Pyrrolidine, Piperazine, and Diazinane Alkaloids from the Marine Bacterium Strain <i>Vibrio ruber</i> ZXR-93
Xiangru Zha,
Yang Li,
Huange Zhao,
Yinfeng Tan,
Songlin Zhou
Affiliations
Xiangru Zha
NHC Key Laboratory of Tropical Disease Control, Engineering Research Center of Tropical Medicine Innovation and Transformation of Ministry of Education, Hainan Provincial Key Laboratory of Research and Development on Tropical Herbs, School of Tropical Medicine, Hainan Medical University, Haikou 571199, China
Yang Li
NHC Key Laboratory of Tropical Disease Control, Engineering Research Center of Tropical Medicine Innovation and Transformation of Ministry of Education, Hainan Provincial Key Laboratory of Research and Development on Tropical Herbs, School of Tropical Medicine, Hainan Medical University, Haikou 571199, China
Huange Zhao
NHC Key Laboratory of Tropical Disease Control, Engineering Research Center of Tropical Medicine Innovation and Transformation of Ministry of Education, Hainan Provincial Key Laboratory of Research and Development on Tropical Herbs, School of Tropical Medicine, Hainan Medical University, Haikou 571199, China
Yinfeng Tan
NHC Key Laboratory of Tropical Disease Control, Engineering Research Center of Tropical Medicine Innovation and Transformation of Ministry of Education, Hainan Provincial Key Laboratory of Research and Development on Tropical Herbs, School of Tropical Medicine, Hainan Medical University, Haikou 571199, China
Songlin Zhou
NHC Key Laboratory of Tropical Disease Control, Engineering Research Center of Tropical Medicine Innovation and Transformation of Ministry of Education, Hainan Provincial Key Laboratory of Research and Development on Tropical Herbs, School of Tropical Medicine, Hainan Medical University, Haikou 571199, China
Four new alkaloids, vibripyrrolidine A (1), vibripiperazine A (2), and vibridiazinane A, B (3, 4), comprising one pyrrolidine, one piperazine, and two diazinane alkaloids, along with two known analogs (5, 6), were isolated from the marine bacterium Vibrio ruber ZXR-93 cultured in ISP2 medium. Their chemical structures were elucidated by analysis of their 1D and 2D NMR, mass spectra, and electronic circular dichroism (ECD) calculations. Compounds 1 and 3–6 showed vigorous antibacterial activity against Staphylococcus aureus, with MIC values ranging from 0.96 to 7.81 μg/mL. Moreover, compound 1 exhibited robust anti-inflammatory activity in vitro using the LPS-induced RAW264.7 macrophage model. All compounds also showed moderate antineoplastic activity against cervical cancer cells (HeLa) and gastric cancer cells (SGC-7901).
