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See detailNetamines H-N, Tricyclic Alkaloids from the Marine Sponge Biemna laboutei and Their Antimalarial Activity.
Gros, Emmanuelle; Al-Mourabit, Ali; Martin, Marie-Therese et al

in Journal of natural products (2014), 77(4), 818-23

Chemical examination of the CH2Cl2-MeOH (1:1) extract of the Madagascar sponge Biemna laboutei resulted in the isolation of seven new tricyclic alkaloids, netamines H-N (1-7), along with the known ... [more ▼]

Chemical examination of the CH2Cl2-MeOH (1:1) extract of the Madagascar sponge Biemna laboutei resulted in the isolation of seven new tricyclic alkaloids, netamines H-N (1-7), along with the known netamine G and mirabilins A, C, and F. Their structures were elucidated by interpretation of 1D and 2D NMR spectra and HRESIMS data. All compounds were evaluated for their cytotoxicity against KB cells and their antiplasmodial activity. Netamine M (6) was found to be cytotoxic, with an IC50 value in the micromolar range, and netamine K (4) exhibited activity against Plasmodium falciparum with an IC50 value of 2.4 muM. [less ▲]

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See detailStrychnobaillonine, an Unsymmetrical Bisindole Alkaloid with an Unprecedented Skeleton from Strychnos icaja Baill. Roots
Tchinda Tiabou, Alembert ULg; Jansen, Olivia ULg; Nyemb, Jean-Noel et al

in Journal of Natural Products (2014), 77

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See detailFagraldehyde, a Secoiridoid Isolated from Fagraea fragrans
Jonville, Marie ULg; Capel, Marie; Frederich, Michel ULg et al

in Journal of Natural Products (2008), 71(12), 2038-2040

A secoiridoid aglycone with atypical skeleton, named fagraldehyde (1), together with several known secoiridoids (gentiopicroside (2), sweroside (3) and swertiamarin (4)) were isolated from the bark and ... [more ▼]

A secoiridoid aglycone with atypical skeleton, named fagraldehyde (1), together with several known secoiridoids (gentiopicroside (2), sweroside (3) and swertiamarin (4)) were isolated from the bark and leaves of Fagraea fragrans collected in Cambodia. The conformations of 1 were evaluated on the basis of molecular modeling and NOESY correlations. A hypothetical biogenesis of fagraldehyde was proposed to explain the unusual skeleton. Compound 1 was weakly active in vitro against Plasmodium falciparum. [less ▲]

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See detailTrinervitene diterpenes from soldiers of two Nasutitermes species from French Guyana
Laurent, Pascal ULg; Daloze, Désiré; Pasteels, Jacques et al

in Journal of natural products (2005), 68(4), 532-536

Methanolic extracts of soldiers of Nasutitermes guayanae and N. surinamensis have been shown to contain complex mixtures of diterpenes and monoterpenes. Eighteen diterpenes have been isolated and ... [more ▼]

Methanolic extracts of soldiers of Nasutitermes guayanae and N. surinamensis have been shown to contain complex mixtures of diterpenes and monoterpenes. Eighteen diterpenes have been isolated and identified; twelve of them are previously known nasute termite diterpenes, while six are new trinervitene diterpenes. 2 alpha,9 beta-Dihydroxy-3 beta,8 beta-oxido-1(15)-trinervitene (1) has been isolated from N. guayanae, while 3 alpha,14 alpha-diacetoxy-2 beta-hydroxy-1(15),8(19),9-trinervitatriene (3), 14 alpha-acetoxy-2 beta,3 alpha-dihydroxy-1(15),8(19),9-trinervitatriene (4), 2 beta,3 alpha-diacetoxy-11 beta,14 alpha-dihydroxy-1(15),8(19)-trinervitadiene (5), 9 alpha,14 alpha-diacetoxy-2 beta,3 alpha-dihydroxy-1(15),8(19)-trinervitadiene (6), and 2 beta,9 alpha,14 alpha-triacetoxy-3 alpha-hydroxy-1(15),8(19)-trinervitadiene (7) have been isolated from N. surinamensis. Their structures were determined on the basis of their spectroscopic properties. [less ▲]

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See detailAntiplasmodial activity of alkaloids from various Strychnos species
Frederich, Michel ULg; Jacquier, M. J.; Thepenier, P. et al

in Journal of Natural Products (2002), 65(10), 1381-1386

The in vitro antiplasmodial activities of 69 alkaloids from various Strychnos species were evaluated against chloroquine-resistant and chloroquine-sensitive lines of Plasmodium falciparum. The compounds ... [more ▼]

The in vitro antiplasmodial activities of 69 alkaloids from various Strychnos species were evaluated against chloroquine-resistant and chloroquine-sensitive lines of Plasmodium falciparum. The compounds, comprising mainly indolomonoterpenoid alkaloids, exhibited a wide range of biological potencies in the antiplasmodial assays. The most active alkaloids were also tested for cytotoxicity against HCT-116 colon cancer cells to determine their antiplasmodial selectivity. As a result of these studies, structure-activity relationships for these alkaloids have begun to emerge. Alkaloids presenting four types of bisindole skeleton exhibited potent and selective activities against Plasmodium. They were sungucine-type (IC(50) values ranging from 80 nM to 10 microM), longicaudatine-type (IC(50) values ranging from 0.5 to 10 microM), matopensine-type (IC(50) values ranging from 150 nM to 10 microM), and usambarine-type alkaloids. Within the last structural type, isostrychnopentamine (49) and ochrolifuanine A (46) were found to be active against chloroquine-sensitive and -resistant strains (IC(50) values of 100-150 and 100-500 nM, respectively), and dihydrousambarensine (51) exhibited a 30-fold higher activity against the chloroquine-resistant strain (IC(50) = 32 nM) than against the chloroquine-sensitive one. [less ▲]

