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γ-lactam and γ-lactone-containing sesterterpenoids from Colquhounia coccinea var. mollis with immunosuppressive
Shu-Xi Jing1, Chun-Huan Li1, Yan-Chun Liu2
1State Key Laboratory of Phytochemistry and Natural Medicines, Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, China.
Abstract:
Ten previously undescribed sesterterpenoids (1-10), characterized by α,β-unsaturated-γ-lactam and γ-lactone motifs, were isolated from Colquhounia coccinea var. mollis and their structures were elucidated via spectroscopic analyses (1D/2D NMR, HRMS, ECD) and X-ray crystallography. Biological evaluation identified colquhoulactam A (1) as an inhibitor of IFN-γ secretion in T cells, exhibiting an IC50 value of 12.83 μM and superior activity compared to its γ-lactone analogues. Furthermore, plausible biogenetic pathways were proposed to link lactam-bearing colquhoulactams to colquhounoids, underscoring divergent oxidative modifications in terpenoid biosynthesis.
