Laetirobin from the parasitic growth of Laetiporus sulphureus on Robinia pseudoacacia.
(+/-)-Laetirobin (1) was isolated as a cytostatic lead from Laetiporus sulphureus growing parasitically on the black locust tree, Robinia pseudoacacia, by virtue of a reverse-immunoaffinity system. Using an LC/MS procedure, milligram quantities of (+/-)-laetirobin (1) were obtained, and the structure of 1 was elucidated by X-ray crystallography and confirmed by NMR spectroscopy. Preliminary cellular studies indicated that (+/-)-laetirobin (1) rapidly enters in tumor cells, blocks cell division at a late stage of mitosis, and invokes apoptosis.
Department of Chemistry, and Medicinal Chemistry Program of the Life Sciences Institute, National University of Singapore, 3 Science Drive 3, Singapore 117543. chmlmj@nus.edu.sg
Martin J
MJ
Lear
Oliver
O
Simon
Timothy L
TL
Foley
Michael D
MD
Burkart
Thomas J
TJ
Baiga
Joseph P
JP
Noel
Antonio G
AG
DiPasquale
Arnold L
AL
Rheingold
James J
JJ
La Clair
D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D017209:Apoptosis / Q000187:drug effects; D001572:Benzofurans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002455:Cell Division / Q000187:drug effects; D055453:Coriolaceae / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D048690:Fruiting Bodies, Fungal / Q000737:chemistry; D008938:Mitosis / Q000187:drug effects; D008968:Molecular Conformation; D019906:Nuclear Magnetic Resonance, Biomolecular; D031301:Robinia / Q000382:microbiology; D013237:Stereoisomerism
D000970:Antineoplastic Agents; D001572:Benzofurans; C545391:laetirobin