450410-87-4Relevant articles and documents
Unexpected oxidation of ortho-phenol groups of carnosol with m-chloroperbenzoic acid
Marrero, Joaquín G.,San Andrés Tejera, Lucía,Luis, Javier G.,Rodríguez, Matías L.
, p. 1517 - 1519 (2002)
The oxidation reaction of carnosol (2) with m-chloroperbenzoic acid and sodium bicarbonate in dichloromethane gave an abietane diterpene (3) with an anhydride function on C ring. The conversion can be rationalized by a Baeyer-Villiger reaction from the initially generated ortho-quinone. The structure of this anhydride was confirmed by spectroscopic and X-ray crystallographic analysis. This reaction could be an important key step towards the synthesis of natural products such us drimane sesquiterpenes.
Inhibition of squalene synthase of rat liver by abietane diterpenes derivatives
Macías-Alonso, Mariana,Andrés, Lucía S.,Córdova-Guerrero, Iván,Estolano-Cobián, Arturo,Díaz-Rubio, Laura,Marrero, Joaquín G.
supporting information, p. 2972 - 2976 (2019/11/11)
In the current study, chemical composition of cultivated Salvia canariensis L was determined. Carnosol was the main product isolated. We prepared more lipophilic derivatives from carnosol, and both isolated and semisynthetic abietane diterpenes were evaluated in?vitro as inhibitors of squalene synthase. Among the compounds tested, carnosol was the most potent inhibitor (IC50 = 17.6 μM). These results highlight the great potential of this species for the production of new ingredients in nutritional supplements for the treatment of hyperlipidemia.
