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(+/−)-Lucidumone, a COX‑2 Inhibitory Caged Fungal Meroterpenoid from Ganoderma lucidum

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journal contribution
posted on 26.09.2019, 03:04 by Yong-Ming Yan, Hao-Xing Zhang, Huan Liu, Yan Wang, Jing-Bo Wu, Yan-Peng Li, Yong-Xian Cheng
(±)-Lucidumone (1), an enantiomeric meroterpenoid possessing an unprecedented skeleton comprising a fused 6/5/6/6/5 polycyclic system, was isolated from Ganoderma lucidum and structurally identified. The absolute configuration of (−)-1 was assigned by single-crystal X-ray crystallography. A plausible biosynthetic pathway for 1 is proposed. A chemical biology approach reveals that (−)-1 selectively inhibits COX-2 by directly binding with an amino acid residue of Tyr385, representing a new structure scaffold of COX-2 inhibitors.