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See detailStrychnogucines a and B, Two New Antiplasmodial Bisindole Alkaloids from Strychnos Icaja
Frederich, Michel ULg; Gillet, Marie-Claire ULg; Prosperi, Christelle ULg et al

in Journal of Natural Products (2001), 64(1), 12-16

A reinvestigation of Strychnos icaja roots has resulted in the isolation of two tertiary quasi-symmetric bisindole alkaloids named strychnogucines A (1) and B (2). Their structures were identified by ... [more ▼]

A reinvestigation of Strychnos icaja roots has resulted in the isolation of two tertiary quasi-symmetric bisindole alkaloids named strychnogucines A (1) and B (2). Their structures were identified by means of spectroscopic data interpretation. Compound 2 was highly active in vitro and compound 1 moderately active against four strains of Plasmodium falciparum. Strychnogucine B (2) was more active against a chloroquine-resistant strain than against a chloroquine-sensitive one (best CI(50), 80 nM against the W2 strain). In addition, this compound showed a selective antiplasmodial activity with 25-180 times greater toxicity toward P. falciparum, relative to cultured human cancer cells (KB) or human fibroblasts (WI38). [less ▲]

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See detailGuiaflavine, a New Bisindole Quaternary Alkaloid from the Stem Bark of Strychnos Guianensis
Penelle, J.; Tits, Monique ULg; Christen, P. et al

in Journal of Natural Products (1999), 62(6), 898-900

A reinvestigation of Strychnos guianensis resulted in the isolation of a colored quaternary bisindole alkaloid from the stem bark. The structure of this new substance, guiaflavine (1), was defined by ... [more ▼]

A reinvestigation of Strychnos guianensis resulted in the isolation of a colored quaternary bisindole alkaloid from the stem bark. The structure of this new substance, guiaflavine (1), was defined by detailed spectroscopic methods and comparison with model compounds. [less ▲]

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See detail10'-Hydroxyusambarensine, a New Antimalarial Bisindole Alkaloid from the Roots of Strychnos Usambarensis
Frederich, Michel ULg; Tits, Monique ULg; Hayette, Marie-Pierre ULg et al

in Journal of Natural Products (1999), 62(4), 619-21

Reinvestigation of Strychnos usambarensis Gilg resulted in the isolation of a tertiary phenolic bisindole alkaloid, 10'-hydroxyusambarensine (1), which was identified by detailed spectroscopic methods ... [more ▼]

Reinvestigation of Strychnos usambarensis Gilg resulted in the isolation of a tertiary phenolic bisindole alkaloid, 10'-hydroxyusambarensine (1), which was identified by detailed spectroscopic methods. Compound 1 was moderately active against two strains of Plasmodium falciparum in vitro. [less ▲]

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See detailMadangolide and Laingolide A, Two Novel Macrolides from Lyngbya bouillonii (Cyanobacteria)
Klein, D.; Daloze, D.; Hoffmann, L. et al

in Journal of Natural Products (1999)

Two new macrolide derivatives, madangolide (2) and laingolide A (3), have been isolated from the cyanobacterium Lyngbya bouillonii, collected in Papua New Guinea. Their structures (without stereochemistry ... [more ▼]

Two new macrolide derivatives, madangolide (2) and laingolide A (3), have been isolated from the cyanobacterium Lyngbya bouillonii, collected in Papua New Guinea. Their structures (without stereochemistry) have been established by detailed high-field 1D and 2D NMR studies and, in the case of 3, by comparison with the spectroscopic data of laingolide (1), previously isolated from the same organism. [less ▲]

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See detailStrychnochrysine, a New Bisindole Alkaloid from the Roots of Strychnos Nux-Vomica
Biala, Rose Gadi; Tits, Monique ULg; Penelle, Jacques et al

in Journal of Natural Products (1998), 61(1), 139-41

The reinvestigation of Strychnos nux-vomica resulted in the isolation of a colored monoquaternary bisindole alkaloid from the roots. The structure of this new orange substance, strychnochrysine (1), was ... [more ▼]

The reinvestigation of Strychnos nux-vomica resulted in the isolation of a colored monoquaternary bisindole alkaloid from the roots. The structure of this new orange substance, strychnochrysine (1), was defined by detailed spectroscopic methods. [less ▲]

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See detail12'-Hydroxystrychnobiline, nouvel alcaloïde bisindolinique du Strychnos variabilis
Tits, Monique ULg; Angenot, Luc ULg; Tavernier, Dirk

in Journal of Natural Products (1983), 46(5), 638-645

12'-hydroxystrychnobiline, a new unsymmetrical bisindole alkaloid, was isolated from the root barks of Strychnos variabilis. Its structure was established by acid hydrolysis and by spectral analysis ... [more ▼]

12'-hydroxystrychnobiline, a new unsymmetrical bisindole alkaloid, was isolated from the root barks of Strychnos variabilis. Its structure was established by acid hydrolysis and by spectral analysis, especially by 1H-nmr at 360MHz. We compare its absolute stereochemistry with that of other alkaloids that contain an oxazine ring. [less ▲]

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