Heterocycles [h]-fused onto 4-oxoquinoline-3-carboxylic acid. Part XII: synthesis of 5-fluoro-7-oxodihydo[1,3,4] thiadiazino [5,6-h] quinoline-8-carboxylic acid and ester

被引:1
|
作者
El-Abadelah, Mustafa M. [1 ]
Abadleh, Mohammed M. [3 ]
Awwadi, Firas F. [1 ]
Sabri, Salim S. [1 ]
Voelter, Wolfgang [2 ]
机构
[1] Univ Jordan, Dept Chem, Fac Sci, Amman 11942, Jordan
[2] Univ Tubingen, Interfak Inst Biochem, Hoppe Seyler Str 4, D-72076 Tubingen, Germany
[3] Univ Petra, Fac Pharm, Pharmaceut Med Chem & Pharmacognosy, Amman 11196, Jordan
来源
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES | 2018年 / 73卷 / 01期
关键词
7-chloro-8-nitroquinolone; antibacterial activity; dithizone; Smiles rearrangement; X-ray structure determination; X-RAY-STRUCTURE; ANTIBACTERIAL ACTIVITY; CONVENIENT SYNTHESIS; FACILE SYNTHESIS; DERIVATIVES; INVITRO; MODEL; FLUOROQUINOLONES; QUINOLONES; AGENTS;
D O I
10.1515/znb-2017-0136
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Direct interaction of dithizone with 7-chloro-6-fluoro-8-nitro-4-oxoquinoline-3-carboxylic acid or with its ester delivered the corresponding novel 1,3,4-thiadiazino [5,6-h] quinoline 3-carboxylic acid, or its ester which was then hydrolyzed to the respective acid. Structures of the latter tricyclic hybrids were deduced from analytical and spectral data and confirmed by single crystal X-ray structure determination of the ester derivative. The free acid showed moderate activity against Staphylococcus aureus with a MIC value of 25 mu g mL(-1).
引用
收藏
页码:23 / 28
页数:6
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