0000000000202502
AUTHOR
Young-shin Kim
showing 9 related works from this author
Regioselective substitution of 6,7-dichloroquinoline-5,8-dione: synthesis and X-ray crystal structure of 4a,10,11-triazabenzo[3,2-a]fluorene-5,6-dion…
2003
6,7-Dichloroquinoline-5,8-dione (1) was reacted with a number of 2-aminopyridine derivatives. Of the several possible products of this reaction, 4a,10,11-triazabenzo[3,2-a]fluorene-5,6-dione (6), produced by condensation and rearrangement, was obtained as the major product, and its structure was subsequently unambigously determined by X-ray crystallographic study. Ortho-quinones were produced via nucleophilic substitution at position C7, which was unexpected, considering that para-quinones were produced via C6 substitution in the reaction between compound 1 and ethyl acetoacetate in our previous work. Such unexpected nucleophilic substitution at C7 provides an effective, yet simple route, t…
Electrophilic substitution and cyclization of 2,2′-bis(N-methylindolyl): A simple access to potential protein kinase C inhibitor
1994
A strategy is described for the synthesis of functionalized and cyclized 2,2′-bisindolyl derivatives related to several basic systems of natural products. The starting 2,2′-bis(N-methylindolyl) (8) reacts with a variety of electrophiles and electrophilic dienophiles to furnish the novel, functionalized and cyclized bisindolyl derivatives 9–16. In addition, some reactivity and structural aspects are discussed; an X-ray crystallographic analysis of the 2,2′-bisindolyl 8 provided valuable information for the conformational analyses.
Reaction of 2,2′-bis(N-methylindolyl) with dimethyl acetylenedicarboxylate and thermally- and photochemically-induced cyclizations of the product
1995
2,2′-Bis(N-methylindolyl) 1 reacts with dimethyl acetylenedicarboxylate to furnish the 3-dimethyl maleoyl-substituted 2,2′-bisindolyl 2. Compound 2 cyclizes under aluminum trichloride catalysis according to a polar process to give a cyclopenta[2,1-b:3,4-b′]diindole derivative 4. Reaction of compound 4 with benzyl-amine yields the spiro derivative 5. Photochemically-induced 1,6-electrocyclization of compound 2 gives rise to the indolo[2,3-a]carbazole 6 directly, which is readily transformed to the pyrrolo-annelated carbazole 7 by treatment with benzylamine.
Synthesis and cytotoxicity of 6,11-Dihydro-pyrido- and 6,11-Dihydro-benzo[2,3-b]phenazine-6,11-dione derivatives
2003
6,11-Dihydro-pyrido[2,3-b]phenazine-6,11-diones and 6,11-dihydro-benzo[2,3-b]phenazine-6,11-diones were synthesized from 6,7-dichloro-5,8-quinolinedione and 2,3-dichloro-1,4-naphthoquinone. The study on the cytotoxicity on these products revealed that the pyridophenazinediones, tetracyclic heteroquinone analogues with three nitrogen atoms exhibited a high cytotoxicity on several human tumor cell lines. Compound 9c and 9e showed in vitro antitumor activity comparable or superior to doxorubicin against the human ovarian tumor cells (SK-OV-3) and the human CNS cells (XF 498). The IC(50) value for compound 9e was 0.06 microM against the human CNS cells (XF 498), which was 2.6 times higher than …
ChemInform Abstract: Reaction of 2,2′-Bis(N-methylindolyl) with Dimethyl Acetylenedicarboxylate and Thermally and Photochemically Induced Cyclization…
2010
2,2′-Bis(N-methylindolyl) 1 reacts with dimethyl acetylenedicarboxylate to furnish the 3-dimethyl maleoyl-substituted 2,2′-bisindolyl 2. Compound 2 cyclizes under aluminum trichloride catalysis according to a polar process to give a cyclopenta[2,1-b:3,4-b′]diindole derivative 4. Reaction of compound 4 with benzyl-amine yields the spiro derivative 5. Photochemically-induced 1,6-electrocyclization of compound 2 gives rise to the indolo[2,3-a]carbazole 6 directly, which is readily transformed to the pyrrolo-annelated carbazole 7 by treatment with benzylamine.
ChemInform Abstract: Electrophilic Substitution and Cyclization of 2,2′-Bis(N-methylindolyl) : A Simple Access to Potential Protein Kinase C Inhibito…
2010
A strategy is described for the synthesis of functionalized and cyclized 2,2′-bisindolyl derivatives related to several basic systems of natural products. The starting 2,2′-bis(N-methylindolyl) (8) reacts with a variety of electrophiles and electrophilic dienophiles to furnish the novel, functionalized and cyclized bisindolyl derivatives 9–16. In addition, some reactivity and structural aspects are discussed; an X-ray crystallographic analysis of the 2,2′-bisindolyl 8 provided valuable information for the conformational analyses.
CCDC 196626: Experimental Crystal Structure Determination
2003
Related Article: Young-Shin Kim, Se-Young Park, Hyun-Jung Lee, Myung-Eun Suh, D.Schollmeyer, Chong-Ock Lee|2003|Bioorg.Med.Chem.|11|1709|doi:10.1016/S0968-0896(03)00028-2
CCDC 190701: Experimental Crystal Structure Determination
2003
Related Article: Young-Shin Kim, So-Young Park, Myung-Eun Suh, Hyun-Jung Lee, D.Schollmeyer|2003|Bioorg.Med.Chem.|11|1829|doi:10.1016/S0968-0896(02)00667-3
CCDC 196625: Experimental Crystal Structure Determination
2003
Related Article: Young-Shin Kim, Se-Young Park, Hyun-Jung Lee, Myung-Eun Suh, D.Schollmeyer, Chong-Ock Lee|2003|Bioorg.Med.Chem.|11|1709|doi:10.1016/S0968-0896(03)00028-2