2014
DOI: 10.1186/s13588-014-0008-8
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Cytotoxic compounds from Laurencia pacifica

Abstract: BackgroundThe current investigation sought to explore the nature of the secondary metabolites in the algae, Laurencia pacifica.ResultsThis report details the first isolation of the sesquiterpenes isoaplysin (1), isolaurenisol (2), debromoisolaurinterol (3), debromoaplysinol (4), laur-11-en-10-ol (5), 10?-hydroxyldebromoepiaplysin (6), and the previously unknown 10-bromo-3,7,11,11-tetramethylspiro[5.5]undeca-1,7-dien-3-ol (7) from the algae, Laurencia pacifica. Isoaplysin (1) and debromoaplysinol (4) showed pro… Show more

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Cited by 19 publications
(8 citation statements)
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“…Isoaplysin 24 and debromoaplysinol 23 are two sesquiterpenes that differ in the presence of the C3a-hydroxymethyl instead of the C3a-bromomethyl moiety ( Figure 1 ). Compound 23 displays enhanced selectivity and broad spectrum cytotoxicity relative to 24 which, according to the authors, suggests that the hydroxyl group could play a significant role in the cytotoxicity of this class of compounds [ 45 ]. However, these compounds also have different configuration around the C3 and C8b chiral centers and that could explain the activity displayed.…”
Section: Secondary Metabolites From Seaweeds With In Vitro Cytotoxmentioning
confidence: 99%
See 1 more Smart Citation
“…Isoaplysin 24 and debromoaplysinol 23 are two sesquiterpenes that differ in the presence of the C3a-hydroxymethyl instead of the C3a-bromomethyl moiety ( Figure 1 ). Compound 23 displays enhanced selectivity and broad spectrum cytotoxicity relative to 24 which, according to the authors, suggests that the hydroxyl group could play a significant role in the cytotoxicity of this class of compounds [ 45 ]. However, these compounds also have different configuration around the C3 and C8b chiral centers and that could explain the activity displayed.…”
Section: Secondary Metabolites From Seaweeds With In Vitro Cytotoxmentioning
confidence: 99%
“…Laurinterol 35 ( Figure 2 ), is a marine sesquiterpene isolated from a red alga Laurencia (Laurencia okamurae Yamada) [ 55 ], L. pacifica [ 45 ] , Laurencia nidifica J. Agardh [ 67 ] that structurally is very similar to a part of laurebiphenyl 20 ( Figure 1 ). Laurinterol 35 was reported for the first time as potential anticancer metabolite against melanoma cells (B16F1) with IC 50 value of 33.9 µM.…”
Section: Secondary Metabolites From Seaweeds With In Vitro Cytotoxmentioning
confidence: 99%
“…Taking into consideration the cytotoxic activity of Laurencia- derived metabolites [4,8,12,19,20,21,22], the rapid breast cancer increment, and the need for more effective drugs, we analyzed the antineoplastic effect of L1, the major compound isolated from L. johnstonii , using ex vivo organotypic cultures of human breast cancer explants.…”
Section: Introductionmentioning
confidence: 99%
“…Isoaplysin ( Figure. [33].The activation of the extrinsic apoptotic caspase-8 of polysaccharide-treated MDA-MB-231 induces apoptosis and causes cell death. The apoptotic signaling pathway was regulated via caspase-3, caspase-9, p53, Bax and Bcl-2 genes [34].…”
Section: Laurenciamentioning
confidence: 99%