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来自海洋适应型链霉菌的细胞毒性倍半萜类新骨架化合物 actinoranone

Actinoranone, a cytotoxic meroterpenoid of unprecedented structure from a marine adapted Streptomyces sp.

机构信息

Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California , San Diego, La Jolla, California 92093-0204, United States.

出版信息

Org Lett. 2013 Nov 1;15(21):5400-3. doi: 10.1021/ol402080s. Epub 2013 Oct 23.

DOI:10.1021/ol402080s
PMID:24152065
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4112586/
Abstract

The isolation and structure elucidation of a new meroterpenoid, actinoranone (1), produced by a marine bacterium closely related to the genus Streptomyces is reported. Actinoranone is composed of an unprecedented dihydronaphthalenone polyketide linked to a bicyclic diterpenoid. The stereochemistry of 1 was defined by application of the advanced Mosher's method and by interpretation of spectroscopic data. Actinoranone (1) is significantly cytotoxic to HCT-116 human colon cancer cells with an LD50 = 2.0 μg/mL.

摘要

本文报道了一种新型的混合倍半萜,放线诺酮(1),由一种与链霉菌属密切相关的海洋细菌产生。放线诺酮由一个前所未有的二氢萘酮聚酮与一个双环二萜连接而成。通过应用先进的莫斯尔法和对光谱数据的解释,确定了 1 的立体化学。放线诺酮(1)对 HCT-116 人结肠癌细胞具有显著的细胞毒性,LD50 = 2.0 μg/mL。

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本文引用的文献

1
Assignment of the absolute configuration of polyfunctional compounds by NMR using chiral derivatizing agents.使用手性衍生试剂通过核磁共振确定多官能化合物的绝对构型
Chem Rev. 2012 Aug 8;112(8):4603-41. doi: 10.1021/cr2003344. Epub 2012 Jun 1.
2
Isolation and Characterization of Actinoramides A-C, Highly Modified Peptides from a Marine Streptomyces sp.来自海洋链霉菌的高度修饰肽放线酰胺A-C的分离与表征
Tetrahedron. 2011 Sep 2;67(35):6707-6712. doi: 10.1016/j.tet.2011.04.051.
3
Marine actinomycetes as an emerging resource for the drug development pipelines.海洋放线菌作为药物开发管道的新兴资源。
J Biotechnol. 2012 Apr 30;158(4):168-75. doi: 10.1016/j.jbiotec.2011.06.002. Epub 2011 Jun 12.
4
Hybrid isoprenoid secondary metabolite production in terrestrial and marine actinomycetes.陆地和海洋放线菌中杂种异戊二烯类次生代谢产物的生产。
Curr Opin Biotechnol. 2010 Dec;21(6):794-800. doi: 10.1016/j.copbio.2010.09.010. Epub 2010 Oct 13.
5
Phylogenetic diversity of gram-positive bacteria cultured from marine sediments.从海洋沉积物中培养出的革兰氏阳性菌的系统发育多样性。
Appl Environ Microbiol. 2007 May;73(10):3272-82. doi: 10.1128/AEM.02811-06. Epub 2007 Mar 30.
6
Developing a new resource for drug discovery: marine actinomycete bacteria.开发一种用于药物发现的新资源:海洋放线菌
Nat Chem Biol. 2006 Dec;2(12):666-73. doi: 10.1038/nchembio841.
7
Azamerone, a terpenoid phthalazinone from a marine-derived bacterium related to the genus Streptomyces (Actinomycetales).氮杂美酮,一种源自与链霉菌属(放线菌目)相关的海洋细菌的萜类酞嗪酮。
Org Lett. 2006 Jun 8;8(12):2471-4. doi: 10.1021/ol060630r.
8
Antibiotic terpenoid chloro-dihydroquinones from a new marine actinomycete.来自一种新型海洋放线菌的抗生素萜类氯代二氢醌。
J Nat Prod. 2005 Jun;68(6):904-10. doi: 10.1021/np058011z.
9
Culturable marine actinomycete diversity from tropical Pacific Ocean sediments.热带太平洋沉积物中可培养海洋放线菌的多样性
Environ Microbiol. 2005 Jul;7(7):1039-48. doi: 10.1111/j.1462-2920.2005.00785.x.
10
Merosesquiterpenes from two sponges of the genus Dysidea.来自网海绵属两种海绵的倍半萜。
J Nat Prod. 2005 May;68(5):653-8. doi: 10.1021/np040237z.