title: New cineromycins and musacins obtained by metabolite pattern analysis of Streptomyces griseoviridis (FH-S 1832). II. Structure elucidation.
abstract: A detailed analysis of the secondary metabolite pattern produced by Streptomyces griseoviridis (strain FH-S 1832) using a chemical screening method resulted in the detection, isolation and structure elucidation of new 14-membered lactones of the cineromycin B-type [dehydrocineromycin B (5), oxycineromycin B (7), and 2,3-dihydrocineromycin B (8)], as well as new gamma-lactones related to nigrosporalactone and 4,5-dihydroxy-octa-2,6-dienoic acid esters named musacins A to F (10, 13 approximately 15, 17, 18 and 21). The constitution of these metabolites were deduced from spectroscopic data as well as chemical transformations. The configuration of musacin D (10) was determined by derivatization with chiral acids (Helmchen's method).
authors.affiliation: Institut für Organische Chemie, Universität Göttingen, Germany.
authors.forename: A
authors.initials: A
authors.lastname: Schneider
authors.forename: J
authors.initials: J
authors.lastname: Späth
authors.forename: S
authors.initials: S
authors.lastname: Breiding-Mack
authors.forename: A
authors.initials: A
authors.lastname: Zeeck
authors.forename: S
authors.initials: S
authors.lastname: Grabley
authors.forename: R
authors.initials: R
authors.lastname: Thiericke
mesh_terms: D005285:Fermentation; D007783:Lactones / Q000737:chemistry* / Q000302:isolation & purification*; D015394:Molecular Structure; D013302:Streptomyces / Q000378:metabolism*; D013329:Structure-Activity Relationship
chemical_list: D007783:Lactones