PLS-Prediction and Confirmation of Hydrojuglone Glucoside as the Antitrypanosomal Constituent of Juglans Spp.
Naphthoquinones (NQs) occur naturally in a large variety of plants. Several NQs are highly active against protozoans, amongst them the causative pathogens of neglected tropical diseases such as human African trypanosomiasis (sleeping sickness), Chagas disease and leishmaniasis. Prominent NQ-producin...
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MDPI AG
2015-05-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/20/6/10082 |
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| author | Therese Ellendorff Reto Brun Marcel Kaiser Jandirk Sendker Thomas J. Schmidt |
| author_facet | Therese Ellendorff Reto Brun Marcel Kaiser Jandirk Sendker Thomas J. Schmidt |
| author_sort | Therese Ellendorff |
| collection | DOAJ |
| description | Naphthoquinones (NQs) occur naturally in a large variety of plants. Several NQs are highly active against protozoans, amongst them the causative pathogens of neglected tropical diseases such as human African trypanosomiasis (sleeping sickness), Chagas disease and leishmaniasis. Prominent NQ-producing plants can be found among Juglans spp. (Juglandaceae) with juglone derivatives as known constituents. In this study, 36 highly variable extracts were prepared from different plant parts of J. regia, J. cinerea and J. nigra. For all extracts, antiprotozoal activity was determined against the protozoans Trypanosoma cruzi, T. brucei rhodesiense and Leishmania donovani. In addition, an LC-MS fingerprint was recorded for each extract. With each extract’s fingerprint and the data on in vitro growth inhibitory activity against T. brucei rhodesiense a Partial Least Squares (PLS) regression model was calculated in order to obtain an indication of compounds responsible for the differences in bioactivity between the 36 extracts. By means of PLS, hydrojuglone glucoside was predicted as an active compound against T. brucei and consequently isolated and tested in vitro. In fact, the pure compound showed activity against T. brucei at a significantly lower cytotoxicity towards mammalian cells than established antiprotozoal NQs such as lapachol. |
| first_indexed | 2024-04-13T15:02:01Z |
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| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-04-13T15:02:01Z |
| publishDate | 2015-05-01 |
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| spelling | doaj.art-1ee8a45de5c74087af4ecddc2587779b2022-12-22T02:42:15ZengMDPI AGMolecules1420-30492015-05-01206100821009410.3390/molecules200610082molecules200610082PLS-Prediction and Confirmation of Hydrojuglone Glucoside as the Antitrypanosomal Constituent of Juglans Spp.Therese Ellendorff0Reto Brun1Marcel Kaiser2Jandirk Sendker3Thomas J. Schmidt4Institute of Pharmaceutical Biology and Phytochemistry, University of Münster, PharmaCampus, Corrensstr. 48, Münster D-48149, GermanySwiss Tropical and Public Health Institute (Swiss TPH), Socinstraße 57, Basel CH-4002, SwitzerlandSwiss Tropical and Public Health Institute (Swiss TPH), Socinstraße 57, Basel CH-4002, SwitzerlandInstitute of Pharmaceutical Biology and Phytochemistry, University of Münster, PharmaCampus, Corrensstr. 48, Münster D-48149, GermanyInstitute of Pharmaceutical Biology and Phytochemistry, University of Münster, PharmaCampus, Corrensstr. 48, Münster D-48149, GermanyNaphthoquinones (NQs) occur naturally in a large variety of plants. Several NQs are highly active against protozoans, amongst them the causative pathogens of neglected tropical diseases such as human African trypanosomiasis (sleeping sickness), Chagas disease and leishmaniasis. Prominent NQ-producing plants can be found among Juglans spp. (Juglandaceae) with juglone derivatives as known constituents. In this study, 36 highly variable extracts were prepared from different plant parts of J. regia, J. cinerea and J. nigra. For all extracts, antiprotozoal activity was determined against the protozoans Trypanosoma cruzi, T. brucei rhodesiense and Leishmania donovani. In addition, an LC-MS fingerprint was recorded for each extract. With each extract’s fingerprint and the data on in vitro growth inhibitory activity against T. brucei rhodesiense a Partial Least Squares (PLS) regression model was calculated in order to obtain an indication of compounds responsible for the differences in bioactivity between the 36 extracts. By means of PLS, hydrojuglone glucoside was predicted as an active compound against T. brucei and consequently isolated and tested in vitro. In fact, the pure compound showed activity against T. brucei at a significantly lower cytotoxicity towards mammalian cells than established antiprotozoal NQs such as lapachol.http://www.mdpi.com/1420-3049/20/6/10082JuglansJuglandaceaeTrypanosoma brucei rhodesiensenaphthoquinoneshydrojuglone glucosideLC-MSPartial Least Squares |
| spellingShingle | Therese Ellendorff Reto Brun Marcel Kaiser Jandirk Sendker Thomas J. Schmidt PLS-Prediction and Confirmation of Hydrojuglone Glucoside as the Antitrypanosomal Constituent of Juglans Spp. Molecules Juglans Juglandaceae Trypanosoma brucei rhodesiense naphthoquinones hydrojuglone glucoside LC-MS Partial Least Squares |
| title | PLS-Prediction and Confirmation of Hydrojuglone Glucoside as the Antitrypanosomal Constituent of Juglans Spp. |
| title_full | PLS-Prediction and Confirmation of Hydrojuglone Glucoside as the Antitrypanosomal Constituent of Juglans Spp. |
| title_fullStr | PLS-Prediction and Confirmation of Hydrojuglone Glucoside as the Antitrypanosomal Constituent of Juglans Spp. |
| title_full_unstemmed | PLS-Prediction and Confirmation of Hydrojuglone Glucoside as the Antitrypanosomal Constituent of Juglans Spp. |
| title_short | PLS-Prediction and Confirmation of Hydrojuglone Glucoside as the Antitrypanosomal Constituent of Juglans Spp. |
| title_sort | pls prediction and confirmation of hydrojuglone glucoside as the antitrypanosomal constituent of juglans spp |
| topic | Juglans Juglandaceae Trypanosoma brucei rhodesiense naphthoquinones hydrojuglone glucoside LC-MS Partial Least Squares |
| url | http://www.mdpi.com/1420-3049/20/6/10082 |
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