Bioorganic Chemistry ( IF 4.5 ) Pub Date : 2020-08-25 , DOI: 10.1016/j.bioorg.2020.104167 You-Sheng Cai 1 , Wan-Xiang Cui 2 , Wei Tang 2 , Yue-Wei Guo 2
One novel sesquiterpenoid containing an unprecedented eight-membered cyclic peroxide motif, sinulatumolin A (1), along with four new related terpenoids, namely sinulatumolins B–E (2–4 and 6), were isolated from South China Sea soft coral Sinularia tumulosa. The structures of all the isolates were elucidated by detailed spectroscopic analysis, chemical transformations, and single X-ray diffraction analysis. Compound 1 represents the first example of sesquiterpene bearing an eight-membered cyclic peroxide ring from soft coral. All the new compounds isolated were evaluated for their anti-inflammatory activity. Compounds 1, 3, 4 and 6 displayed significant TNF-α inhibitory activity being comparable with that of the positive control dexamethasone (IC50 = 8.7 μM), with IC50 values of 7.5, 2.6, 5.5, and 3.6 μM, respectively.