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Lirinidine Sale

(Synonyms: 北美鹅掌楸尼定碱,(+)-Lirinidine) 目录号 : GC60996

Lirinidine((+)-Lirinidine)是一种从L.tulipifera叶片中分离出来的生物碱,具有抗氧化(antioxidant)和抗癌活性。Lirinidine在体外表现出中等的铁还原能力和较小的自由基清除能力。Lirinidine可用于化妆品研究。

Lirinidine Chemical Structure

Cas No.:54383-28-7

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1mg
¥1,260.00
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产品描述

Lirinidine ((+)-Lirinidine) is an alkaloid isolated from the leaves of L. tulipifera and has antioxidant and anticancer activities. Lirinidine exhibits medium ferric reducing power activity and minor radical scavenging activity in vitro. Lirinidine can be used for cosmetic research[1].

[1]. Ya-Fei Kang, et al. Antioxidant and anticancer constituents from the leaves of Liriodendron tulipifera. Molecules. 2014 Apr 3;19(4):4234-45.

Chemical Properties

Cas No. 54383-28-7 SDF
别名 北美鹅掌楸尼定碱,(+)-Lirinidine
Canonical SMILES OC1=C(OC)C=C2CCN(C)[C@@]3([H])CC4=CC=CC=C4C1=C23
分子式 C18H19NO2 分子量 281.35
溶解度 储存条件 Store at -20°C
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1 mM 3.5543 mL 17.7715 mL 35.5429 mL
5 mM 0.7109 mL 3.5543 mL 7.1086 mL
10 mM 0.3554 mL 1.7771 mL 3.5543 mL
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Research Update

Anti-Food Allergic Alkaloids from the Lotus Seed Pot

Chem Biodivers 2021 Dec;18(12):e2100770.PMID:34664390DOI:10.1002/cbdv.202100770.

Lotus seed pod (LSP) has been used as traditional herbal cuisine to modulate immunity. From the AcOEt-soluble extract of LSP, one new aporphine alkaloid, N-[2-(2H-phenanthro[3,4-d][1,3]dioxol-5-yl)ethyl]acetamide (nelunucine A, 1) was obtained along with 19 known ones. Their structures were established by detailed analysis of the 1D-, 2D-NMR, and HR-ESI-MS data. N-Nornuciferine (9) and Lirinidine (10) showed potent in vitro anti-food allergic activity with IC50 values of 40.0 and 55.4 μM, respectively, compared to 91.4 μM for loratadine, the positive control.

BBB-permeable aporphine-type alkaloids in Nelumbo nucifera flowers with accelerative effects on neurite outgrowth in PC-12 cells

J Nat Med 2020 Jan;74(1):212-218.PMID:31707550DOI:10.1007/s11418-019-01368-7.

Blood-brain barrier (BBB)-permeable components in the methanolic extract of Nelumbo nucifera flowers showed accelerative effects on neurite outgrowth in PC-12 cells. Among the constituents isolated from N. nucifera flowers in our previous study, aporphine-type alkaloids, Lirinidine, asimilobine, N-methylasimilobine, and pronuciferine, showed accelerative effects. Lirinidine, N-methylasimilobine, and an alkaloid-rich diethyl ether fraction at low concentrations increased the expression of mRNAs coding for TrkA, Vav3, and Rac1. In addition, good permeability of asimilobine and N-methylasimilobine was confirmed using an in vitro BBB model. Asimilobine and N-methylasimilobine are considered to be suitable as seed compounds of drugs for Alzheimer's disease, because of their activity and BBB permeability.

Biosensor-based active ingredient recognition system for screening TNF-α inhibitors from lotus leaves

Anal Bioanal Chem 2023 Apr;415(9):1641-1655.PMID:36719439DOI:10.1007/s00216-023-04565-2.

