Trypanocidal diarylheptanoids from Aframomum letestuianum.
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.
Kamnaing
Pierre
P
Department of Chemistry, University of Dschang, Box 67, Dschang, Cameroon.
Tsopmo
Apollinaire
A
Tanifum
Eric A
EA
Tchuendem
Marguerite H K
MH
Tane
Pierre
P
Ayafor
Johnson F
JF
Sterner
Olov
O
Rattendi
Donna
D
Iwu
Maurice M
MM
Schuster
Brian
B
Bacchi
Cyrus
C
D000818:Animals; D002163:Cameroon; D036381:Diarylheptanoids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*; D012639:Seeds / Q000737:chemistry; D013237:Stereoisomerism; D014344:Trypanocidal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014346:Trypanosoma brucei brucei / Q000187:drug effects*; D030521:Zingiberaceae / Q000737:chemistry*
D036381:Diarylheptanoids; D014344:Trypanocidal Agents; C476660:letestuianin A; C476661:letestuianin B; C476662:letestuianin C