Trypanocidal diarylheptanoids from Aframomum letestuianum K. Schum (Zingiberaceae).
(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)
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https://lup.lub.lu.se/record/127932
- author
- organization
- publishing date
- 2003
- 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}}, }