Lactarane sesquiterpenoids from Lactarius subvellereus and their cytotoxicity

被引:29
作者
Kim, Ki Hyun [1 ]
Noh, Hyung Jun [1 ]
Choi, Sang Un [2 ]
Park, Ki Moon [3 ]
Seok, Soon-Ja [4 ]
Lee, Kang Ro [1 ]
机构
[1] Sungkyunkwan Univ, Sch Pharm, Nat Prod Lab, Suwon 440746, South Korea
[2] Korea Res Inst Chem Technol, Taejon 305600, South Korea
[3] Sungkyunkwan Univ, Dept Food Sci & Biotechnol, Suwon 440746, South Korea
[4] Natl Inst Agr Sci & Technol, RDA, Div Appl Microbiol, Suwon 441707, South Korea
关键词
Lactarius subvellereus; Russulaceae; Lactarane sesquiterpenoid; Cytotoxicity; FUNGAL METABOLITES; MACROLEPIOTA-NEOMASTOIDEA; CONSTITUENTS;
D O I
10.1016/j.bmcl.2010.07.119
中图分类号
R914 [药物化学];
学科分类号
100705 [微生物与生化药学];
摘要
Subvellerolactones B (1), D (2), and E (3), structurally unusual lactarane sesquiterpenoids, were isolated from the fruiting bodies of Lactarius subvellereus together with four known lactarane sesquiterpenes (4-7). The chemical structures and stereochemistries of compounds 1-3 were determined on the basis of spectroscopic analyses, including 1D and 2D NMR experiments and a convenient Mosher ester procedure. Subvellerolactone B (1) exhibited cytotoxicity against the A549, SK-MEL-2, and HCT-15 cell lines with IC50 values of 26.5, 18.3, and 14.2 mu M, respectively, and subvellerolactones D (2) and E (3) showed cytotoxicity against the A549 and HCT-15 cell lines (IC50 (2): 25.1 and 17.8 mu M, and IC50 (3): 19.6 and 28.7 mu M, respectively). (c) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5385 / 5388
页数:4
相关论文
共 14 条
[1]
DANG NQ, 2008, J NAT PRODUCTS, V71, P1620
[2]
STRUCTURAL STUDIES ON LACTARIUS SESQUITERPENES - STRUCTURE ELUCIDATION OF LACTARORUFIN-D AND LACTARORUFIN-E AND CONFORMATIONAL-ANALYSIS OF LACTARAN-5-OLIDES [J].
DANIEWSKI, WM ;
WAWRZUN, A ;
DEBERNARDI, M ;
VIDARI, G ;
VITAFINZI, P ;
FRONZA, G ;
GATTI, G .
TETRAHEDRON, 1984, 40 (14) :2757-2762
[3]
DEBERNARDI M, 1984, GAZZ CHIM ITAL, V114, P163
[4]
FUNGAL METABOLITES .4. NEW SESQUITERPENE HYDROXYLACTONES FROM LACTARIUS SPECIES [J].
DEBERNARDI, M ;
FRONZA, G ;
MELLERIO, G ;
VIDARI, G ;
VITAFINZI, P .
PHYTOCHEMISTRY, 1979, 18 (02) :293-298
[5]
FUNGAL METABOLITES .7. STEREOCHEMISTRY OF BLENNIN-A AND BLENNIN-D FROM LACTARIUS-BLENNIUS [J].
DEBERNARDI, M ;
FRONZA, G ;
MELLERIO, G ;
VIDARI, G ;
VITAFINZI, P .
PHYTOCHEMISTRY, 1980, 19 (01) :99-101
[6]
Repraesentins D, E and F, new plant growth promoters from Lactarius repraesentaneus [J].
Kashiwabara, Michiko ;
Kamo, Tsunashi ;
Makabe, Hidefumi ;
Shibata, Hisao ;
Hirota, Mitsuru .
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2006, 70 (06) :1502-1505
[7]
Cytotoxic constituents of Amanita subjunquillea [J].
Kim, Ki Hyun ;
Choi, Sang Un ;
Park, Ki Moon ;
Seok, Soon Ja ;
Lee, Kang Ro .
ARCHIVES OF PHARMACAL RESEARCH, 2008, 31 (05) :579-586
[8]
Neomastoidin A, a Novel Monoacylglycerol with an Amino Acid Moiety from Macrolepiota neomastoidea [J].
Kim, Ki Hyun ;
Choi, Sang Un ;
Lee, Kang Ro .
CHEMISTRY LETTERS, 2009, 38 (09) :894-895
[9]
Macrolepiotin, a new indole alkaloid from Macrolepiota neomastoidea [J].
Kim, Ki Hyun ;
Park, Ki Moon ;
Choi, Sang Un ;
Lee, Kang Ro .
JOURNAL OF ANTIBIOTICS, 2009, 62 (06) :335-338
[10]
SILKE P, 2007, J NAT PRODUCTS, V70, P1274