92152-08-4Relevant articles and documents
Synthesis of cinnamils and quinoxalines and their biological evaluation as anticancer agents
Chang, Chun-Hao,Chen, Jih-Jung,Cho, Shu-Tse,Li, Cai-Wei,Shih, Tzenge-Lien,Wang, Ruei-Yu
, (2022/02/21)
We synthesized multiple cinnamils and quinoxalines to evaluate their anticancer activity. Cinnamils were used as precursors for quinoxalines via condensation with 1,2-diaminobenzene. Among the 26 synthesized compounds reported in this article, we found that cinnamil 3l exhibited its inhibitory effect with an IC50 value of 1.45 ± 0.98 μM, significantly higher than doxorubicin (8.5 ± 0.85 μM) against pancreatic cancer cells (PANC-1). Additionally, cinnamil 3l (IC50 10.98 ± 3.63 μM) showed less cytotoxicity than doxorubicin to Hs68 cells (0.92 ± 1.11 μM). The colony formation assay demonstrated that 3l obviously decreased the PANC-1 cell viability, and Western blot assays confirmed that 3l markedly induced apoptosis of PANC-1 cells through Bax, Bcl-2, and caspase 3 signaling cascades. These results demonstrate that cinnamil 3l has great potential to be further developed as a promising chemotherapeutic agent for pancreatic cancer.
Preparation of cycloheptane ring by nucleophilic cyclopropanation of 1,2-diketones with bis(iodozincio)methane
Haraguchi, Ryosuke,Takada, Yoshiaki,Matsubara, Seijiro
supporting information, p. 241 - 247 (2015/01/09)
The nucleophilic cyclopropanation of hexa-1,5-diene-3,4-diones with bis(iodozincio)methane afforded the Zn alkoxides of cis-dialkenylcyclopropane-1,2-diols stereoselectively. The subsequent oxy-Cope rearrangement afforded the corresponding Zn alkoxides of
Preparation of a cycloheptane ring from a 1,2-diketone with high stereoselectivity
Takada, Yoshiaki,Nomura, Kenichi,Matsubara, Seijiro
supporting information; experimental part, p. 5204 - 5205 (2011/02/23)
Treatment of 1,6-dialkylhexa-1,5-diene-3,4-diones with bis(iodozincio) methane gave zinc alkoxides of cis-5,6-dialkylcyclohepta-3,7-diene-1,3-diol in good yields at room temperature. The reaction proceeded with high stereospecificity. Bis(iodozincio)metha