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151271-53-3

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151271-53-3 Usage

Description

UK 1, also known as an unusual bis-benzoxazole metabolite, is isolated from a species of Streptomyces. It is characterized by its good antitumor activity and lack of antimicrobial activity. UK 1 functions as a magnesium ion-dependent, DNA binding agent and an inhibitor of human topoisomerase II, making it a potential candidate for various pharmaceutical applications.

Uses

Used in Anticancer Applications:
UK 1 is used as an antitumor agent for its ability to inhibit human topoisomerase II, which plays a crucial role in DNA replication and transcription. By targeting this enzyme, UK 1 can potentially disrupt cancer cell processes and exhibit antitumor activity.
Used in Pharmaceutical Industry:
UK 1 is used as an antibiotic and antifungal inhibitor of topoisomerase II for its potential to combat various diseases caused by bacteria and fungi. Its topoisomerase II inhibitory properties make it a valuable compound in the development of new drugs to treat infections.

Biological Activity

uk 1, an unusual bis-benzoxazole metabolite isolated from streptomyces sp. 517-02, is an inhibitor of topoisomerase ii (topo ii) and hepatitis c viral replication. it is an antifungal and an antibiotic, and displays a wide spectrum of potent anticancer activities against lymphoma, leukemia, and certain solid tumor-derived cell lines with ic50 values as low as 20 nm. however, uk 1 is devoid of antimicrobial activity and is inactive against pseudomonas aeruginosa and staphylococcus aureus, a methicillin-resistant strain of s. aureus. additionally, uk-1 can bind a wide variety of di- and tri-valent metal ions, particularly mg2+ ions, and form complexes with dna in the presence of mg2+ ions. topo ii are atp-dependent enzymes, which can simultaneously cut both strands of the dna helix to manage dna supercoils and tangles.

in vitro

uk 1 strongly blocked the growth of human epitheloid carcinoma hela, mouse melanoma b16, mouse leukemia p388 cells with ed50 values of 1.22 μg/ml, 1.17 μg/ml, and 0.11 μg/ml, respectively. uk 1 did not display any growth inhibitory activity against bacteria, fungi and yeasts up to 100 μg/ml [1].

references

[1]. ueki, m., ueno, k., miyadoh, s., abe, k., shibata, k., taniguchi, m., & oi, s. uk-1, a novel cytotoxic metabolite from streptomyces sp. 517-02. i. taxonomy, fermentation, isolation, physico-chemical and biological properties. the journal of antibiotics. 1993; 46(7): 1089-1094.

Check Digit Verification of cas no

The CAS Registry Mumber 151271-53-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,1,2,7 and 1 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 151271-53:
(8*1)+(7*5)+(6*1)+(5*2)+(4*7)+(3*1)+(2*5)+(1*3)=103
103 % 10 = 3
So 151271-53-3 is a valid CAS Registry Number.
InChI:InChI=1/C22H14N2O5/c1-27-22(26)14-8-5-11-17-19(14)24-21(29-17)13-7-4-10-16-18(13)23-20(28-16)12-6-2-3-9-15(12)25/h2-11,23H,1H3/b20-12+

151271-53-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl 2-[2-(6-oxocyclohexa-2,4-dien-1-ylidene)-3H-1,3-benzoxazol-4-yl]-1,3-benzoxazole-4-carboxylate

1.2 Other means of identification

Product number -
Other names [2,4'-Bibenzoxazole]-4-carboxylicacid,2'-(2-hydroxyphenyl)-,methyl ester

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:151271-53-3 SDS

151271-53-3Downstream Products

151271-53-3Relevant articles and documents

Synthetic method of anticancer drug UK-1

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Page/Page column 7-8, (2018/03/26)

The invention discloses a synthetic method of an anticancer drug UK-1. The method comprises the following steps: mixing a methyl 2-amino-3-hydroxybenzoate compound, an aldehyde and a molecular sieve to generate a mixture; performing heating reflux on the

UK-1 analogues: methods of preparation and use

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Page 9; sheet 2, (2010/02/10)

The present invention includes a number of structural analogues of UK-1. A comparision of the anticancer activity of the UK-1 analogues with their ability to inhibit the growth of methicillin-sensitive and methicillin-resistant Staphylococcus aureus demon

Synthesis and evaluation of anticancer benzoxazoles and benzimidazoles related to UK-1

Kumar, Devinder,Jacob, Melissa R.,Reynolds, Michael B.,Kerwin, Sean M.

, p. 3997 - 4004 (2007/10/03)

UK-1 is a structurally unique bis(benzoxazole) natural product isolated from a strain of Streptomyces. UK-1 has been reported to possess anticancer activity but no activity against bacteria, yeast, or fungi. Previous work has also demonstrated the ability

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