C15 Acetogenins from the red alga Laurencia obtusa

Iliopoulou, Dimitra; Vagias, Constantinos; Harvala, Catherine; Roussis, Vassilios

doi:10.1016/s0031-9422(01)00407-1

Cited by 61 publications

(39 citation statements)

References 17 publications

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“…There are four triterpenes (701)(702)(703)(704) reported so far from Laurencia species or mollusks feeding on them that cannot be classified into the three subgroups discussed above. Squalene (701) and (+)-(10R,11R)-squalene-10,11-epoxide (702) are considered precursors in the biogenesis of all other triterpenes.…”

Section: Miscellaneous Triterpenesmentioning

confidence: 99%

“…Moreover, the laurenan-type eight-membered acetogenins, (3E,12R,13R)-pinnatifidenyne (812), (3E)-13-epilaurencienyne (821) and its (3Z )-isomer (822), and 824 and its (3Z)-isomer (825) were assayed for their toxicity to Pheidole pallidula ants. The (Z)-isomers 822 and 825 exerted strong toxicity with a noticeable knockdown effect on the first day of application, while the (E) isomers 812, 821, and 824 showed toxicity that escalated gradually [702]. (12E)-(Z)-Maneonene E (761) showed larvicidal activity against the larvae of both the confused flour beetle (Tribolium confusum) and the mosquito (C. pipiens) [101].…”

Section: Activity Against Parasites and Their Vectorsmentioning

confidence: 99%

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The Laurencia Paradox: An Endless Source of Chemodiversity

Harizani

Iοannou

Roussis

2016

Progress in the Chemistry of Organic Natural Products

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Nature, the most prolific source of biological and chemical diversity, has provided mankind with treatments for health problems since ancient times and continues to be the most promising reservoir of bioactive chemicals for the development of modern drugs. In addition to the terrestrial organisms that still remain a promising source of new bioactive metabolites, the marine environment, covering approximately 70% of the Earth's surface and containing a largely unexplored biodiversity, offers an enormous resource for the discovery of novel compounds. According to the MarinLit database, more than 27,000 metabolites from marine macro- and microorganisms have been isolated to date providing material and key structures for the development of new products in the pharmaceutical, food, cosmeceutical, chemical, and agrochemical sectors. Algae, which thrive in the euphotic zone, were among the first marine organisms that were investigated as sources of food, nutritional supplements, soil fertilizers, and bioactive metabolites.Red algae of the genus Laurencia are accepted unanimously as one of the richest sources of new secondary metabolites. Their cosmopolitan distribution, along with the chemical variation influenced to a significant degree by environmental and genetic factors, have resulted in an endless parade of metabolites, often featuring multiple halogenation sites.The present contribution, covering the literature until August 2015, offers a comprehensive view of the chemical wealth and the taxonomic problems currently impeding chemical and biological investigations of the genus Laurencia. Since mollusks feeding on Laurencia are, in many cases, bioaccumulating, and utilize algal metabolites as chemical weaponry against natural enemies, metabolites of postulated dietary origin of sea hares that feed on Laurencia species are also included in the present review. Altogether, 1047 secondary metabolites, often featuring new carbocyclic skeletons, have been included.The chapter addresses: (1) the "Laurencia complex", the botanical description and the growth and population dynamics of the genus, as well as its chemical diversity and ecological relations; (2) the secondary metabolites, which are organized according to their chemical structures and are classified into sesquiterpenes, diterpenes, triterpenes, acetogenins, indoles, aromatic compounds, steroids, and miscellaneous compounds, as well as their sources of isolation which are depicted in tabulated form, and (3) the biological activity organized according to the biological target and the ecological functions of Laurencia metabolites.

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Section: Miscellaneous Triterpenesmentioning

confidence: 99%

Section: Activity Against Parasites and Their Vectorsmentioning

confidence: 99%

The Laurencia Paradox: An Endless Source of Chemodiversity

Harizani

Iοannou

Roussis

2016

Progress in the Chemistry of Organic Natural Products

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“…Moreover, the important role of antioxidants in human health has been demonstrated thus increasing the interest in such products and their demand by consumers. Marine algae serve as important resources for bioactive natural products [7,8] . Brazilian red algae have been found to have phenolic substances.…”

Section: Introductionmentioning

confidence: 99%

Antimicrobial potential of selected brown seaweeds from Vedalai coastal waters, Gulf of Mannar

Manivannan

Devi

Anantharaman

et al. 2011

Asian Pacific Journal of Tropical Biomedicine

130

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“…Entretanto, a pesquisa neste gênero ainda possibilita a descoberta de novas moléculas com diferentes padrões estruturais (Blunt et al, 2007). Os principais metabólitos já isolados de algas do gênero são sesquiterpenos (Wright et al, 1991), diterpenos (Rochfort & Capon, 1996), triterpenos (Souto et al, 2002) e acetogeninas (Iliopoulou et al, 2002a), podendo ou não conter halogênios em sua estrutura.…”

Section: Introductionunclassified

Atividade biológica de metabólitos secundários de algas marinhas do gênero Laurencia

Machado¹,

Kaiser²,

Costa³

et al. 2010

Rev. bras. farmacogn.

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RESUMO:As algas vermelhas do gênero Laurencia são conhecidas como uma riquíssima fonte de metabólitos secundários. As principais classes químicas já isoladas são terpenos -sesquiterpenos, diterpenos, triterpenos -e acetogeninas. Estudos apontam que estas substâncias apresentam importantes atividades biológicas, principalmente citotóxica e antibacteriana. Existem ainda alguns poucos trabalhos com informações sobre atividade antiparasitária, antiviral e antifúngica dos metabólitos de Laurencia. O forte perfil bioativo observado em alguns estudos sugere que alguns destes metabólitos podem ser futuramente utilizados como fármacos ou como protótipos de novos agentes antitumorais e antibacterianos. Muitos dos metabólitos de Laurencia ainda não foram avaliados sob o ponto de vista farmacológico, o que representa um grande potencial a ser explorado por diversos campos da farmacologia.Unitermos: macroalgas, Ceramiales, Rhodomelaceae, produtos naturais.ABSTRACT: "Biological activity of the secondary metabolite from marine algae of the genus Laurencia." The red alga of the genus Laurencia is known as an endless source of metabolites. The main substances produced are sesquiterpenes, diterpenes, triterpenes and acetogenins. Many studies reveal that these metabolites are active, especially cytotoxic and antibacterial. There are few other studies that describe the antiparasital, antifungal and antiviral actions of the metabolites produced by the alga of the genus Laurencia. The results observed in some studies suggest that these metabolites may be used in the future as drugs or lead compounds as antitumoral and/or antibacterial agents. Many metabolites have not been submitted to pharmacological studies which still represents an area to be explored.

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C15 Acetogenins from the red alga Laurencia obtusa

Cited by 61 publications

References 17 publications

The Laurencia Paradox: An Endless Source of Chemodiversity

The Laurencia Paradox: An Endless Source of Chemodiversity

Antimicrobial potential of selected brown seaweeds from Vedalai coastal waters, Gulf of Mannar

Atividade biológica de metabólitos secundários de algas marinhas do gênero Laurencia

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