title: Stereoselective total synthesis of a novel regiomer of herbarumin I and its cytotoxic and antimicrobial activities.
abstract: Stereoselective synthesis of a novel regiomer of the natural nonenolide, herbarumin I has been accomplished. The synthesis involves the coupling of the alcohol and acid fragments of the molecule using Yamaguchi protocol followed by intramolecular ring closing metathesis. The cytotoxic and antimicrobial properties of the synthetic regiomer have been studied.
authors.affiliation: Natural Product Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500607, India.
authors.forename: Paramesh
authors.initials: P
authors.lastname: Jangili
authors.affiliation: Natural Product Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500607, India.
authors.forename: Jajula
authors.initials: J
authors.lastname: Kashanna
authors.affiliation: Chemical Biology Laboratory, CSIR-Indian Institute of Chemical Technology, Hyderabad 500607, India.
authors.forename: C Ganesh
authors.initials: CG
authors.lastname: Kumar
authors.affiliation: Chemical Biology Laboratory, CSIR-Indian Institute of Chemical Technology, Hyderabad 500607, India.
authors.forename: Y
authors.initials: Y
authors.lastname: Poornachandra
authors.affiliation: Natural Product Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500607, India. Electronic address: biswanathdas@yahoo.com.
authors.forename: Biswanath
authors.initials: B
authors.lastname: Das
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D056945:Hep G2 Cells; D006573:Heterocyclic Compounds, 1-Ring / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D007783:Lactones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D006573:Heterocyclic Compounds, 1-Ring; D007783:Lactones; C462121:herbarumin I
keywords: Antimicrobial activity; Cytotoxicity; Herbarumin I; Regiomer; Total synthesis