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从NRRL 35600中分离出阿莫酰胺A和五种对映异戊烯基化生物碱。

Isolation of amoenamide A and five antipodal prenylated alkaloids from NRRL 35600.

作者信息

Sugimoto Kayo, Sadahiro Yusaku, Kagiyama Ippei, Kato Hikaru, Sherman David H, Williams Robert M, Tsukamoto Sachiko

机构信息

Graduate School of Pharmaceutical Sciences, Kumamoto University, Oe-honmachi 5-1, Kumamoto 862-0973, Kumamoto, Japan.

Life Sciences Institute and Departments of Medicinal Chemistry, Chemistry, Microbiology & Immunology, The University of Michigan, 210 Washtenaw Avenue, Ann Arbor, Michigan 48109-2216, United States.

出版信息

Tetrahedron Lett. 2017 Jul 19;58(29):2797-2800. doi: 10.1016/j.tetlet.2017.05.057. Epub 2017 May 18.

DOI:10.1016/j.tetlet.2017.05.057
PMID:29622844
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5881583/
Abstract

A new prenylated alkaloid, Amoenamide A (), was isolated from the fungus NRRL 35600. Previously, was postulated to be a precursor of Notoamide E4 () converted from Notoamide E (), which was a key precursor of the prenylated indole alkaloids in the fungi of the genus . We previously succeeded in the isolation of two pairs of antipodes, Stephacidin A () and Notoamide B (), from and MF297-2 and expected the presence of other antipodes in the culture of . We here report five new antipodes () along with a new metabolite (), which was isolated as a natural compound for the first time, from .

摘要

从真菌NRRL 35600中分离出一种新的异戊烯基化生物碱,即Amoenamide A()。此前,曾推测()是由Notoamide E()转化而来的Notoamide E4()的前体,而Notoamide E是该属真菌中异戊烯基化吲哚生物碱的关键前体。我们之前成功地从和MF297-2中分离出两对对映体,即Stephacidin A()和Notoamide B(),并预计在的培养物中存在其他对映体。在此,我们报道了从分离出的五个新对映体()以及一种新的代谢产物(),该代谢产物首次作为天然化合物被分离出来。

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本文引用的文献

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Taichunamides: Prenylated Indole Alkaloids from Aspergillus taichungensis (IBT 19404).台中酰胺类化合物:来自台中曲霉(IBT 19404)的异戊烯基化吲哚生物碱
Angew Chem Int Ed Engl. 2016 Jan 18;55(3):1128-32. doi: 10.1002/anie.201509462. Epub 2015 Dec 8.
2
Bioconversion of 6--Notoamide T Produces Metabolites of Unprecedented Structures in a Marine-derived sp.6-去甲酰胺T在一种海洋来源的菌种中的生物转化产生了结构前所未有的代谢产物
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Isolation of notoamide S and enantiomeric 6-epi-stephacidin A from the fungus Aspergillus amoenus: biogenetic implications.从美好曲霉中分离出诺托酰胺S和对映体6-表-斯替夫西丁A:生源学意义
Org Lett. 2015 Feb 6;17(3):700-3. doi: 10.1021/ol5037198. Epub 2015 Jan 23.
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Isolation and photoinduced conversion of 6-epi-stephacidins from Aspergillus taichungensis.从台中被毛孢中分离并光诱导转化 6-表-施地青霉素。
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Bioactive indole alkaloids and phenyl ether derivatives from a marine-derived Aspergillus sp. Fungus.海洋来源的曲霉菌中具有生物活性的吲哚生物碱和苯醚衍生物。
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Synthesis and bioconversions of notoamide T: a biosynthetic precursor to stephacidin A and notoamide B.合成和生物转化 notoaMide T:斯蒂芬酸 A 和 notoaMide B 的生物合成前体。
Org Lett. 2013 Jan 4;15(1):22-5. doi: 10.1021/ol302901p. Epub 2012 Dec 18.
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STUDIES ON THE BIOSYNTHESIS OF THE STEPHACIDINS AND NOTOAMIDES. TOTAL SYNTHESIS OF NOTOAMIDE S.斯蒂芬酰胺类和诺托酰胺类的生物合成研究。诺托酰胺S的全合成。
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