Two new antitumoral polyether squalene derivatives

Norte, Manuel; Fernández, JoséJ.; Souto, Marı́a L.; Garcia‐Gravalos, M. D.

doi:10.1016/0040-4039(96)00357-7

Cited by 45 publications

(32 citation statements)

References 6 publications

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“…This indicates that the heterocyclic ring has changed in 3 to tetrahydropyran ring system instead of the tetrahydrofuran ring system present in compound 1. [2,3] This was also confirmed by HMBC correlation between H-11 and C-7 (Fig. 2).…”

Section: Resultssupporting

confidence: 85%

Structural determination of aspericins AC, new furan and pyran derivates from the marine‐derived fungus Rhizopus sp. 2‐PDA‐61, by 1D and 2D NMR spectroscopy

Wang

Zhu

Zhang

et al. 2009

Magnetic Reson in Chemistry

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Three new furan and pyran derivatives named aspericins A-C (1-3), as well as a known asperic acid (4), have been isolated from the marine-derived fungus Rhizopus sp. 2-PDA-61. The complete (1)H and (13)C NMR assignments for the new compounds were carried out using (1)H, (13)C, DEPT, COSY, HMQC, HMBC, and NOESY NMR experiments. Compounds 1-3 were evaluated for their cytotoxic activities on P388, A549, HL-60, and BEL-7420 cell lines by the MTT and SRB methods.

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Section: Resultssupporting

confidence: 85%

Structural determination of aspericins AC, new furan and pyran derivates from the marine‐derived fungus Rhizopus sp. 2‐PDA‐61, by 1D and 2D NMR spectroscopy

Wang

Zhu

Zhang

et al. 2009

Magnetic Reson in Chemistry

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“…16-Hydroxy-dehydrothyrsiferol (652), 10-epi-dehydrothyrsiferol (655), 10-epi-15,16-dehydrothyrsiferol (658), dehydrovenustatriol (660), 15,16-dehydrovenustatriol (662), isodehydrothyrsiferol (673), thyrsenols A (677) and B (678), and predehydrovenustatriol acetate (692) were proven to possess significant cytotoxicity against P-388, A-549, HT-29, and MEL-28 cancer cells [548,560,568]. 16-epiHydroxy-dehydrothyrsiferol (653), martiriol (681), pseudodehydrothyrsiferol (685), and dioxepan-dehydrothyrsiferol (698) exhibited moderate cytotoxic activities against the same panel of cancer cell lines [558].…”

Section: Cytotoxic Activitymentioning

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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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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“…Da espécie L. viridis coletada nas Ilhas Canárias, isolou-se uma série de triterpenos -deidrotirsiferol (11), deidrovenustatriol (12), isodeidrotirsiferol (13) e tirsenol B (14) -que apresentaram atividade citotóxica contra células P-388 com IC 50 = 0,01 µg/mL (Norte et al, 1996(Norte et al, , 1997Manriquez et al, 2001).…”

Section: Atividade Antitumoralunclassified

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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Two new antitumoral polyether squalene derivatives

Cited by 45 publications

References 6 publications

Structural determination of aspericins AC, new furan and pyran derivates from the marine‐derived fungus Rhizopus sp. 2‐PDA‐61, by 1D and 2D NMR spectroscopy

Structural determination of aspericins AC, new furan and pyran derivates from the marine‐derived fungus Rhizopus sp. 2‐PDA‐61, by 1D and 2D NMR spectroscopy

The Laurencia Paradox: An Endless Source of Chemodiversity

Atividade biológica de metabólitos secundários de algas marinhas do gênero Laurencia

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