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一种用于锌离子的喹唑啉基螯合配体的开发及其在锌离子配位化合物验证中的应用。

Development of a quinazoline-based chelating ligand for zinc ion and its application to validation of a zinc-ion-coordinated compound.

作者信息

Yamada Hiroshi, Shirai Akina, Kato Keisuke, Kimura Junko, Ichiba Hideaki, Yajima Takehiko, Fukushima Takeshi

机构信息

Department of Analytical Chemistry, Faculty of Pharmaceutical Sciences, Toho University.

出版信息

Chem Pharm Bull (Tokyo). 2010 Jun;58(6):875-8. doi: 10.1248/cpb.58.875.

DOI:10.1248/cpb.58.875
PMID:20523005
Abstract

A novel fluorescent chelating ligand, 2,4-[bis-(2-hydroxy-3-methoxybenzylidene)]-dihydrazinoquinazoline (HBQZ), was synthesized, and the fluorescence characteristics of its complex with metal ions were investigated. Among the 36 different metal ions tested in this study, it was found that HBQZ emits intense fluorescence at 506 nm with an excitation wavelength of 414 nm in the presence of Zn2+. The fluorescence intensity was almost constant in the pH range 3.5-10.5. Complexes of other metal ions with HBQZ did not show fluorescence, and the detection limit of Zn2+ was approximately 250 nM (16 ppb). The proposed method was applied to the validation test of a bioactive compound containing Zn2+ in its structure--an antibacterial and antifungal reagent, zinc pyrithione (ZnPT). In order to effectively release Zn2+ from ZnPT, a pretreatment procedure involving heating with H3PO4 at 100 degrees C for 60 min was adopted. Under these conditions, a linear calibration curve was obtained in the ZnPT concentration range of 0.79-15.7 microM (0.25-5.0 ppm); the correlation coefficient and the relative standard deviation were 0.996 and within 3.1% (n=5), respectively.

摘要

合成了一种新型荧光螯合配体2,4-[双-(2-羟基-3-甲氧基亚苄基)]-二肼基喹唑啉(HBQZ),并研究了其与金属离子形成的配合物的荧光特性。在本研究测试的36种不同金属离子中,发现HBQZ在Zn2+存在下,激发波长为414nm时,在506nm处发出强荧光。在pH值3.5 - 10.5范围内,荧光强度几乎恒定。其他金属离子与HBQZ形成的配合物不显示荧光,Zn2+的检测限约为250 nM(16 ppb)。该方法应用于结构中含有Zn2+的生物活性化合物——抗菌和抗真菌试剂吡啶硫酮锌(ZnPT)的验证试验。为了从ZnPT中有效释放Zn2+,采用了在100℃下用H3PO4加热60分钟的预处理程序。在此条件下,在ZnPT浓度范围为0.79 - 15.7 microM(0.25 - 5.0 ppm)内获得了线性校准曲线;相关系数和相对标准偏差分别为0.996和3.1%以内(n = 5)。

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