Veratrosine
(Synonyms: 藜芦托素) 目录号 : GC38996A steroidal alkaloid with diverse biological activities
Cas No.:475-00-3
Sample solution is provided at 25 µL, 10mM.
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- Purity: >99.00%
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Veratrosine is a steroidal alkaloid that has been found in Veratrum and has diverse biological activities.1,2 It inhibits hedgehog (Hh) signaling in a reporter assay using NIH3T3 cells when used at a concentration of 8 ?M.1 Veratrosine (1 mg/ml) inhibits aggregation of isolated rabbit platelets induced by arachidonic acid . It induces DNA damage in the cerebellum and cerebral cortex in mice when administered at doses of 0.25 and 2.5 ?mol/kg.2 Veratrosine (1.5 and 4.5 ?mol/kg) decreases angiotensin II-induced increases in systolic blood pressure in mice.
1.Tang, J., Li, H.L., Shen, Y.H., et al.Antitumor and antiplatelet activity of alkaloids from Veratrum dahuricumPhytother. Res.24(6)821-826(2010) 2.Cong, Y., Wu, Y., Shen, S., et al.A structure-activity relationship between the Veratrum alkaloids on the antihypertension and DNA damage activity in miceChem. Biodivers.17(2)e1900473(2020)
Cas No. | 475-00-3 | SDF | |
别名 | 藜芦托素 | ||
Canonical SMILES | C[C@@]12[C@]3([H])[C@](CC=C1C[C@@H](O[C@]4([H])O[C@@H]([C@@H](O)[C@H](O)[C@H]4O)CO)CC2)([H])C5=CC=C([C@@H]([C@@]6([H])[C@@H](C[C@H](C)CN6)O)C)C(C)=C5C3 | ||
分子式 | C33H49NO7 | 分子量 | 571.74 |
溶解度 | DMSO : 100 mg/mL (174.90 mM; Need ultrasonic) | 储存条件 | 4°C, protect from light |
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1 mg | 5 mg | 10 mg | |
1 mM | 1.749 mL | 8.7452 mL | 17.4905 mL |
5 mM | 0.3498 mL | 1.749 mL | 3.4981 mL |
10 mM | 0.1749 mL | 0.8745 mL | 1.749 mL |
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Review: Veratrum californicum Alkaloids
Molecules 2021 Sep 30;26(19):5934.PMID:34641477DOI:10.3390/molecules26195934.
Veratrum spp. grow throughout the world and are especially prevalent in high mountain meadows of North America. All parts of Veratrum plants have been used for the treatment of ailments including injuries, hypertension, and rheumatic pain since as far back as the 1600s. Of the 17-45 Veratrum spp., Veratrum californicum alkaloids have been proven to possess favorable medicinal properties associated with inhibition of hedgehog (Hh) pathway signaling. Aberrant Hh signaling leads to proliferation of over 20 cancers, including basal cell carcinoma, prostate and colon among others. Six of the most well-studied V. californicum alkaloids are cyclopamine (1), veratramine (2), isorubijervine (3), muldamine (4), cycloposine (5), and Veratrosine (6). Recent inspection of the ethanolic extract from V. californicum root and rhizome via liquid chromatography-mass spectrometry has detected up to five additional alkaloids that are proposed to be verazine (7), etioline (8), tetrahydrojervine (9), dihydrojervine (10), 22-keto-26-aminocholesterol (11). For each alkaloid identified or proposed in V. californicum, this review surveys literature precedents for extraction methods, isolation, identification, characterization and bioactivity to guide natural product drug discovery associated with this medicinal plant.
Antitumor and antiplatelet activity of alkaloids from veratrum dahuricum
Phytother Res 2010 Jun;24(6):821-6.PMID:20013819DOI:10.1002/ptr.3022.
Ten steroidal alkaloids - cyclopamine, veratramine, jervine, 3, 15-diangyloylgermine, 3-angyloylzygadenine, 3-veratroyl zygadenine, 15-veratroylgermine, germine, Veratrosine and pseudojervine - from Veratrum dahuricum, together with the ethanol extract and total alkaloids, were evaluated for their antitumor and antiplatelet activities. Cyclopamine, veratramine and germine significantly inhibited the hedgehog pathway in NIH/3T3 cells. Cyclopamine exerted a potent inhibitory effect against the growth of PANC-1 tumors in mice, with inhibition rates of 40.64%, 44.37%, 46.77% at doses of 5.0, 15.0 and 50.0 mg kg-1, respectively. Veratroylgermine was found to produce the strongest inhibition against the platelet aggregation induced by arachidonic acid, with inhibition rate of 92.0% at 100 microM.
