Cytotoxic constituents of Amanita subjunquillea.
As part of our systematic study of Korean toxic mushrooms, we have investigated the constituents of Amanita subjunquillea. The column chromatographic separation of the MeOH extract of A. subjunquillea led to the isolation of four ergosterols, two cerebrosides and four cyclopeptides. Their structures were determined by spectroscopic methods to be (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol (1), (22E,24R)-5alpha,8alpha-epidioxyergosta-6,22-dien-3beta-ol (2), (22E,24R)-5alpha,6alpha-epoxyergosta-8,22-diene-3beta,7beta-diol (3), (24S)-ergost-7-en-3beta-ol (4), 8,9-dihydrosoyacerebroside I (5), soyacerebroside I (6), beta-amanitin (7), phalloin (8), alpha-amanitin (9), and phalloidin (10). The compounds 1-6 and 8 were isolated for the first time from this mushroom. The isolated compounds were evaluated for the cytotoxicity against A549, SK-OV-3, SK-MEL-2 and HCT15 cells. Compound 9 exhibited significant cytotoxic activity against A549, SK-OV-3, SK-MEL-2 and HCT15 with ED(50) values of 1.47, 0.26, 1.57 and 1.32 microM, respectively.
Kim
Ki Hyun
KH
Natural Products Laboratory, College of Pharmacy, Sungkyunkwan University, 300 Chonchondong, Jangan-ku, Suwon, 440-746, Korea.
Choi
Sang Un
SU
Park
Ki Moon
KM
Seok
Soon Ja
SJ
Lee
Kang Ro
KR
D053959:Alpha-Amanitin / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000545:Amanita / Q000737:chemistry*; D000546:Amanitins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D045744:Cell Line, Tumor; D002554:Cerebrosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D004875:Ergosterol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D053959:Alpha-Amanitin; D000546:Amanitins; D000970:Antineoplastic Agents; D002554:Cerebrosides; D004875:Ergosterol