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Denudatine Sale

(Synonyms: 光翠雀碱) 目录号 : GC38483

An alkaloid with antiarrhythmic activities

Denudatine Chemical Structure

Cas No.:26166-37-0

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20mg
¥1,800.00
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产品描述

Denudatine is an alkaloid that has been found in A. jinyangense and has antiarrhythmic activity.1 In vivo, denudatine (50 and 100 mg/kg) prevents aconitine-induced arrhythmias in rats and increases survival in a rat model of calcium chloride-induced arrhythmias.

1.Jin, L.S., Zhou, Y.P., and Zeng, G.Y.Effects of denudatine on experimental arrhythmia and heart functionZhongguo Yao Li Xue Bao3(2)104-108(1982)

Chemical Properties

Cas No. 26166-37-0 SDF
别名 光翠雀碱
Canonical SMILES O[C@@H]([C@]1([H])CC2)[C@@]3([H])C([C@@]4([H])C5)(CCCC4(C)CN6CC)[C@@]6([H])[C@@]5([H])[C@]32[C@H](O)C1=C
分子式 C22H33NO2 分子量 343.5
溶解度 Chloroform: soluble,DMSO: soluble 储存条件 Store at -20°C
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1 mM 2.9112 mL 14.556 mL 29.1121 mL
5 mM 0.5822 mL 2.9112 mL 5.8224 mL
10 mM 0.2911 mL 1.4556 mL 2.9112 mL
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Research Update

Syntheses of Denudatine Diterpenoid Alkaloids: Cochlearenine, N-Ethyl-1α-hydroxy-17-veratroyldictyzine, and Paniculamine

J Am Chem Soc 2016 Aug 31;138(34):10830-3.PMID:27525345DOI:10.1021/jacs.6b07268.

The denudatine-type diterpenoid alkaloids cochlearenine, N-ethyl-1α-hydroxy-17-veratroyldictyzine, and paniculamine have been synthesized for the first time (25, 26, and 26 steps from 16, respectively). These syntheses take advantage of a common intermediate (8) that we have previously employed in preparing aconitine-type natural products. The syntheses reported herein complete the realization of a unified strategy for the preparation of C20, C19, and C18 diterpenoid alkaloids.

A new Denudatine type C20-diterpenoid alkaloid from Aconitum sinchiangense W. T. Wang

Nat Prod Res 2018 Oct;32(19):2319-2324.PMID:29212360DOI:10.1080/14786419.2017.1410814.

A new denudatine-type C20-diterpenoid alkaloid, designated as sinchianine (1), together with eight known diterpenoid alkaloids, 12-acetyl-12-epi-napelline (2), 12-epi-napelline (3), neoline (4), talatisamine (5), 14-O-acetylsenbusine A (6) and benzoylaconine (7), songorine (8) and aconitine (9), were isolated from the whole herb of Aconitum sinchiangense W. T. Wang. Their structures were elucidated on the basis of extensive spectroscopic analyses (NMR and HR-ESI-MS) and comparison with data reported in the literature.

Synthesis of Atisine, Ajaconine, Denudatine, and Hetidine Diterpenoid Alkaloids by a Bioinspired Approach

Angew Chem Int Ed Engl 2016 Dec 12;55(50):15667-15671.PMID:27860043DOI:10.1002/anie.201609882.

A unified approach to four different (atisine, ajaconine, Denudatine, and hetidine) diterpenoid alkaloid skeletons was developed and applied to the total synthesis of the natural products dihydroajaconine (2, atisine type) and gymnandine (4, Denudatine type). The synthesis features a biogenetically inspired strategy that relies on C-H oxidation, aza-pinacol coupling, and aza-Prins cyclization as key steps.

Potential of Natural Alkaloids From Jadwar ( Delphinium denudatum) as Inhibitors Against Main Protease of COVID-19: A Molecular Modeling Approach

Front Mol Biosci 2022 May 10;9:898874.PMID:35620478DOI:10.3389/fmolb.2022.898874.

The ongoing pandemic coronavirus disease (COVID-19) caused by a novel corona virus, namely, severe acute respiratory syndrome coronavirus-2 (SARS-CoV-2), has had a major impact on global public health. COVID-19 cases continue to increase across the globe with high mortality rates in immunocompromised patients. There is still a pressing demand for drug discovery and vaccine development against this highly contagious disease. To design and develop antiviral drugs against COVID-19, the main protease (Mpro) has emerged as one of the important drug targets. In this context, the present work explored Jadwar (Delphinium denudatum)-derived natural alkaloids as potential inhibitors against Mpro of SARS-CoV-2 by employing a combination of molecular docking and molecular dynamic simulation-based methods. Molecular docking and interaction profile analysis revealed strong binding on the Mpro functional domain with four natural alkaloids viz. panicutine (-7.4 kcal/mol), vilmorrianone (-7.0 kcal/mol), Denudatine (-6.0 kcal/mol), and condelphine (-5.9 kcal/mol). The molecular docking results evaluated by using the MD simulations on 200 nanoseconds confirmed highly stable interactions of these compounds with the Mpro. Additionally, mechanics/generalized Born/Poisson-Boltzmann surface area (MM/G/P/BSA) free energy calculations also affirmed the docking results. Natural alkaloids explored in the present study possess the essential drug-likeness properties, namely, absorption, distribution, metabolism, and excretion (ADME), and are in accordance with Lipinski's rule of five. The results of this study suggest that these four bioactive molecules, namely, condelphine, Denudatine, panicutine, and vilmorrianone, might be effective candidates against COVID-19 and can be further investigated using a number of experimental methods.

Fifteen new diterpenoid alkaloids from the roots of Aconitum kirinense Nakai

Fitoterapia 2020 Mar;141:104477.PMID:31927015DOI:10.1016/j.fitote.2020.104477.

Extensive phytochemical investigation from the roots of Aconitum kirinense Nakai led to the identification of fifteen new compounds, including four ranaconitine type C18-diterpenoid alkaloids (kirisines A-D, 1-4), one lappaconitine type C18-diterpenoid alkaloid (kirisine E, 5), seven Denudatine type C20-diterpenoid alkaloids (kirisines F-L, 6-12), and three napelline type C20-diterpenoid alkaloids (kirisines M-O, 13-15), together with 25 known ones. Their structures were elucidated by extensive spectroscopic analyses. Among them, compounds 1 and 2 are rare diterpenoid alkaloid with 9,14-methylenedioxy group, and the latter also has a rare chloro-substituent. The diterpenoid alkaloids isolated were C18, C19 and C20-category, which might provide further clues for understanding the chemotaxonomic significance of this plant. The isolated compounds were tested for neuroprotective activity and acetylcholinesterase inhibitory activity. Compounds 7, 18, 30 and 40 which exhibited moderate activity at 80 μM against acetylcholinesterase.