81378-06-5Relevant articles and documents
Dimeric 3,5-bis(benzylidene)-4-piperidones: A novel cluster of tumour-selective cytotoxins possessing multidrug-resistant properties
Das, Swagatika,Das, Umashankar,Sakagami, Hiroshi,Umemura, Naoki,Iwamoto, Shoko,Matsuta, Tomohiko,Kawase, Masami,Molnár, Joseph,Serly, Julianna,Gorecki, Dennis K.J.,Dimmock, Jonathan R.
supporting information; experimental part, p. 193 - 199 (2012/07/14)
A series of bis[3,5-bis(benzylidene)-4-oxo-1-piperidinyl]amides 1 display potent cytotoxic properties towards a wide range of tumours. A number of the CC50 and IC50 values are in the range of 10-8 M. Specifically, these compounds have the following important properties. First, greater toxicity was demonstrated towards certain tumours than various non-malignant cells. Second, various compounds in series 1 are toxic to a number of human colon cancer and leukaemic cells. Third, these compounds reverse P-gp mediated multidrug resistance. Various prototypic molecules such as 1a,b and 1i were identified as lead molecules for further studies. A representative lead molecule 1b induces apoptosis via internucleosomal DNA fragmentation and PARP cleavage in HSC-2 and HL-60 cells while flow cytometry revealed that this compound blocked the G2/M and S-phases in the cell cycle of human colon cancer HCT-116 cells.
Diastereoselection in the formation of spirocyclic oxindoles by the intramolecular heck reaction
Overman, Larry E.,Watson, Donald A.
, p. 2587 - 2599 (2007/10/03)
Diastereoselective double Heck cyclizations of cyclohexene diamides 1 and 3 form contiguous quaternary stereocenters, with diastereoselection being controlled by the trans-diol protecting group. In this, the first in a series of two papers, the origin of
Preparation and photolysis of diaryl esters of acetylenedicarboxylic acid
Alvaro,Garcia,Miranda,Primo
, p. 3437 - 3444 (2007/10/02)
Two diaryl acetylenedicarboxylates 1 a,b have been prepared in moderate yields by direct reaction of acetylenedicarboxylic acid with the corresponding phenols catalyzed by sulfuric or p-toluenesulfonic acids and also through acetylenedicarbonyl chloride. The accompanying by-products have been characterized. Attempted esterification using N,N'-dicyclohexylcarbodiimide as condensing agent gives an asymmetric ester amide 11a and a substituted uracil 12a. Photolysis of the aryl ester 1 a,b in benzene solution affords the benzocoumaran-3-ones 14 a,b. In the case of 1b, minor amounts of a polycyclic condensed 4-chromanone 17b have also been observed. These results show that the nature of the substituent attached at the β-position of the C ≡ C triple bond plays an important role in the cyclization of o-hydroxyaryl ethynyl ketones.
