Tripartin, a Histone Demethylase Inhibitor from a Bacterium Associated with a Dung Beetle Larva

被引：80

作者：

Kim, Seong-Hwan ^{[1
]}

Kwon, So Hee ^{[2
]}

Park, Seon-Hui ^{[1
]}

Lee, Jae Kyun ^{[3
]}

Bang, Hea-Son ^{[4
]}

Nam, Sang-Jip ^{[5
]}

Kwon, Hak Cheol ^{[6
]}

Shin, Jongheon ^{[1
]}

Oh, Dong-Chan ^{[1
]}

机构：

[1] Seoul Natl Univ, Coll Pharm, Inst Nat Prod Res, Seoul 151742, South Korea

[2] Yonsei Univ, Coll Pharm, Yonsei Inst Pharmaceut Sci, Inchon 406840, South Korea

[3] Korea Inst Sci & Technol, Neuromed Ctr, Seoul 130650, South Korea

[4] Natl Acad Agr Sci, Agr Environm Dept, Suwon 441707, South Korea

[5] Ewha Womans Univ, Dept Chem & Nano Sci, Seoul 120750, South Korea

[6] Korea Inst Sci & Technol, Nat Prod Res Ctr, Kangnung 210340, Gangwon Do, South Korea

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 08期

基金：

新加坡国家研究基金会;

关键词：

BIOSYNTHESIS; MEDIATOR; HYPOXIA;

D O I：

10.1021/ol4004417

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tripartin (1), a new dichlorinated indanone, was isolated from the culture broth of the Streptomyces sp. associated with a larva of the dung beetle Copris tripartitus Waterhouse. The planar structure of tripartin (1) was identified by the spectroscopic analyses of NMR, mass, UV, and IR data. The structure was confirmed, and the absolute configuration of 1 was determined by X-ray crystallography. Tripartin displayed specific activity as an inhibitor of the histone H3 lysine 9 demethylase KDM4 in HeLa cells.

引用

页码：1834 / 1837

页数：4

共 33 条

[1] Proposed pathogenetic cascade of inclusion-body myositis:: importance of amyloid-β, misfolded proteins, predisposing genes, and aging [J].

Askanas, V ;

Engel, WK .

CURRENT OPINION IN RHEUMATOLOGY, 2003, 15 (06) :737-744

[2] Microtermolides A and B from Termite-Associated Streptomyces sp and Structural Revision of Vinylamycin [J].

Carr, Gavin ;

Poulsen, Michael ;

Klassen, Jonathan L. ;

Hou, Yanpeng ;

Wyche, Thomas P. ;

Bugni, Tim S. ;

Currie, Cameron R. ;

Clardy, Jon .

ORGANIC LETTERS, 2012, 14 (11) :2822-2825

[3] Inhibition of Histone Demethylases by 4-Carboxy-2,2′-Bipyridyl Compounds [J].

Chang, Kai-Hsuan ;

King, Oliver N. F. ;

Tumber, Anthony ;

Woon, Esther C. Y. ;

Heightman, Tom D. ;

McDonough, Michael A. ;

Schofield, Christopher J. ;

Rose, Nathan R. .

CHEMMEDCHEM, 2011, 6 (05) :759-764

[4] Bacterial symbionts and natural products [J].

Crawford, Jason M. ;

Clardy, Jon .

CHEMICAL COMMUNICATIONS, 2011, 47 (27) :7559-7566

[5] Metabolites from the endophytic fungus Nodulisporium sp firom Juniperus cedre [J].

Dai, Jingqiu ;

Krohn, Karsten ;

Floerke, Ulrich ;

Draeger, Siegfried ;

Schulz, Barbara ;

Kiss-Szikszai, Attila ;

Antus, Sandor ;

Kurtan, Tibor ;

van Ree, Teunis .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (15) :3498-3506

[6] The histone H3 lysine-27 demethylase Jmjd3 links inflammation to inhibition of polycomb-mediated gene silencing [J].

De Santa, Francesca ;

Totaro, Maria Grazia ;

Prosperini, Elena ;

Notarbartolo, Samuele ;

Testa, Giuseppe ;

Natoli, Gioacchino .

CELL, 2007, 130 (06) :1083-1094

[7]

FINCHER GT, 1981, J GEORGIA ENTOMOL SO, V16, P316

[8] What's new in enzymatic hallogenations [J].

Fujimori, Danica Galonic ;

Walsh, Christopher T. .

CURRENT OPINION IN CHEMICAL BIOLOGY, 2007, 11 (05) :553-560

[9] Halogenation of unactivated carbon centers in natural product biosynthesis: Trichlorination of leucine during barbamide biosynthesis [J].

Galonic, DP ;

Vaillancourt, FH ;

Walsh, CT .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (12) :3900-3901

[10] Angucyclines from an insect-derived actinobacterium Amycolatopsis sp HCa1 and their cytotoxic activity [J].

Guo, Zhi Kai ;

Liu, Shou Bai ;

Jiao, Rui Hua ;

Wang, Ting ;

Tan, Ren Xiang ;

Ge, Hui Ming .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2012, 22 (24) :7490-7493

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