Diels–Alder adducts of a labdane diterpenoid from the Chinese liverwort Pallavicinia subciliata. Issue 7 (22nd February 2022)

• Record Type: Journal Article
• Authors: Liu, Shu-Gong; Zhang, Chun-Yang; Zhou, Jin-Chuan; Han, Jing-Jing; Zhu, Ming-Zhu; Zhang, Jiao-Zhen; Li, Yi; Xu, Ze-Jun; Meng, Hui; Wang, Xue; Zong, Yan; Yuan, Shuang-Zhi; Qiao, Ya-Nan; Tang, Ya-Jie; Lou, Hong-Xiang
• Is Part Of: Organic chemistry frontiers. Volume 9:Issue 7(2022)
• Page Start: 1790
• Page End: 1796
• Publication Date: 2022-02-22
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d1qo01891d
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A 7, 8- seco -2, 8-cyclolabdane diterpenoid, pallasubcin A (1 ), and three pallasubcin A-derived dimers, pallasubcins B–D (2–4 ), formed via a Diels–Alder reaction, were isolated from the Chinese liverwort Pallavicinia subciliata . Abstract : A 7, 8- seco -2, 8-cyclolabdane diterpenoid, pallasubcin A (1 ), and three rare pallasubcin A-derived dimers, pallasubcins B–D (2–4 ), formed via a Diels–Alder reaction between C-12–C-14′ and C-15–C-15′ were isolated from the Chinese liverwort Pallavicinia subciliata . Their structures were elucidated by comprehensive spectroscopic analysis, X-ray single crystal diffraction, and ECD calculations. Plausible biogenetic pathways are presented for all compounds. Preliminary anti-inflammatory determinations showed that compound 2 exhibited strong activity under nontoxic concentrations with a 73.03% (25 μ M) maximum inhibition rate of NO production on LPS-induced RAW 264.7 murine macrophages.