1α,2α-Epoxy-3β-hydroxy oleanolic acid derivatives regulation of the metabolism, haemolysis and β-lactamase gene expression in vitro and their structure–microbicidal activity relationship

Determination and Modeling of the Solubilities of Oleanolic Acid and Ursolic Acid in Ethanol + Sodium Hydroxide + Water Mixed Solvents from T = 283.2 to 323.2 K

“…Oleanolic acid (OA) and ursolic acid (UA) (Figure ) are pentacyclic triterpene acids widely found in plants, herbs, and other foods, and the two triterpene acids and their derivatives have attracted much attention due to their many pharmacological activities. , Among these activities of OA and UA, their anti-inflammatory, hepatoprotective, antidiabetic, antifungal, antiparasitic, antioxidative, immunomodulatory, and anti-HIV , as well as anticancer properties are particularly notable. At present, OA and UA are obtained mainly from plant extracts due to their complicated structures which are difficult to synthesize.…”

Stereoselective Epoxidation of Triterpenic Allylic Alcohols and Cytotoxicity Evaluation of Synthesized Compounds

“…At the same time, semi-synthetic 28/30-ester derivatives of 1α,2β,3β-trihydroxy-18β-olean-12-en-28-oic and 1α,2β,3β-trihydroxy-11-oxo-18β-Olean-12-en-30-oic acids, as well as a native compound 1β,2β,3β-trihydoxy-18β-urs-12-ene-23-oic-rhamnoside, which had effectively inhibited Gram-positive bacteria growth by regulating the metabolism and virulence gene expression, have been described recently [ 17 , 18 , 19 ]. Moreover, there have been synthesized new examples of antibacterial 1α,2α-epoxy-3β-hydroxy 18β-oleanolic acid ester derivatives that presumably regulate the metabolism, hemolysis, and β-lactamase gene expression [ 20 ]. The above findings prompted us to pay more attention to the transformation of the α-alkyl-substituted enone ( 2 ) previously synthesized from the triterpenoid allobetulone ( 1 ) in a few synthetic steps [ 21 ].…”