Synthesis of a model system for the preparation of phloroglucinol containing natural products

被引:32
作者
Kraus, GA [1 ]
Dneprovskaia, E [1 ]
Nguyen, TH [1 ]
Jeon, I [1 ]
机构
[1] Iowa State Univ, Dept Chem, Ames, IA 50011 USA
基金
美国国家卫生研究院;
关键词
beta-diketone; phloroglucinol; hyperforin;
D O I
10.1016/j.tet.2003.03.001
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A model system for the synthesis of phloroglucinol containing natural products was synthesized. Key steps include a manganic acetate-mediated cyclization and the facile conversion of an alkene into a beta-bromoenone. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8975 / 8978
页数:4
相关论文
共 25 条
[1]   Activity profiles of two hyperforin-containing Hypericum extracts in behavioral models [J].
Bhattacharya, SK ;
Chakrabarti, A ;
Chatterjee, SS .
PHARMACOPSYCHIATRY, 1998, 31 :22-29
[2]   In vitro receptor screening of pure constituents of St. John's wort reveals novel interactions with a number of GPCRs [J].
Butterweck, V ;
Nahrstedt, A ;
Evans, J ;
Hufeisen, S ;
Rauser, L ;
Savage, J ;
Popadak, B ;
Ernsberger, P ;
Roth, BL .
PSYCHOPHARMACOLOGY, 2002, 162 (02) :193-202
[3]  
Cole BM, 1996, J ORG CHEM, V61, P7832
[4]   Nemorosone, the major constituent of floral resins of Clusia rosea [J].
Cuesta-Rubio, O ;
Velez-Castro, H ;
Frontana-Uribe, BA ;
Cárdenas, J .
PHYTOCHEMISTRY, 2001, 57 (02) :279-283
[5]  
De Shan M, 2001, J NAT PROD, V64, P127
[6]   REGIOSELECTIVE ACYLATIONS OF KETONES TO 1,3-DIKETONES VIA METALATED DIMETHYLHYDRAZONES [J].
ENDERS, D ;
PATHAK, VN ;
WEUSTER, P .
CHEMISCHE BERICHTE-RECUEIL, 1992, 125 (02) :515-524
[7]   On the structures of plukenetiones B, D, and E and their relationships to other polycyclic polyprenylated acylphloroglucinols [J].
Grossman, RB ;
Jacobs, H .
TETRAHEDRON LETTERS, 2000, 41 (27) :5165-5169
[8]  
GUREVICH AI, 1971, ANTIBIOT MED BIOTEK, V16, P510
[9]  
HORII ZI, 1968, CHEM PHARM BULL, V16, P1918
[10]   Synthesis of the core bicyclic system of hyperforin and nemorosone [J].
Kraus, GA ;
Nguyen, TH ;
Jeon, I .
TETRAHEDRON LETTERS, 2003, 44 (04) :659-661