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Tetrandrine

$43

  • Brand : BIOFRON

  • Catalogue Number : BF-T2020

  • Specification : 98%

  • CAS number : 518-34-3

  • Formula : C38H42N2O6

  • Molecular Weight : 622.75

  • PUBCHEM ID : 73078

  • Volume : 20mg

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Catalogue Number

BF-T2020

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

622.75

Appearance

White flake crystals

Botanical Source

Menispermum dauricum,Aristolochia fangchi

Structure Type

Alkaloids

Category

Standards;Natural Pytochemical;API

SMILES

CN1CCC2=CC(=C3C=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=C(O3)C(=C(C=C7CCN6C)OC)OC)OC)OC

Synonyms

(1S,14S)-9,20,21,25-Tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.2.1.1.0.0]hexatriaconta-3,5,8(34),9,11,18(33),19,21,24,26,31,35-dodecaene/Tetrandrine/(1S,14S)-9,20,21,25-Tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.2.1.1.0.0]hexatriaconta-3,5,8(34),9,11,18(33),19,21,24,26,31,35-dodecaen/Trandrine/Conba/(1β)-6,6',7,12-Tetramethoxy-2,2'-dimethylberbaman/sinomeninea/6,6',7,12-Tetramethoxy-2,2'-dimethylberbaman/hanfangchin A/TETRANDRIN/fanchinine/Jinake/6,6',7,12-tetramethoxy-2,2'-dimethyl-berbaman/(1S,14S)-9,20,21,25-Tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.2.1.1.0.0]hexatriaconta-3,5,8(34),9,11,18(33),19,21,24,26,31,35-dodecaene/(1b)-6,6',7,12-Tetramethoxy-2,2'-dimethylberbaman/(S,S)-(+)-Tetrandrine/iso-tetrandrine/(1β,1'β)-6,6',7,12-Tetramethoxy-2,2'-dimethylberbaman

IUPAC Name

(1S,14S)-9,20,21,25-tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaene

Density

1.2±0.1 g/cm3

Solubility

Methanol; Chloroform

Flash Point

175.8±30.1 °C

Boiling Point

710.5±60.0 °C at 760 mmHg

Melting Point

219-222ºC

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2934990000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:518-34-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

29101806

Abstract

Tetrandrine has been known in the treatment of tuberculosis, hyperglycemia, negative ionotropic and chronotropic effects on myocardium, malaria, cancer and fever since years together. It has been known that, tetrandrine could modulate multiple signaling molecules such as kinases of cell cycle and rat sarcoma (RAS) pathway along with proteins of tumor suppressor genes, autophagy related, β-catenins, caspases, and death receptors. Moreover, tetrandrine exhibited reversal of drug resistance by modulating P-glyco protein (P-gp) expression levels in different cancers which is an added advantage of this compound compared to other chemotherapy drugs. Though, bioavailability of tetrandrine is a limiting factor, the anticancer activity was observed in animal models without changing any pharmacokinetic parameters. In the present review, role of tetrandrine as kinase inhibitor, inducer of autophagy and caspase pathways and suppressor of RAS mediated cell proliferation were discussed along with inhibition of angiogenesis. It has also been discussed that how tetrandrine potentiate anticancer effect in different types of cancers by modulating multidrug resistance under in vitro and in vivo trials including the available literature on the clinical trials.

Copyright © 2017 Elsevier Masson SAS. All rights reserved.

KEYWORDS

Apoptosis; Bioavailability; Cyclin dependant kinase inhibitor; Multi drug resistance; Tetrandrine

Title

Tetrandrine and cancer - An overview on the molecular approach.

Author

N B1, K R C2.

Publish date

2018 Jan

PMID

29979637

Abstract

The goal of this study was to determine whether tetrandrine enhanced radiosensitization in different hepatocellular carcinoma cell lines and to elucidate the potential mechanism. We also tested whether PA28γ was regulated by tetrandrine. The human hepatocellular carcinoma cell lines HepG2 and LM3 were divided into six groups: control; low-dosage (0.5 or 5 μg/ml) tetrandrine alone; high-dosage (1.0 or 10 μg/ml) tetrandrine alone; irradiation alone; irradiation with low-dosage (0.5 μg/ml or 5 μg/ml) tetrandrine; and irradiation with high-dosage (1.0 μg/ml or 10 μg/ml) tetrandrine. Colony-forming assays were performed. Expression of cyclin and apoptosis-related proteins, including cyclin B1, phosphorylated cyclin-dependent kinase 1 [phospho-CDC2 (Tyr15)], Bax and caspase-3, as well as PA28γ expression, were evaluated using Western blot analysis. Apoptosis rate and cell cycle distribution were examined using flow cytometry analysis. Tetrandrine enhanced radiosensitivity in HepG2 and LM3 cells, as characterized by a narrower shoulder area and steeper linear area, and the enhanced radiosensitization increased with tetrandrine dosage. After tetrandrine treatment, the apoptosis rate significantly increased, whereas the proportion of cells in the G2 phase dramatically decreased in dose- and time-dependent manners after irradiation. However, the effect of reverse G2 arrest was weaker in p53-mutant cells (LM3 cells). Finally, we observed that tetrandrine downregulated PA28γ expression. Moreover, when PA28γ was downregulated, apoptosis and cell cycle distribution were also altered; however, the effects were weaker in p53-mutant cells. Therefore, we propose that tetrandrine-mediated apoptosis induction and G2 arrest attenuation are at least partly mediated by PA28γ.

Title

Tetrandrine Enhances Radiosensitization in Human Hepatocellular Carcinoma Cell Lines.

Author

Zhao XM1, Hu WX1, Wu ZF1, Chen YX1, Zeng ZC1.

Publish date

2018 Oct

PMID

26899361

Abstract

Stephania tetrandra and other related species of Menispermaceae form the major source of the bisbenzylisoquinoline alkaloid – tetrandrine. The plant is extensively referenced in the Chinese Pharmacopoeia for its use in the Chinese medicinal system as an analgesic and diuretic agent and also in the treatment of hypertension and various other ailments, including asthma, tuberculosis, dysentery, hyperglycemia, malaria, cancer and fever. Tetrandrine, well-known to act as a calcium channel blocker, has been tested in clinical trials and found effective against silicosis, hypertension, inflammation and lung cancer without any toxicity. Recently, the efficacy of tetrandrine was tested against Mycobaterium tuberculosis, Candida albicans, Plasmodium falciparum and Ebola virus. Tetrandrine’s pharmacological property has been proved to be through its action on different signalling pathways like reactive oxygen species, enhanced autophagic flux, reversal of multi drug resistance, caspase pathway, cell cycle arrest and by modification of calcium channels. The present review summarises current knowledge on the synthesis, distribution, extraction, structural elucidation, pharmacological properties and the mechanism of action of tetrandrine. Future perspectives in the clinical use of tetrandrine as a drug are also considered.

Copyright © 2016 Elsevier Ltd. All rights reserved

KEYWORDS

Menispermaceae; Pharmacological properties; Stephania tetrandra; Tetrandrine

Title

Tetrandrine--A molecule of wide bioactivity.

Author

Bhagya N1, Chandrashekar KR2.

Publish date

2016 May


Description :

Tetrandrine is a bis-benzyl-isoquinoline alkaloid, which inhibits voltage-gated Ca2+ current (ICa) and Ca2+-activated K+ current.