23559-91-3Relevant academic research and scientific papers
Synthesis of 9-hydroxystearic acid derivatives and their antiproliferative activity on HT 29 cancer cells
Calonghi, Natalia,Boga, Carla,Telese, Dario,Bordoni, Silvia,Sartor, Giorgio,Torsello, Chiara,Micheletti, Gabriele
, (2019)
9-Hydroxystearic acid (9-HSA) is an endogenous cellular lipid that possesses antiproliferative and selective effects against cancer cells. A series of derivatives were synthesized in order to investigate the effect of the substituent in position 9 and on the methyl ester functionality on the biological activity. The two separate enantiomers of methyl 9-hydroxystearate and of methyl 9-aminostearate showed antiproliferative activity against the HT29 cell line. This indicates the importance of position 9 groups being able to make hydrogen bonding with the molecular target. Further, this effect must be preserved when the carboxy group of 9-HSA is esterified. The biological tests showed that the amines, contrarily to methyl esters, resulted in cytotoxicity. A deep investigation on the effect of methyl (R)-9-hydroxystearate on HT29 cells showed an antiproliferative effect acting through the CDKN1A and MYCBP gene expression.
Exploring the hydroxylation - Dehydrogenation connection: Novel catalytic activity of castor stearoyl-ACP Δ9 desaturase
Behrouzian, Behnaz,Savile, Christopher K.,Dawson, Brian,Buist, Peter H.,Shanklin, John
, p. 3277 - 3283 (2002)
The novel product profile obtained by incubating chiral fluorinated substrate analogues with castor stearoyl-ACP Δ9 desaturase has been rationalized through a series of labeling studies. It was found that the introduction of the Z-double bond b
