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Leishmanicidal activity of onopordopicrin isolated from the leaves of Brachylaena discolor

Monjane, Julião A. LU ; Capusiri, Diandra ; Giménez, Alberto and Sterner, Olov LU (2018) In Tropical Journal of Natural Product Research 2(7). p.328-331
Abstract

Brachylaena discolor (Asteraceae) is a medicinal plant used in Mozambique to treat stomachache, tuberculosis, and diabetes. To discover new lead compounds with leishmanicidal activity, a methanolic extract of the leaves of this plant was investigated. Through fractionation, employing several chromatographic methods, two sesquiterpene lactones onopordopicrin (1) and its germacronolide epoxide derivative (2), together with other ten know phenolic compounds derivatives (3-12) were isolated. The structures of the isolated compounds were determined by spectroscopic methods, mainly 1D and 2D NMR experiments, as well as by comparing their spectroscopic data as reported in the literature. Compounds 1 and 2 were evaluated for their... (More)

Brachylaena discolor (Asteraceae) is a medicinal plant used in Mozambique to treat stomachache, tuberculosis, and diabetes. To discover new lead compounds with leishmanicidal activity, a methanolic extract of the leaves of this plant was investigated. Through fractionation, employing several chromatographic methods, two sesquiterpene lactones onopordopicrin (1) and its germacronolide epoxide derivative (2), together with other ten know phenolic compounds derivatives (3-12) were isolated. The structures of the isolated compounds were determined by spectroscopic methods, mainly 1D and 2D NMR experiments, as well as by comparing their spectroscopic data as reported in the literature. Compounds 1 and 2 were evaluated for their leishmanicidal activity using the Colorimetric method-XXT. Compound 1 showed a significant leishmanicidal activity against Leishmania amazonensis and L. braziliensis (IC50 values 39.6 and 27.9 μM, respectively) as compared to miltefosine (12.5 and 12.0 μM, respectively), a currently used agent to treat leishmaniosis. While compound 2 was inactive against both stains tested with IC50 values >50μM compared with the same agent. Compounds 3-12 were not assayed for leishmanicidal activity. This is the first study reporting the above-mentioned activity of onopordopicrin (1). The results could suggest that compound 1 is a promising lead structure to treat leishmaniosis.

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organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
Antileishmanial activity, Asteraceae, Brachylaena discolor, Germanocronolides, Onopordopicrin
in
Tropical Journal of Natural Product Research
volume
2
issue
7
pages
4 pages
external identifiers
  • scopus:85074287683
ISSN
2616-0684
DOI
10.26538/tjnpr/v2i7.5
language
English
LU publication?
yes
id
57d993a6-85d9-45a3-8718-961f65ffa1b7
date added to LUP
2019-11-21 15:51:38
date last changed
2020-01-13 02:32:20
@article{57d993a6-85d9-45a3-8718-961f65ffa1b7,
  abstract     = {<p>Brachylaena discolor (Asteraceae) is a medicinal plant used in Mozambique to treat stomachache, tuberculosis, and diabetes. To discover new lead compounds with leishmanicidal activity, a methanolic extract of the leaves of this plant was investigated. Through fractionation, employing several chromatographic methods, two sesquiterpene lactones onopordopicrin (1) and its germacronolide epoxide derivative (2), together with other ten know phenolic compounds derivatives (3-12) were isolated. The structures of the isolated compounds were determined by spectroscopic methods, mainly 1D and 2D NMR experiments, as well as by comparing their spectroscopic data as reported in the literature. Compounds 1 and 2 were evaluated for their leishmanicidal activity using the Colorimetric method-XXT. Compound 1 showed a significant leishmanicidal activity against Leishmania amazonensis and L. braziliensis (IC50 values 39.6 and 27.9 μM, respectively) as compared to miltefosine (12.5 and 12.0 μM, respectively), a currently used agent to treat leishmaniosis. While compound 2 was inactive against both stains tested with IC50 values &gt;50μM compared with the same agent. Compounds 3-12 were not assayed for leishmanicidal activity. This is the first study reporting the above-mentioned activity of onopordopicrin (1). The results could suggest that compound 1 is a promising lead structure to treat leishmaniosis.</p>},
  author       = {Monjane, Julião A. and Capusiri, Diandra and Giménez, Alberto and Sterner, Olov},
  issn         = {2616-0684},
  language     = {eng},
  month        = {07},
  number       = {7},
  pages        = {328--331},
  series       = {Tropical Journal of Natural Product Research},
  title        = {Leishmanicidal activity of onopordopicrin isolated from the leaves of Brachylaena discolor},
  url          = {http://dx.doi.org/10.26538/tjnpr/v2i7.5},
  doi          = {10.26538/tjnpr/v2i7.5},
  volume       = {2},
  year         = {2018},
}