Lathrophytoic acids A and B: two novel polyprenylated phloroglucinol derivatives from Kielmeyera lathrophyton

被引：7
作者：
de Almeida, Miqueias F. [1 ]
Guedes, Maria L. S. [2 ]
Cruz, Frederico G. [1 ]
机构：
[1] Univ Fed Bahia, Gesnat Inst Quim, BR-40170115 Salvador, BA, Brazil
[2] Univ Fed Bahia, Inst Biol, BR-40170115 Salvador, BA, Brazil
来源：
TETRAHEDRON LETTERS | 2011年 / 52卷 / 52期
关键词：
Clusiaceae; Kielmeyera; Lathrophytoic acid; Phloroglucinol derivative; Natural product; BRAZILIAN GUTTIFERAE; HYPERICUM-PERFORATUM; XANTHONES; CHEMISTRY; COUMARINS; BIOSYNTHESIS; HYPERFORIN; ACYLPHLOROGLUCINOLS; SKELETON; CULTURES;
D O I：
10.1016/j.tetlet.2011.10.102
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Two novel polyprenylated phloroglucinol derivatives were isolated from the trunk of Kielmeyera lathrophyton (Clusiaceae). Lathrophytoic acid A presented an unusual caged carbon skeleton with a 1,3-dione-4-cyclopentanol moiety. Lathrophytoic acid B exhibited a highly substituted bicycle[3.3.1]nonane skeleton and an isopropylfuran system which was formed by unusual cyclization of a prenyloxy side chain. (C) 2011 Elsevier Ltd. All rights reserved.
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收藏
页码：7108 / 7112
页数：5
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共 20 条
[1]   Biosynthesis of hyperforin in Hypericum perforatum [J].
Adam, P ;
Arigoni, D ;
Bacher, A ;
Eisenreich, W .
JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (21) :4786-4793
[2]   Biosynthesis of biphenyls and benzophenones - Evolution of benzoic acid-specific type III polyketide synthases in plants [J].
Beerhues, Ludger ;
Liu, Benye .
PHYTOCHEMISTRY, 2009, 70 (15-16) :1719-1727
[3]   Laxifloranone, a new phloroglucinol derivative from Marila laxiflora [J].
Bokesch, HR ;
Groweiss, A ;
McKee, TC ;
Boyd, MR .
JOURNAL OF NATURAL PRODUCTS, 1999, 62 (08) :1197-1199
[4]   Polycyclic polyprenylated acylphloroglucinols [J].
Ciochina, Roxana ;
Grossman, Robert B. .
CHEMICAL REVIEWS, 2006, 106 (09) :3963-3986
[5]   Xanthones, triterpenes and a biphenyl from Kielmeyera coriacea [J].
Cortez, DAG ;
Young, MCM ;
Marston, A ;
Wolfender, JL ;
Hostettmann, K .
PHYTOCHEMISTRY, 1998, 47 (07) :1367-1374
[6]   Coumarins from Kielmeyera argentea [J].
Cruz, FG ;
Santos, NAS ;
David, JM ;
Guedes, MLS ;
Chávez, JP .
PHYTOCHEMISTRY, 1998, 48 (04) :703-706
[7]   Coumarins from Kielmeyera reticulata [J].
Cruz, FG ;
Moreira, LM ;
David, JM ;
Guedes, MLS ;
Chávez, JP .
PHYTOCHEMISTRY, 1998, 47 (07) :1363-1366
[8]   Xanthones and coumarins from Kielmeyera lathrophyton [J].
Cruz, FG ;
da Silva-Neto, JT ;
Guedes, MLS .
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2001, 12 (01) :117-122
[9]   Chemistry and pharmacology of oxyprenylated secondary plant metabolites [J].
Epifano, Francesco ;
Genovese, Salvatore ;
Menghini, Luigi ;
Curini, Massimo .
PHYTOCHEMISTRY, 2007, 68 (07) :939-953
[10]   Garsubellins, polyisoprenylated phloroglucinol derivatives from Garcinia subelliptica [J].
Fukuyama, Y ;
Minami, H ;
Kuwayama, A .
PHYTOCHEMISTRY, 1998, 49 (03) :853-857
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