623550-16-3Relevant articles and documents
Novel 3,4,7-substituted benzofuran derivatives having binding affinity to κ-opioid receptor
Nishiyama, Daisuke,Sakai, Yuki,Sekiguchi, Haruka,Chiba, Hiroaki,Misu, Ryosuke,Oishi, Shinya,Fujii, Nobutaka,Ohno, Hiroaki
, p. 996 - 1003 (2016)
A series of novel 3,4,7-trisubstituted benzofuran derivatives were synthesized, and their binding affinity to κ- (KOR) and μ-opioid receptors (MOR) were evaluated. Several aryl ethers showed moderate binding activities to KOR (IC50=3.9-11 μM) without binding to MOR.
Synthesis and biological evaluation of cis-restrained carbocyclic combretastatin A-4 analogs: Influence of the ring size and saturation on cytotoxic properties
Nowikow, Christina,Fuerst, Rita,Kauderer, Maria,Dank, Christian,Schmid, Walther,Hajduch, Marian,Rehulka, Jiri,Gurska, Sona,Mokshyna, Olena,Polishchuk, Pavel,Zupkó, István,Dzubak, Petr,Rinner, Uwe
, (2019/08/12)
Combretastatin A-4 (CA-4) is a highly cytotoxic natural product and several derivatives have been prepared which underwent clinical trial. These investigations revealed that the cis-stilbene moiety of the natural product is prone to undergo cis/trans isomerization under physiological conditions, reducing the overall activity of the drug candidates. Herein, we report the preparation of cis-restrained carbocyclic analogs of CA-4. The compounds, which differ by the size and hybridization of the carbocyclic ring have been evaluated for their cytotoxic properties and their ability to inhibit tubulin polymerization. Biological data, supported by molecular docking studies, identified cyclobutenyl and cyclobutyl derivatives of the natural product as highly promising drug candidates.
Synthesis, structure-activity relationships, and mechanism of action of anti-HIV-1 lamellarin α 20-sulfate analogues
Kamiyama, Haruka,Kubo, Yoshinao,Sato, Hironori,Yamamoto, Naoki,Fukuda, Tsutomu,Ishibashi, Fumito,Iwao, Masatomo
supporting information; experimental part, p. 7541 - 7550 (2012/01/13)
Lamellarin α and six different types of lamellarin α 20-sulfate analogues were synthesized and their structure-activity relationships were investigated using a single round HIV-1 vector infection assay. All lamellarin sulfates having pentacyclic lamellarin core exhibited anti-HIV-1 activity at a 10 μM concentration range regardless of the number and position of the sulfate group. On the other hand, non-sulfated lamellarin α and ring-opened lamellarin sulfate analogues did not affect HIV-1 vector infection in similar concentrations. The lamellarin sulfates utilized in this study did not exhibit unfavorable cytotoxic effect under the concentrations tested (IC50 > 100 μM). Confocal laser scanning microscopic analysis indicated that hydrophilic lamellarin sulfates were hardly incorporated in the cell. HIV-1 Env-mediated cell-cell fusion was suppressed by lamellarin sulfates. These results suggested that lamellarin sulfates have a novel anti-HIV-1 activity besides the previously reported integrase activity inhibition, possibly at a viral entry step of HIV-1 replication.