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cancer research reagents

Aureothricin

MSDSSample CoARaw materials from animal origin info
 
Source: Streptomyces luteosporeus
SynonymsAureothricin
Propionopyrrothine
5-Methyl-3-propionamidopyrrolin-4-one[4,3-d]-1,2-dithiole 
N-(4,5-Dihydro-4-methyl-5-oxo-1,2-dithiolopyrrol-6-yl)-propanamide
Description: Aureothricin is a sulfur-containing antibiotic, which is a potent inhibitor of bacterial and yeast RNA polymerases. Aureothrin is closery related to Thiolutin, but is little more hydrophobic.
CAS number: 574-95-8
Merck index:

 

Molecular weight: 242.3
Structure:

Aureothricin structure

Molecular Formula: C9H10N2O2S2
Canonical SMILES: CCC(=O)NC1=C2C(=CSS2)N(C1=O)C
Solubility
information:
Aureothricin is soluble in Dichloromethane, DMSO and DMF.
Moderately soluble in low alcohols such as Methanol and Ethanol. Practically insoluble in water.
Specifications 
Appearance: Brilliant golden needle like crystals.
Purity: At least 98% by TLC. At least 98% by HPLC
λmax: 207nm, 244nm, 312nm, 390nm
Melting point 
Solubility1 mg/ml of Aureothricin in DMSO gives a clear orange solution
Storage+4°C. Protect from light.
ApplicationsInhibitor of DNA-primed RNA polimerase and DNA polimerase. Apoptosis inducer. Antineoplastic drug
Warnings No information is available. This compound has not been suficiently investigated. Due to its relation with Thiolutin, Aureothricin is presumed to be very toxic.
ClassificationDithiolopyrrolone
Pyrrolidinone antibiotic
RNA polymerase inhibitor
angiogenesis inhibitor
Related products Tiolutin
 For Research use only. Not for Human or Drug use
GMP/API grade available on request

No genetically modified organisms are used.
Publications 
 J Antibiot (Tokyo). 1953 Jul;6(3):137-8.
Chemical studies on antibiotic substances. IV. A crystalline toxic substance of Streptomyces thioluteus producing aureothricin.

MAEDA K.

PMID: 13096448 [PubMed - indexed for MEDLINE]
 Folia Microbiol (Praha). 1990;35(4):278-83.
Regulation of biosynthesis of thiolutin and aureothricin in Streptomyces kasugaensis.

Sturdíková M, Proksa B, Uhrín D, Fuska J.

Department of Biochemical Technology, Faculty of Chemical Technology, Slovak Technical University, Bratislava, Czechoslovakia.
 J Antibiot (Tokyo). 1982 Oct;35(10):1367-73.
Function of plasmids in the production of aureothricin. I. Elimination of plasmids and alteration of phenotypes caused by protoplast regeneration in Streptomyces kasugaensis.

Furumai T, Takeda K, Okanishi M.

Streptomyces luteosporeus in liquid culture

Disambiguation

Some sources erroneously specify "aureothricin" as a synonym of Thiolutin.

 Thiolutin is an antibiotic very similar to Aureothricin, and is created as a by-product during the Aureothricin fermentation.
Clinical perspectives of Aureothricin
Anticancer property of dithiolopyrrolones

US patent 6020360

A method for treating a cancer sensitive to dithiolopyrrolones, comprising administrating to a subject in need of such treatment...

 

...it has now been found that such pyrrothine derivatives also possess an outstanding anti-allergic action; they inhibit e.g. the human allergen-induced degranulation of peripheral leukocytes. The corresponding dimercapto compounds obtained by the reductive fission of the S--S bond of the pyrrothine derivatives also show a similar action.

 


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