea fimbriata (Bonnemaisoniaceae). Tetrahedron Letters, 18, 37–40.
36.
BeechanCM, SimsJJ. (1979) The first synthesis of fimbrolides, a novel class of halogenated lactones naturally occurring in the red seaweed Delisea fimbriata (Bonnemaisoniaceae). Tetrahedron Letters, 18, 1649–1652.
37.
RoseAF, PettusJAJr, SimsJJ. (1977). Marine Natural Products XIII. Isolation and synthesis of some halogenated ketones from the red seaweed Delisea fimbriata. Tetrahedron Letters, 18, 1847–1850.
38.
NysR, WrightAD, KönigGM, SticherO. (1993) New halogenated furanones from the marine alga Delisea pulchra (cf. fimbriata). Tetrahedron, 49, 11213–11220.
39.
CuetoM, DariasJ, San-MartínA, RovirosaJ. (1997) New acetyl derivatives from Antarctic Delisea fimbriata. Journal of Natural Products, 60, 279–281.
40.
KochB, LiljeforsT, PerssonT, NielsenJ, KjellebergS, GivskovM. (2005) The LuxR receptor: the sites of interaction with quorum-sensing signals and inhibitors. Microbiology, 151, 3589–3602.
41.
BerlinckRGS, HadjuE, RochaRM, OliveiraJHHL, HernándezILC, SeleghimMHR, GranatoAC, AlmeidaEVR, NuñezC, MuricyG, PeixinhoS, PessoaC, MoraesMO, CavalcantiBC, NascimentoGGF, ThiemannO, SilvaM, SouzaAO, SilvaCL, MinariniPRR. (2004) Challenges and rewards of research in marine natural products chemistry in Brazil. Journal of Natural Products, 67, 510–522.
42.
HernandezILC, GodinhoMJL, ScheferAB, FerreiraAG, BerlinckRGS. (2000) N-acetyl-gamma-hydroxyvaline lactone, an unusual amino acid derivative from a marine streptomycete. Journal of Natural Products, 63, 664–665.
43.
CombautG, SaengerP. (1984) Sterols of the Amansieae (Rhodomelaceae: Rhodophyta). Phytochemistry, 23, 781–782.
44.
WiemerDF, IdlerDD, FenicalW. (1991) Vidalols A and B, new anti-inflammatory bromophenols from the Caribbean marine red alga Vidalia obtusaloba. Experientia, 47, 851–853.
45.
StewartI. (2010) Environmental risk factors for temporal lobe epilepsy - is prenatal exposure to the marine algal neurotoxin domoic acid a potentially preventable cause?Medical Hypotheses, 74, 466–481.
46.
SouzaLM, SassakiGL, RomanosMTV, Barreto-BergterE. (2012) Structural characterization and anti-HSV-1 and HSV-2 activity of glycolipids from the marine algae Osmundaria obtusiloba isolated from southeastern Brazilian coast. Marine Drugs, 10, 918–931.
47.
MattosBB, RomanosMTV, SouzaLM, SassakiG, Barreto-BergterE. (2011) Glycolipids from macroalgae: potential biomolecules for marine biotechnology?Revista Brasileira de Farmacognosia, 21, 244–247.
RiulP, LacouthP, PagliosaPR, ChristoffersenML, HortaPA. (2009) Rhodolith beds at the easternmost extreme of South America: Community structure of an endangered environment. Aquatic Botany, 90, 315–320.
50.
CombautG, CodomierL, TesteJ, PedersenM. (1981) The occurrence of C28 sterols in red algae. Phytochemistry, 20, 1748.
51.
FattorussoE, MagnoS, SantacroceC, SicaD, ImpellizzeriG, MangiaficoS, PiattelliM, SciutoS. (1976) Sterols of Mediterranean Florideophyceae. Biochemical Systematics and Ecology, 4, 135–138.
52.
SciutoS, ChillemiR, MorroneR, PattiA, PiattelliM. (1989) Dragendorff-positive compounds in some Mediterranean red algae. Biochemical Systematics and Ecology, 17, 5–10.
53.
BarberáC, Fernández-JoverD, López-JiménezJA, González-SilveraD, HinzH, MorantaJ. (2011) Trophic ecology of the sea urchin Spatangus purpureus elucidated from gonad fatty acids composition analysis. Marine Environmental Research, 71, 235–246.
54.
BarretoM, MeyerJ. (2006) Isolation and antimicrobial activity of a lanosol derivative from Osmundaria serrata (Rhodophyta) and a visual exploration of its biofilm covering. South African Journal of Botany, 72, 521–528.
55.
VuurenSF. (2008) Antimicrobial activity of South African medicinal plants. Journal of Ethnopharmacology, 119, 462–72.
56.
BarretoM, MeyerJJM. (2007) The preservation of biofilms on macroalgae by osmium vapour. South African Journal of Botany, 73, 64–69.
57.
KazlauskasR, MurphyPT, WellsRJ. (1982) A brominated metabolite from the red alga Vidalia spiralis. Australian Journal of Chemistry, 35, 219–220.
58.
TaylorMW, ReesTAV. (1999) Kinetics of ammonium assimilation in two seaweeds, Enteromorpha sp. (Chlorophyceae) and Osmundaria colensoi (Rhodophyceae). Journal of Phycology, 35, 740–746.
59.
FujitaRM, WheelerPA, EdwardsRL. (1988) Metabolic regulation of ammonium uptake by Ulva rigida (Chlorophyta): a compartmental analysis of the rate-limiting step for up- take. Journal of Phycology, 24, 560–566.
60.
Zemke-WhiteWL, ClementsKD. (1999) Chlorophyte and rhodophyte starches as factors in diet choice by marine herbivorous fish. Journal of Experimental Marine Biology and Ecology, 240, 137–149.
61.
Zemke-WhiteWL, ClementsKD, HarrisPJ. (1999) Acid lysis of macroalgae by marine herbivorous fishes: myth or digestive mechanism?Journal of Experimental Marine Biology and Ecology, 233, 95–113.
62.
AlfaroAC. (2006) Population dynamics of the green-lipped mussel, Perna canaliculus, at various spatial and temporal scales in northern New Zealand. Journal of Experimental Marine Biology and Ecology, 334, 294–315.
63.
DunphyBJ, MilletMA, JeffsAG. (2011) Elemental signatures in the shells of early juvenile green-lipped mussels (Perna canaliculus) and their potential use for larval tracking. Aquaculture, 311, 187–192.
64.
GribbenPE, JeffsAG, NysR, SteinbergPD. (2011) Relative importance of natural cues and substrate morphology for settlement of the New Zealand Greenshelltm mussel, Perna canaliculus. Aquaculture, 319, 240–246.
65.
DuarteMER, NosedaMD, CardosoMA, TulioS, CerezoAS. (2002) The structure of a galactan sulfate from the red seaweed Bostrychia montagnei. Carbohydrate Research, 337, 1137–1144.
