New polyether squalene derivatives from Laurencia

“…The members of Laurencia are well known as they synthesize structurally elaborate halogenated natural products (Martín and Darias 1978, Erickson 1983, Norte et al. 1994, 1996, 1997, 1998, Fernández et al.…”

mentioning

confidence: 99%

LAURENCIA MARILZAE SP. NOV. (CERAMIALES, RHODOPHYTA) FROM THE CANARY ISLANDS, SPAIN, BASED ON MORPHOLOGICAL AND MOLECULAR EVIDENCE¹

Gil-Rodríguez

Sentíes

Díaz‐Larrea

et al. 2009

Journal of Phycology

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Laurencia marilzae Gil-Rodríguez, Sentíes et M.T. Fujii sp. nov. is described based on specimens that have been collected from the Canary Islands. This new species is characterized by distinctive yelloworange as its natural habitat color, a terete thallus, four pericentral cells per vegetative axial segment, presence of secondary pit-connections between adjacent cortical cells, markedly projecting cortical cells, and also by the presence of corps en cerise (one per cell) present in all cells of the thallus (cortical, medullary, including pericentral and axial cells, and trichoblasts). It also has a procarp-bearing segment with five pericentral cells and tetrasporangia that are produced from the third and fourth pericentral cells, which are arranged in a parallel manner in relation to fertile branchlets. The phylogenetic position of this taxon was inferred based on chloroplast-encoded rbcL gene sequence analyses. Within the Laurencia assemblage, L. marilzae formed a distinctive lineage sister to all other Laurencia species analyzed. Previously, a large number of unique diterpenes dactylomelane derivatives were isolated and identified from this taxon. L. marilzae is morphologically, genetically, and chemically distinct from all other related species of the Laurencia complex described.

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“…Algal samples of L. viridis collected from Canary Islands were proven to be the largest reservoir not only for the halogenated triterpene polyethers but also for the nonhalogenated ones (Wang et al 2013;Fernández et al 2000). From this species, six nonhalogenated triterpene polyethers (114-119) with a 2,7-dioxabicyclo[4,4,0]decane system were identified, and 114, 115, and 118 displayed remarkable cytotoxicity against several tumor cell lines, including P388, A549, HT29, MEL28, Jurkat, MM144, Hela, and CADO-ES1 (Norte et al 1997;Fernández et al 1998;Pacheco et al 2011;Souto et al 2002;Manríquez et al 2001). Biogenetically, the intermediates with 1,2-epoxy groups, rather than bromonium ions, might play a key role in the formation of nonhalogenated triterpene polyethers (Fernández et al 2000).…”

Section: Nonhalogenated Triterpenesmentioning

confidence: 99%

Nonhalogenated organic molecules from Laurencia algae

Wang

2013

Phytochem Rev

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The marine red algae of the genus Laurencia have produced more 700 secondary metabolites and exhibited high molecular diversity and intriguing bioactivity. Since the halogenated structures have been comprehensively reviewed previously, this review, covering up to the end of 2012, mainly focuses on the source, structure elucidation, and bioactivity of nonhalogenated organic molecules from Laurencia spp. as well as the relationship between nonhalogenated and halogenated products. Overall, 173 new or new naturally occurring compounds with 58 skeletons, mainly including sesquiterpenes, diterpenes, triterpenes, and C 15 -acetogenins, are described.

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New polyether squalene derivatives from Laurencia

Cited by 37 publications

References 8 publications

Squalene‐Derived Triterpene Polyethers from the Red Alga Laurencia omaezakiana

Squalene‐Derived Triterpene Polyethers from the Red Alga Laurencia omaezakiana

LAURENCIA MARILZAE SP. NOV. (CERAMIALES, RHODOPHYTA) FROM THE CANARY ISLANDS, SPAIN, BASED ON MORPHOLOGICAL AND MOLECULAR EVIDENCE¹

Nonhalogenated organic molecules from Laurencia algae

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New polyether squalene derivatives from Laurencia

Cited by 37 publications

References 8 publications

Squalene‐Derived Triterpene Polyethers from the Red Alga Laurencia omaezakiana

Squalene‐Derived Triterpene Polyethers from the Red Alga Laurencia omaezakiana

LAURENCIA MARILZAE SP. NOV. (CERAMIALES, RHODOPHYTA) FROM THE CANARY ISLANDS, SPAIN, BASED ON MORPHOLOGICAL AND MOLECULAR EVIDENCE1

Nonhalogenated organic molecules from Laurencia algae

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LAURENCIA MARILZAE SP. NOV. (CERAMIALES, RHODOPHYTA) FROM THE CANARY ISLANDS, SPAIN, BASED ON MORPHOLOGICAL AND MOLECULAR EVIDENCE¹