20919-63-5Relevant academic research and scientific papers
A general synthesis of dendralenes
George, Josemon,Ward, Jas S.,Sherburn, Michael S.
, p. 9969 - 9973 (2019/11/16)
The first general synthetic approach to substituted [3]- and higher dendralenes is reported. Fifty-one mono- through to penta-substituted dendralenes carrying alkyl-, cycloalkyl-, alkenyl-, alkynyl-, aryl- and heteroaryl-substitutents are accessed, and the first (E)/(Z)-stereoselective syntheses of dendralenes are reported (twenty-eight examples). The approach involves twofold Pd(0)-catalyzed Negishi couplings of 1,1-dibromoalkenes with alkenylzinc reagents, and exploits both substrate- and catalyst-controlled aspects of chemo-, regio- and stereoselectivity in the two C(sp2)-C(sp2) bond forming steps. The value of the new hydrocarbons in rapid structural complexity generation is demonstrated through their deployment in unprecedented diene- and triene-transmissive pericyclic reaction sequences.
Tetracycline analogues with a selective inhibitory effect on HIF-1α
Bendiabdellah,Rahman,Uranchimeg,Nahar,Antonow,Shoemaker,Melillo,Zinzalla,Thurston
, p. 923 - 926 (2014/07/08)
As part of a programme to discover novel transcription factor inhibitors, a 40-membered library of tetracycline analogues was screened to identify potential HIF-1 inhibitors. Two novel analogues (5b and 5c) with significant HIF-1 modulation properties were identified. These molecules possess good cellular penetration properties, and provide significant down-regulation of VEGF in U251 cells.
A consecutive Diels-Alder approach toward a Tet repressor directed combinatorial library
Kormann, Christian,Heinemann, Frank W.,Gmeiner, Peter
, p. 6899 - 6908 (2007/10/03)
A combinatorial library of 180 tetracycline analogs was generated by solution phase parallel synthesis applying a consecutive Diels-Alder strategy. Chemical methodology suitable for three-dimensional solution phase parallel synthesis was developed that en
Skeletal diversity via a branched pathway: Efficient synthesis of 29 400 discrete, polycyclic compounds and their arraying into stock solutions
Kwon, Ohyun,Park, Seung Bum,Schreiber, Stuart L.
, p. 13402 - 13404 (2007/10/03)
We report the synthesis and arraying of 29400 structurally diverse and complex polycyclic carbocycles using diversity-oriented synthesis (DOS) and the "one bead-one stock solution" technology platform. Skeletal diversity, a difficult challenge in DOS, was
