13C-NMR dereplication of Garcinia extracts: Predicted chemical shifts as reliable databases
Usually isolated from Garcinia (Clusiaceae) or Hypericum (Hypericaceae) species, some Polycyclic Polyprenylated AcylPhloroglucinols (PPAPs) have been recently reported as potential research tools for immunotherapy. Aiming at exploring the chemodiversity of PPAPs amongst Garcinia genus, a dereplicati...
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| Format: | Article |
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Elsevier
2018
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| _version_ | 1825721844141916160 |
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| author | Bruguière, Antoine Derbré, Séverine Coste, Chloé Le Bot, Maxime Siegler, Benjamin Leong, Sow Tein Sulaiman, Syazreen Nadia Awang, Khalijah Richomme, Pascal |
| author_facet | Bruguière, Antoine Derbré, Séverine Coste, Chloé Le Bot, Maxime Siegler, Benjamin Leong, Sow Tein Sulaiman, Syazreen Nadia Awang, Khalijah Richomme, Pascal |
| author_sort | Bruguière, Antoine |
| collection | UM |
| description | Usually isolated from Garcinia (Clusiaceae) or Hypericum (Hypericaceae) species, some Polycyclic Polyprenylated AcylPhloroglucinols (PPAPs) have been recently reported as potential research tools for immunotherapy. Aiming at exploring the chemodiversity of PPAPs amongst Garcinia genus, a dereplication process suitable for such natural compounds has been developed. Although less sensitive than mass spectrometry, NMR spectroscopy is perfectly reproducible and allows stereoisomers distinction, justifying the development of 13C-NMR strategies. Dereplication requires the use of databases (DBs). To define if predicted DBs were accurate enough as dereplication tools, experimental and predicted δC of natural products usually isolated from Clusiaceae were compared. The ACD/Labs commercial software allowed to predict 73% of δC in a 1.25 ppm range around the experimental values. Consequently, with these parameters, the major PPAPs from a Garcinia bancana extract were successfully identified using a predicted DB. |
| first_indexed | 2024-03-06T05:56:32Z |
| format | Article |
| id | um.eprints-22295 |
| institution | Universiti Malaya |
| last_indexed | 2024-03-06T05:56:32Z |
| publishDate | 2018 |
| publisher | Elsevier |
| record_format | dspace |
| spelling | um.eprints-222952019-09-11T04:34:59Z http://eprints.um.edu.my/22295/ 13C-NMR dereplication of Garcinia extracts: Predicted chemical shifts as reliable databases Bruguière, Antoine Derbré, Séverine Coste, Chloé Le Bot, Maxime Siegler, Benjamin Leong, Sow Tein Sulaiman, Syazreen Nadia Awang, Khalijah Richomme, Pascal Q Science (General) QD Chemistry Usually isolated from Garcinia (Clusiaceae) or Hypericum (Hypericaceae) species, some Polycyclic Polyprenylated AcylPhloroglucinols (PPAPs) have been recently reported as potential research tools for immunotherapy. Aiming at exploring the chemodiversity of PPAPs amongst Garcinia genus, a dereplication process suitable for such natural compounds has been developed. Although less sensitive than mass spectrometry, NMR spectroscopy is perfectly reproducible and allows stereoisomers distinction, justifying the development of 13C-NMR strategies. Dereplication requires the use of databases (DBs). To define if predicted DBs were accurate enough as dereplication tools, experimental and predicted δC of natural products usually isolated from Clusiaceae were compared. The ACD/Labs commercial software allowed to predict 73% of δC in a 1.25 ppm range around the experimental values. Consequently, with these parameters, the major PPAPs from a Garcinia bancana extract were successfully identified using a predicted DB. Elsevier 2018 Article PeerReviewed Bruguière, Antoine and Derbré, Séverine and Coste, Chloé and Le Bot, Maxime and Siegler, Benjamin and Leong, Sow Tein and Sulaiman, Syazreen Nadia and Awang, Khalijah and Richomme, Pascal (2018) 13C-NMR dereplication of Garcinia extracts: Predicted chemical shifts as reliable databases. Fitoterapia, 131. pp. 59-64. ISSN 0367-326X, DOI https://doi.org/10.1016/j.fitote.2018.10.003 <https://doi.org/10.1016/j.fitote.2018.10.003>. https://doi.org/10.1016/j.fitote.2018.10.003 doi:10.1016/j.fitote.2018.10.003 |
| spellingShingle | Q Science (General) QD Chemistry Bruguière, Antoine Derbré, Séverine Coste, Chloé Le Bot, Maxime Siegler, Benjamin Leong, Sow Tein Sulaiman, Syazreen Nadia Awang, Khalijah Richomme, Pascal 13C-NMR dereplication of Garcinia extracts: Predicted chemical shifts as reliable databases |
| title | 13C-NMR dereplication of Garcinia extracts: Predicted chemical shifts as reliable databases |
| title_full | 13C-NMR dereplication of Garcinia extracts: Predicted chemical shifts as reliable databases |
| title_fullStr | 13C-NMR dereplication of Garcinia extracts: Predicted chemical shifts as reliable databases |
| title_full_unstemmed | 13C-NMR dereplication of Garcinia extracts: Predicted chemical shifts as reliable databases |
| title_short | 13C-NMR dereplication of Garcinia extracts: Predicted chemical shifts as reliable databases |
| title_sort | 13c nmr dereplication of garcinia extracts predicted chemical shifts as reliable databases |
| topic | Q Science (General) QD Chemistry |
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