2,7-Dihydroxyapogeissoschizine from root bark of Strychnos gossweileri
| Autor: | Joëlle Quetin-Leclercq, Georges Dive, Roger Bassleer, Clément Delaude, Roger Warin, Luc Angenot |
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| Rok vydání: | 1994 |
| Předmět: |
Natural product
biology Indole alkaloid Chemistry Stereochemistry Chemical structure Strychnos Plant Science General Medicine Loganiaceae Horticulture Ring (chemistry) biology.organism_classification Biochemistry chemistry.chemical_compound visual_art visual_art.visual_art_medium Bark Molecular Biology Two-dimensional nuclear magnetic resonance spectroscopy |
| Zdroj: | Phytochemistry. 35:533-536 |
| ISSN: | 0031-9422 |
| Popis: | In this paper, we describe the isolation and structural determination of 2,7-dihydroxyapogeissoschizine, a new alkaloid from the root bark of Strychnos gossweileri. Elucidation of its structure is based mainly on 1D and 2D NMR studies; its conformation was optimized by energy minimization. This type of skeleton is related to geissoschizine but with the notable diffrence that the 1 and 17 positions are joined giving an additional fused ring. Such a seven-membered ring has ,to our knowledge, only been observed in apogeissoschizine, obtained after chemical tratment of two alkaloids ( geissospermine and geissoschizine). 2,7-dihydroxyapogeissoschizine is therefore, the first natural product possessing this skeleton. According to a preliminary test, this new alkaloid shows low toxicity to B16 melanoma cells, but not for non-cancer 3T3 fibroblasts cultured in vitro.THese results have to be confirmed by further tests. |
| Databáze: | OpenAIRE |
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