Li, Xiao-San; Chen, Tang-Ji; Xu, Zhi-Peng; Long, Juan; He, Miao-Ying; Zhan, He-Hui; Zhuang, Hai-Cai; Wang, Qi-Lin; Liu, Li; Yang, Xue-Mei; Tang, Jin-Shan published the artcile< Synthesis and biological evaluation of 3β-O-neoglycosides of caudatin and its analogues as potential anticancer agents>, Safety of (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is neoglycoside caudatin analogs preparation anticancer structure activity relationship; 3β-O-neoglycosides; Anticancer activity; Caudatin; Glycosylated modification.
In order to study the structure-activity relationship (SAR) of C21-steroidal glycosides toward human cancer cell lines and explore more potential anticancer agents, a series of 3β-O-neoglycosides of caudatin and its analogs were synthesized. The results revealed that most of peracetylated 3β-O-monoglycosides demonstrated moderate to significant antiproliferative activities against four human cancer cell lines (MCF-7, HCT-116, HeLa, and HepG2). Among them, 3β-O-(2,3,4-tri-O-acetyl-β-L-glucopyranosyl)-caudatin exhibited the highest antiproliferative activity aganist HepG2 cells with an IC50 value of 3.11 μM. Mech. studies showed that compound3β-O-(2,3,4-tri-O-acetyl-β-L-glucopyranosyl)-caudatin induced both apoptosis and cell cycle arrest at S phase in a dose dependent manner. Overall, these present findings suggested that glycosylation is a promising scaffold to improve anticancer activity for naturally occurring C21-steroidal aglycons, and compound3β-O-(2,3,4-tri-O-acetyl-β-L-glucopyranosyl)-caudatin represents a potential anticancer agent deserved further investigation.
Bioorganic & Medicinal Chemistry published new progress about Antitumor agents. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Safety of (9Z,12Z)-Methyl octadeca-9,12-dienoate.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics