Name: (R)-Oxiran-2-ylmethanolOn October 15, 2019 ,《Design, synthesis and antibacterial evaluation of novel 15-membered 11a-azahomoclarithromycin derivatives with the 1,2,3-triazole side chain》 was published in European Journal of Medicinal Chemistry. The article was written by Qin, Yinhui; Teng, Yuetai; Ma, Ruixin; Bi, Fangchao; Liu, Zhiyang; Zhang, Panpan; Ma, Shutao. The article contains the following contents:
Macrolides are widely prescribed in clinic to treat various respiratory tract infections. However, due to their inappropriate use, the prevalence of macrolide-resistant strains among clin. isolates has become a concern for public health. Therefore, novel macrolides skeleton structures against resistant pathogens are badly needed. Thus, three series of novel 15-membered 11a-azahomoclarithromycin derivatives with the 1,2,3-triazole side chain were designed and synthesized through creatively opening the ring of clarithromycin (CAM), expanding the ring properly, and introducing a suitable side chain of 1,2,3-triazole at the C12 and C13 positions; they were then evaluated for their antibacterial activity. The antibacterial results indicated that compounds I (R = Q, Q1, Q2) (II) possessed strong antibacterial activity against Staphylococcus aureus ATCC25923 (0.25 μg/mL) and Bacillus subtilis ATCC9372 (0.25 μg/mL). Furthermore, compounds I (R = Q3) (III) and I (R = Q4) (IV) were found to exhibit promising potent activity (8 μg/mL) against Streptococcus pneumonia AB11 expressing the ermB and mefA genes. In addition, the determination of min. bactericidal concentration (MBC) indicated that the most promising compounds II-IV were excellent bacteriostatic agents. The bactericidal curve showed that III exhibited antibacterial activity through bacteriostatic mechanism. Finally, II were confirmed to be non-toxic to MCF-7 breast cancer cells up to a concentration of 32 μg/mL in preliminary cytotoxicity assay. In summary, II-IV can serve as lead compounds to provide a new perspective for further structural optimization. In the part of experimental materials, we found many familiar compounds, such as (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Name: (R)-Oxiran-2-ylmethanol)
(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Name: (R)-Oxiran-2-ylmethanol
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