3′,4′,5′,6′ Tetradehydrolongicaudatine Y, an anhydronium base from Strychnos usambarensis

Frédérich, Michel; Quetin-Leclercq, Joëlle; Biala, Rose Gadi; Brandt, Viviane; Penelle, Jacques; Tits, Monique; Angenot, Luc

doi:10.1016/s0031-9422(97)00944-8

Cited by 15 publications

(14 citation statements)

References 10 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…NMR data is summarized in Table 1. The tricyclic anhydronium base-ring system is a feature that was already reported in Rauwolfia and Strychnos alkaloids (Irie et al, 1972;Fré dé rich et al, 1998). Its presence was supported by the UV spectrum of 1 that showed maxima at 210, 221, 257, 308 and 373 nm and by the transformation of this chromophore to a purely indolic one after addition of NaBH 4 (see Supporting Information).…”

Section: Resultssupporting

confidence: 61%

See 1 more Smart Citation

Moandaensine, a dimeric indole alkaloid from Strychnos moandaensis (Loganiaceae)

Verpoorte

Frédérich

Delaude

et al. 2010

Phytochemistry Letters

Self Cite

View full text Add to dashboard Cite

Section: Resultssupporting

confidence: 61%

“…This geometry provided an explanation for the chemical shift value of H-5 0 (6.83 ppm), that was unusually low for a pyridinium proton: H-5 0 was close to the shielding zone of the indolic aromatic nucleus. In comparison, the chemical shift of H-5 0 in 3 0 ,4 0 ,5 0 ,6 0 tetrahydrolongicaudatine Y is 8.46 ppm (Fré dé rich et al, 1998).…”

Section: Resultsmentioning

confidence: 87%

Moandaensine, a dimeric indole alkaloid from Strychnos moandaensis (Loganiaceae)

Verpoorte

Frédérich

Delaude

et al. 2010

Phytochemistry Letters

Self Cite

View full text Add to dashboard Cite

“…amine, isostrychnofoline, strychnophylline, 10-hydroxyusambarine, 11-hydroxyusambarine, 10-hydroxydihydrousambarine, 11-hydroxydihydrousambarine, and tetradehydrolongicaudatine Y were isolated from Strychnos usambarensis 'Gilg' root bark (1,7,10), leaves (2), or stem bark (9). The root bark and leaves of Strychnos icaja 'Baill.'…”

mentioning

confidence: 99%

In Vitro Activities of Strychnos Alkaloids and Extracts against Plasmodium falciparum

Frédérich

Hayette

Tits

et al. 1999

Antimicrob Agents Chemother

Self Cite

View full text Add to dashboard Cite

The in vitro antimalarial activities of 46 alkaloids and extracts from Strychnos species were evaluated. Two types of quasidimeric alkaloids exhibit high and selective activities againstPlasmodium. Strychnopentamine and isostrychnopentamine were active against chloroquine-sensitive and -resistant strains (50% inhibitory concentration [IC50] ≈ 0.15 μM), while dihydrousambarensine exhibited a 30-fold higher activity against the chloroquine-resistant strain (IC50 = 0.03 μM) than it did against the chloroquine-sensitive strain.

show abstract

“…Strychnos usambarensis Gilg, a shrub or little tree found in all tropical Africa, is the main ingredient of a curarizing arrow poison [2]. Extensive studies on leaves, stems and roots have resulted in the isolation of numerous alkaloids [3], [4], [5]. Among these, strychnopentamine and its isomer isostrychnopentamine (ISP, Fig.…”

Section: Introductionmentioning

confidence: 99%

In vitroandin vivoAntimalarial Properties of Isostrychnopentamine, an Indolomonoterpenic Alkaloid fromStrychnos usambarensis

Frédérich¹,

Tits²,

Goffin³

et al. 2004

Planta med

Self Cite

View full text Add to dashboard Cite

Isostrychnopentamine (ISP) is an asymmetric indolomonoterpenic alkaloid isolated from the leaves of Strychnos usambarensis. The in vitro antiplasmodial activities against five Plasmodium falciparum cell lines were evaluated: ISP possessed an in vitro IC (50) near 0.1 microM against all P. falciparum cell lines tested (chloroquine-resistant and chloroquine-sensitive lines) and showed antiplasmodial selectivity compared to cytotoxicity on human cell lines. The stage-dependent susceptibility to a short exposure of ISP was then investigated. The ring stage was shown to be the most sensitive one, but all stages were affected by ISP treatment. By means of fluorescence microscopy, it was shown that ISP was not accumulated inside the food vacuole of the parasite. Finally, the in vivo antimalarial activities against the P. berghei NK173 and P. vinckei petteri murine strains were determined. The ED (50) in vivo was about 30 mg/kg/day by the intraperitoneal route (after 4 days treatment).

show abstract

3′,4′,5′,6′ Tetradehydrolongicaudatine Y, an anhydronium base from Strychnos usambarensis

Cited by 15 publications

References 10 publications

Moandaensine, a dimeric indole alkaloid from Strychnos moandaensis (Loganiaceae)

Moandaensine, a dimeric indole alkaloid from Strychnos moandaensis (Loganiaceae)

In Vitro Activities of Strychnos Alkaloids and Extracts against Plasmodium falciparum

In vitroandin vivoAntimalarial Properties of Isostrychnopentamine, an Indolomonoterpenic Alkaloid fromStrychnos usambarensis

Contact Info

Product

Resources

About