Antioxidants, anti-proliferative, anti-inflammatory, anti-diabetic and anti-microbial effects of isolated compounds from Swertia corymbosa (Grieb.) Wight ex C.B. Clark – An in vitro approach

AbstractThe present study, antioxidant, enzyme inhibitory, anti-inflammatory and antimicrobial activity of isolated compounds such as Decussatin (1), Gentiacaulein (2), Swertianin (3), 1,8-dihydroxy-2,6-dimethoxy xanthone (methylswertianin) (4) 8-hydroxy-1,2,4,6-tetramethoxyxanthone (5) and 1,2-dihydroxy-6-methoxyxanthone-8-O-β-d-xylopyranosyl (6) were investigated using an in vitro model. Results of antioxidant studies revealed that the compound 6 possessed an efficient 2,2-diphenyl-1-picryl-hydrazyl (DPPH) (IC50 07.19±4.56μmol/mL), 2,2-azinobis (3-ethylbenzothiozoline-6-sulfonic acid) (ABTS+) (42.62±0.25mmol/L TE/g), superoxide (57.89±3.45μmol/mL), nitric oxide (18.45±1.23μmol/mL) and hydroxyl (12.13±2.76μmol/mL) radical scavenging activities, ferric reducing antioxidant power (14.76±0.10molar Fe (II)/g), metal chelating (213.85±27.18mg EDTA/g) ability. Compounds 6 and 3 exhibited significant anti-proliferative activity. Compound 6 displayed strongest antibacterial activity against Streptococcus pneumoniae and Escherichia coli with MIC value of 3.90μg/mL and 21.21±0.25 and 20.27±0.11mm zone of inhibition at 25μg/mL concentration respectively. In the membrane stabilization and protein denaturation test 3 was the most potent with an IC50 value of 12.57, 18.75μmol/mL respectively

7-(2-Chloro­phen­yl)-2,6,9-trimethyl­dibenzo[b,h][1,6]naphthyridine

In the title compound, C25H19ClN2, the dibenzo[b,h][1,6]naphthyridine system is planar to within 0.16 (2) Å, and the chloro­phenyl ring is inclined to it by 82.53 (7)°. In the crystal, mol­ecules are linked by C—H⋯N hydrogen bonds, forming chains propagating in [100]. There are also a number of weak π–π stacking inter­actions present [centroid–centroid distances = 3.8531 (1) and 3.7631 (1) Å]

Benzoquinoline amines – Key intermediates for the synthesis of angular and linear dinaphthonaphthyridines

A systematic study on the condensation reaction of 2,4-dichlorobenzo[h]quinoline and naphth-1-ylamine in the presence of CuI as catalyst to functionalised mono- and di-substituted (naphthalen-1-yl)benzo[h]quinoline amines was described. Subsequently these mono- and di-substituted amines on polyphosphoric acid catalysed cyclisation reaction with aromatic/heteroaromatic carboxylic acids led to the construction of angular and linear aromatic/heteroaromatic substituted dinaphthonaphthyridines in good yields

7-Methyl-1-phenyl-1,10-dihydropyrazolo[3,4-a]carbazole

In the title molecule, C20H15N3, the atoms in the carbazole unit deviate from planarity [maximum deviation from mean plane = 0.1082 (15) Å]. The pyrrole ring makes dihedral angles of 3.17 (8)/4.10 (9), 7.20 (9) and 44.62 (9)° with the fused benzene, pyrazole and phenyl rings, respectively. In the crystal, molecules are linked via N - H⋯N hydrogen bonds, forming an infinite chain along [010]. Molecules are further linked by nine π-π [centroid-centroid distances vary from 3.6864 (11) to 3.9802 (11) Å] and one C - H⋯π interaction, forming a three-dimensional network

(E)-2-[(Furan-2-yl)methylidene]-7-methyl-2,3,4,9-tetrahydro-1H-carbazol-1- one

In the title molecule, C18H15NO2, the atoms in the carbazole unit deviate from planarity [maximum deviation from mean plane = 0.1317 (12) Å]. The pyrrole ring makes dihedral angles of 1.01 (8) and 18.56 (10)° with the benzene and furan rings, respectively. The cyclohexene ring adopts a half-chair conformation. In the crystal, pairs of N - H⋯O hydrogen bonds form an R 2 2(10) ring. Molecules are further linked by C - H⋯O and C - H⋯π interactions, forming a three-dimensional network