124946-65-2Relevant academic research and scientific papers
Anti-tumor agents 255: Novel glycyrrhetinic acid-dehydrozingerone conjugates as cytotoxic agents
Tatsuzaki, Jin,Taniguchi, Masahiko,Bastow, Kenneth F.,Nakagawa-Goto, Kyoko,Morris-Natschke, Susan L.,Itokawa, Hideji,Baba, Kimiye,Lee, Kuo-Hsiung
, p. 6193 - 6199 (2008/03/27)
Esterification of glycyrrhetinic acid (GA) with dehydrozingerone (DZ) resulted in a novel cytotoxic GA-DZ conjugate. Based on this exciting finding, we conjugated eleven different DZ analogs with GA or other triterpenoids, including oleanoic acid (OA) or ursolic acid (UA). In an in vitro anti-cancer assay using nine different human tumor cell lines, most of the GA-DZ conjugates showed significant potency. Particularly, compounds 5, 29, and 30 showed significant cytotoxic effects against LN-Cap, 1A9, and KB cells with ED50 values of 0.6, 0.8, and 0.9 μM, respectively. Similar conjugates between DZ and OA or UA were inactive suggesting that the GA component is critical for activity. Notably, although GA-DZ conjugates showed potent cytotoxic activity, the individual components (GA and DZ analogs) were inactive. Thus, GA-DZ conjugates are new chemical entities and represent interesting hits for anti-cancer drug discovery and development.
Dehydrozingerone, chalcone, and isoeugenol analogues as in vitro anticancer agents
Tatsuzaki, Jin,Bastow, Kenneth F.,Nakagawa-Goto, Kyoko,Nakamura, Seiko,Itokawa, Hideji,Lee, Kuo-Hsiung
, p. 1445 - 1449 (2008/12/21)
Twenty-eight compounds related to dehydrozingerone (1), isoeugenol (3), and 2-hydroxychalcone (4) were synthesized and evaluated in vitro against human tumor cell replication. Except for isoeugenol analogues 27-35, most compounds exhibited moderate or strong cytotoxic activity against KB, KB-VCR (a multidrug-resistant derivative), and A549 cell lines. In particular, chalcone 15 showed significant cytotoxic activity against the A549 cell line with an IC50 value of 0.6 μg/mL. Furthermore, dehydrozingerone analogue 11 and chalcones 16 and 17 showed significant and similar cytotoxic activity against both KB (IC50 values of 2.0, 1.0, and 2.0 μg/mL, respectively) and KB-VCR (IC50 values of 1.9, 1.0, and 2.0 μ/mL, respectively) cells, suggesting that they are not substrates for the P-glycoprotein drug efflux pump.
