Lomonosov Institute of Fine Chemical Technologies, MIREA-Russian Technological University, 119454 Moscow, Russia.
Federal Research and Clinical Center of Physico-Chemical Medicine, 1a Malaya Pirogovskaya Street, 119435 Moscow, Russia.
Molecules. 2022 Jul 29;27(15):4864. doi: 10.3390/molecules27154864.
The previously reported as well as newly synthesized derivatives of the 1-oxa-9-azaspiro[5.5]undecane were employed in the synthesis of thirty-six derivatives of ciprofloxacin using commercially available 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid and the literature protocol involving the preparation of boron chelate complex to facilitate nucleophilic aromatic substitution. All new fluoroquinolone derivatives were tested against two gram-positive as well as three gram-negative strains of bacteria. With the activity spectrum of the new derivatives being substantially narrower than that of ciprofloxacin, compounds were distinctly active against two of the five strains: gram-negative 987 and gram-positive 138. Towards these two strains, a large group of compounds displayed equal or higher potency than ciprofloxacin.
先前报道的以及新合成的 1-氧杂-9-氮杂螺[5.5]十一烷衍生物被用于使用市售的 7-氯-1-环丙基-6-氟-4-氧代-1,4-二氢喹啉-3-羧酸和文献中涉及制备硼螯合配合物以促进亲核芳香取代的方法合成三十六种环丙沙星衍生物。所有新的氟喹诺酮衍生物都针对两种革兰氏阳性菌和三种革兰氏阴性菌进行了测试。由于新衍生物的活性谱明显比环丙沙星窄，因此化合物对五种菌株中的两种（革兰氏阴性菌 987 和革兰氏阳性菌 138）具有明显的活性。对于这两种菌株，一大组化合物显示出与环丙沙星相等或更高的效力。
