title: Design and synthesis of spiro[indole-thiazolidine]spiro[indole-pyrans] as antimicrobial agents.
abstract: A series of novel spiro[indole-thiazolidine]spiro[indole-pyran] derivatives were synthesized from N-(bromoalkyl)indol-2,3-diones via monospiro-bisindole intermediates; the two indole nuclei being connected via N-(CH(2))(n)-N linker. Synthesized compounds were evaluated for their antimicrobial activities in vitro against three Gram-positive bacteria (Staphylococcus aureus, Bacillus subtilis, and Staphylococcus epidermis), four Gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa, Salmonella typhi, and Klebsiella pneumonia) as well as four fungi (Aspergillus niger, Aspergillus fumigatus, Aspergillus flavus, and Candida albicans) using Cup plate method. Bis spiro-indoles exhibited stronger antibacterial and antifungal efficiency than their corresponding mono spiro-indoles. Compound 10e, the most active derivative was shown to inhibit the growth of all bacterial strains and two fungal strains (A. niger and C. albicans).
authors.affiliation: Department of Chemistry, University of Delhi, Delhi 110 007, India.
authors.forename: Rajeev
authors.initials: R
authors.lastname: Sakhuja
authors.forename: Siva S
authors.initials: SS
authors.lastname: Panda
authors.forename: Leena
authors.initials: L
authors.lastname: Khanna
authors.forename: Shilpi
authors.initials: S
authors.lastname: Khurana
authors.forename: Subhash C
authors.initials: SC
authors.lastname: Jain
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D060326:Chemistry Techniques, Synthetic; D015195:Drug Design; D005658:Fungi / Q000187:drug effects; D007211:Indoles / Q000737:chemistry*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D011714:Pyrans / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism; D053778:Thiazolidines / Q000737:chemistry*
chemical_list: D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D007211:Indoles; D011714:Pyrans; D013141:Spiro Compounds; D053778:Thiazolidines; C030374:indole