Corydine
(Synonyms: 紫堇定) 目录号 : GC35731An aporphine alkaloid with diverse biological activities
Cas No.:476-69-7
Sample solution is provided at 25 µL, 10mM.
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Corydine is an aporphine alkaloid that has been found in Corydalis and has diverse biological activities.1,2,3 It inhibits the proliferation of murine L1210 lymphocytic leukemia, B16/F10 melanoma, and P388 leukemia cells when used at concentrations ranging from 10 to 100 ?g/ml.1 Corydine binds to μ-opioid receptors (Ki = 2.82 ?M) and induces [35S]GTPγS binding in CHO cells expressing human μ-opioid receptors (EC50 = 0.51 ?M).2 It also is active against L. donovani promastigotes (IC50 = 26.7 ?M).3
1.Kondo, Y., Imai, Y., Hojo, H., et al.Suppression of tumor cell growth and mitogen response by aporphine alkaloids, dicentrine, glaucine, corydine, and apomorphineJ. Pharmacobiodyn.13(7)426-431(1990) 2.Kaserer, T., Steinacher, T., Kainhofer, R., et al.Identifcation and characterization of plant?derived alkaloids, corydine and corydaline, as novel mu opioid receptor agonistsSci. Rep.10(1)13804(2020) 3.del Rayo Camacho, M., Kirby, G.C., Warhurst, D.C., et al.Oxoaporphine alkaloids and quinones from Stephania dinklagei and evaluation of their antiprotozoal activitiesPlanta Med.66(5)478-480(2000)
Cas No. | 476-69-7 | SDF | |
别名 | 紫堇定 | ||
Canonical SMILES | OC1=C(OC)C=C2C3=C1C(C(OC)=C(OC)C=C4)=C4C[C@]3([H])N(CC2)C | ||
分子式 | C20H23NO4 | 分子量 | 341.4 |
溶解度 | Soluble in DMSO | 储存条件 | Store at -20°C |
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1 mg | 5 mg | 10 mg | |
1 mM | 2.9291 mL | 14.6456 mL | 29.2912 mL |
5 mM | 0.5858 mL | 2.9291 mL | 5.8582 mL |
10 mM | 0.2929 mL | 1.4646 mL | 2.9291 mL |
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Identification and characterization of plant-derived alkaloids, Corydine and corydaline, as novel mu opioid receptor agonists
Sci Rep 2020 Aug 14;10(1):13804.PMID:32796875DOI:10.1038/s41598-020-70493-1.
Pain remains a key therapeutic area with intensive efforts directed toward finding effective and safer analgesics in light of the ongoing opioid crisis. Amongst the neurotransmitter systems involved in pain perception and modulation, the mu-opioid receptor (MOR), a G protein-coupled receptor, represents one of the most important targets for achieving effective pain relief. Most clinically used opioid analgesics are agonists to the MOR, but they can also cause severe side effects. Medicinal plants represent important sources of new drug candidates, with morphine and its semisynthetic analogues as well-known examples as analgesic drugs. In this study, combining in silico (pharmacophore-based virtual screening and docking) and pharmacological (in vitro binding and functional assays, and behavioral tests) approaches, we report on the discovery of two naturally occurring plant alkaloids, Corydine and corydaline, as new MOR agonists that produce antinociceptive effects in mice after subcutaneous administration via a MOR-dependent mechanism. Furthermore, Corydine and corydaline were identified as G protein-biased agonists to the MOR without inducing β-arrestin2 recruitment upon receptor activation. Thus, these new scaffolds represent valuable starting points for future chemical optimization towards the development of novel opioid analgesics, which may exhibit improved therapeutic profiles.
Suppression of tumor cell growth and mitogen response by aporphine alkaloids, dicentrine, glaucine, Corydine, and apomorphine
J Pharmacobiodyn 1990 Jul;13(7):426-31.PMID:2290126DOI:10.1248/bpb1978.13.426.
The aporphine alkaloids, dicentrine, glaucine, Corydine, and apomorphine were shown to have inhibitory activity against several mouse tumor cell lines, leukemia P388 and L1210, melanoma B16, bladder cancer MBC2, and colon cancer Colon 26 in culture. These aporphine alkaloids also inhibited the mitogen-induced lymphocyte proliferation as well as the growth of IL-2 dependent CTLL2 line in a dose-dependent way. Of the four alkaloids apomorphine proved to be most potent in the inhibitory action. Apomorphine treatment resulted in some prolongation of survival time of the mice inoculated i.p. with P388, although its activity was not enough to meet the standard criterion for antitumor activity.
Alkaloids of Corydalis slivenensis
Planta Med 1982 Mar;44(3):168-70.PMID:17402105DOI:10.1055/s-2007-971432.
The known alkaloids (-)-stylopine, (-)-canadine, (+/-)-sinactine, (+)-nantenine, (+)-bulbocapnine, protopine, (-)-isocorydine, (-)-domesticine, alpha-allocryptopine and berberine were found in a mixture of alkaloids from Corydalis slivenensis (Papaveraceae), growing in Bulgaria. Dehydronantenine, Corydine, predicentrine and isoboldine were detected by means of a thin-layer chromatography. Two other alkaloids - (+)-tetrahydrocorysamine and (-)-cavidine, were identified on the basis of their spectral data.
Interactions of Isoquinoline Alkaloids with Transition Metals Iron and Copper
Molecules 2022 Sep 29;27(19):6429.PMID:36234964DOI:10.3390/molecules27196429.
Data on alkaloid interactions with the physiologically important transition metals, iron and copper, are mostly lacking in the literature. However, these interactions can have important consequences in the treatment of both Alzheimer's disease and cancer. As isoquinoline alkaloids include galanthamine, an approved drug for Alzheimer's disease, as well as some potentially useful compounds with cytostatic potential, 28 members from this category of alkaloids were selected for a complex screening of interactions with iron and copper at four pathophysiologically relevant pH and in non-buffered conditions (dimethyl sulfoxide) by spectrophotometric methods in vitro. With the exception of the salts, all the alkaloids were able to chelate ferrous and ferric ions in non-buffered conditions, but only five of them (galanthine, glaucine, Corydine, corydaline and tetrahydropalmatine) evoked some significant chelation at pH 7.5 and only the first two were also active at pH 6.8. By contrast, none of the tested alkaloids chelated cuprous or cupric ions. All the alkaloids, with the exception of the protopines, significantly reduced the ferric and cupric ions, with stronger effects on the latter. These effects were mostly dependent on the number of free aromatic hydroxyls, but not other hydroxyl groups. The most potent reductant was boldine. As most of the alkaloids chelated and reduced the ferric ions, additional experimental studies are needed to elucidate the biological relevance of these results, as chelation is expected to block reactive oxygen species formation, while reduction could have the opposite effect.
Acetylcholinesterase and butyrylcholinesterase inhibitory compounds from Corydalis cava Schweigg. & Kort
J Ethnopharmacol 2007 Aug 15;113(1):179-82.PMID:17574358DOI:10.1016/j.jep.2007.05.006.
In the course of screening plants used in Danish folk medicine as memory enhancers, a crude methanolic extract of tubers from Corydalis cava showed significant acetylcholinesterase inhibitory activity in a dose-dependent manner. Activity guided fractionation of the methanolic extract resulted in the isolation of three alkaloids, bulbocapnine (1), corydaline (2) and Corydine (3) as active constituents. Bulbocapnine inhibited acetylcholinesterase as well as butyrylcholinesterase in a dose-dependent manner with IC(50) values of 40+/-2 microM and 83+/-3 microM, respectively. Corydaline inhibited acetylcholinesterase in a dose-dependent manner with an IC(50) value of 15+/-3 microM and Corydine inhibited butyrylcholinesterase in a dose-dependent manner with an IC(50) value of 52+/-4 microM. Corydaline was considered inactive against butyrylcholinesterase and Corydine against acetylcholinesterase, due to IC(50)>100 microM.