Terreuspyridine: An Unexpected Pyridine-Fused Meroterpenoid Alkaloid with a Tetracyclic 6/6/6/6 Skeleton from <i>Aspergillus terreus</i>
Huaqiang Li, Wenya Feng, Xiaoxin Li, Xin Kang, Shan Yan, Menghang Chao, Shuyuan Mo, Weiguang Sun, Yuanyuan Lu, Chunmei Chen, Jianping Wang, Hucheng Zhu, Yonghui Zhang
Abstract
Terreuspyridine (1), the first 3,5-demethylorsellinic acid (DMOA) derived meroterpenoid alkaloid, was isolated from the fungus Aspergillus terreus, which represents a new type of meroterpenoid possessing an unexpected tetracyclic 6/6/6/6 architecture. The structure of 1 with absolute configuration was determined by X-ray diffraction analysis. Biogenetically, it was proposed to be derived from the fusion of a DMOA-meroterpenoid and a glutamate. Terreuspyridine (1) exhibited moderate inhibitory activity against the BChE with an IC50 value of 16.4 μM.
Topics & Concepts
Aspergillus terreusChemistryStereochemistryAlkaloidPyridineFungusAbsolute configurationOrganic chemistryBotanyBiochemistryBiologyMicrobial Natural Products and BiosynthesisCholinesterase and Neurodegenerative DiseasesChemical synthesis and alkaloids