悲霉素 I-S，十一新的由简单青霉产生的喹诺酮类生物碱及其对 NO 产生的抑制活性。
Pesimquinolones I-S, eleven new quinolone alkaloids produced by Penicillium simplicissimum and their inhibitory activity on NO production.
机构信息
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China; Hubei Hualong Bio-Chemical Pharmaceutical Limited Company, Xiaogan 432800, People's Republic of China.
出版信息
Bioorg Chem. 2021 Mar;108:104635. doi: 10.1016/j.bioorg.2021.104635. Epub 2021 Jan 8.
Eleven undescribed quinolone alkaloids, pesimquinolones I-S (1-4 and 6-12), as well as eleven known congeners (5 and 13-22), were isolated from the solid culture broth of the fungus Penicillium simplicissimum. Their chemical structures with absolute configurations were established by a combination of NMR spectroscopy, single-crystal X-ray crystallography, and modified Mosher's methods. Pesimquinolones I-K (1-3) represent the first examples of natural occurring quinolone alkaloids that possess a 6/6/6/6 tetracyclic ring system. The anti-inflammatory activities of selected compounds on LPS-induced nitric oxide (NO) production in adherent cells were evaluated. Compounds 1 and 2 showed suppressive effects on the production of NO, with IC values of 10.13 and 8.10 μM, respectively.
从真菌 Penicillium simplicissimum 的固体培养物中分离到了 11 种未被描述的喹诺酮生物碱，即 pesimquinolones I-S（1-4 和 6-12），以及 11 种已知的同系物（5 和 13-22）。通过 NMR 光谱、单晶 X 射线晶体学和改进的 Mosher 方法的组合，确定了它们的化学结构和绝对构型。Pesimquinolones I-K（1-3）代表了具有 6/6/6/6 四环系统的天然存在的喹诺酮生物碱的第一个例子。对选定化合物在 LPS 诱导的贴壁细胞中一氧化氮（NO）产生的抗炎活性进行了评估。化合物 1 和 2 对 NO 的产生具有抑制作用，IC 值分别为 10.13 和 8.10 μM。
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