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Rubesanolides F and G: Two Novel Lactone-Type Norditerpenoids from Isodon rubescens
Authors:Kang He  Juan Zou  Yu-Xue Wang  Chen-Liang Zhao  Jiang-Hai Ye  Jing-Jie Zhang  Lu-Tai Pan  Hong-Jie Zhang
Institution:1.The Key Laboratory of Miao Medicine of Guizhou Province, Guizhou University of Traditional Chinese Medicine, Guiyang 550025, China; (K.H.); (J.Z.); (Y.-X.W.); (C.-L.Z.); (J.-H.Y.); (J.-J.Z.);2.School of Chinese Medicine, Hong Kong Baptist University, Kowloon, Hong Kong, China
Abstract:A phytochemical investigation of the leaves of the medicinal plant Isodon rubescens led to the isolation of the two new degraded abietane lactone diterpenoids rubesanolides F (1) and G (2). Their structures were elucidated based on the analyses of the HRESIMS and 1D/2D NMR spectral data, and their absolute configurations were determined by ECD spectrum calculations and X-ray single crystal diffraction methods. Compounds 1 and 2, with a unique γ-lactone subgroup between C-8 and C-20, were found to form a carbonyl carbon at C-13 by removal of the isopropyl group in an abietane diterpene skeleton. Rubesanolide G (2) is a rare case of abietane that possesses a cis-fused configuration between rings B and C. The two isolates were evaluated for their biological activities against two cancer cell lines (A549 and HL60), three fungal strains (Candida alba, Aspergillus niger and Rhizopus nigricans) and three bacterial strains (Escherichia coli, Staphylococcus aureus and Bacillus subtilis).
Keywords:Isodon rubescens  norditerpenoids  ECD calculation  single-crystal X-ray diffraction  biological activities
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