Rankinidine
(Synonyms: 兰金断肠草碱) 目录号 : GC61232Rankinidine是一种从Gelsemiumrankinii的MeOH提取物中分离得到的羟吲哚生物碱。
Cas No.:106466-66-4
Sample solution is provided at 25 µL, 10mM.
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Rankinidine is an oxindole alkaloid that is isolated from the MeOH extract of the stem of Gelsemium rankinii[1].
[1]. Schun Y, et, al. Rankinidine, a new indole alkaloid from Gelsemium rankinii. J Nat Prod. Sep-Oct 1986; 49(5): 806-8.
Cas No. | 106466-66-4 | SDF | |
别名 | 兰金断肠草碱 | ||
Canonical SMILES | O=C1[C@]2([C@H]3C[C@]4([H])[C@@](CO3)([H])[C@@H](NC/C4=C\C)C2)C5=CC=CC=C5N1OC | ||
分子式 | C20H24N2O3 | 分子量 | 340.42 |
溶解度 | 储存条件 | Store at -20°C | |
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1 mg | 5 mg | 10 mg | |
1 mM | 2.9375 mL | 14.6877 mL | 29.3755 mL |
5 mM | 0.5875 mL | 2.9375 mL | 5.8751 mL |
10 mM | 0.2938 mL | 1.4688 mL | 2.9375 mL |
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A high-resolution mass spectrometric approach to a qualitative and quantitative comparative metabolism of the humantenine-type alkaloid Rankinidine
Rapid Commun Mass Spectrom 2022 Jun 30;36(12):e9302.PMID:35344234DOI:10.1002/rcm.9302.
Rationale: Rankinidine belongs to the humantenine-type alkaloids isolated from Gelsemium. Currently, the mechanism behind the toxicity differences of Rankinidine has not been explained. In this study, our purpose was to elucidate the major in vitro metabolic pathways of Rankinidine and to compare the formation of metabolites of Rankinidine in human (HLMs), rat (RLMs), goat (GLMs) and pig (PLMs) liver microsomes. Methods: This is the first study to compare the in vitro metabolism of Rankinidine with high-performance liquid chromatography/quadrupole time-of-flight mass spectrometry (LC/QTOF). The MS/MS data and LC/MS peak area acquired in positive ion mode were used to analyze metabolite structures and compare metabolism. Results: We identified 11 metabolites (M1-M11) in total and found five main metabolic pathways, consisting of demethylation (M1), reduction (M2), oxidation at different positions (M3-M5), oxidation and reduction (M6-M10) and demethylation and oxidation (M11). The metabolism of Rankinidine has qualitative and quantitative species-specific differences in vitro. In PLMs and GLMs, the main metabolic pathway of Rankinidine was oxidation. Notably, among the four species, the oxidation ability of Rankinidine was highest in pigs and goats, and the demethylation and reduction abilities of Rankinidine were highest in humans and rats. Conclusions: The interspecific metabolic differences of Rankinidine in HLMs, PLMs, GLMs and RLMs were compared and studied for the first time using LC/QTOF. These findings will certainly support future studies of Rankinidine metabolism in vivo and will contribute to elucidating the cause of species-specific differences behind Gelsemium toxicity.
Rankinidine, a new indole alkaloid from Gelsemium rankinii
J Nat Prod 1986 Sep-Oct;49(5):806-8.PMID:3819733DOI:10.1021/np50047a007.
A new oxindole alkaloid, Rankinidine (1), has been isolated from the MeOH extract of the stem of Gelsemium rankinii. Its structure was elucidated by comparison with an analog, humantenirine (3), which also occurred in this plant.