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来自木霉属(MSX 51320)丝状真菌的环二肽、倍半萜类化合物和其他细胞毒性代谢物。

Cyclodepsipeptides, sesquiterpenoids, and other cytotoxic metabolites from the filamentous fungus Trichothecium sp. (MSX 51320).

机构信息

Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, P.O. Box 26170, Greensboro, North Carolina 27402, United States.

出版信息

J Nat Prod. 2011 Oct 28;74(10):2137-42. doi: 10.1021/np2004243. Epub 2011 Oct 6.

Abstract

Two new cyclodepsipeptides (1 and 2), two new sesquiterpenoids (3 and 4), and the known compounds guangomide A (5), roseotoxin S, and three simple trichothecenes were isolated from the cytotoxic organic extract of a terrestrial filamentous fungus, Trichothecium sp. The structures were determined using NMR spectroscopy and mass spectrometry. Absolute configurations of the cyclodepsipeptides were established by employing chiral HPLC, while the relative configurations of 3 and 4 were determined via NOESY data. The isolation of guangomide A was of particular interest, since it was reported previously from a marine-derived fungus.

摘要

从一株陆生丝状真菌( Trichothecium sp.)的细胞毒有机提取物中分离得到了两种新的环二肽(1 和 2)、两种新的倍半萜(3 和 4)以及已知化合物广构胺 A(5)、玫瑰菌素 S 和三种简单的曲霉菌。通过 NMR 光谱和质谱确定了结构。通过手性 HPLC 确定了环二肽的绝对构型,而通过 NOESY 数据确定了 3 和 4 的相对构型。广构胺 A 的分离特别有趣,因为它之前是从海洋来源的真菌中报道的。

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本文引用的文献

1
Resorcylic acid lactones with cytotoxic and NF-κB inhibitory activities and their structure-activity relationships.
J Nat Prod. 2011 May 27;74(5):1126-31. doi: 10.1021/np200062x. Epub 2011 Apr 22.
2
Dereplication of macrocyclic trichothecenes from extracts of filamentous fungi through UV and NMR profiles.
J Antibiot (Tokyo). 2010 Sep;63(9):539-44. doi: 10.1038/ja.2010.77. Epub 2010 Jul 21.
3
Discovery of anticancer agents of diverse natural origin.
Pure Appl Chem. 2009 Jan 1;81(6):1051-1063. doi: 10.1351/PAC-CON-08-10-16.
4
Bioactive constituents of the stem bark of Mitrephora glabra.
J Nat Prod. 2009 Nov;72(11):1949-53. doi: 10.1021/np900572g.
5
Apratoxin E, a cytotoxic peptolide from a guamanian collection of the marine cyanobacterium Lyngbya bouillonii.
J Nat Prod. 2008 Jun;71(6):1113-6. doi: 10.1021/np700717s. Epub 2008 May 8.
6
A chemical study of cyclic depsipeptides produced by a sponge-derived fungus.
J Nat Prod. 2006 Nov;69(11):1560-5. doi: 10.1021/np060178k.
7
MDA-MB-435 cells are derived from M14 melanoma cells--a loss for breast cancer, but a boon for melanoma research.
Breast Cancer Res Treat. 2007 Jul;104(1):13-9. doi: 10.1007/s10549-006-9392-8. Epub 2006 Sep 27.
8
Cyclohexadepsipeptides from the insect pathogenic fungus Hirsutella nivea BCC 2594.
J Nat Prod. 2005 Nov;68(11):1680-2. doi: 10.1021/np050246n.
10
Roseocardin, a novel cardiotonic cyclodepsipeptide from Trichothecium roseum TT103.
J Antibiot (Tokyo). 1997 Dec;50(12):1007-13. doi: 10.7164/antibiotics.50.1007.

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