Pochonins K–P: new radicicol analogues from Pochonia chlamydosporia var. chlamydosporia and their WNT-5A expression inhibitory activities

Specific inhibition of the halogenase for radicicol biosynthesis by bromide at the transcriptional level in Pochonia chlamydosporia

“…Based on the 1 H-1 H COSY and HMBC spectra, the double bond can be located between C-4 and C-5 and thus 4 was characterized as monocillin IV. All the carbon and proton signals were assigned (Supplementary Table 1), which were in agreement with those previously reported (Shinonaga et al 2009). Similarly, 2, 3 and 5 were confirmed to be monocillins II, III and V (Fig.…”

“…Similarly, 2, 3 and 5 were confirmed to be monocillins II, III and V (Fig. 1a), respectively, by comparison of the NMR data with the literature (Shinonaga et al 2009;Wijeratne et al 2004).…”

“…Based on the corresponding UV and MS spectra, 2-5 were predicted to be monocillins II-V (Fig. 1a) (Shinonaga et al 2009;Wijeratne et al 2004), which have been previously isolated from various fungi (Ayer et al 1980;Shinonaga et al 2009;Wijeratne et al 2004). We also scaled up the culture and isolated 4 for complete NMR analysis.…”

“…1a) is a chlorine-containing polyketide produced by Pochonia chlamydosporia (Shinonaga et al 2009) and several other filamentous fungi (Ayer et al 1980;Evans and White 1966;McCapra et al 1964). It has significant antifungal (Fujita et al 1999) and anticancer activities (Shimada et al 1995), and is a potent heat shock protein 90 (Hsp90) inhibitor (Turbyville et al 2006).…”

ortho-Formylation of oxygenated phenols

“…We wanted to extend this methodology to substituted monoprotected resorcinols, a structural feature found in many natural products and biologically active substances. [232][233][234][235][236][237][238] As a part of the initial hypothesis that the compound 12 was a proton donor to the triaspartic safety catch of pCasp-3, resorcinols aldehydes were thought of as potential building blocks for the condensation with the hydrazide 120 evolving into a compound with two available protons, hence twice the potential activity ( Figure 36). Table 5 and Table 6.…”