Skip to main content

Lund University Publications

LUND UNIVERSITY LIBRARIES

Trypanocidal diarylheptanoids from Aframomum letestuianum K. Schum (Zingiberaceae).

Kamnaing, P ; Tsopmo, Apollinaire LU ; Tanifum, E A ; Tchuendem, M H K ; Tane, P ; Ayafor, J F ; Sterner, Olov LU ; Rattendi, D ; Iwu, M M and Schuster, B , et al. (2003) In Journal of Natural Products 66(3). p.364-367
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... (More)
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. IC50 values in the range of 1-3 g/mL were found for compounds 3 and 5. (Less)
Please use this url to cite or link to this publication:
author
; ; ; ; ; ; ; ; and , et al. (More)
; ; ; ; ; ; ; ; ; and (Less)
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Journal of Natural Products
volume
66
issue
3
pages
364 - 367
publisher
The American Chemical Society (ACS)
external identifiers
  • pmid:12662093
  • wos:000181923100008
  • scopus:0037349085
ISSN
0163-3864
DOI
10.1021/np020362f
language
English
LU publication?
yes
additional info
The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240)
id
66aeecd5-f809-42e2-8715-390a047dbc63 (old id 127932)
date added to LUP
2016-04-01 16:57:11
date last changed
2022-01-28 23:17:31
@article{66aeecd5-f809-42e2-8715-390a047dbc63,
  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. IC50 values in the range of 1-3 g/mL were found for compounds 3 and 5.}},
  author       = {{Kamnaing, P and Tsopmo, Apollinaire and Tanifum, E A and Tchuendem, M H K and Tane, P and Ayafor, J F and Sterner, Olov and Rattendi, D and Iwu, M M and Schuster, B and Bacchi, C}},
  issn         = {{0163-3864}},
  language     = {{eng}},
  number       = {{3}},
  pages        = {{364--367}},
  publisher    = {{The American Chemical Society (ACS)}},
  series       = {{Journal of Natural Products}},
  title        = {{Trypanocidal diarylheptanoids from Aframomum letestuianum K. Schum (Zingiberaceae).}},
  url          = {{http://dx.doi.org/10.1021/np020362f}},
  doi          = {{10.1021/np020362f}},
  volume       = {{66}},
  year         = {{2003}},
}