Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  Natural Products >  Alkaloids >  pseurotin

pseurotin

Basic information Safety Supplier Related

pseurotin Basic information

Product Name:
pseurotin
Synonyms:
  • pseurotin
  • (5S,8S,9R)-8-Benzoyl-2-[(1S,2S,3Z)-1,2-dihydroxy-3-hexenyl]-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione
  • PB-1
  • NSC 348694
  • 1-Oxa-7-azaspiro[4.4]non-2-ene-4,6-dione, 8-benzoyl-2-[(1S,2S,3Z)-1,2-dihydroxy-3-hexen-1-yl]-9-hydroxy-8-methoxy-3-methyl-, (5S,8S,9R)-
  • (5S,8S,9R)-8-benzoyl-2-[(Z,1S,2S)-1,2-dihydroxyhex-3-enyl]-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione
  • Pseurotin A, chitin synthase inhibitor
CAS:
58523-30-1
MF:
C22H25NO8
MW:
431.44
Mol File:
58523-30-1.mol
More
Less

pseurotin Chemical Properties

Melting point:
126.0-126.9℃
Boiling point:
751.5±60.0 °C(Predicted)
Density 
1.41±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
Soluble in DMSO (10 mg/ml)
pka
14.76±0.20(Predicted)
form 
White to off-white powder.
color 
White
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
More
Less

pseurotin Usage And Synthesis

Description

Pseurotin A (58523-30-1) is a fungal metabolite with novel structure. Displays potent neuritogenic activity in PC12 cells. Induces multipolar and branching neurites comparable to that produced by β-NGF.1 Displays immunosuppressive activity via inhibition of immunoglobulin E production in vitro.2 Displays antiproliferative effects on four glioma cell lines by regulating tumor metabolic enzymes.3 Inhibits osteoclastogenesis and prevents ovariectomized-induced bone loss by suppression of ROS.4

Uses

Pseurotin A is a fungal metabolite with an unusual hetero-spirocyclic ring system. It has potent neuritogenic activity in PC12 phaechromocytoma cells, a useful model for adrenergic neuronal differentiation. Pseurotin A induces multipolar and branching neurites comparable to β-NGF, an endogenous neurotrophic factor. Pseurotin A also exhibits chitinase inhibition and acts synergistically with azole antifungal agents.

Uses

Pseurotin A shows antiparasitic and anticancer activity. It exhibits inhibition towards IgE (immunoglobin E) production.

Definition

ChEBI: A spirocyclic that is 1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione bearing 1,2-dihydroxyhex-3-en-1-yl, methyl, methoxy, benzoyl and hydroxy substituents at positions 2, 3, 8, 8 and 9 respectively.

in vivo

Pseurotin A (10 mg/kg; p.o.; 7X/week, 30 days) shows anti-tumor activity[3].

Animal Model:HFD-fed orthotopic athymic mice (bearing BT-474 tumor cells xenograft mode)[1]
Dosage:10 mg/kg
Administration:P.o.; 7X/week, 30 days
Result:Significantly suppressed the growth of BT474 tumors.

IC 50

Microbial Metabolite

storage

+4°C

References

[1] D KOMAGATA. Novel neuritogenic activities of pseurotin A and penicillic acid.[J]. Journal of Antibiotics, 1996, 49 9: 958-959. DOI:10.7164/antibiotics.49.958
[2] MINORU ISHIKAWA. Pseurotin A and its analogues as inhibitors of immunoglobuline E production[J]. Bioorganic & Medicinal Chemistry Letters, 2009, 19 5: Pages 1457-1460. DOI:10.1016/j.bmcl.2009.01.029
[3] KOMAL ANJUM . Antiglioma pseurotin A from marine Bacillus sp. FS8D regulating tumour metabolic enzymes[J]. Natural Product Research, 2018, 32 11: Pages 1353-1356. DOI:10.1080/14786419.2017.1343329
[4] KAI CHEN. Pseurotin A Inhibits Osteoclastogenesis and Prevents Ovariectomized-Induced Bone Loss by Suppressing Reactive Oxygen Species.[J]. Theranostics, 2019, 9 6: 1634-1650. DOI:10.7150/thno.30206

pseurotinSupplier

J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Email
jkinfo@jkchemical.com
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
BioBioPha Co., Ltd.
Tel
0871-65217109 13211707573;
Email
y.liu@mail.biobiopha.com
Shanghai Tauto Biotech Co., Ltd.
Tel
021-51320588
Email
tauto@tautobiotech.com
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Email
info@efebio.com
More
Less

pseurotin(58523-30-1)Related Product Information