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14-Norpseurotin A

CAS# 1031727-34-0

14-Norpseurotin A

Catalog No. BCN7262----Order now to get a substantial discount!

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Quality Control of 14-Norpseurotin A

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Chemical structure

14-Norpseurotin A

3D structure

Chemical Properties of 14-Norpseurotin A

Cas No. 1031727-34-0 SDF Download SDF
PubChem ID 24900163 Appearance Powder
Formula C21H23NO8 M.Wt 417.41
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (5S,8S,9R)-8-benzoyl-2-[(Z,1S,2S)-1,2-dihydroxypent-3-enyl]-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione
SMILES CC=CC(C(C1=C(C(=O)C2(O1)C(C(NC2=O)(C(=O)C3=CC=CC=C3)OC)O)C)O)O
Standard InChIKey FCGCMRDADMTJIM-LFDIKFNASA-N
Standard InChI InChI=1S/C21H23NO8/c1-4-8-13(23)14(24)15-11(2)16(25)20(30-15)18(27)21(29-3,22-19(20)28)17(26)12-9-6-5-7-10-12/h4-10,13-14,18,23-24,27H,1-3H3,(H,22,28)/b8-4-/t13-,14-,18+,20+,21+/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of 14-Norpseurotin A

The cultures of Aspergillus fumigatus.

Biological Activity of 14-Norpseurotin A

Description1. 14-Norpseurotin A shows good antileishmanial and moderate anticancer activities. 2. 14-Norpseurotin A can significantly induce neurite outgrowth of rat pheochromocytoma cells (PC12) at a 10.0 microM concentration. 3. 14-Norpseurotin A displays significant antimicrobial activities against Escherichia coli, Bacillus subtilis, and Micrococcus lysoleikticus with MICs of 3.74, 14.97, and 7.49 microM , respectively.
TargetsAntifection

14-Norpseurotin A Dilution Calculator

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14-Norpseurotin A Molarity Calculator

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Preparing Stock Solutions of 14-Norpseurotin A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3957 mL 11.9786 mL 23.9573 mL 47.9145 mL 59.8932 mL
5 mM 0.4791 mL 2.3957 mL 4.7915 mL 9.5829 mL 11.9786 mL
10 mM 0.2396 mL 1.1979 mL 2.3957 mL 4.7915 mL 5.9893 mL
50 mM 0.0479 mL 0.2396 mL 0.4791 mL 0.9583 mL 1.1979 mL
100 mM 0.024 mL 0.1198 mL 0.2396 mL 0.4791 mL 0.5989 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on 14-Norpseurotin A

Bioactive alkaloids from endophytic Aspergillus fumigatus.[Pubmed:19256529]

J Nat Prod. 2009 Apr;72(4):753-5.

Two new alkaloids, named 9-deacetylfumigaclavine C (1) and 9-deacetoxyfumigaclavine C (2), along with 12 known compounds (3-14), were isolated from the culture of Aspergillus fumigatus. The structures of the new compounds were elucidated by comprehensive spectroscopic analyses. Compound 2 showed selectively potent cytotoxicity against human leukemia cells (K562) with an IC(50) value of 3.1 microM, which was comparable to that of doxorubicin hydrochloride, a presently prescribed drug for the treatment of leukemia. Furthermore, 14-norpseurotin (4) significantly induced neurite outgrowth of rat pheochromocytoma cells (PC12) at a 10.0 microM concentration.

Cytotoxic alkaloids and antibiotic nordammarane triterpenoids from the marine-derived fungus Aspergillus sydowi.[Pubmed:18505285]

J Nat Prod. 2008 Jun;71(6):985-9.

Three new diketopiperazine alkaloids, 6-methoxyspirotryprostatin B (1), 18-oxotryprostatin A (2), and 14-hydroxyterezine D (3), with an oxaspiro[4.4]lactam moiety, 14-Norpseurotin A (4), and the 29-nordammarane triterpenoid 6beta,16beta-diacetoxy-25-hydroxy-3,7-dioxy-29-nordammara-1,17(20)-dien-21-oic acid (5), as well as 12 known compounds (6- 17), were isolated from the ethyl acetate extract of a marine-derived fungal strain, Aspergillus sydowi PFW1-13. The structures of compounds 1- 5 were elucidated by comprehensive spectroscopic analysis. Compounds 1- 3 exhibit weak cytotoxicity against A-549 cells, with IC 50 values of 8.29, 1.28, and 7.31 microM, respectively. Compound 1 also shows slight cytotoxicity against HL-60 cells, with an IC 50 value of 9.71 microM. Compounds 4 and 5 display significant antimicrobial activities against Escherichia coli, Bacillus subtilis, and Micrococcus lysoleikticus with MICs of 3.74, 14.97, and 7.49 microM and 10.65, 5.33, and 10.65 microM, respectively.

Antiparasitic and anticancer constituents of the endophytic fungus Aspergillus sp. strain F1544.[Pubmed:22474943]

Nat Prod Commun. 2012 Feb;7(2):165-8.

With the combined goal of finding the best anti-parasitic and anti-cancer activities as well as isolating the bioactive agents and studying their structures and biological properties, we proceeded to perform a small-scale cultivation of Aspergillus sp. strain F1544 using Potato Dextrose, Malt Extract, Czapek Dox and Eight Vegetables media. From the more promising extracts (obtaining using potato dextrose and czapek dox media in large scale) of this fungus, we isolated the five compounds: pseurotin A (1), 14-Norpseurotin A (2), FD-838 (3), and pseurotin D (4), and fumoquinone B (5). All compounds showed good antileishmanial and moderate anticancer activities.

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