1. Trypanocidal diarylheptanoids from Aframomum letestuianum.
- Author
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Kamnaing P, Tsopmo A, Tanifum EA, Tchuendem MH, Tane P, Ayafor JF, Sterner O, Rattendi D, Iwu MM, Schuster B, and Bacchi C
- Subjects
- Animals, Cameroon, Diarylheptanoids chemistry, Diarylheptanoids pharmacology, Inhibitory Concentration 50, Molecular Structure, Nuclear Magnetic Resonance, Biomolecular, Seeds chemistry, Stereoisomerism, Trypanocidal Agents chemistry, Trypanocidal Agents pharmacology, Diarylheptanoids isolation & purification, Plants, Medicinal chemistry, Trypanocidal Agents isolation & purification, Trypanosoma brucei brucei drug effects, Zingiberaceae chemistry
- Abstract
Three new diarylheptanoids, (4Z,6E)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-4,6-dien-3-one, letestuianin A (1), (4Z,6E)-5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-4,6-dien-3-one, letestuianin B (2), and 1,7-bis(4-hydroxyphenyl)heptan-3,5-dione, letestuianin C (3), as well as the known (4Z,6E)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hepta-4,6-dien-3-one (5) were isolated from Aframomum letestuianum. The known flavonoids 3-acetoxy-5,7,4'-trihydroxyflavanone, 3-acetoxy-7-methoxy-5,4'-dihydroxyflavanone, 7-methoxy-3,5,4'-trihydroxyflavone, and 3,3',4',5,7-pentahydroxyflavan were also obtained from this plant. Their structures were determined using a combination of 1D and 2D NMR techniques. The four diarylheptanoids were tested for growth inhibitory activity in vitro versus bloodstream forms of African trypanosomes. IC(50) values in the range of 1-3 microg/mL were found for compounds 3 and 5.
- Published
- 2003
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