Four additional meroterpenes produced by Penicillium sp found in association with Melia azedarach.: Possible Biosynthetic intermediates to austin

被引:35
作者
Fill, Taicia Pacheco
Pereira, Grace Kelli
dos Santos, Regina M. Geris
Rodrigues-Fo, Edson [1 ]
机构
[1] Univ Fed Sao Carlos, Dept Quim, BR-13565905 Sao Carlos, SP, Brazil
[2] Univ Fed Bahia, Inst Quim, Dept Quim Organ, BR-40170270 Salvador, Brazil
来源
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES | 2007年 / 62卷 / 08期
基金
巴西圣保罗研究基金会;
关键词
melia azedarach; penicillium; endophytic fungi; meroterpenes; meroterpenoids;
D O I
10.1515/znb-2007-0806
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Four additional meroterpenes were isolated and identified from rice cultures of Penicillium sp, a fungus obtained from the root bark of Melia azedarach. These new compounds were named preaustinoid B2 (1), preaustinoid A3 (2), austinolide (3), and isoaustinone (4) in analogy with the formerly described compounds. The structures were identified by extensive spectroscopic studies, including 1 D and 2 D NMR spectroscopy and HRMS. Compounds 1 - 4 are probably biosynthetic intermediates to Austin.
引用
收藏
页码:1035 / 1044
页数:10
相关论文
共 10 条
[1]   STUDIES ON THE BIOSYNTHESIS OF THE MYCOTOXIN AUSTIN, A MEROTERPENOID METABOLITE OF ASPERGILLUS-USTUS [J].
AHMED, SA ;
SCOTT, FE ;
STENZEL, DJ ;
SIMPSON, TJ ;
MOORE, RN ;
TRIMBLE, LA ;
ARAI, K ;
VEDERAS, JC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (04) :807-816
[2]   AUSTIN, A NOVEL POLYISOPRENOID MYCOTOXIN FROM ASPERGILLUS-USTUS [J].
CHEXAL, KK ;
SPRINGER, JP ;
CLARDY, J ;
COLE, RJ ;
KIRKSEY, JW ;
DORNER, JW ;
CUTLER, HG ;
STRAWTER, BJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (21) :6748-6750
[3]  
dos Santos RMG, 2003, Z NATURFORSCH C, V58, P663
[4]   Endophytic fungi from Melia azedarach [J].
Regina M. Geris dos Santos ;
Edson Rodrigues-Fo ;
Waldireny Caldas Rocha ;
Maria Francisca Simas Teixeira .
World Journal of Microbiology and Biotechnology, 2003, 19 (8) :767-770
[5]   Meroterpenes from Penicillium sp found in association with Melia azedarach [J].
dos Santos, RMG ;
Rodrigues-Fo, E .
PHYTOCHEMISTRY, 2002, 61 (08) :907-912
[6]   Structures of meroterpenes produced by Penicillium sp, an endophytic fungus found associated with Melia azedarach [J].
dos Santos, RMG ;
Rodrigues, E .
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2003, 14 (05) :722-727
[7]  
DOSSANTOS RMG, 2004, NOTICIAS TECNICAS LA, V3, P12
[8]  
HOLMER J, 1995, J CHEM SOC P2, V3, P533
[9]   BIOSYNTHESIS OF THE MEROTERPENOID AUSTIN, BY ASPERGILLUS-USTUS - SYNTHESIS AND INCORPORATION OF C-13,O-18-LABELED ETHYL 3,5-DIMETHYLORSELLINATE [J].
SCOTT, FE ;
SIMPSON, TJ ;
TRIMBLE, LA ;
VEDERAS, JC .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (03) :214-215
[10]   Biosynthesis of polyketide-terpenoid (meroterpenoid) metabolites andibenin B and andilesin A in Aspergillus variecolor [J].
Simpson, TJ ;
Ahmed, SA ;
McIntyre, CR ;
Scott, FE ;
Sadler, IH .
TETRAHEDRON, 1997, 53 (11) :4013-4034