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Physical Sciences and Mathematics Commons

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Organic Chemistry

Chemistry Faculty Publications

Series

1999

Articles 1 - 2 of 2

Full-Text Articles in Physical Sciences and Mathematics

[2,3:5,6]Dibenzo[2.2.2]Octa-2,5,7-Triene (C2/C) And [2,3:5,6]Dibenzo[2.2.2]Octa-2,5-Diene, Lary Burrows, John M. Masnovi, Ronald J. Baker Feb 1999

[2,3:5,6]Dibenzo[2.2.2]Octa-2,5,7-Triene (C2/C) And [2,3:5,6]Dibenzo[2.2.2]Octa-2,5-Diene, Lary Burrows, John M. Masnovi, Ronald J. Baker

Chemistry Faculty Publications

Two barrelene homologs are reported. Strain in the bicyclic framework of [2,3:5,6]dibenzo[2.2.2]octa-2,5,7- triene, (I) (C16H12), which is manifest in the deviations from ideality of the bond angles in the central bicyclic ringoSyStem and compression of the double bond [1.312 (3)A], is reduced in the more saturated derivative, [2,3:5,6]dibenzo[2.2.2]octa-2,5-diene, (II) (CI6H14), with the corresponding single bond being 1.5380 (19)A. The formation of isomorphs of (I) in both chiral (C2) and achiral (C2/c) space groups has implications for asymmetric syntheses involving solid (I) which rely on a non-centrosymmetric space group.


The Cytotoxicity And Mode Of Action Of 2,3,4-Trisubstituted Pyrroles And Related Derivatives In Human Tmolt4 Leukemia Cells, John T. Gupton, B. S. Burham, B. D. Byrd, K. E. Krumpe, C. Stokes, J. Shuford, S. Winkle, T. Webb, A. E. Warren, C. R. Barnes, J. Henry, I. H. Hall Jan 1999

The Cytotoxicity And Mode Of Action Of 2,3,4-Trisubstituted Pyrroles And Related Derivatives In Human Tmolt4 Leukemia Cells, John T. Gupton, B. S. Burham, B. D. Byrd, K. E. Krumpe, C. Stokes, J. Shuford, S. Winkle, T. Webb, A. E. Warren, C. R. Barnes, J. Henry, I. H. Hall

Chemistry Faculty Publications

4-Carbechoxy-l-methyl-2-phenacyl-3-phenylpyrrole (9), 4-carbethoxy-2-(4-methoxybcnzoyl)-3-(4-methoxyphcnyl)pyrrole (10) and 2-(4-methoxybenzoyl)-3,4-bis-(4-methoxyphenyl)pyrrole (11) proved to be potent cytotoxic agents against the growth of murine and human leukemias and lymphomas. Selective toxicity was demonstrated against the growth of solid tumors, e.g. human adenocarcinoma of the colon SW480 and ileum HCT-8, glioma U-87-MG, and rat UMR-106 osteosarcoma. A mode of action study in Tmolt4 leukemia cells demonstrated that the agents inhibited de novo purine synthesis at the regulatory sites PRPP-amido transferase, IMP dehydrogenase as well as dihydrofolate reductase resulting in significant inhibition of DNA synthesis in 60 min. Other biochemical sites …