Synthesis of ustalic acid, an inhibitor of Na+,K+-ATPase

Abstract

Ustalic acid, an inhibitor of Na + ,K +-ATPase isolated from a poisonous mushroom, was synthesized in 8 steps using the Suzuki-Miyaura coupling and oxidation of methylene acetal as key steps.

Cell-based bioreporter assay coupled to HPLC micro-fractionation in the evaluation of antimicrobial properties of the basidiomycete fungus Pycnoporus cinnabarinus

“…Lloyd (Corticiaceae) (syn. Punctularia strigosozonata) (McMorris & Anchel 1963, 1967Hayakawa et al 2008). The NMR data were in good agreement with those described in the previous reports.…”

Studies on Naturalp-Terphenyls: Total Syntheses of Vialinin A and Terrestrin B

“…For example, 32 underwent hydrolysis under acidic conditions to give 4 0 ,4 00 -dihydroxy-phlebiarubrone (33), have been isolated from a culture of Punctularia atropurpurascens. [38][39][40] The spectral and physical properties of 33 were identical to those of reported 33. On the other hand, reduction of 32 gave corresponding catechol 34 which was immediately acylated to give 35.…”

“…Merck precoated silica gel 60 F 254 plates of 0.25 mm thickness were used for analytical thin-layer chromatography. The solvent extracts were dried with magnesium sulfate, and the solutions were evaporated under reduced pressure at [35][36][37][38][39][40] C.…”

Taxonomic revision of the Japanese <i>Tricholoma ustale</i> and closely related species based on molecular phylogenetic and morphological data

“…The causal toxic compound of Kakishimeji, ustalic acid, was identified (Sano et al, 2002). Ustalic acid inhibits Na + /K + -ATPase purified from porcine cerebral cortex and its crude enzyme extracted from mouse intestinal mucosal cells (Hayakawa, Watanabe, & Kigoshi, 2008), thereby causing digestive troubles such as stomachache, vomiting, and diarrhea in human. In 2000In -2015 incidents of, and 61 persons suffering from, stomach troubles after eating Kakishimeji were reported (Ministry of Health, Labor and Welfare; https://www.mhlw.go.jp/stf/seisakunitsuite/bunya/0000142705.html).…”