Two Novel Secoergosterols from the Fungus Tylopilus plumbeoviolaceus

Abstract

Two novel secoergosterols, 3β-hydroxy-8α,9α-oxido-8,9-secoergosta-7,9(11),22-triene (tylopiol A) (1) and 3β-hydroxy-8α,9α-oxido-8,9-secoergosta-7,22-dien-12-one (tylopiol B) (2), were isolated from the fresh fruit bodies of Tylopilus plumbeoviolaceus, along with three known compounds, ergosta-7,22-dien-3β-ol, uridine, and allitol. Their structures were elucidated by NMR techniques, including ¹H NMR, ¹³C NMR, HMQC, HMBC, and MS. The structure and stereochemistry of compound 1 were demonstrated by X-ray crystallography.