title: Elmenols C-H, new angucycline derivatives isolated from a culture of Streptomyces sp. IFM 11490.
abstract: Chemical investigations of the ethyl acetate extract of Streptomyces sp. IFM 11490 have led to the isolation of six new angucycline metabolites, named elmenols C-H (1-6), along with the previously reported elmonin (7) and elmenols A (8) and B (9). The known LS1924A (10), 6-deoxy-8-methylrabelomycin (11), tetrangulol methyl ether (12) and angucyclinone (13) were additionally identified. The structures of the isolated compounds were elucidated by means of spectroscopic methods including UV, IR, HRESIMS, and 1D and 2D NMR. Compounds 1-6 were evaluated for their abilities to overcome tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) resistance in human gastric adenocarcinoma (AGS) cells. Compounds 5 (10 μm) and 6 (50 μm) in combination with TRAIL showed moderate activity in sensitizing TRAIL-resistant AGS cells.
authors.affiliation: Department of Natural Products Chemistry, Graduate School of Pharmaceutical Sciences, Chiba University, Chiba, Japan.
authors.lastname: Yixizhuoma
authors.affiliation: Department of Natural Products Chemistry, Graduate School of Pharmaceutical Sciences, Chiba University, Chiba, Japan.
authors.forename: Naoki
authors.initials: N
authors.lastname: Ishikawa
authors.affiliation: Department of Natural Products Chemistry, Graduate School of Pharmaceutical Sciences, Chiba University, Chiba, Japan.|Faculty of Science, Department of Chemistry, Helwan University, Cairo, Egypt.
authors.forename: Mohamed S
authors.initials: MS
authors.lastname: Abdelfattah
authors.affiliation: Department of Natural Products Chemistry, Graduate School of Pharmaceutical Sciences, Chiba University, Chiba, Japan.
authors.forename: Masami
authors.initials: M
authors.lastname: Ishibashi
mesh_terms: D000230:Adenocarcinoma / Q000188:drug therapy* / Q000473:pathology; D000880:Anthraquinones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D045744:Cell Line, Tumor; D019008:Drug Resistance, Neoplasm; D006801:Humans; D013057:Spectrum Analysis / Q000379:methods; D013274:Stomach Neoplasms / Q000188:drug therapy* / Q000473:pathology; D013302:Streptomyces / Q000378:metabolism*; D053221:TNF-Related Apoptosis-Inducing Ligand / Q000494:pharmacology
chemical_list: D000880:Anthraquinones; D000970:Antineoplastic Agents; D053221:TNF-Related Apoptosis-Inducing Ligand; C510997:angucyclinone