title: Synthesis and anticancer activity of sclerophytin-inspired hydroisobenzofurans.
abstract: Three structurally related sets of hydroisobenzofuran analogs of sclerophytin A were prepared in three or four steps from (S)-(+)-carvone via an aldol-cycloaldol sequence. The most potent members of each set of analogs exhibited IC(50)'s of 1-3 microM in growth inhibitory assays against KB3 cells. The NCI 60-cell line 5-dose assay for analog 6h revealed a GI(50)=0.148 microM and LC(50)=9.36 microM for the RPMI-8226 leukemia cell line, and a GI(50)=0.552 microM and LC(50)=26.8 microM for the HOP-92 non-small cell lung cancer cell line.
authors.affiliation: Department of Chemistry and Biochemistry, 119 Chemistry Building, University of Arkansas, Fayetteville, AR 72701, USA.
authors.forename: T David
authors.initials: TD
authors.lastname: Bateman
authors.forename: Aarti L
authors.initials: AL
authors.lastname: Joshi
authors.forename: Kwangyul
authors.initials: K
authors.lastname: Moon
authors.forename: Elena N
authors.initials: EN
authors.lastname: Galitovskaya
authors.forename: Meenakshi
authors.initials: M
authors.lastname: Upreti
authors.forename: Timothy C
authors.initials: TC
authors.lastname: Chambers
authors.forename: Matthias C
authors.initials: MC
authors.lastname: McIntosh
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D001952:Bridged-Ring Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D005663:Furans / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D006801:Humans; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D001952:Bridged-Ring Compounds; D005663:Furans; C412667:sclerophytin A