Name | toralactone |
Synonyms | toralactone 1H-Naphtho[2,3-c]pyran-1-one, 9,10-dihydroxy-7-methoxy-3-methyl- |
CAS | 41743-74-2 |
Molecular Formula | C15H12O5 |
Molar Mass | 272.25 |
Density | 1.432±0.06 g/cm3(Predicted) |
Melting Point | 250-252 °C |
Boling Point | 480.2±45.0 °C(Predicted) |
pKa | 4.65±0.20(Predicted) |
Storage Condition | 2-8℃ |
In vitro study | Toralactone sensitize resistant MCF-7 adr cell line to paclitaxel via inhibiting P-glycoprotein efflux activity. |
Reference Show more | 1. [IF=3.935] Biru Shi et al."Investigation on the stability in plant metabolomics with a special focus on freeze-thaw cycles: LC–MS and NMR analysis to Cassiae Semen (Cassia obtusifolia L.) seeds as a case study."J Pharmaceut Biomed. 2021 Sep;204:114243 |
Overview | Cassia is a dry mature seed of the leguminous plant Cassia obtusifolium. It has the effect of dispelling wind and dissipating heat, clearing liver, improving eyesight and moistening bowel. The clinical effect of lowering serum cholesterol. Semen cassiae contains a variety of anthraquinones and naphthopyrones, some of these anthraquinone glycosides and naphthopyrone glycosides have been reported to be effective against the toxicity of carbon tetrachloride and galactosamine on primary cultured mouse hepatocytes. Toralactones are yellow pigments, and there are reports on the pharmaceutical effects of these compounds. |
Application | cassia seed contains a variety of anthraquinones and naphthopyrones, some of these anthraquinone glycosides and naphthopyrone glycosides have been reported to be effective against the toxicity of carbon tetrachloride and galactosamine on primary cultured mouse hepatocytes. Toralactones are yellow pigments, and there are reports on the pharmaceutical effects of these compounds. |
preparation | the preparation of Cassia is as follows: 1) the seeds of Cassia obtusifolis and Cassiatora from Anhui province, China the mixture was pulverized to A coarse powder, extracted by heating under reflux with 10 liters of ethanol, and the solvent was recovered under reduced pressure to give 210g of extract (A). Discard the dregs; 2) extract (A)210 grams, with 1000 grams of porous resin D101, D201, do61 (Tianjin pesticide factory production) equal mixing of porous resin adsorption, wash with 10 liters of water first, then elute with 5 liters of ethanol, collect the eluate, recover the solvent under reduced pressure, and obtain 10 grams of extract (B); 3) Take 10 grams of extract (B), column chromatography was carried out with 1000g of silica gel H (manufacturer, brand, Specification), with chloroform as eluent, collected in sections, detected by TLC, and the solvent was recovered after the same components were combined, and then recrystallized with methanol, compound (1)(0.02g), compound (2)(2.42g), compound (3)(1.05g) and compound (4)(0.5g) were obtained respectively. And compound (5)(0.32g). It is a yellow needle-like crystal with a melting point of 187~189 °c (methanol). |
biological activity | Toralactone can be isolated from Cassia obtusifolia and mediates liver protection through NRF2-dependent antioxidant mechanisms. |