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Isocorydine

$190

  • Brand : BIOFRON

  • Catalogue Number : BD-P0639

  • Specification : 98.0%(HPLC)

  • CAS number : 475-67-2

  • Formula : C20H23NO4

  • Molecular Weight : 341.4

  • PUBCHEM ID : 10143

  • Volume : 25mg

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Catalogue Number

BD-P0639

Analysis Method

Specification

98.0%(HPLC)

Storage

-20℃

Molecular Weight

341.4

Appearance

Cryst.

Botanical Source

This product is isolated and purified from the tubers of Corydalis ambigua

Structure Type

Category

SMILES

CN1CCC2=CC(=C(C3=C2C1CC4=C3C(=C(C=C4)OC)O)OC)OC

Synonyms

artabotrin/1,2,10-Trimethoxy-6aa-aporphin-11-ol/d-isocorydine/(6aS)-1,2,10-Trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol/6aα-Aporphin-11-ol, 1,2,10-trimethoxy-/luteanin/isocorydine/(S)-5,6,6a,7-Tetrahydro-1,2,10-trimethoxy-6-methyl-4H-dibenzo[de,g]quinolin-11-ol/iso-Corydine/4H-Dibenzo[de,g]quinolin-11-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (6aS)-/LUTEANINE

IUPAC Name

Applications

Density

1.2±0.1 g/cm3

Solubility

Dichloromethane

Flash Point

259.9±30.1 °C

Boiling Point

506.1±50.0 °C at 760 mmHg

Melting Point

216-220ºC(lit.)

InChl

InChl Key

QELDJEKNFOQJOY-ZDUSSCGKSA-N

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:475-67-2) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

29454020

Abstract

Eighteen alkaloids were detected in the bark, leaves, wood and roots of Peumus boldus, including traces of secoboldine, N-methylsecoboldine (boldine methine), glaucine and norreticuline, not reported previously as constituents of this species. Using appropriate standards, we quantified thirteen of them by UHPLC-MS/MS. Boldine was dominant in the bark, and laurolitsine in wood and roots. The alkaloid composition of the leaves, determined for 130 individually identified trees, classified by age and sex, was highly variable, where N-methyllaurotetanine, laurotetanine, coclaurine and in some cases isocorydine predominated, but not boldine.

Copyright © 2018 Elsevier B.V. All rights reserved.

KEYWORDS

Alkaloids; Herbal products; Peumus boldus; Phytochemistry; Traditional medicine; UHPLC-MS/MS

Title

Variation of the alkaloid content of Peumus boldus (boldo).

Author

Fuentes-Barros G1, Castro-Saavedra S1, Liberona L2, Acevedo-Fuentes W3, Tirapegui C4, Mattar C5, Cassels BK6.

Publish date

2018 Jun

PMID

29171235

Abstract

Isocorydine and its analogs were extracted from Dicranostigma leptopodum and Stephania yunnanensis through the method of natural products chemistry. Its derivatives were prepared by chemical structure modifications from isocorydine. MTT method was used to study the inhibitory effect of those compounds on the growth of HepG2, HeLa and MGC-803 cancer cell lines in vitro. The results showed that isocorydine and its analogs all have the growth inhibition for those cancer cell lines. This paper investigated the structure-activity relationship of isocorydine and its derivatives with anticancer activity in the aspect of stereochemical structure, functional groups positions of the compounds and the electron density of aromatic rings based on the single crystal diffraction structure and the molecular docking of EGFR and isocorydine.

Copyright© by the Chinese Pharmaceutical Association

KEYWORDS

SAR ; anticancer activity ; aporphine alkaloids ; isocorydine

Title

[Research on anticancer activity of isocorydine and its derivatives].

Author

Yan Q1,2, Li RX1,3, Xin AY1,2, Liu JX1, Li WG2, Di DL1.

Publish date

2017 Aug;

PMID

29103873

Abstract

Isocorydine (ICD), an aporphine alkaloid, is widely distributed in nature. Its ability to target side population (SP) cells found in human hepatocellular carcinoma (HCC) makes it and its derivative 8-amino-isocorydine (NICD) promising chemotherapeutic agents for the treatment of HCC. To improve the anticancer activity of isocorydine derivatives, twenty derivatives of NICD were designed and synthesized through chemical structure modifications of the aromatic amino group at C-8. The anti-proliferative activities of all synthesized compounds against human hepatocellular (HepG2), cervical (HeLa), and gastric (MGC-803) cancer cell lines were evaluated using an MTT assay. The results showed that all the synthetic compounds had some tumor cell growth inhibitory activity. The compound COM33 (24) was the most active with IC50 values under 10 μM (IC50 for HepG2 = 7.51 µM; IC50 for HeLa = 6.32 μM). FICD (12) and COM33 (24) were selected for further investigation of their in vitro and in vivo activities due to their relatively good antiproliferative properties. These two compounds significantly downregulated the expression of four key proteins (C-Myc, β-Catenin, CylinD1, and Ki67) in HepG2 cells. The tumor inhibition rate of COM33 (24) in vivo was 73.8% after a dose 100 mg/kg via intraperitoneal injection and the combined inhibition rate of COM33 (24) (50 mg/kg) with sorafenib (50 mg/kg) was 66.5%. The results indicated that these isocorydine derivatives could potentially be used as targeted chemotherapy agents or could be further developed in combination with conventional chemotherapy drugs to target cancer stem cells (CSCs) and epithelial-to-mesenchymal transition (EMT), the main therapeutic targets in HCC.

Copyright © 2017 Elsevier Ltd. All rights reserved.

KEYWORDS

Anticancer activity; Aporphine alkaloid; Hepatocellular carcinoma; Isocorydine; Structure modification

Title

Design, synthesis, and anticancer properties of isocorydine derivatives.

Author

Yan Q1, Li R2, Xin A1, Han Y3, Zhang Y3, Liu J4, Li W5, Di D3.

Publish date

2017 Dec 15