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ChemicalBook--->CAS DataBase List--->151271-53-3

151271-53-3

151271-53-3 Structure

151271-53-3 Structure
IdentificationBack Directory
[Name]

UK 1
[CAS]

151271-53-3
[Synonyms]

UK 1
UK 1 (cytotoxin)
2'-(2-Hydroxyphenyl)-[2,4'-bibenzoxazole]-4-carboxylic acid methyl ester
[2,4'-Bibenzoxazole]-4-carboxylic acid, 2'-(2-hydroxyphenyl)-, methyl ester
[Molecular Formula]

C22H14N2O5
[MOL File]

151271-53-3.mol
[Molecular Weight]

386.36
Chemical PropertiesBack Directory
[Melting point ]

209-210℃
[Boiling point ]

541.4±30.0 °C(Predicted)
[density ]

1.396±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

Soluble in DMSO;Soluble in dimethyl formamide
[form ]

solid
[pka]

8.55±0.30(Predicted)
[color ]

White to off-white
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H332-H319
[Precautionary statements ]

P261-P264-P270-P271-P280-P301+P312-P330-P304+P340-P305+P351+P338-P337+P313-P501
Hazard InformationBack Directory
[Uses]

UK-1 is an antibiotic and antifungal inhibitor of topoisomerase II.
[Uses]

UK-1 is an unusual bis-benzoxazole metabolite isolated from a species of Streptomyces. UK-1 exhibits good antitumour activity but is devoid of antimicrobial activity. UK-1 acts as a magnesium ion-dependent, DNA binding agent and inhibitor of human topoisomerase II.
[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].
[storage]

+4°C
[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.
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