Cunlanceloic acids A–D: unprecedented labdane diterpenoid dimers with AChE inhibitory and cytotoxic activities from Cunninghamia lanceolata. Issue 20 (23rd August 2021)

• Record Type: Journal Article
• Authors: Wu, Xing-De; Ding, Lin-Fen; Chen, Bin; Li, Xiao-Nian; Peng, Li-Yan; Zhao, Qin-Shi
• Is Part Of: Organic chemistry frontiers. Volume 8:Issue 20(2021)
• Page Start: 5777
• Page End: 5784
• Publication Date: 2021-08-23
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d1qo00999k
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : Four unprecedented labdane diterpenoid dimers with new carbon skeletons, cunlanceloic acids A–D (1–4 ), were isolated from the cones of Cunninghamia lanceolata . Abstract : Cunlanceloic acid A (1 ), a symmetric terpenoid peroxide bearing an unprecedented dimeric labdane backbone linked through C-16/C-16′ bonds, and cunlanceloic acids B–D (2–4 ), three asymmetric diterpenoid dimers with a new carbon skeleton linked through C12/C-13′ and C-15/C-16′ bonds between two labdane units, were isolated from the cones of Cunninghamia lanceolata . Their structures including absolute configurations were determined by extensive NMR spectroscopy, X-ray diffraction analysis, and chemical transformations. Compound 1 exhibited potent AChE inhibitory activity with an IC50 value of 6.14 ± 0.66 μM and compounds 2 and 3 showed remarkable cytotoxic activities against A-549 and SMMC-7721 cell lines with IC50 values of 5.90–9.21 μM.