Alpha-Santonin

Alpha-Santonin Structure
Alpha-Santonin structure
Common Name Alpha-Santonin
CAS Number 481-06-1 Molecular Weight 246.30200
Density 1.18g/cm3 Boiling Point 423.4ºC at 760mmHg
Molecular Formula C15H18O3 Melting Point 172-173 °C(lit.)
MSDS Chinese USA Flash Point 189.7ºC
Symbol GHS06
GHS06
Signal Word Danger

The human bitter taste receptor TAS2R10 is tailored to accommodate numerous diverse ligands.

J. Neurosci. 33(1) , 201-13, (2013)

Bitter taste is a basic taste modality, required to safeguard animals against consuming toxic substances. Bitter compounds are recognized by G-protein-coupled bitter taste receptors (TAS2Rs). The human TAS2R10 responds to the toxic strychnine and numerous oth...

Reversal of cocaine-induced planarian behavior by parthenolide and related sesquiterpene lactones.

Pharmacol. Biochem. Behav. 89(2) , 160-70, (2008)

Here we report the prevention and reversal of cocaine-induced behaviors in planarian worms by parthenolide and two related cyclic sesquiterpene lactones (SL), costunolide and santonin. Using established protocols, we studied two cocaine-induced behavioral eff...

Diminutive effect on T and B-cell proliferation of non-cytotoxic α-santonin derived 1,2,3-triazoles: a report.

Eur. J. Med. Chem. 60 , 365-75, (2013)

α-Santonin derived new series of 1,2,3-triazoles synthesized through Azide-Alkyne Huisgen 1,3-dipolar cycloaddition reaction between substituted aryl azide and a propargylated α-desmotrosantonin were bio-evaluated for their diminutive effect on ConA induced T...

Chemical modification of santonin into a diacetoxy acetal form confers the ability to induce differentiation of human promyelocytic leukemia cells via the down-regulation of NF-kappaB DNA binding activity.

J. Biol. Chem. 281(19) , 13117-25, (2006)

Many sesquiterpene lactone compounds either induce or enhance the cell differentiation of human leukemia cells. However, we reported in a previous study that santonin, a eudesmanolide sesquiterpene lactone, exerts no effects on the differentiation of leukemia...

Santonin-related compound 2 inhibits the nuclear translocation of NF-κB subunit p65 by targeting cysteine 38 in TNF-α-induced NF-κB signaling pathway.

Biosci. Biotechnol. Biochem. 76(12) , 2360-3, (2012)

(11S)-2α-Bromo-3-oxoeudesmano-12,6α-lactone, designated santonin-related compound 2 (SRC2), only weakly affected IκBα degradation after tumor necrosis factor-α (TNF-α) stimulation, but strongly blocked the nuclear translocation of nuclear factor κB (NF-κB) su...

Biotransformation of alpha- and 6beta-santonin by fungus and plant cell cultures.

J. Asian Nat. Prod. Res. 8(4) , 317-26, (2006)

One fungus, Abisidia coerulea IFO 4011, and suspended cell cultures of one plant, Asparagus officinalis, were employed to bioconvert alpha- and 6beta-santonin. Incubation of alpha-santonin with the cell cultures of the fungus afforded two products, 11beta-hyd...

Biotransformation of alpha-santonin by cell suspension cultures of five plants.

Biotechnol. Lett. 27(11) , 793-7, (2005)

Cell suspension cultures of five plants (Catharanthus roseus, Ginkgo biloba, Platycodon grandiflorum, Taxus cuspidata, Phytolacca asinosa) were employed to bioconvert the eudesmanolide compound, alpha-santonin. Reactions occurring were hydroxylation (C-1, C-1...

Biotransformation of tetrahydro-alpha-santonins by Absidia coerulea.

Nat. Prod. Res. 22(6) , 499-506, (2008)

The fungus, Absidia coerulea was employed to bioconvert tetrahydro-alpha-santonins, 1,2,4alpha,5alpha-tetrahydro-alpha-santonin (1), and its 4-epimer (2), from which 10 products (3-12) were obtained. Furthermore, their structures were determined, based on the...

Microbial transformations of alpha-santonin.

Z. Naturforsch., C, J. Biosci. 59(3-4) , 209-14, (2004)

Fungal biotransformations of alpha-santonin (1) were conducted with Mucor plumbeus (ATCC 4740), Cunninghamella bainieri (ATCC 9244), Cunninghamella echinulata (ATCC 9245), Curvularia lunata (ATCC 12017) and Rhizopus stolonifer (ATCC 10404). Rhizopus stolonife...

Synthesis of diacetoxy acetal derivatives of santonin and their enhancing effects on HL-60 leukemia cell differentiation.

Arch. Pharm. Res. 29(1) , 40-5, (2006)

Several diacetoxy acetal analogues have been synthesized from santonin and assessed for their ability of inducing or enhancing the differentiation of human HL-60 leukemia cells. The compounds themselves had little effect on HL-60 cell differentiation. However...