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Harmine 

$43

  • Brand : BIOFRON

  • Catalogue Number : BF-H3016

  • Specification : 98%

  • CAS number : 442-51-3

  • Formula : C13H12N2O

  • Molecular Weight : 212.25

  • PUBCHEM ID : 5280953

  • Volume : 25mg

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Catalogue Number

BF-H3016

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

-20℃

Molecular Weight

212.25

Appearance

Yellow crystalline powder

Botanical Source

Peganum harmala

Structure Type

Alkaloids

Category

Standards;Natural Pytochemical;API

SMILES

CC1=NC=CC2=C1NC3=C2C=CC(=C3)OC

Synonyms

9H-Pyrido(3,4-b)indole, 7-methoxy-1-methyl-/YajeineBanisterine/Harmine/7-Methoxy-1-methyl-9H-β-carboline/Telepathin/Yagein/Garmin/Telepathien/Harmin/Yageine/9H-Pyrido[3,4-b]indole, 7-methoxy-1-methyl-/7-methoxy-1-methyl-9H-pyrido[3,4-b]indole/Telepathine/BANISTERINE MONOHYDRATE/7-Methoxy-1-methyl-9H-pyrido(3,4-b)indole

IUPAC Name

7-methoxy-1-methyl-9H-pyrido[3,4-b]indole

Density

1.3±0.1 g/cm3

Solubility

Methanol; DMSO

Flash Point

139.8±17.0 °C

Boiling Point

421.4±40.0 °C at 760 mmHg

Melting Point

262-264 °C(lit.)

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2939790000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:442-51-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

29730555

Abstract

Enterovirus 71 (EV71) infection of young children can cause neurological manifestations, which is mainly responsible for the fatality. Although a vaccine is recently available for preventing enterovirus 71 infection, its efficacy remains to be seen. Therefore, there is a pressing need for anti-viral agents for the treatment of EV71 infection. By screening a natural compound library for inhibitory activity of EV71 replication, we identified a small molecule, harmine, that inhibited EV71 replication by targeting NF-κB signaling pathway. Harmine is a β-carboline alkaloid found in the medicinal plant Peganum harmala, which is used as a folk antitumor medicine in China and other parts of the Asia. The estimated EC50 value for harmine to block EV71 infection was 20 μM, while the CC50 was estimated at 500 μM in vitro. Harmine inhibited replication of EV71, as evidenced by its ability to diminish plague formation induced by EV71 and to reduce the level of viral RNA and protein. Mechanistic studies indicated that harmine suppressed EV71 replication through inhibition of NF-κB signaling pathway. Harmine treatment also reduced EV71-induced reactive oxygen species (ROS) formation, which was associated with a decline in EV71-associated NF-κB activation. In addition, the harmine treatment could protect AG129 mice against EV71 replication in vivo. These findings suggest that harmine may present as a candidate antiviral drug for the treatment of EV71 infection.

KEYWORDS

Enterovirus 71; Harmine; NF-κB; ROS; β-Carboline alkaloid.

Title

Harmine, a Small Molecule Derived From Natural Sources, Inhibits Enterovirus 71 Replication by Targeting NF-κB Pathway

Author

Deyan Chen 1 , Xiaoyan Tian 1 , Xue Zou 1 , Shijie Xu 1 , Huanru Wang 1 , Nan Zheng 2 , Zhiwei Wu 3

Publish date

2018 Jul 15

PMID

29077046

Abstract

Harmine belongs to a group of β-carboline alkaloids endowed with antitumor properties. Harmine and its derivatives are thought to bind to DNA and interfere with topoisomerase activities. We investigated the base-dependent binding of harmine, and three of its synthetic anticancer-active derivatives to the genomic DNA from calf thymus and two synthetic 20-mer double helices, the poly(dG-dC)·poly(dG-dC) and the poly(dA-dT)·poly(dA-dT), by means of UV-Vis and circular dichroism (CD) spectroscopies. The data show that the DNA binding and stabilising properties of the investigated derivatives are base pair-dependent. These results could be used as a guide to design and develop further bioactive analogues.

KEYWORDS

Enterovirus 71; Harmine; NF-κB; ROS; β-Carboline alkaloid.

Title

Binding of Harmine Derivatives to DNA: A Spectroscopic Investigation

Author

Bruno Pagano 1 , Marco Caterino 2 , Rosanna Filosa 3 , Concetta Giancola 4

Publish date

2017 Oct 27

PMID

25940702

Abstract

Harmine is a beta-carboline alkaloid found in medicinal plant PeganumHarmala, which has served as a folk anticancer medicine. However, clinical applications of harmine were limited by its low pharmacological effects and noticeable neurotoxicity. In this study, we modified harmine to increase the therapeutic efficacy and to decrease the systemic toxicity. Specifically, two tumor targeting harmine derivatives 2DG-Har-01 and MET-Har-02 were synthesized by modifying substituent in position-2, -7 and -9 of harmine ring with two different targeting group2-amino-2-deoxy-D-glucose (2DG) and Methionine (Met), respectively. Their therapeutic efficacy and toxicity were investigated both in vitro and in vivo. Results suggested that the two new harmine derivatives displayed much higher therapeutic effects than non-modified harmine. In particular, MET-Har-02 was more potent than 2DG-Har-01 with promising potential for targeted cancer therapy.

KEYWORDS

2DG; harmine; met; structural modification; tumor targeting therapy.

Title

Novel Harmine Derivatives for Tumor Targeted Therapy

Author

Siwen Li 1 , Aqin Wang 1 , Fan Gu 1 , Zhaohui Wang 1 , Caiping Tian 1 , Zhiyu Qian 2 , Liping Tang 3 , Yueqing Gu 1

Publish date

2015 Apr 20


Description :

Harmine is a natural dual-specificity tyrosine phosphorylation-regulated kinase ((DYRK)) inhibitor with anticancer and anti-inflammatory activities.