Withasteroids ofPhysalis VI.1H and13C NMR spectra of withasteroids ixocarpalactone A and ixocarpanolide

Induction of Quinone Reductase by Withanolides Isolated from Physalis philadelphica (Tomatillos)

“…The compounds being eluted during this time period exhibited only end absorption in their UV spectra, but prominent MS ions in this region of the chromatogram occurred at m/z 469 (R t 11.9 min), 471 (t R 12.4 min), 487 (t R 11.0 min), and 519 (t R 11.3 min). Based on the MS and UV data obtained from this dereplication experiment, it appeared most likely that the QR-active compounds present in the EtOAc extract of P. philadelphica belonged to the withanolide group, which are known to occur in this species (Subramanian and Sethi, 1973;Tursunova et al, 1977;Kirson et al, 1979;Ascher et al, 1980;Abdullaev et al, 1986). Repeated silica gel flash column chromatography of fraction B led to the isolation of two major withanolides, the novel 2,3-dihydro-3-methoxywithaphysacarpin (1) and the known compound withaphysacarpin (2).…”

“…Previous phytochemical work on P. philadelphica Lam., formerly known as P. ixocarpa Brot. (Waterfall, 1967), has resulted in the isolation of several withanolides, including ixocarpalactones A and B (Kirson et al, 1979), ixocarpanolide (Abdullaev et al, 1986), physalin B (Subramanian and Sethi, 1973), and withaphysacarpin (Subramanian and Sethi, 1973). Withanolides have a limited distribution, having been first isolated from Withania somnifera (L.) Dunal, and subsequently being found primarily in 12 genera of the Solanaceae (Glotter, 1991;Raffauf et al, 1991;Ray and Gupta, 1994).…”