New bioactive dihydrofuranocoumarins from the roots of the Tunisian Ferula lutea (Poir.) Maire

Synthesis of new anticancer and anti-inflammatory isoxazolines and aziridines from the natural (-)-deltoin

“…The presence of two closed singlets at δ H 6.78 and 7.31 is attributable to the aromatic protons H‐8 and H‐5, respectively. The other signals on the same spectrum coincide with the spectral data of an angeloyl moiety in 1 …”

“…Furthermore, imperatorin, a natural furanocoumarin isolated from Angelica dahurica, was also found to be able to function as a cancer suppressor by inducing apoptosis in HepG2 cells through both death receptor‐ and mitochondria‐mediated pathways . These findings do not exclude the involvement of the furanocoumarin moiety in the cytotoxic activity of all compounds tested …”

“…The 13 C NMR spectrum of compound 1 reinforces the above spectral data by showing 19 signals including 11 attributed to the dihydrofuranocoumarin system. The angeloyl fragment was also identified by the observation of the corresponding carbon atoms at δ C 167.2, 123.1, 137.6, 15.7 and 15.4 ppm attributable to C‐1″, C‐2″, C‐3″, C‐4″ and C‐5″, respectively . Compound 1 has been identified as (‐)‐deltoin by its optical rotation power ([α] D = −20.95, c = 0.5 mg/ml, CHCl 3 ).…”

“…Grande . The roots of F. lutea were the subject of previous phytochemical investigation that led to the isolation of new dihydrofuranocoumarins as two inseparable isomers, (‐)‐5‐hydroxyprantschimgin and (‐)‐5‐hydroxydeltoin, together with eight known compounds, (‐)‐prantschimgin, (‐)‐deltoin, psoralen, xanthotoxin, umbelliferone, caffeic acid, β‐sitosterol and stigmasterol . The same work has indicated the significant cytotoxic activity of (‐)‐deltoin towards the human colorectal cancer cell lines HCT‐116 and HT‐29 with IC 50 values of 0.93 ± 0.11 μ m and 7.6 ± 1.05 μ m , respectively.…”

Biology-oriented development of novel lipophilic antioxidants with neuroprotective activity

“…Additionally, AChE is known to co-localize and directly promote the assembly of the cytotoxic b-amyloid. 44,45 Nevertheless, HCAs have been used as templates for the development of multitarget directed agents for ND and promising results have been recently reported. For instance, caffeic acid (2) has been reported to induce AChE activity in different rat brain regions while inhibiting muscular AChE, 42 and in vitro screening assays showed inconsistent IC 50 values ranging from 23.3 mM (ref.…”