Synthesis, Crystal Structure and Biological Activity of Dimethyl 1-Methyl-1,4-dihydroquinoline-3,4-dicarboxylate and Tetramethyl Pyrrolo-[1,2-a]quinoline-2,3,4,5-tetracarboxylate

The target compounds 3(C;H;NO;) and 4(C;H;NO;) were synthesized and structurally determined by single-crystal X-ray diffraction. The crystal of 3 is in the monoclinic system, space group P2;/c with a = 7.3017（3）, b = 7.8737（5）, c = 22.4227（11） ?, β = 94.837（5）°, C;H;NO;, M;= 261.27, D;= 1.351 g/cm;, V = 1284.51（11） ?3, Z = 4, F（000） = 552, μ（MoKa） = 0.828 mm;, T = 289.12（10） K, 2236 independent reflections with 1827 observed ones(I > 2σ（I）), R = 0.0515 and w R = 0.1394 with GOF = 1.044（R = 0.0605 and w R = 0.1548 for all data）. The crystal of compound 4 is in the monoclinic system, space group P21/c with a = 7.1269（3）, b = 12.6518（6）, c = 20.7540（8） ?, β = 96.941（4）°, C;H;NO;, M;= 399.35, D;= 1.428 g/cm;, V = 1857.61（14） ?3, Z = 4, F（000） = 832.0, μ（MoKa） = 0.950 mm;, T = 288.81（10） K, 3216 independent reflections with 2253 observed ones(I > 2σ（I）), R = 0.0612 and wR = 0.1548 with GOF = 1.055（R = 0.0824 and w R = 0.1790 for all data）. The skeleton of 1,4-dihydroquinoline 3 is noncoplanar, while pyrrolo[1,2-a]-quinoline 4 owns a coplanar frame structure. One-dimensional interaction model of compound 4 was formed by the one kind of π-π interaction between the two adjacent molecules at upper and lower levels. And the inhibition to the strand transfer process of HIV-1 integrase of the title compounds was also evaluated.