Plantagiolide F, a minor withanolide fromTacca plantaginea

Abstract

A minor new withanolide, named plantagiolide F, was isolated from the whole plant of Tacca plantaginea (Hance). The structure of plantagiolide F was elucidated on the basis of spectroscopic methods including extensive 1- and 2-D NMR experiments.

Third DWF1 paralog in Solanaceae, sterol Δ 24 -isomerase, branches withanolide biosynthesis from the general phytosterol pathway

“…A few other plants outside of the Solanaceae have been reported to produce withanolides: Cassia siamea ( 42 ), Ajuga parviflora ( 43 ), Ajuga bracteosa ( 44 ), Eucalyptus globulus ( 45 ), and Tacca plantaginea ( 46 , 47 ). Withanolides have also been identified in soft corals ( 48 – 50 ).…”

Plantagiolides K–N, three new withanolides and one withanolide glucoside from Tacca plantaginea

“…The UV spectrum of 1 showed absorption at λ max (MeOH) 220 nm, which also implied the presence of carbonyl moieties. The 1 H and 13 C NMR spectral data (Table 1) compound 1 appeared to be a C-28 steroid of withanolide [8,[12][13][14][15]. Comparison of the 1 H and 13 C NMR spectra of 1 with those of plantagiolide D [8] led to find the absence of one methylene, one acetyl group and the appearance of one oxymethine (δ H 4.18; δ C 80.1).…”

“…Our group has obtained a series of taccalonolides, withanolides and steroidal saponins from the three species of Tacca genus (Taccaceae family) [7][8][9][10][11][12]. In the continuing searching for new compounds with better bioactivities, we reinvestigated the chemical constituents of the whole plants of T. Tacca plantaginea and achieved 3 new withanolides and one new withanolide glucoside, together with one known withanolide and 4 withanolide glucosides as well as 2 known taccalonolides (Fig.…”

Eburneolins A and B, new withanolide glucosides from Tricholepis eburnea

“…The withanolides are ergostanolides which are chemically characterised by γ-or δ-lactone-containing side chain at C-17. They have previously been reported from Solanaceae (Glotter et al 1978;Fang et al 2013;Murthy & Praveen 2013;Khan et al 2015), Taccaceae (Chen et al 1988;Yang et al 2011), leguminosae (Srivastava et al 1992), lamiaceae, Myrtaceae (Chen et al 2011, Dioscoreaceae (Misico et al 2011;Ni et al 2015) families and marine organisms (Ksebati & Schmitz 1988). Withanolides have various biological activities such as antitumour/anticancer, antimicrobial, anti-inflammatory, cytotoxic, hepatoprotective, antioxidant, immunosuppressive (Ray & Gupta 1994), immunostimulation (Kushwaha et al 2012), antileukaemic agent (Mondal et al 2012), antiproliferative (Zhang et al 2014, antifeedant, anti-stress (Budhiraja et al 2000), insecticidal, phytotoxic and antiparasitic (Misico et al 2011).…”