Antitumor activity of extracts and compounds from the rhizomes of Veratrum dahuricum
Phytother Res 2008 Aug;22(8):1093-6.PMID:18570211DOI:10.1002/ptr.2463.
The antitumor activity of six extracts (ethanol extract, petroleum ether fraction, CHCl(3) fraction, ethyl acetate fraction, n-butanol fraction and total alkaloids) from the rhizomes of Veratrum dahuricum, and six compounds (veratramine (1), jervine (2), germine (3), veramitaline (4), Veratrosine (5) and cyclopamine (6)) from the ethanol extract were investigated in vitro. The 12 samples exhibited cytotoxic activity against human tumor cell lines A549, PANC-1, SW1990 and NCI-H249. Among these samples, CHCl(3) fraction, the total alkaloids, compounds 1 and 6 showed higher inhibitory activity, compound 3 selectively exhibited significant cytotoxicity to SW1990 and NCI-H249.
Quantitative determination of six steroid alkaloids by sensitive hydrophilic interaction liquid chromatography electrospray ionization mass spectrometry and its application to pharmacokinetic study in rats
Biomed Chromatogr 2019 Jan;33(1):e4377.PMID:30187929DOI:10.1002/bmc.4377.
In this study, a sensitive hydrophilic interaction liquid chromatography (HILIC) method was developed to determine pseudojervine (PJV), Veratrosine (VTS), jervine (JV), veratramine (VTM), veramarine (VA) and veratroylzygadenine (VTG) in rat plasma. Separations were carried out using LC-MS/MS with a Chrom Matrix HP amide column (5 m, 10 cm × 3.0 mm i.d.). The mobile phases were (A) 0.01 mm formic acid and (B) acetonitrile. Good linearity was found for all analytes (R2 > 0.995) in the concentration range from 5 to 1000 μg/L with LLOQ at 5 μg/L for VTM and VTS; and from 1 to 1000 μg/L with LLOQ at 1 μg/L for PJV, JV, VA and VTG. Accuracy of the assay varied from 90.5 to 108.1%. The extraction recovery and matrix effect of six analytes ranged from 72.2 to 95.5% and from 79.2 to 98.4%. According to the stability test, six analytes in rat plasma were stable during the analysis process. On the basis of validation of the assay, the pharmacokinetics of the six steroid alkaloids were investigated after oral administration of Lilu extracts to rats.
UPLC-MS/MS Method for the Simultaneous Quantification of Eight Compounds in Rat Plasma and Its Application to a Pharmacokinetic Study after Oral Administration of Veratrum ( Veratrum nigrum L.) Extract
Biomed Res Int 2020 Oct 19;2020:8883277.PMID:33134392DOI:10.1155/2020/8883277.
Veratrum nigrum L. is a well-known traditional Chinese medicine with a lot of pharmacological activities including antihypertensive, anticancer, and antifungal effects. In the current experiment, a rapid and sensitive UPLC-MS/MS method that takes only 7 min run time has been established and validated for simultaneous determination of eight bioactive compounds including cyclopamine, jervine, veratramine, polydatin, quercetin, apigenin, resveratrol, and Veratrosine in rat plasma. The chromatographic separation of analytes and internal standard was performed on a Phenyl-Hexyl column (2.1 × 100 mm, 1.7 μm) with the mobile phase consisting of water (0.1% formic acid) and acetonitrile at a flow rate of 0.3 mL/min. An electrospray ionization (ESI) source was used to detect the samples in both positive and negative ion modes. The intra- and interday precisions of the compounds were less than 9.5% and the accuracy ranged from -10.8% to 10.4%. The extraction recoveries of the compounds were in the range of 85.1 ± 1.5% to 102.6 ± 8.0%, and the matrix effect ranged from 91.2 ± 4.5% to 113.8 ± 1.5%. According to the results of the stability test, the eight compounds have good stability under various conditions and the relative standard deviation (RSD) less than 13.2%. The pharmacokinetic parameters of the eight compounds in rat plasma after oral administration of Veratrum nigrum L. extract were successfully determined by the established UPLC-MS/MS method.