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Four undescribed polycyclic polyprenylated acylphloroglucinols isolated from Hypericum subalatum and their
Mengyu Chen1, Chiyun Zhu2, Xinjue Xu1
1School of Chinese Materia Medica, Nanjing University of Chinese Medicine, Nanjing 210023, PR China; Zhongshan Institute for Drug Discovery, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zhongshan 528400, PR China; State Key Laboratory of Drug Research, and Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, PR China.
Abstract:
A phytochemistry investigation of Hypericum subalatum resulted in the isolation and structural elucidation of ten polycyclic polyprenylated acylphloroglucinols (PPAPs), including four previously undescribed derivatives. Among these, compounds 1 and 2 represent the first examples of PPAPs characterized by having a monoprenyl group at C-3 and a cyclic moiety at C-5. Their structures were unequivocally determined by comprehensive spectroscopic data analysis, including HRESIMS, 1D and 2D NMR, X-ray single-crystal diffraction, and ECD calculations. Furthermore, evaluated of the available compounds (1-3, 5, 6, 8 and 10) in an LPS-stimulated BV-2 microglial revealed that compounds 3 and 8 possess anti-neuroinflammatory potential at the indicated concentrations.