Four new diterpenoids from the twigs and leaves of Phyllanthus acidus. (2nd July 2021)

• Record Type: Journal Article
• Authors: Yuan, Yu-Rong; Li, Yan-Wen; Huang, Yi-Qi; Liu, Qun-fang; Ren, Yu-Hao; Yue, Jian-Min; Zhou, Bin
• Is Part Of: Tetrahedron. Volume 91(2021)
• Publication Date: 2021-07-02
• Subjects: Phyllanthus acidus -- Cleistanthane-type diterpenoid -- ECD calculation -- Biosynthetic pathway -- Cytotoxicity; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2021.132224
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: Four new ent -cleistanthane type diterpenoids, phyacioids A–D (1 –4 ), along with two known analogues (5 and 6 ) were isolated from the powered twigs and leaves of Phyllanthus acidus . Compound 1 was characterized as the third reported structure that possesses a 4, 5- seco -20(10 → 5)- abeo -( ent )-cleistanthane scaffold, and compounds 2 and 3 feature a rare alkynyl group. The structures of 1 –4 were assigned by spectroscopic data, with their absolute structures being determined through electric circular dichroism (ECD) calculations. Compounds 3, 5 and 6 showed moderate cytotoxicity with IC50 values ranging from 13.8 to 36.0 μ M. Graphical abstract: Image 1 Highlights: Four novel ent -cleistanthane diterpenoids were isolated from the twigs and leaves of Phyllanthus acidus. The plausible biosynthetic pathway of compounds 1 – 6 were proposed. Compounds 3, 5 and 6 exhibited moderate cytotoxic activity with IC50 values ranging from 13.8 to 36.0 μ M.