title: Synthesis of novel benzimidazole functionalized chiral thioureas and evaluation of their antibacterial and anticancer activities.
abstract: A small library of benzimidazole functionalized chiral thioureas was prepared starting from natural amino acids (S)-alanine, (S)-phenylalanine, (S)-valine and (S)-leucine and also their (R)-isomers and studied their antimicrobial activity against a various Gram-positive and Gram-negative bacterial strains. In this study, compounds 5g and 5j were found to exhibit good antibacterial activity against both Gram-positive and Gram-negative bacterial strains such as Staphylococcus aureus, Bacillus subtilis, Micrococcus luteus, Klebsiella planticola, Escherichia coli and Pseudomonas aeruginosa. In the cytotoxicity study, thioureas derived from non-natural amino acids 5a-l showed good activity against human cancer cell lines A549, MCF7, DU145, HeLa, and no cytotoxicity was observed with their antipodes 6a-l.
authors.affiliation: Fluoroorganics Division, CSIR-Indian Institute of Chemical Technology, Uppal Road, Hyderabad 500 007, India. Electronic address: smiict@gmail.com.
authors.forename: Sridhar
authors.initials: S
authors.lastname: Madabhushi
authors.affiliation: Fluoroorganics Division, CSIR-Indian Institute of Chemical Technology, Uppal Road, Hyderabad 500 007, India.
authors.forename: Kishore Kumar Reddy
authors.initials: KK
authors.lastname: Mallu
authors.affiliation: Fluoroorganics Division, CSIR-Indian Institute of Chemical Technology, Uppal Road, Hyderabad 500 007, India.
authors.forename: Venkata Sairam
authors.initials: VS
authors.lastname: Vangipuram
authors.affiliation: Fluoroorganics Division, CSIR-Indian Institute of Chemical Technology, Uppal Road, Hyderabad 500 007, India.
authors.forename: Srinivas
authors.initials: S
authors.lastname: Kurva
authors.affiliation: Medicinal Chemistry and Pharmacology Division, CSIR-Indian Institute of Chemical Technology, Uppal Road, Hyderabad 500 007, India.
authors.forename: Y
authors.initials: Y
authors.lastname: Poornachandra
authors.affiliation: Medicinal Chemistry and Pharmacology Division, CSIR-Indian Institute of Chemical Technology, Uppal Road, Hyderabad 500 007, India.
authors.forename: C
authors.initials: C
authors.lastname: Ganesh Kumar
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001562:Benzimidazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006090:Gram-Negative Bacteria / Q000187:drug effects*; D006094:Gram-Positive Bacteria / Q000187:drug effects*; D006367:HeLa Cells; D006801:Humans; D061986:MCF-7 Cells; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D013890:Thiourea / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology*
chemical_list: D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D001562:Benzimidazoles; C031000:benzimidazole; D013890:Thiourea
keywords: Amino acids; Antibacterial activity; Anticancer activity; Chiral thioureas