5-Bromoindirubin 3′-(O-oxiran-2-ylmethyl)oxime: A long-acting anticancer agent and a suicide inhibitor for epoxide hydrolase was written by Ichimaru, Yoshimi;Fujii, Takeshi;Saito, Hiroaki;Sano, Makoto;Uchiyama, Taketo;Miyairi, Shinichi. And the article was included in Bioorganic & Medicinal Chemistry in 2017.HPLC of Formula: 320734-35-8 This article mentions the following:
Indirubin 3′-oxime (Indox I) suppresses cancer cell growth (IC50: 15 濠电偞鎸鹃幏?towards HepG2 cells) and inhibits cell cycle-related kinases such as cyclin-dependent kinases and glycogen synthase kinase-3闁? The authors have previously reported that the conjugation of I with oxirane, a protein-reactive component, enhanced the cytotoxic activity of Indox as determined from the IC50 value (1.7 濠电偞鎸鹃幏? of indirubin 3′-(O-oxiran-2-ylmethyl)oxime (Epox/Ind II). Here the authors prepared Epox/Ind derivatives with one or two halogen atoms or a methoxy group on the aromatic ring(s) of an Indox moiety and studied the structure-activity relationships of the substituent(s). It was found that bromine-substitution at the 5-position on II or any Epox/Ind derivative(s) having bromine on the aromatic ring except Epox/6′-Br-Ind was efficient to improving anticancer activity. Of the 22 Epox/Ind derivatives, 5-bromoindirubin 3′-(O-oxiran-2-ylmethyl)oxime (Epox/5-Br-Ind III) was the best anticancer agent in both short- (24 h) (IC50: 0.67 濠电偞鎸鹃幏? and extended-duration (72 h) cultures. The high anticancer activity of III was partly due to it being a poor substrate and a suicide inhibitor for epoxide hydrolase as epoxide hydrolase was identified as the enzyme primarily responsible for the metabolism of III. In the experiment, the researchers used many compounds, for example, 7-Bromooxindole (cas: 320734-35-8HPLC of Formula: 320734-35-8).
7-Bromooxindole (cas: 320734-35-8) belongs to indole derivatives. Indole, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.HPLC of Formula: 320734-35-8
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Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles