title: New pyranonaphthoquinones and a phenazine alkaloid isolated from Streptomyces sp. IFM 11307 with TRAIL resistance-overcoming activity.
abstract: Four new pyranonaphthoquinones (1-4) were isolated from the liquid culture of Streptomyces sp. IFM 11307. Additionally, one new phenazine derivative (5), along with the known phenazine-1,6-dicarboxylic acid (6) were identified. The chemical structure of compounds 1-6 was elucidated by 1D and 2D NMR spectroscopy together with CD spectral analysis. Compounds 1-4 significantly overcame tumor necrosis factor-related apoptosis-inducing ligand resistance in human gastric adenocarcinoma cell lines.
authors.affiliation: Department of Chemistry, Faculty of Science, Helwan University, Cairo, Egypt.
authors.forename: Mohamed S
authors.initials: MS
authors.lastname: Abdelfattah
authors.forename: Toume
authors.initials: T
authors.lastname: Kazufumi
authors.forename: Masami
authors.initials: M
authors.lastname: Ishibashi
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002942:Circular Dichroism; D003470:Culture Media / Q000737:chemistry; D006801:Humans; D007155:Immunologic Factors / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D009285:Naphthoquinones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D010619:Phenazines / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D013302:Streptomyces / Q000378:metabolism*; D053221:TNF-Related Apoptosis-Inducing Ligand / Q000276:immunology* / Q000378:metabolism
chemical_list: D000470:Alkaloids; D003470:Culture Media; D007155:Immunologic Factors; D009285:Naphthoquinones; D010619:Phenazines; D053221:TNF-Related Apoptosis-Inducing Ligand; C505653:TNFSF10 protein, human