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(Synonyms: 骆驼蓬碱,(±)?-Peganine) 目录号 : GC40617

Vasicine (peganine) 是一种从 Justicia adhatoda 中分离出来的喹唑啉生物碱。

Vasicine Chemical Structure

Cas No.:6159-55-3

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1mg
¥672.00
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5mg
¥2,855.00
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10mg
¥4,691.00
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产品描述

Vasicine is an alkaloid isolated from A. vasica with diverse biological activities. In vivo, vasicine (0.2 mg/kg) reduces lipid peroxidation, increases activity of the antioxidases superoxide dismutase (SOD), catalase (CAT), and glutathione (GSH) peroxidase (Gpx), and increases levels of GSH in lung in a rat model of toxin-induced asthma. It reduces ammonia- and capsaicin-induced coughing frequency in mice as well as citric acid-induced coughing frequency in guinea pigs. Vasicine (5-45 mg/kg) increases phenol red secretion, a marker of expectorant activity, in mice. It also extends pre-convulsive time, a marker of bronchodilation, in guinea pigs. Vasicine also stimulates uterine contractions in rats and mice.

Chemical Properties

Cas No. 6159-55-3 SDF
别名 骆驼蓬碱,(±)?-Peganine
Canonical SMILES O[C@H]1CCN2C1=NC(C=CC=C3)=C3C2
分子式 C11H12N2O 分子量 188.2
溶解度 DMF: 10 mg/ml,DMSO: 20 mg/ml,Ethanol: 16 mg/ml,PBS (pH 7.2): 10 mg/ml 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 5.3135 mL 26.5675 mL 53.135 mL
5 mM 1.0627 mL 5.3135 mL 10.627 mL
10 mM 0.5313 mL 2.6567 mL 5.3135 mL
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Research Update

Vasicine alleviates 2,4-dinitrochlorobenzene-induced atopic dermatitis and passive cutaneous anaphylaxis in BALB/c mice

Clin Immunol 2022 Nov;244:109102.PMID:36049600DOI:10.1016/j.clim.2022.109102.

Atopic dermatitis (AD), a type of skin inflammation, is associated with immune response mediated by T-helper 2 (Th2) cells, and mast cells. Vasicine is an alkaloid isolated from Adhatoda vasica, a popular Ayurvedic herbal medicine used for treating inflammatory conditions. In the present study, the anti-AD effects of Vasicine were evaluated on 2,4-dinitrochlorobenzene-induced AD-like skin lesions in BALB/c mice. The potential anti-allergic effects of Vasicine were also assessed using the passive cutaneous anaphylaxis (PCA) test. The results showed that the oral administration of Vasicine improved the severity of AD-like lesional skin by decreasing histopathological changes and restoring epidermal thickness. Vasicine also inhibited the infiltration of mast cells in the skin and reduced the levels of pro-Th2 and Th2 cytokines as well as immunoglobulin E in the serum. Finally, Vasicine inhibited the expression of pro-Th2 and Th2 cytokines in skin tissues, indicating the therapeutic potential of Vasicine for AD.

Cu(II)/Vasicine Promoted Intramolecular C-O Formation: Synthesis of Benzoxazoles in EtOH

Curr Org Synth 2021;18(3):310-315.PMID:33167843DOI:10.2174/1570179417666201109151752.

Aims and objectives: Benzoxazoles are valuable bicyclic aromatic compounds; the construction of benzoxazoles via C-O cross-coupling reactions has attracted more and more attention. Materials and methods: The best condition of C-O bond formation from o-haloanilides was carried out, taking Cu(OTf)2 (5 mol%) and Vasicine (10 mol%) as the catalysts in EtOH in the presence of K2CO3 (2 eq.) for 12 h at 90°C. Results: A series of 2-substituted benzoxazoles have been prepared in high yields from 2-bromoanilides and 2- iodioanilides under mild conditions. Conclusion: We have developed an efficient Cu-vasicine catalytic system for intramolecular C-O bond formation. This strategy is applicable to the synthesis of a wide variety of 2-substituted benzoxazoles by intramolecular O-arylation of o-haloanilides.

Simultaneous determination of Vasicine and vasicinone by High-performance liquid chromatography in roots of eight Sida species

Ayu 2016 Apr-Jun;37(2):135-139.PMID:29200752DOI:10.4103/ayu.AYU_49_16.

