Isolation of Bioactive Steroids from theStropharia rugosoannulataMushroom and Absolute Configuration of Strophasterol B

Abstract

The absolute configuration of strophasterol B (1) isolated from the fruiting bodies of Stropharia rugosoannulata was determined by an X-ray crystallographic analysis. Three compounds (2 to 4) were isolated from the mushroom which suppressed or promoted lettuce growth.

Synthesis of Strophasterol A Guided by a Proposed Biosynthesis and Innate Reactivity

“…[3] Thep resenilins (6-8 transmembrane proteins) are mainly localized to the endoplasmic reticulum, where they are part of the g-secretase protein complex that cleaves APP to generate Ab peptides.T he resulting amyloidogenic peptides can damage neurons by inducing membrane-associated oxidative stress,t hereby rendering neurons vulnerable to Ca 2+ overload, particularly under conditions of impaired mitochondrial energy production. [6] While the structures of the former two (strophasterols Aand B, 1A and 1B)h ave been unequivocally determined by singlecrystal X-ray diffraction, [7] thes tructures of strophasterols C and D( 1C and 1D)r emain uncertain with regard to their relative and absolute configuration. [5] Strophasterols A-D (1A-D;F igure 1), four secosterols with an unprecedented carbon skeleton, have recently been isolated from the mushroom Stropharia rugosoannulata, which is abundant in the northern temperate zone.…”

A new compound from the mushroom Tricholoma flavovirens

“…Great Lakes 366; Takii Co., Ltd., Japan) were used in this study. Bioassay: growth regulating activity against lettuce [1][2][3] .…”

“…A novel compound (1) and a known one (2) were isolated from the fruiting bodies of Tricholoma flavovirens. Their structures were determined by the interpretation of spectroscopic data.…”

“…We are interested in biological activity of components from mushroom towards plants and have reported isolation of some compounds that regulate lettuce growth. [1][2][3] Using the assay, evaluating growth-regulating activity towards lettuce, we screened extracts of various mushrooms and found relatively strong inhibitory activity in hexane soluble part of the extracts of the mushroom Tricholoma flavovirens.…”

Terpenoids and Sterols from Mushrooms

“…Wu et al [61,62] reported the isolation of four new sterols having a very unique and unprecedented carbon skeleton, strophasterols A-D (95-98), from the fruiting bodies of Stropharia rugosoannulata (Fig. 1.15).…”