Organic Letters
Organic Letters
5 years ago

Walrobsins A and B, Two Anti-inflammatory Limonoids from Root Barks of Walsura robusta

Walrobsins A and B, Two Anti-inflammatory Limonoids from Root Barks of Walsura robusta
Rui-Jun Li, Ming-Hua Yang, Jun Luo, Yong Yin, Dong-Mei Sun, Ling-Yi Kong, Miao-Miao Zhou, Fa-Liang An
Walrobsins A (1) and B (2), two limonoids featuring an unprecedented 5-oxatricyclo[5.4.11,4]hendecane ring system, were isolated from the root barks of Walsura robusta. Their structures, including their absolute configurations, were determined by analyses of HR-ESIMS, 1D/2D NMR, and X-ray crystallography. Compounds 1 and 2 possessed a stable hemiketal structure formed between the OH-11 and 3-carbonyl group in the hexatomic oxoheterocyclic ring. Compound 1 showed significant anti-inflammatory activity with an IC50 value of 7.8 μM and inhibited the expression of iNOS and IL-1β in a dose-dependent manner.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02173

DOI: 10.1021/acs.orglett.7b02173

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