936253-55-3Relevant academic research and scientific papers
First total synthesis of cytotoxic diarylheptanoids, galeon, and pterocarine
Wang, Qian,Son, Jong-Keun,Jahng, Yurngdong
, p. 675 - 681 (2007)
The first total synthesis of cytotoxic diphenyl ether-type diarylheptanoids, galeon and pterocarine, was described in which the Ullmann reaction was employed at the final step for the diaryl ether formation of key intermediate, 1-(3-bromo-4-benzyloxypheny
Linear diarylheptanoids as potential anticancer therapeutics: synthesis, biological evaluation, and structure–activity relationship studies
Motiur Rahman,Lu, Yang,Lee, Hwa-Jong,Jo, Hyunji,Yin, Wencui,Alam, Mohammad Sayed,Cha, Hyochang,Kadi, Adnan A.,Kwon, Youngjoo,Jahng, Yurngdong
, p. 1 - 18 (2018/04/16)
In efforts to develop effective anticancer therapeutics with greater selectivity toward cancerous cell and reduced side-effects, such as emetic effects due to detrimental action of the drug toward the intestinal flora, a series of linear diarylheptanoids (LDHs) were designed and synthesized in 7 steps with good-to-moderate yields. All synthesized compounds were evaluated for their antibacterial, antiproliferative, and topoisomerase-I and -IIα inhibitory activity. Overall, all compounds showed little to no activity against the bacterial strains tested. Most of the synthesized compounds showed good antiproliferative activity against human breast cancer cell lines (T47D); specifically, the IC50 values of compounds 6a, 6d, 7j, and 7e were 0.09, 0.64, 0.67, and 0.99 μM, respectively. Among the tested compounds, 7b inhibited topo-I by 9.3% (camptothecin 68.8%), 7e and 7h inhibited topo-IIα by 38.4 and 47.4% (etoposide 76.9%), respectively, at the concentration of 100 μM. These results suggest that a set of promising anticancer agents can be obtained by reducing inhibitory actions on different microbes to provide enhanced selectivity against cancerous cells.
A versatile synthesis of cyclic diphenyl ether-type diarylheptanoids: Acerogenins, (±)-galeon, and (±)-pterocarine
Jeong, Byeong-Seon,Wang, Qian,Son, Jong-Keun,Jahng, Yurngdong
, p. 1338 - 1344 (2008/09/18)
A versatile method for the total synthesis of cyclic diphenyl ether-type diarylheptanoids, acerogenin C, acerogenin L, (±)-galeon, and (±)-pterocarine was described. The Ullmann reaction of suitably substituted linear diphenylheptanoids was employed for t
