Discovery of aspoquinolones A-D, prenylated quinoline-2-one alkaloids from Aspergillus nidulans, motivated by genome mining

被引：138

作者：

Scherlach, Kirstin

Hertweck, Christian

机构：

[1] HKI, Leibniz Inst Nat Prod Res & Infect Biol, D-07745 Jena, Germany

[2] Univ Jena, D-6900 Jena, Germany

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2006年 / 4卷 / 18期

关键词：

D O I：

10.1039/b607011f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Motivated by the observation that the Aspergillus nidulans genome bears multiple anthranilic acid synthase gene copies, the fungal metabolome was reinvestigated under various fermentation conditions, resulting in the discovery of novel prenylated quinolin-2-one alkaloids, two of which bear unprecedented terpenoid side chains.

引用

页码：3517 / 3520

页数：4

共 19 条

[1]

Bode HB, 2002, CHEMBIOCHEM, V3, P619, DOI 10.1002/1439-7633(20020703)3:7<619::AID-CBIC619>3.0.CO

[2]

2-9

[3] The impact of bacterial genomics on natural product research [J].

Bode, HB ;

Müller, R .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (42) :6828-6846

[4] Genomic mining for Aspergillus natural products [J].

Bok, JW ;

Hoffmeister, D ;

Maggio-Hall, LA ;

Murillo, R ;

Glasner, JD ;

Keller, NP .

CHEMISTRY & BIOLOGY, 2006, 13 (01) :31-37

[5] A NEW TYPE OF SESQUITERPENE AND ACORANE DERIVATIVE FROM CALEA-PRUNIFOLIA [J].

CASTRO, V ;

JAKUPOVIC, J ;

BOHLMANN, F .

JOURNAL OF NATURAL PRODUCTS, 1984, 47 (05) :802-808

[6] CYCLOPEPTIN AND DEHYDROCYCLOPEPTIN - INTERMEDIATES OF BIOSYNTHESIS OF ALKALOIDS OF CYCLOPENIN VIRIDICATIN GROUP IN PENICILLIUM-CYCLOPIUM WESTLING [J].

FRAMM, J ;

NOVER, L ;

ELAZZOUNI, A ;

RICHTER, H ;

WINTER, K ;

WERNER, S ;

LUCKNER, M .

EUROPEAN JOURNAL OF BIOCHEMISTRY, 1973, 37 (01) :78-85

[7] Sequencing of Aspergillus nidulans and comparative analysis with A-fumigatus and A-oryzae [J].

Galagan, JE ;

Calvo, SE ;

Cuomo, C ;

Ma, LJ ;

Wortman, JR ;

Batzoglou, S ;

Lee, SI ;

Bastürkmen, M ;

Spevak, CC ;

Clutterbuck, J ;

Kapitonov, V ;

Jurka, J ;

Scazzocchio, C ;

Farman, M ;

Butler, J ;

Purcell, S ;

Harris, S ;

Braus, GH ;

Draht, O ;

Busch, S ;

D'Enfert, C ;

Bouchier, C ;

Goldman, GH ;

Bell-Pedersen, D ;

Griffiths-Jones, S ;

Doonan, JH ;

Yu, J ;

Vienken, K ;

Pain, A ;

Freitag, M ;

Selker, EU ;

Archer, DB ;

Peñalva, MA ;

Oakley, BR ;

Momany, M ;

Tanaka, T ;

Kumagai, T ;

Asai, K ;

Machida, M ;

Nierman, WC ;

Denning, DW ;

Caddick, M ;

Hynes, M ;

Paoletti, M ;

Fischer, R ;

Miller, B ;

Dyer, P ;

Sachs, MS ;

Osmani, SA ;

Birren, BW .

NATURE, 2005, 438 (7071) :1105-1115

[8] Diastereomeric quinolinone alkaloids from the marine-derived fungus Penicillium janczewskii [J].

He, J ;

Lion, U ;

Sattler, I ;

Gollmick, FA ;

Grabley, S ;

Cai, JM ;

Meiners, M ;

Schünke, H ;

Schaumann, K ;

Dechert, U ;

Krohn, M .

JOURNAL OF NATURAL PRODUCTS, 2005, 68 (09) :1397-1399

[9] Penigequinolones A and B, pollen-growth inhibitors produced by Penicillium sp, no 410 [J].

Kimura, Y ;

Kusano, M ;

Koshino, H ;

Uzawa, J ;

Fujioka, S ;

Tani, K .

TETRAHEDRON LETTERS, 1996, 37 (28) :4961-4964

[10] Nematicidal alkaloids and related compounds produced by the fungus Penicillium cf. simplicissimum [J].

Kusano, M ;

Koshino, H ;

Uzawa, J ;

Fujioka, S ;

Kawano, T ;

Kimura, Y .

BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2000, 64 (12) :2559-2568

← 1 2 →