92152-08-4Relevant academic research and scientific papers
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.
Oligopyridine ligands possessing multiple or mixed anchoring functionality for dye-sensitized solar cells
Woodward, Clint P.,Coghlan, Campbell J.,Rüther, Thomas,Jones, Timothy W.,Hebting, Yanek,Cordiner, Richard L.,Dawson, Ryan E.,Robinson, Diane E.J.E.,Wilson, Gregory J.
, p. 5238 - 5247 (2015/07/15)
This paper describes the synthesis and characterisation of targeted 2,2′-bipyridine-3,3′,4,4′-tetracarboxylic acid and 2,2′-bipyridine-4,4′,5,5′-tetracarboxylic acid via succinct synthetic pathways. Further, we report methods for producing asymmetric bipyridines bearing both carboxylate and phosphonate anchoring groups in the ester protected form, and the first reported synthesis of a group of new polyoxo oligopyridine ligands based on terpyridine and quaterpyridine. A robust synthetic strategy using Kr?nhke conditions was developed and demonstrated for synthesising oligopyridine moieties targeted for application in the dye-sensitized solar cell (DSSC). This class of novel ligands was designed to provide alternative anchoring functionality and to improve the metal oxide surface binding properties of coordination complexes in DSSC applications.
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
N-heterocyclic carbene catalyzed reaction of cinnamils leading to the formation of 2,3,8-triaryl vinyl fulvenes: An uncommon transformation
Sinu,Suresh, Eringathodi,Nair, Vijay
supporting information, p. 6230 - 6233 (2014/01/17)
An unexpected transformation of 1,6-diarylhexa-1,5-diene-3,4-diones (cinnamils) to 2,3,8-triaryl vinyl fulvenes via N-Heterocyclic Carbene (NHC) catalysis is reported. Mechanistic as well as synthetic novelty is the hallmark of this reaction.
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
