Chemistry:Cheilanthifoline
From HandWiki
-(S)-Cheilanthifoline.svg)
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| Names | |
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| IUPAC name
2-Methoxy-2′H-[1,3]dioxolo[4′,5′:9,10]berbin-3-ol
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| Systematic IUPAC name
(6aS)-9-Methoxy-6,6a,11,14-tetrahydro-2H,12H-[1,3]dioxolo[4,5-h]isoquinolino[2,1-b]isoquinolin-8-ol | |
| Other names
(S)-Cheilanthifoline
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| Identifiers | |
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3D model (JSmol)
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PubChem CID
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| Properties | |
| C19H19NO4 | |
| Molar mass | 325.364 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
(S)-Cheilanthifoline is a benzylisoquinoline alkaloid (BIA) which has been isolated from Corydalis dubia[1] and Argemone mexicana.[citation needed] (S)-Cheilanthifoline is metabolically derived from (S)-reticuline, a pivotal intermediate in the biosynthesis of numerous BIAs. (S)-Cheilanthifoline is the immediate precursor of the BIA (S)-stylopine ((S)-stylopine synthase/CYP719A20), which is the precursor for the alkaloids protopine and sanguinarine.[2]
References
- ↑ Wangchuk, P; Keller, PA; Pyne, SG; Willis, AC; Kamchonwongpaisan, S (2012). "Antimalarial alkaloids from a Bhutanese traditional medicinal plant Corydalis dubia". Journal of Ethnopharmacology 143 (1): 310–3. doi:10.1016/j.jep.2012.06.037. PMID 22796506. https://ro.uow.edu.au/cgi/viewcontent.cgi?article=7675&context=scipapers.
- ↑ Hagel, Jillian; Morris, Jeremy S; Lee, Eun-Jeong; Desgagne-Penix, Isabel; Bross, Crystal D; Chang, Limei; Chen, Xue; Farrow, Scott C et al. (2015). "Transcriptome analysis of 20 taxonomically related benzylisoquinoline alkaloid-producing plants". BMC Plant Biology 15: 227. doi:10.1186/s12870-015-0596-0. PMID 26384972. PMC 4575454. http://openlib.tugraz.at/download.php?id=564f2fa60a35b&location=browse.
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