Erhuangquzhi granules (EQG) have been clinically proven to be effective in nonalcoholic steatohepatitis (NASH) treatment. However, the active components and molecular mechanisms remain unknown. This study aimed to screen active components targeting tumor necrosis factor α (TNF-α) in EQG for the treatment of NASH by a surface plasmon resonance (SPR) biosensor-based active ingredient recognition system (SPR-AIRS). The amine-coupling method was used to immobilize recombinant TNF-α protein on an SPR chip, the specificity of the TNF-α-immobilized chip was validated, and nine medicinal herbs in EQG were prescreened. Nuciferine (NF), Lirinidine (ID), and O-nornuciferine (NNF) from lotus leaves were found and identified as TNF-α ligands by UPLC‒MS/MS, and the affinity constants of NF, ID, and NNF to TNF-α were determined by SPR experiments (Kd = 61.19, 31.02, and 20.71 µM, respectively). NF, ID, and NNF inhibited TNF-α-induced apoptosis in L929 cells, the levels of secreted IL-6 and IL-1β were reduced, and the phosphorylation of IKKβ and IκB was inhibited in lipopolysaccharide (LPS)-stimulated RAW264.7 cells. In conclusion, a class of new active small-molecule TNF-α inhibitors was discovered, which also provides a valuable reference for the material basis and mechanism of EQG action in NASH treatment.

Alkaloids from Papaver armeniacum, P. fugax and P. tauricola

Planta Med 1981 Feb;41(2):105-18.PMID:17401828DOI:10.1055/s-2007-971686.

Species from the section Miltantha are reviewed in the context of their contained alkaloids. Thebaine was isolated as the major alkaloid from a sample of P. fugax together with narcotine, pronuciferine, alpinigenine, O-ethylalpinigenine, amurensinine, N-methyl-crotonosine, armepavine, isocorydine and salutaridine as minor alkaloids. A second sample of P. fugax contained glaucamine and glaudine as major alkaloids with rhoeadine, oreogenine, oreodine and O-ethyl-glaucamine as minor alkaloids. Pronuciferine and armepavine were isolated as the major alkaloids from a sample of P. tauricola with narcotine, roemerine, nuciferine, nantenine and protopine as minor alkaloids. Another sample of P. tauricola yielded pronuciferine and mecambrine as major alkaloids with armepavine, Lirinidine, thebaine and cryptopine as minor alkaloids. A sample of P. armeniacum contained rhoeadine and rhoeagenine as major alkaloids with Lirinidine, cryptopine, glaudine and O-ethylrhoeagenine as minor alkaloids. Some 25 alkaloids representing 9 different alkaloidal-types were obtained from extracts of the three Miltantha species. The results show that at least three different chemical races of P. fugax and P. armeniacum exist in which either 1-benzyltetrahydroisoquinoline-, proaporphine-, aporphine- or morphinane- or rhoeadine- types are the major alkaloids. There are at least two different chemical strains of P. tauricola which contain either 1-beuzyltetrahydroisoquinoline-, proaporphine-, aporphine- or rhoeadine- types as the major alkaloids.

Two new 7-dehydroaporphine alkaloids and antiplatelet action aporphines from the leaves of Annona purpurea

Phytochemistry 1998 Dec;49(7):2015-8.PMID:9883592DOI:10.1016/s0031-9422(98)00376-8.

Bioactivity-directed fractionation led to the isolation of two new 7-dehydroaporphine alkaloids, 7-hydroxy-dehydrothalicsimidine (1) and 7-formyl-dehydrothalicsimidine (2), along with the five known alkaloids, thalicsimidine (3), norpurpureine (4), N-methyllaurotetanine (5), Lirinidine (6) and N-methylasimilobine (7), from the leaves of Annona purpurea. Structural elucidation of these compounds was established by mass and spectroscopic analyses. Among them, 1, 3, 4, 6 and 7 exhibited significant inhibition of collagen, arachidonic acid and platelet activating factor-induced platelet aggregation; 1 also showed inhibition against thrombin-induced platelet aggregation.