Journal of Organic Chemistry 2004-04-30

Synthetic approaches to indolo[6,7-a]pyrrolo[3,4-c]carbazoles: potent cyclin D1/CDK4 inhibitors.

Margaret M Faul, Thomas A Engler, Kevin A Sullivan, John L Grutsch, Marcella T Clayton, Michael J Martinelli, Joseph M Pawlak, Michael LeTourneau, D Scott Coffey, Steven W Pedersen, Stanley P Kolis, Kelly Furness, Sushant Malhotra, Rima S Al-awar, James E Ray

Index: J. Org. Chem. 69 , 2967-2975, (2004)

Full Text: HTML

Abstract

Synthesis of indolo[6,7-a]pyrrolo[3,4-c]carbazoles 1, a new class of cyclin D1/CDK4 inhibitors, by oxidation of the corresponding aryl indolylmaleimides 2, will be described. Two approaches to the synthesis of 2 were identified that required new methods for the synthesis of 7-substituted indole acetamides 3 and N-methyl (indol-7-yl)oxoacetates 6. The chemistry developed enabled introduction of functionality (-OR, NR(2)) at C(12) and N(13) facilitating structure-activity relationship (SAR) evaluation of this indolocarbazole platform.

Related Compounds

  • 3-Bromopropoxy t-...

Related Articles:

Synthesis and selective cyclooxygenase-2 inhibitory activity of a series of novel, nitric oxide donor-containing pyrazoles.

2004-04-22

[J. Med. Chem. 47 , 2180-2193, (2004)]

A concise total synthesis of (+/-)-vigulariol.

2007-01-01

[Angew. Chem. Int. Ed. Engl. 46 , 437, (2007)]

3-(7-Azaindolyl)-4-arylmaleimides as potent, selective inhibitors of glycogen synthase kinase-3.

2004-06-21

[Bioorg. Med. Chem. Lett. 14 , 3245-3250, (2004)]

Synthesis, radioiodination and in vivo screening of novel potent iodinated and fluorinated radiotracers as melanoma imaging and therapeutic probes. Maisonial A, et al.

[European J. Org. Chem. 63 , 840-853, (2013)]

Synthesis of O-(3-[18F] Fluoropropyl)-L-tyrosine (L-[18F] FPT) and its biological evaluation in 9L tumor bearing rat. Moon BS, et al.

[Bull. Korean Chem. Soc. 26(1) , 91-96, (2005)]

More Articles...