Synthesis, antimicrobial and antioxidant activities of some indole analogues containing naphthyridine and pyrimidonaphthyridine systems

1593-1606  2-Amino-4-(2'-methoxynapthalen-6'-yl)-6-(4-subtituted phenyl)-pyridin-3-carbonitriles 2a-c have been prepared by cyclocondensation of substituted chalcones 1a-c with malanonitrile in the presence of ammonium acetate. The compounds 2a-c on cyclocondensation with (5'-substituted 2'-phenyl-1<i style="mso-bidi-font-style: normal">H-indol-3'-yl)-acrylonitriles 3a-c afford the key intermediates 4-amino-5-(2'-methoxynaphthalen-6'-yl)-7-aryl-2-(5'-substituted 2'-phenyl-1H-indol-3'-yl)-1,8-naphthyridin-5-carbonitriles 4a-i. Compounds <b style="mso-bidi-font-weight: normal">4a-i when subjected to annulations using simple and inexpensive reagents such as formic acid, carbon disulfide and formamide afford title compounds 5a-i, <b style="mso-bidi-font-weight: normal">6a-i and 7a-i, respectively. The structures of all these previously unknown compounds have been established on the basis of spectral and analytical data. All synthesized compounds have been screened for their antimicrobial and antioxidant activities. Compounds 2b, 5d and <b style="mso-bidi-font-weight: normal">6a exhibit maximum zone of inhibition against the microorganisms E. coli, <i style="mso-bidi-font-style: normal">A. flavus and A. terrus whereas compound 7c shows maximum zone of inhibition against microbes E. coli, S. aureus, A. oryzae and<i style="mso-bidi-font-style: normal"> A. niger. Compounds 4h, 5g, <b style="mso-bidi-font-weight: normal">5h, 6g and 6h exhibit good radical scavenging activity as compared to the standards

Synthesis antimicrobial and antioxidant activities of some new 3-indolyl pyra­zolo[2,3-<i style="">c</i>]pyran and its derivatives^†

380-387Some new 6-amino-4-(2′,5′-disubstituted 1H-indol-3′-yl)-3-methyl-N1-isonicotinyl-1,4-dihydropyrano[2,3-c]pyrazoles have been synthesized and characterized by spectroscopic techniques (1H NMR, IR and MS) and elemental analysis. These compounds exhibit good antimicrobial and antioxidant activities on screening

Synthesis and Antimicrobial and Antioxidant Activities of Some New 5-(2-Methyl-1H-indol-3-yl)-1,3,4-oxadiazol-2-amine Derivatives

A series of 5-(2-methyl-1H-indol-3-yl)-1,3,4-oxadiazol-2-amine derivatives (3–5) were synthesized. These previously unknown compounds were characterized by spectral studies and elemental analysis. These compounds were evaluated for their antimicrobial and antioxidant activities. Among all the compounds tested 5d exhibited promising antibacterial, antifungal, radical scavenging, and ferric ions (Fe3+) reducing antioxidant power (FRAP) activities, whereas the compounds 3b, 4c, and 5e exhibited good FRAP and metal chelating activities. In general compounds containing chloro and methyl substituent exhibited better antimicrobial and antioxidant activities

Design, Synthesis of Some Innovative Indolo[3,2-<i>c</i>]Isoquinoline-5-One Analogs and Associated Bioactivities, Pharmacophore, Molecular Docking, MEP, and Conceptual DFT Studies

A series of novel triazolothiadiazolethione and triazolothiadiazine appended indolo[3,2-c]isoquinoline-5-one were designed, synthesized, and validated by IR, 1H, 13C NMR, and mass spectroscopy strategies. All compounds are determined by their DFT investigations with B3LYP/def2-TZVP basis set level, ionization potentials, and electron affinities at vertical (IPv and EAv) and adiabatic parameters (IPA and EAA). Compound 3a has demonstrated the greatest values for these parameters. The compounds’ HOMO-LUMO (FMOs) and MEP maps were performed. The optimized structure of the compounds was estimated in global hardness, softness, global electrophilicity, and dipole moment. To find new drug candidates, different in vitro biological activities were implemented employing antimicrobial activity: Gram-negative bacteria were significantly suppressed by compound 4a, whereas gram-positive bacteria were strongly inhibited by compounds 3c and 3a has significant antifungal and anticancer effects. Compound 4b is profoundly antioxidant with IC50 value of 8.74 ± 1.93 µg/mL and MIC value of 0.25 µg/mL for antituberculosis properties. Thereafter, all of the compounds were subjected to e-pharmacophore approach to molecular docking studies. Compound 4a exhibited the best docking score (−8.458 kcal/mol) and docking interactions with active binding sites of 1TL8 receptor.</p