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Arborinine, a bioactive alkaloid derived from the leaves of the Chinese medicinal plant Nelsonia canescens, is recognized for its potential anti-inflammatory, antioxidant, and antiproliferative properties. This natural product has demonstrated significant inhibitory activity against the growth of specific cancer cells, positioning it as a promising candidate for cancer therapy. Furthermore, its anti-inflammatory effects are attributed to the inhibition of inflammatory mediator release, while its antioxidant capabilities are evident through its ability to scavenge free radicals and protect cells from oxidative damage.

5489-57-6

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5489-57-6 Usage

Uses

Used in Cancer Therapy:
Arborinine is used as an anticancer agent for its significant inhibitory activity against the growth of specific cancer cells. It holds potential as a therapeutic agent in the treatment of various types of cancer due to its ability to target and suppress cancer cell proliferation.
Used in Anti-Inflammatory Applications:
In the field of anti-inflammatory applications, arborinine is used as an agent to reduce inflammation by inhibiting the release of inflammatory mediators. This property makes it a candidate for the treatment of conditions characterized by excessive inflammation.
Used in Antioxidant Formulations:
Arborinine is utilized as an antioxidant in formulations designed to protect cells from oxidative damage. Its free radical scavenging activity contributes to its potential use in preventing and treating diseases associated with oxidative stress.
Used in Pharmaceutical Research:
In the pharmaceutical industry, arborinine is used as a subject of research for its potential development into new drugs and therapies. Its multifaceted properties make it a valuable compound for exploring novel treatment options for various diseases and conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 5489-57-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,4,8 and 9 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 5489-57:
(6*5)+(5*4)+(4*8)+(3*9)+(2*5)+(1*7)=126
126 % 10 = 6
So 5489-57-6 is a valid CAS Registry Number.
InChI:InChI=1/C16H15NO4/c1-17-10-7-5-4-6-9(10)14(18)13-11(17)8-12(20-2)16(21-3)15(13)19/h4-8,19H,1-3H3

5489-57-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-hydroxy-2,3-dimethoxy-10-methylacridin-9-one

1.2 Other means of identification

Product number -
Other names Arborinine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5489-57-6 SDS

5489-57-6Downstream Products

5489-57-6Relevant academic research and scientific papers

Weakly Coordinating, Ketone-Directed (η5-Pentamethylcyclopentadienyl)cobalt(III)- and (η5-Pentamethylcyclopentadienyl)rhodium(III)-Catalyzed C?H Amidation of Arenes: A Route to Acridone Alkaloids

Bera, Sourav Sekhar,Sk, Md Raja,Maji, Modhu Sudan

supporting information, p. 1806 - 1811 (2019/01/14)

The weakly coordinating, ketone-directed, regioselective monoamidation of aromatic ketones, chalcone, carbazole, and benzophenones was achieved by employing high-valent cobalt and rhodium catalysis to access numerous biologically important molecular building blocks. This amidation proceeded smoothly with a variety of ketones and several amidating partners. The application of the products in the synthesis of various heterocycles, including acridones, indoles, quinoline, quinolones, quinolinones, and quinazolines, was also explored. The total synthesis of acridone-based alkaloids, namely, toddaliopsin A, toddaliopsin D, and arborinine, and the formal synthesis of acronycine and noracronycin were also accomplished by applying this method. A mechanistic study revealed this amidation reaction follows a base-assisted intermolecular electrophilic substitution pathway.

Copper-catalyzed intramolecular oxidative C-H functionalization and C-N formation of 2-aminobenzophenones: Unusual pseudo-1,2-shift of the substituent on the aryl ring

Huang, Pang-Chi,Parthasarathy, Kanniyappan,Cheng, Chien-Hong

, p. 460 - 464 (2013/02/23)

A good move: A copper-catalyzed intramolecular oxidative C-H functionalization of 2-aminobenzophenone affords two regioisomeric acridones (see scheme). The reaction involves an unusual pseudo-1,2-migration of R 2 group(s) on the arene ring (bpy=2,2-bipyridine, DMAc=dimethylacetimide). Copyright

Synthesis of novel heme-interacting acridone derivatives to prevent free heme-mediated protein oxidation and degradation

Pal, Chinmay,Kundu, Milan Kumar,Bandyopadhyay, Uday,Adhikari, Susanta

, p. 3563 - 3567 (2011/08/06)

Heme is an important prosthetic molecule for various hemoproteins and serves important function in living aerobic organisms. But degradation of hemoprotein, for example, hemoglobin during different pathological conditions leads to the release of heme, which is very toxic as it induces oxidative stress and inflammation due to its pro-oxidant nature. Thus, synthesis of compound that will detoxify free heme by interacting with it would be fruitful for the management of heme-induced pathogenesis. Here, we report the synthesis of a novel natural product arborinine and some other acridone derivatives, which interact with free heme. These acridones in vitro block heme-mediated protein oxidation and degradation, markers for heme-induced oxidative stress.

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