New lithocholic and chenodeoxycholic piperazinylcarboxamides with antiproliferative and pro-apoptotic effects on human cancer cell lines

Synthesis of bile acid derivatives and in vitro cytotoxic activity with pro-apoptotic process on multiple myeloma (KMS-11), glioblastoma multiforme (GBM), and colonic carcinoma (HCT-116) human cell lines

“…Following the results obtained with the 7b, and because the apoptotic effect of 7c was already described [20], we decided to investigate how 7b induces cell death.…”

“…For this, we chose piperazine derivatives which are a pharmacologically interesting class of heterocycles [17e19]. This paper is the continuation of a previous study [20].…”

Bile acid toxicity structure–activity relationships: Correlations between cell viability and lipophilicity in a panel of new and known bile acids using an oesophageal cell line (HET-1A)

“…[4][5][6][7] An understanding of the structural basis for the apoptotic effects of BAs is important to ongoing efforts to harness this property pharmacologically in the design of selective cytocidal and cytoprotective agents. [8][9][10][11][12] A specific binding target(s) for BAs in triggering apoptotic processes remains elusive but there is substantial evidence for the involvement of membrane interactions. 13 The ability to induce necrosis through detergent effects is one manifestation of this.…”

Discovery and Synthesis of Amino Acids Modified Deoxycholic Acid Derivatives and <i>in Vitro</i> Antiproliferative Evaluation

“…8 3α-Acetyloxy-12α-hydroxy-5β-cholan-24-oic Acid (DCA4) To a stirred solution of DCA (1.0 g, 2.55 mmol) in pyridine (20 mL) was added acetic anhydride (2.4 mL, 25.5 mmol). The mixture was stirred at room temperature for 8 h. After being dilution with ethyl acetate (80 mL), the reaction mixture was washed with 1 N HCl (20 mL×5) and satuated CuSO 4 (20 mL×2) and saturated NaCl solution (20 mL).…”

“…UDCA, CDCA, and LCA derivatives have been shown to selectively inhibit various tumor cell proliferation and induce apoptosis. [3][4][5][6][7][8][9][10] UDCA and CDCA had an inhibitory effect on the induction of P-glycoprotein (P-gp) expression and reactive oxygen species by doxorubicin (DOX) in HepG2 cells. The administration of UDCA may be beneficial due to its ability to prevent the overexpression of reactive oxygen species and acquisition of multidrug resistance in hepatocellular carcinoma cells.…”