Nocardichelins A and B, siderophores from Nocardia strain acta 3026.
An actinomycete, strain Acta 3026, isolated from mangrove soil was characterized and found to belong to the genus Nocardia. The strain produces two new cytotoxic metabolites, nocardichelins A (1) and B (2). Each of the compounds strongly inhibited human cell lines from gastric adenocarcinoma, breast carcinoma, and hepatocellular carcinoma with GI50 values in a low micromolar to nanomolar range. The structural characterization of the compounds was performed by mass spectrometry and NMR spectroscopy. The nocardichelins represent a new group of siderophores that combine the structural elements of mycobactin-type siderophores from mycobacteria and hydroxamate-type siderophores (desferrioxamine B) produced by streptomycetes. The chromazurol S assay, characteristic for iron(III) complexation, was positive, confirming the role as a siderophore.
Schneider
Kathrin
K
Institut für Chemie, Technische Universität Berlin, 10623 Berlin, Germany.
Rose
Ilona
I
Vikineswary
Sabaratnam
S
Jones
Amanda L
AL
Goodfellow
Michael
M
Nicholson
Graeme
G
Beil
Winfried
W
Süssmuth
Roderich D
RD
Fiedler
Hans-Peter
HP
D000596:Amino Acids / Q000032:analysis; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D003676:Deferoxamine / Q000737:chemistry; D004354:Drug Screening Assays, Antitumor; D005227:Fatty Acids / Q000032:analysis / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D007501:Iron / Q000378:metabolism; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009615:Nocardia / Q000737:chemistry* / Q000235:genetics; D019906:Nuclear Magnetic Resonance, Biomolecular; D012336:RNA, Ribosomal, 16S / Q000235:genetics; D017262:Siderophores / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
D000596:Amino Acids; D000970:Antineoplastic Agents; D005227:Fatty Acids; D012336:RNA, Ribosomal, 16S; D017262:Siderophores; C521535:nocardichelin A; C521536:nocardichelin B; D007501:Iron; D003676:Deferoxamine