Broomeanamides: Cyclic Octapeptides from an Isolate of the Fungicolous Ascomycete Sphaerostilbella broomeana from India.
Broomeanamides: Cyclic Octapeptides from an Isolate of the Fungicolous Ascomycete Sphaerostilbella broomeana from India.
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DOI：
10.1021/acs.jnatprod.1c00414
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发表时间：
2021-07-23
影响因子：
5.1
通讯作者：
Gloer JB
中科院分区：
文献类型：
--
作者：
Ekanayake DI;Perlatti B;Swenson DC;Põldmaa K;Bills GF;Gloer JB
Sphaerostilbella 属包括定植于木栖真菌担子形的真菌，包括重要的森林病原体。对喜马拉雅山麓收集的分离株 (TFC201724) 的发酵培养物进行研究，该分离株与来自欧洲的 S. broomeana 分离株密切相关，从而鉴定出一种新的环状八肽以及两种密切相关的类似物 (1-3) 和四种二氧代哌嗪 (4-7)。主要通过 2D NMR 和 HRESIMS 数据分析确定先导化合物溴酰胺 A (1) 的结构。该结构由 N-MeVal、Ala、N-MePhe、Pro、Val 和 Ile 各一个单元和两个 N-MeLeu 单元组成。氨基酸序列根据2D NMR和HRESIMSMS数据确定。 NMR 和 HRMS 数据显示，其他两种新肽具有相同的氨基酸组成，只是在一种情况 (2) 中 Ile 单位被 Val 取代，而在另一种情况 (3) 中 N-MeVal 单位被 Val 取代。 1 的绝对构型是通过使用 C18 和 C3 键合相柱应用 Marfey 方法分析酸水解产物来确定的。 Broomeanamide A (1) 对新型隐球菌和白色念珠菌具有抗真菌活性，MIC 值分别为 8.0 和 64 μg/mL。
The genus Sphaerostilbella comprises fungi that colonize basidiomata of wood-inhabiting fungi, including important forest pathogens. Studies of fermentation cultures of an isolate (TFC201724) collected on the foothills of Himalayas, and closely related to S. broomeana isolates from Europe, led to the identification of a new cyclic octapeptide along with two closely related analogues (1–3) and four dioxopiperazines (4–7). The structure of the lead compound, broomeanamide A (1), was assigned mainly by analysis of 2D NMR and HRESIMS data. The structure consisted of one unit each of N-MeVal, Ala, N-MePhe, Pro, Val, and Ile and two N-MeLeu units. The amino acid sequence was determined on the basis of 2D NMR and HRESIMSMS data. NMR and HRMS data revealed that the other two new peptides have the same amino acid composition except that the Ile unit was replaced with Val in one instance (2) and the N-MeVal unit was replaced with Val in the other (3). The absolute configuration of 1 was assigned by analysis of the acid hydrolysate by application of Marfey’s method using both C18 and C3 bonded-phase columns. Broomeanamide A (1) showed antifungal activity against Cryptococcus neoformans and Candida albicans, with MIC values of 8.0 and 64 μg/mL, respectively.
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影响因子：
5.1
作者：
Vijayasarathy, Soumini;Prasad, Pritesh;Capon, Robert J.
通讯作者：
Capon, Robert J.
影响因子：
5.1
作者：
Jayanetti, Dinith R.;Yue, Qun;Bills, Gerald F.;Gloer, James B.
通讯作者：
Gloer, James B.
影响因子：
5.1
作者：
Fu, Peng;Liu, Peipei;Zhu, Weiming
通讯作者：
Zhu, Weiming
DOI：
10.1007/bf02908688
发表时间：
1984-01-01
期刊：
CARLSBERG RESEARCH COMMUNICATIONS
影响因子：
--
作者：
MARFEY, P
通讯作者：
MARFEY, P
影响因子：
1.8
作者：
Belofsky, GN;Gloer, JB;Dowd, PF
通讯作者：
Dowd, PF