18108-55-9Relevant articles and documents
3-Arylidene-N-hydroxyoxindoles: A New Class of Compounds Endowed with Antitumor Activity
Musso, Loana,Cincinelli, Raffaella,Zuco, Valentina,De Cesare, Michelandrea,Zunino, Franco,Fallacara, Anna Lucia,Botta, Maurizio,Dallavalle, Sabrina
, p. 1700 - 1704 (2016)
A series of compounds containing the N-hydroxyoxindole scaffold were synthesized and evaluated for antitumor activity. The compounds showed potent antiproliferative activity against the wild-type p53 IGROV-1 ovarian carcinoma cell line and considerably lower efficacy against the mutant IGROV-1/Pt1 subline that lacks p53 function. The differential response of ovarian carcinoma cells depending on p53 status was also reflected in the varied susceptibility to apoptosis of the treated cell lines. These results support a role for the p53 transcription factor as a determinant of cytotoxicity. The therapeutic potential of the most promising compound of the series was evaluated in the treatment of an IGROV-1 xenograft growing as ascitic tumor in mice. Using intraperitoneal administration, daily treatment with the compound for four weeks produced a significant delay in the onset of ascites.
Metal- and Oxidant-Free Modular Approach to Access N-Alkoxy Oxindoles via Aryne Annulation
Singh, Ritesh,Nagesh, Kommu,Yugandhar, Doddapaneni,Prasanthi
, p. 4848 - 4853 (2018/08/24)
An unprecedented metal- and oxidant-free (intermolecular) approach to access N-alkoxy oxindoles via [3 + 2] cycloadition of in situ generated electrophilic species viz. aryne and (putative) aza-oxyallyl cation is reported. This approach is amenable to both C3-unsubstituted as well as C3-substituted oxindoles. A one-pot manipulation further makes this reaction highly practical. The versatility of this approach was demonstrated through valuable synthetic transformations.
Synthesis of o-Aminophenols via a Formal Insertion Reaction of Arynes into Hydroxyindolinones
Chen, Zhilong,Wang, Qiu
supporting information, p. 6130 - 6133 (2016/01/09)
A novel approach toward the synthesis of sterically hindered o-aminophenols has been achieved by a formal aryne insertion into hydroxyindolinones. This transformation offers a rapid and efficient entry to diverse o-aminophenol scaffolds under mild transit
