Oxysophocarpine

Oxysophocarpine

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Oxysophocarpine
Category Others
Catalog number BBF-04089
CAS 26904-64-3
Molecular Weight 262.35
Molecular Formula C15H22N2O2
Purity ≥90% by HPLC

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BBF-04089 100 mg $298 In stock

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Description

Sophocarpidine comes from the root of Styphnolobium japonicum (L.) Schott. Sophocarpine could decrease the level of serum transaminase, improve lipid metabolism, reduce synthesis of inflammatory cytokines TNF-α, TGF-β1 and IL-6, activate protective adipocytokine adiponectin, might be a drug for colonic inflammation and NASH.

Specification

Synonyms 1-oxy-13,14-didehydro-matridin-15-one; N-oxosophocarpine; Sophocarpidine
Storage Store at 2-8°C
IUPAC Name (1R,2R,9S,13R,17S)-13-oxido-7-aza-13-azoniatetracyclo[7.7.1.02,7.013,17]heptadec-4-en-6-one
Canonical SMILES C1CC2CN3C(CC=CC3=O)C4C2[N+](C1)(CCC4)[O-]
InChI InChI=1S/C15H22N2O2/c18-14-7-1-6-13-12-5-3-9-17(19)8-2-4-11(15(12)17)10-16(13)14/h1,7,11-13,15H,2-6,8-10H2/t11-,12+,13+,15-,17+/m0/s1
InChI Key QMGGMESMCJCABO-JARXUMMXSA-N

Properties

Appearance Powder
Application human HERG inhibitor
Solubility Soluble in DMSO

Reference Reading

1.Matrine- and oxymatrine-imprinted monodisperse polymers prepared by precipitation polymerization and their applications for the selective extraction of matrine-type alkaloids from Sophora flavescens Aiton.
Funaya N;Haginaka J J Chromatogr A. 2012 Jul 27;1248:18-23. doi: 10.1016/j.chroma.2012.05.081. Epub 2012 May 29.
Matrine (MT)- and oxymatrine (OMT)-imprinted monodisperse polymers have been prepared by precipitation polymerization. The prepared molecularly imprinted polymers (MIPs) for MT and OMT, MIP(MT) and MIP(OMT), were monodispersed microspheres of 3.3 and 3.9 μm in diameter, respectively. Binding experiments and Scatchard analyses revealed that two classes of binding sites were formed on MIP(MT) and MIP(OMT). In addition to shape recognition, ionic and hydrophobic interactions seemed to affect the retention and recognition of MT and OMT on MIP(MT) and MIP(OMT), respectively, in low acetonitrile content, and ionic and hydrophilic interactions affected these properties in high acetonitrile content. MIP(MT) was used to selectively extract MT and sophocarpine (13,14-dehydromatrine) from Sophora flavescens root, while MIP(OMT) was used to extract OMT and oxysophocarpine (13,14-dehydrooxymatrine).
2.[Constituents in the alkaloid fraction of Kushen decoction].
Liu B;Shi RB Zhongguo Zhong Yao Za Zhi. 2006 Apr;31(7):557-60.
OBJECTIVE: ;To study the chemical constituents of the alkaloid fraction of Kushen decoction.;METHOD: ;Constituents were isolated by different kinds of column chromatography and their structures were elucidated with spectral methods.;RESULT: ;Eight compounds were isolated and identified as matrine (I), sophoridine (II), sophocarpine (III), sophoramine (IV), oxymatrine (V), oxysophocarpine (VI), aloperine (VII) and sparteine (VIII).;CONCLUSION: ;All these compounds were isolated from Kushen decoction for the first time. Aloperine was found firstly in Sophora flavescens, or Scutellaria baicalensis, or Rehmannia glutinosa which constituted Kushen decoction.
3.[Simultaneous determination of matrine, oxysophocarpin and oxymatrine in rat plasma by HPLC-MS and its application in the pharmacokinetic study].
Zhang L;Wang ZW;Lian JW;Zhou H;Chen XH;Bi KS Yao Xue Xue Bao. 2008 Aug;43(8):843-7.
To establish an HPLC-MS method for simultaneous determination of matrine, oxymatrine and oxysophocarpine in rat plasma after oral administration of herbal preparation, namely Sanwu Huangqin decoction, and the pharmacokinetic porameters were calculated as well. Matrine, oxymatrine, oxysophocarpine, and internal standard pseudoephedrine were extracted from plasma with liquid-liquid extraction, then separated on a Kromasil C18 column by using acetonitrile-0.1% aqueous formic acid (10 : 90) as mobile phase. Electrospray ionization (ESI) source was applied and operated in positive ion mode. The linear calibration curve was obtained in the concentration range of 10 -5 000 ng x mL(-1) for matrine, 2 - 1 000 ng x mL(-1) for oxymatrine, and 2 - 1 000 ng x mL(-1) for oxysophocarpine. The extraction recovery was 89.1% - 93.5%, 83.9% - 91.3%, and 85.4% - 88.0% accordingly. The inter- and intra- day precision (RSD) was below 15.0% calculated from quality control (QC) samples. Matrine, oxymatrine and oxysophocarpine concentration time profile conformed to a two-compartment pharmacokinetic model. The method was shown to be effective, convenient, and suitable for simultaneous pharmacokinetic study of matrine, oxymatrine, and oxysophocarpine in rat.

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