Introduction: Sida L. is a medicinally important genus widely used in conventional systems of medicine in India. Aim: The present study aims toward simultaneous determination of two bioactive compounds Vasicine and vasicinone in root extracts of eight Sida spp. from Western Ghats, India. Materials and methods: Determination of Vasicine and vasicinone was undertaken in methanolic root extracts (10% w/v) of Sida acuta, Sida cordata, Sida cordifolia, Sida rhombifolia, Sida spinosa, Sida indica, Sida retusa and Sida mysorensis by high performance liquid chromatography (HPLC) method. The standards were prepared with the concentration of mg/mL. Data were expressed as mean values of three reading and relative standard deviations. The separation was achieved on a Waters, Nova-Pack, C18 (250 mm × 4.6 mm, 5 μ) column, with acetonitrile - 0.1 M phosphate buffer-glacial acetic acid (15: 85: 1, v/v/v) as solvent system at a flow-rate of 1.0 mL/min. The effluent was monitored using ultraviolet detection at a wavelength of 300 nm. Results: Both calibration curves of standard showed good linear regression (R2 > 0.994). The limit of detection and the limit of quantification for Vasicine was 0.110 and 0.333 μg/mL and for vasicinone was 0.059 and 0.179 μg/mL respectively. The Vasicine content was highest in S. cordifolia (9.891 ± 0.495 μg/100 mg) and vasicinone content was rich in S. cordata (33.013 ± 1.651 μg/100 mg.) The content of vasicinone was higher than Vasicine. Conclusion: HPLC method provides simple, accurate, and reproducible quantitative analysis for simultaneous determination of Vasicine and vasicinone. Among the selected Sida species, S. cordifolia and S. cordata were found to be rich in the Vasicine and vasicinone contents, respectively.

Development and validation of an HPLC-DAD method for Rapid quantification of Vasicine in Adhatoda vasica leaves and commercial products

Heliyon 2022 Aug 15;8(8):e10226.PMID:36090217DOI:10.1016/j.heliyon.2022.e10226.

Leaves from Adhatoda vasica Nees, Acanthaceae (synonym Justicia adhatoda L.) have been widely used in traditional medicine for their beneficial effect in the treatment of respiratory diseases. Vasicine, the main quinazoline alkaloid in A. vasica, has been linked to its medicinal properties. The purpose of this work was to develop and validate a reliable analytical method for the quantification of Vasicine in A. vasica leaves and commercially available products. For this purpose, a high-performance liquid chromatography method coupled to diode array detection (HPLC-DAD) was used. After optimization of the extraction process and the HPLC conditions, linearity, precision, accuracy, and specificity were checked. During the validation, six commonly available food supplements and dosage forms were tested using the validated method. The calibration model was found to be linear in the concentration range of 5.125-205 μg/mL. The average Vasicine content at different concentration levels was 0.99 g/100 g with an RSD% of 0.05%. The average recovery was found to be 102.3% with an RSD of 4.3%. Additionally, it was confirmed that the validated method was still precise and accurate for quantifying Vasicine in other matrices like the tested preparations. In summary, the validated method was suitable for the determination of Vasicine in leaves of Adhatoda vasica, as well as for investigating the quality and the prescribed intake of several commercial products.

Interaction of Vasicine with calf thymus DNA: Molecular docking, spectroscopic and differential scanning calorimetric insights

Spectrochim Acta A Mol Biomol Spectrosc 2017 Jun 5;180:217-223.PMID:28315618DOI:10.1016/j.saa.2017.03.016.

The present study brings out the interaction between Vasicine, an alkaloid of Adhatoda vasica Nees with double stranded DNA [corrected]. The physico-chemical interaction between small molecules and nucleic acids is a major area of focus in screening drugs against various cancers. Molecular probing in our study using Molecular Operating Environment (MOE) has revealed interaction of Vasicine with DNA double helix. Here we report the interaction of Vasicine with Calf thymus DNA. We present for the first time the results obtained from UV-visible, fluorescence spectroscopic and differential scanning calorimetric techniques that suggest a moderate to strong electrostatic, hydrophobic and van der Waals interactions mediating the DNA binding properties of Vasicine, leading to disruption of DNA secondary structure.