Bioassay-guided isolation and identification of desacetylmicrocolin B from Lyngbya cf. polychroa.
Bioassay-guided fractionation of a non-polar extract of Lyngbya cf. polychroa resulted in the isolation of the cytotoxic desacetylmicrocolin B (1) as well as the known compounds microcolins A (2) and B (3). Compound 1 was found to inhibit the growth of HT-29 colorectal adenocarcinoma and IMR-32 neuroblastoma cells with half maximal inhibitory concentration (IC(50)) values of 14 nM for both cancer cell types. Microcolins A and B were found to have little activity against two strains of the marine fungus Dendryphiella salina with LD(50) values above 200 microg/mL. Compounds 1, 2, and 3 were obtained by reverse-phase chromatography and their structures were determined by NMR and MS. In this paper we report the isolation, identification, and biological activity of 1.
Meickle
Theresa
T
Smithsonian Marine Station at Fort Pierce, Fort Pierce, Florida 34949, USA.
Matthew
Susan
S
Ross
Cliff
C
Luesch
Hendrik
H
Paul
Valerie
V
D000230:Adenocarcinoma / Q000188:drug therapy; D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use*; D001681:Biological Assay; D045744:Cell Line, Tumor; D003110:Colonic Neoplasms / Q000188:drug therapy; D000458:Cyanobacteria / Q000737:chemistry*; D005658:Fungi / Q000187:drug effects; D006801:Humans; D020128:Inhibitory Concentration 50; D008235:Lyngbya Toxins / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use*; D015394:Molecular Structure; D009369:Neoplasms / Q000188:drug therapy*; D009447:Neuroblastoma / Q000188:drug therapy; D009842:Oligopeptides / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use*; D011759:Pyrrolidines / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use*; D012004:Rectal Neoplasms / Q000188:drug therapy
D000972:Antineoplastic Agents, Phytogenic; D008235:Lyngbya Toxins; D009842:Oligopeptides; D011759:Pyrrolidines; C547859:desacetylmicrocolin B