GLPBio

Adrenalone HCl

Catalog No.: GC13814Purity:>98.00%
COASDSData Sheet
Decoyinine (Angustmycin A), a specific inhibitor of bacterial GMPS, has been isolated from Streptomyces .

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Adrenalone HCl
Cas No.: 62-13-5
50mgIn Stock
$27.00
1
100mgIn Stock
$35.00
1
500mgIn Stock
$77.00
1
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Description

Decoyinine (Angustmycin A), a specific inhibitor of bacterial GMPS, has been isolated from Streptomyces hygroscopius as a potential antibiotic with sporulation-inducing activity in Bacillus subtilis[1-3]. Angustmycin A was also recently found to be a promising cytokinin that induces adventitious root or bud differentiation[5].

With 2 mM of Angustmycin A treatment of SK-Mel-28 and SK-Mel103 cells reduced their invasion by ~30% compared with vehicle-treated cells[4]. Decoyinine (Angustmycin A) (>1mM) enabled the S. griseus IFO 13189 cells to develop aerial mycelia in the suppressed cultures at concentrations which only partially inhibited growth[6].

Decoyinine (Angustmycin A)(120 mg/kg; i.p., 10days) treatment resulted in a 36% reduction of xenografts volume while MMF caused only 19% volume reduction in SK-Mel-103 mcie. In SK-Mel-28 mcie, the xenograft volume reduction caused by angustmycin A(120 mg/kg; i.p., 27days) and MMF were of 62% and 30%, respectively[4].

References:
[1]. Vasantha N, Freese E. Enzyme changes during Bacillus subtilis sporulation caused by deprivation of guanine nucleotides. J Bacteriol. 1980 Dec;144(3):1119-25. doi: 10.1128/jb.144.3.1119-1125.1980. PMID: 6777366; PMCID: PMC294778.
[2]. Ikehara K, Okamoto M, et,al. Induction of Bacillus subtilis sporulation by decoyinine and the concomitant disappearance of ppGpp in vegetative cells. J Biochem 1982; 91: 1089-1092.
[3]. Mitani T, Heinze JE, et,al. Induction of sporulation in Bacillus subtilis by decoyinine or hadacidin. Biochem Biophys Res Commun 1977; 77: 1118-1125.
[4]. Bianchi-Smiraglia A, Wawrzyniak JA, et,al.Pharmacological targeting of guanosine monophosphate synthase suppresses melanoma cell invasion and tumorigenicity. Cell Death Differ. 2015 Nov;22(11):1858-64. doi: 10.1038/cdd.2015.47. Epub 2015 Apr 24. PMID: 25909885; PMCID: PMC4648332.
[5]. Hong-Yuan, X., Hong-Zhang, X., et,al. in Biotechnology and Sustainable Agriculture 2006 and Beyond (eds. Xu, Z., Li, J., Xue, Y. & Yang, W.) 97-101 (Springer Netherlands, 2010).
[6]. Ochi K. Metabolic initiation of differentiation and secondary metabolism by Streptomyces griseus: significance of the stringent response (ppGpp) and GTP content in relation to A factor. J Bacteriol. 1987 Aug;169(8):3608-16. doi: 10.1128/jb.169.8.3608-3616.1987. PMID: 3112126; PMCID: PMC212439.

Protocol

Cell experiment [1]:

Cell lines

SK-Mel-28 and SK-Mel103 cells

Preparation Method

Cells were incubated with 2 mM Decoyinine (Angustmycin A) for 24h before invasion assay. Where indicated, cells were supplemented with 100 µM guanosine. Control cells were treated with equal volumes of DMSO. Drug treatments were maintained throughout the experimental procedure.

Reaction Conditions

2 mM;24h

Applications

Treatment of SK-Mel-28 and SK-Mel103 cells with 2 mM of Decoyinine(Angustmycin A) reduced their invasion by ~30% compared with vehicle-treated cells.
Animal experiment [2]:

Animal models

4-6-week-old female SCID mice

Preparation Method

SK-Mel-103 and SK-Mel-28 cells were inoculated into both flanks of SCID mice. When tumors reached 100 mm3 in size, mice were randomly assigned to different treatment groups and treated with daily i.p. injection of Decoyinine (Angustmycin A) (120 mg/kg in 10% DMSO in PBS), Mycophenolate Mofetil, or the correspondent vehicle control.

Dosage form

120 mg/kg; i.p., 10-27days

Applications

In SK-Mel-103 cells mcie, Decoyinine (Angustmycin A) treatment resulted in a 36% reduction of xenografts volume while MMF caused only 19% volume reduction. In SK-Mel-28 cells mcie, the xenograft volume reduction caused by Decoyinine (Angustmycin A) and MMF were of 62% and 30%, respectively.

References:

[1]. Bianchi-Smiraglia A, Wawrzyniak JA, et,al.Pharmacological targeting of guanosine monophosphate synthase suppresses melanoma cell invasion and tumorigenicity. Cell Death Differ. 2015 Nov;22(11):1858-64. doi: 10.1038/cdd.2015.47. Epub 2015 Apr 24. PMID: 25909885; PMCID: PMC4648332.

Product Documents

Purity:>98.00%Appearance:A solid
COASDSData Sheet

Chemical Properties

CAS No.
62-13-5
Chemical Name
1-(3,4-dihydroxyphenyl)-2-(methylamino)ethanone;hydrochloride
SMILES
CNCC(=O)C1=CC(=C(C=C1)O)O.Cl
Molecular Formula
C9H11NO3.HCl
Molecular Weight
217.65
Solubility
≥ 10.88mg/mL in DMSO
Storage
Store at -20°C,unstable in solution, ready to use.
General tips
Select a suitable solvent according to the product solubility data. Once prepared, aliquot the stock solution to avoid repeated freeze-thaw cycles.
Use stock solutions within 6 months when stored at -80°C or within 1 month when stored at -20°C.
To improve solubility, warm the tube to 37°C and sonicate it for an appropriate period.
Shipping Condition
Evaluation samples are shipped with blue ice. Other available sizes are shipped at room temperature or with blue ice upon request.

CalculatorsMolarity / Dilution / Molecular Weight / Unit Conversion / In Vivo Formulation / Solubility

g/mol

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