Structural elucidation, total synthesis, and cytotoxic activity of effphenol A
Hongxin Liu, Shanchong Chen, Xiao Zhang, Chunmao Dong, Yuchan Chen, Zhaoming Liu, Haibo Tan, Weimin Zhang
Abstract
A highly substituted phenol derivative, effphenol A (1), was isolated from the deep-sea-derived fungus Trichobotrys effuse FS524. Its complete structural assignment was established through a combination of spectroscopic analysis together with single-crystal X-ray diffraction experiments and further unequivocally confirmed by a biomimetic total synthesis. Structurally, effphenol A possesses a poly-substituted 6-5/6/6 tetracyclic ring system, which represents the first case of such a skeleton found in nature. Furthermore, the cytotoxic activity of effphenol A (1) toward four human cancer cell lines was assayed.
Topics & Concepts
ChemistryCytotoxic T cellStereochemistryDerivative (finance)Ring (chemistry)Cancer cell linesPhenolFungusSkeleton (computer programming)Cancer cellCancerBiochemistryOrganic chemistryIn vitroAnatomyGeneticsEconomicsFinancial economicsBiologyBotanyMedicineMicrobial Natural Products and BiosynthesisMarine Sponges and Natural ProductsFungal Biology and Applications