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+
151271-53-3Relevant 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