Li Huayue, Han Xiao, Dong Yujing, Xu Shanshan, Chen Chao, Feng Yingang, Cui Qiu, Li Wenli
Key Laboratory of Marine Drugs, Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China.
Laboratory for Marine Drugs and Bioproducts of Qingdao National Laboratory for Marine Science and Technology, Qingdao 266237, China.
ACS Omega. 2021 Jan 8;6(2):1093-1098. doi: 10.1021/acsomega.0c03389. eCollection 2021 Jan 19.
Bacillaenes are a class of poly-unsaturated enamines produced by strains that are notoriously unstable toward light, oxygen, and normal temperature. Herein, in an in-depth study of this highly unstable chemotype, the stability and biological function of bacillaenes were investigated. The structure change of the bacillaene scaffold was tracked by time-course H NMR data analysis coupled with the differential analysis of 2D-NMR spectra method, which was demonstrated to be a "domino" effect triggered by 4',5'- ( and ) configuration rearranged to trans ( and ). These findings provide the possibility for stabilizing the bacillaene scaffold by chemical modification of its trigger points. In the biofilm assay, compounds and accelerated self-biofilm formation in B-9987 at low concentrations of 1.0 and 0.1 μg/mL. Interestingly, bacillaenes play dual roles as antibiotic and biofilm enhancers in a dose-dependent manner, both of which serve in the self-protection of .
杆菌烯是一类由菌株产生的多不饱和烯胺，这类菌株对光、氧气和常温非常不稳定。在此，针对这种高度不稳定的化学类型进行了深入研究，对杆菌烯的稳定性和生物学功能展开了调查。通过时间进程的¹H NMR数据分析以及二维NMR光谱方法的差异分析来追踪杆菌烯骨架的结构变化，结果表明这是由4',5'-（顺式和反式）构型重排为反式（顺式和反式）引发的“多米诺”效应。这些发现为通过对其触发点进行化学修饰来稳定杆菌烯骨架提供了可能性。在生物膜测定中，化合物[具体化合物未给出]和[具体化合物未给出]在低浓度1.0和0.1μg/mL时加速了B-9987中自身生物膜的形成。有趣的是，杆菌烯以剂量依赖的方式同时发挥抗生素和生物膜增强剂的双重作用，这两者都有助于[具体菌株未给出]的自我保护。
