In course of our screening for new secondary metabolites from ecological niche specialized, phytopathogenic fungi, the plant pathogen Elsinoё pyri, strain 2203C, was found to produce four novel compounds (1-4), which were named elsinopirins A-D, in addition to the known metabolite elsinochrome A (5). After isolation by preparative high-performance liquid chromatography (HPLC), their structures,...

Described herein are the first total syntheses of (±)-dracocephalone A (1) and (±)-dracocequinones (4) B (5). The synthesis was initially envisioned as proceeding through an intramolecular isobenzofuran Diels–Alder reaction, a strategy that eventually evolved into Lewis acid-promoted spirocyclization. This highly diastereoselective transformation set stage for trans-decalin formation late-stage...

An analysis of the antibacterial activities of 15 terpenoids, eleven of which were previously described by us and four were extracted from the literature, suggested two structural requirements for activity of these and related compounds: a hydrophobic moiety,consisting of a substituted decalin skeleton, and a hydrophilic region possessing one hydrogen-bond-donor group. These structural requirem...

Six new compounds with polyketide decalin ring, peaurantiogriseols A-F (1-6), along with two known compounds, aspermytin A (7), 1-propanone,3-hydroxy-1- (1,2,4a,5,6,7,8,8a-octahydro-2,5-dihydroxy-1,2,6-trimethyl-1-naphthalenyl) (8), were isolated from the fermentation products of mangrove endophytic fungus Penicillium aurantiogriseum 328#. Their structures were elucidated based on their structu...

results of the bromination and dehydrobromination of several angular methylated decalindiones are described. the key reaction, base-induced cyclization of the monobromo keto ester (3), and the dibromo ketone (4), leads to the formation of tricyclic systems (6) and (9) respectively.