443295-69-0Relevant articles and documents
C U 2O-Catalyzed C(SP 3)-H/C(SP 3)-H Cross-Coupling Using TEMPO: Synthesis of 3-(2-Oxoalkyl)-3-hydroxyoxindoles
Wang, Baoshuang,Zhu, Jiayi,Wei, Yang,Luo, Guotian,Qu, Hongen,Liu, Liang-Xian
, p. 2841 - 2848 (2015/12/23)
A simple, convenient, and efficient oxidative cross-coupling reaction of oxindoles with ketones toward a variety of 3-(2-oxoalkyl)-3-hydroxyoxindoles in moderate to excellent yields has been developed. This transformation proceeds via a tandem oxidative cross-coupling by using 2,2,6,6-tetramethylpiperidine N-oxyl (TEMPO) in air as an environmentally benign oxidant. This methodology provides an alternative approach for the direct generation of all-carbon quaternary centers at the C3 position of oxindoles.
Ordered short channel mesoporous silica modified with 1,3,5-triazine-piperazine as a versatile recyclable basic catalyst for cross-aldol, Knoevenagel and conjugate addition reactions with isatins
Gupta, Naveen,Roy, Tamal,Ghosh, Debashis,Abdi, Sayed H. R.,Kureshy, Rukhsana I.,Khan, Noor-Ul H.,Bajaj, Hari C.
, p. 17843 - 17850 (2015/03/04)
A triazine-piperazine immobilized on ordered short channel mesoporous silica was synthesized, characterized and used as a heterogeneous basic catalyst in the synthesis of indole skeletal structures from isatin derivatives under ambient reaction conditions in good to excellent isolated yields. The catalyst showed no loss in its efficacy over 10 recycle experiments. This journal is
Chalcone based azacarboline analogues as novel antitubulin agents: Design, synthesis, biological evaluation and molecular modelling studies
Sharma, Sahil,Kaur, Charanjit,Budhiraja, Abhishek,Nepali, Kunal,Gupta, Manish K.,Saxena,Bedi
, p. 648 - 660 (2014/09/17)
The present study involves the design of a series of 3-aryl-9-acetyl- pyridazino[3,4-b]indoles as constrained chalcone analogues. A retrosynthetic route was proposed for the synthesis of target compounds. All the synthesized compounds were evaluated for in-vitro cytotoxicity against THP-1, COLO-205, HCT-116 and A-549 human cancer cell lines. The results indicated that 2a, 3a, 5a and 6a possessed significant cytotoxic potential with an IC50 value ranging from 1.13 to 5.76 μM. Structure activity relationship revealed that the nature of both Ring A and Ring B influences the activity. Substitution of methoxy groups on the phenyl ring (Ring A) and unsubstituted phenyl ring (Ring B) were found to be the preferred structural features. The most potent compound 2a was further tested for tubulin inhibition. Compound 2a was found to significantly inhibit the tubulin polymerization (IC50 value - 2.41 μM against THP-1). Compound 2a also caused disruption of microtubule assembly as evidenced by Immunoflourescence technique. The significant cytotoxicity and tubulin inhibition by 2a was rationalized by molecular modelling studies. The most potent structure was docked at colchicine binding site (PDB ID-1SA0) and was found to be stabilized in the cavity via various hydrophobic and hydrogen bonding interactions.