title: Lajollamycin, a nitro-tetraene spiro-beta-lactone-gamma-lactam antibiotic from the marine actinomycete Streptomyces nodosus.
abstract: A strain of Streptomyces nodosus (NPS007994) isolated from a marine sediment collected in Scripps Canyon, La Jolla, California, was found to produce lajollamycin (1), a nitro-tetraene spiro-beta-lactone-gamma-lactam antibiotic. The structure was established by complete analysis of spectroscopic data and comparison with known antibiotics oxazolomycin (2), 16-methyloxazolomycin (3), and triedimycin B (4). Lajollamycin (1) showed antimicrobial activity against both drug-sensitive and -resistant Gram-positive bacteria and inhibited the growth of B16-F10 tumor cells in vitro.
authors.affiliation: Nereus Pharmaceuticals Inc., 10480 Wateridge Circle, San Diego, CA 92121, USA.
authors.forename: Rama Rao
authors.initials: RR
authors.lastname: Manam
authors.forename: Sy
authors.initials: S
authors.lastname: Teisan
authors.forename: Donald J
authors.initials: DJ
authors.lastname: White
authors.forename: Benjamin
authors.initials: B
authors.lastname: Nicholson
authors.forename: Jennifer
authors.initials: J
authors.lastname: Grodberg
authors.forename: Saskia T C
authors.initials: ST
authors.lastname: Neuteboom
authors.forename: Kin S
authors.initials: KS
authors.lastname: Lam
authors.forename: Deborah A
authors.initials: DA
authors.lastname: Mosca
authors.forename: G Kenneth
authors.initials: GK
authors.lastname: Lloyd
authors.forename: Barbara C M
authors.initials: BC
authors.lastname: Potts
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002140:California; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D006094:Gram-Positive Bacteria / Q000187:drug effects; D007769:Lactams / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D051379:Mice; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010080:Oxazoles / Q000737:chemistry; D053284:Polyunsaturated Alkamides; D013141:Spiro Compounds / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013302:Streptomyces / Q000737:chemistry*
chemical_list: D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D007769:Lactams; D010080:Oxazoles; D053284:Polyunsaturated Alkamides; D013141:Spiro Compounds; C499026:lajollamycin; C046610:curromycin B