New xenicane diterpenes from the brown algae of dictyotaceae

Norte, Manuel; González, Antonio G.; Arroyo, Patricia; Zárraga, Miguel; Pérez, Cirilo; Rodríguez, Matías L.; Ruíz-Pérez, Catalina; Dorta, L.

doi:10.1016/s0040-4020(01)87934-5

Cited by 14 publications

(10 citation statements)

References 8 publications

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“…Xenicanes are a class of diterpenes and norditerpenes (Faulkner, 1993) which have been isolated not only from many brown algae belonging to the family Dictyotaceae (Finer et al, 1979;Enoki et al, 1982;Shono and Kashimura, 1983;Pathirana and Andersen, 1984;Ishitsuka et al, 1982Ishitsuka et al, , 1988Norte et al, 1990;König et al, 1991aKönig et al, , 1991bBouaïcha et al, 1993aBouaïcha et al, , 1993bPatil et al, 1993;Siamopoulou et al, 2004) but also from soft corals and gorgonians (Faulkner, 2000). Some of them showed interesting biological activities including cytotoxicity (Ishitsuka et al, 1988;Bouaïcha et al, 1993aBouaïcha et al, , 1993bRho et al, 2001) and antimicrobial (Iwagawa et al, 1996).…”

Section: Introductionmentioning

confidence: 99%

Cytotoxic Xenicane Diterpenes from the Brown Alga Padina pavonia (L.) Gaill.

Awad

Selim

Metawe

et al. 2008

Phytotherapy Research

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Column chromatography of the hexane fraction of a methanol extract of Padina pavonia (L.) Gaill. collected from the Red Sea at Hurghada, Egypt yielded 18,19-epoxyxenic-19-methoxy-18-hydroxy-4-acetoxy-6,9,13-triene (1) and 18,19-epoxyxenic-18,19-dimethoxy-4-hydroxy-6,9,13-triene (2). The isolated compounds have various antitumor activities against lung carcinoma (H460) and liver carcinoma (HepG2) human cell lines (in vitro).

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Section: Introductionmentioning

confidence: 99%

Cytotoxic Xenicane Diterpenes from the Brown Alga Padina pavonia (L.) Gaill.

Awad

Selim

Metawe

et al. 2008

Phytotherapy Research

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“…This is also in agreement with the observed nOe correlations between H-3 and Me-20. Finally, configuration at C-10 (R*) has been proposed on the basis of biogenetic considerations, and it is by far the most commonly reported configuration for Dictyotaceae diterpenes possessing the side chain A (9,10). The preferred conformation in solution of dilopholide [5] has been determined on the basis of NOESY data, as reported in Figure 1.…”

Section: Resultsmentioning

confidence: 99%

Cytotoxic Diterpenoids from the Brown Alga Dilophus ligulatus

Bouaı̈cha¹,

Pesando²,

Puel³

et al. 1993

J. Nat. Prod.

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A new xenicane-type diterpene, dilopholide [5], and four known diterpenoids, acetoxycrenulide [1], acetylcoriacenone [2], and its epimer isoacetylcoriacenone [3], and hydroxyacetyldictyolal [4], have been isolated from the brown alga Dilophus ligulatus [syn. spiralis (Montagne) Hamel]. The structure of dilopholide [5] was elucidated by spectroscopic methods, including the concerted application of a number of 2D nmr techniques, including 1H-1H COSY, heteronuclear proton-carbon chemical shift correlation (HETCOSY), and long-range HETCOSY. The cytotoxic activity of compounds 1-5 has been examined against several types of mammalian cells: human nasopharynx carcinoma cells (KB), human lung carcinoma cells (NSCLC-N6), murine leukemia cells (P-388), and murine leukemia cells expressing the multi-drug-resistance gene, mdr (P-388/DOX).

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“…[35,36,37], Glossophora sp. [38] and Dilophus sp. [15,16,39], with the latter three genera now recognized as Dictyota species [40], and of pachydictyane diterpenes from algae of the genera Dictyota sp.…”

Section: Discussionmentioning

confidence: 99%

Update of Spectroscopic Data for 4-Hydroxydictyolactone and Dictyol E Isolated from a Halimeda stuposa — Dictyota sp. Assemblage

et al. 2012

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Abstract:The methanol extract of an assemblage of Halimeda stuposa and a Dictyota sp., yielded three natural products characteristic of Dictyota sp., and one of Halimeda sp. These included the xenicane diterpene 4-hydroxydictyolactone (1), and the diterpenes dictyol E (2), 8,11-dihydroxypachydictyol A (3) and indole-3-carboxaldehyde (4). A minor revision of 1 and new spectroscopic data for 1 and 2 are provided, along with associated anti-cancer activities of compounds 1-4.

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New xenicane diterpenes from the brown algae of dictyotaceae

Cited by 14 publications

References 8 publications

Cytotoxic Xenicane Diterpenes from the Brown Alga Padina pavonia (L.) Gaill.

Cytotoxic Xenicane Diterpenes from the Brown Alga Padina pavonia (L.) Gaill.

Cytotoxic Diterpenoids from the Brown Alga Dilophus ligulatus

Update of Spectroscopic Data for 4-Hydroxydictyolactone and Dictyol E Isolated from a Halimeda stuposa — Dictyota sp. Assemblage

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