Tsushima T, Kawada K, Tsuji T, Tawara K
J Med Chem. 1985 Feb;28(2):253-6. doi: 10.1021/jm00380a019.
Both threo and erythro 1-fluorodehydroxylated chloramphenicol analogues were synthesized and tested for antimicrobial activity. None showed antibacterial or antifungal activity, clearly demonstrating that substitution of the secondary hydroxyl group with fluorine abolishes the antibacterial activity of the parent compound, chloramphenicol. This finding sharply contrasts with that of previous workers, in which fluorination of the 3-hydroxyl group enhanced antibacterial activity against many chloramphenicol-resistant strains.
合成了苏式和赤式1-氟脱羟基氯霉素类似物，并对其抗菌活性进行了测试。两者均未表现出抗菌或抗真菌活性，这清楚地表明，用氟取代仲羟基会消除母体化合物氯霉素的抗菌活性。这一发现与之前研究者的结果形成了鲜明对比，他们发现3-羟基的氟化增强了对许多耐氯霉素菌株的抗菌活性。
