Cytotoxic fatty acid from Pleurocybella porrigens.
The new conjugated ketonic fatty acid, porrigenic acid (1), was isolated as a cytotoxic constituent of Pleurocybella porrigens. The structure of 1 was elucidated using spectroscopic methods including 1D and 2D NMR and MS. The absolute stereochemistry of 1 was determined by application of the exciton chirality method. Compound 1 exhibited cytotoxic activity against myeloma THP-1 cells, but did not show any significant toxicity against B16F1 melanoma. This is the first report of the isolation and structural elucidation of the new cytotoxic constituent porrigenic acid (1) from the edible mushroom P. porrigens.
Hasegawa
Tatsuya
T
Department of Pharmacognosy and Chemistry of Natural Products, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan.
Ishibashi
Mayumi
M
Takata
Takanobu
T
Takano
Fumihide
F
Ohta
Tomihisa
T
D000970:Antineoplastic Agents / Q000302:isolation & purification* / Q000494:pharmacology*; D001487:Basidiomycota / Q000737:chemistry*; D045744:Cell Line, Tumor; D002942:Circular Dichroism; D004354:Drug Screening Assays, Antitumor; D005227:Fatty Acids / Q000302:isolation & purification* / Q000494:pharmacology*; D048690:Fruiting Bodies, Fungal / Q000737:chemistry; D006801:Humans; D007659:Ketones / Q000302:isolation & purification / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013056:Spectrophotometry, Ultraviolet
D000970:Antineoplastic Agents; D005227:Fatty Acids; D007659:Ketones