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Pentadecaibins I–V: 15-Residue Peptaibols Produced by a Marine-Derived Trichoderma sp. of the Harzianum Clade
Journal of Natural Products ( IF 3.3 ) Pub Date : 2021-02-18 , DOI: 10.1021/acs.jnatprod.0c01355 Anne-Isaline van Bohemen 1 , Nicolas Ruiz 1 , Aurore Zalouk-Vergnoux 1 , Aurore Michaud 1 , Thibaut Robiou du Pont 1 , Irina Druzhinina 2, 3 , Lea Atanasova 4 , Soizic Prado 5 , Bernard Bodo 5 , Laurence Meslet-Cladiere 6 , Bastien Cochereau 1, 6 , Franck Bastide 7 , Corentin Maslard 7 , Muriel Marchi 7 , Thomas Guillemette 7 , Yves François Pouchus 1
Journal of Natural Products ( IF 3.3 ) Pub Date : 2021-02-18 , DOI: 10.1021/acs.jnatprod.0c01355 Anne-Isaline van Bohemen 1 , Nicolas Ruiz 1 , Aurore Zalouk-Vergnoux 1 , Aurore Michaud 1 , Thibaut Robiou du Pont 1 , Irina Druzhinina 2, 3 , Lea Atanasova 4 , Soizic Prado 5 , Bernard Bodo 5 , Laurence Meslet-Cladiere 6 , Bastien Cochereau 1, 6 , Franck Bastide 7 , Corentin Maslard 7 , Muriel Marchi 7 , Thomas Guillemette 7 , Yves François Pouchus 1
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In the course of investigations on peptaibol chemodiversity from marine-derived Trichoderma spp., five new 15-residue peptaibols named pentadecaibins I–V (1–5) were isolated from the solid culture of the strain Trichoderma sp. MMS1255 belonging to the T. harzianum species complex. Phylogenetic analyses allowed precise positioning of the strain close to T. lentiforme lineage inside the Harzianum clade. Peptaibol sequences were elucidated on the basis of their MS/MS fragmentation and extensive 2D NMR experiments. Amino acid configurations were determined by Marfey’s analyses. The pentadecaibins are based on the sequences Ac-Aib1-Gly2-Ala3-Leu4-Aib/Iva5-Gln6-Aib/Iva7-Val/Leu8-Aib9-Ala10-Aib11-Aib12-Aib13-Gln14-Pheol15. Characteristic of the pentadecaibin sequences is the lack of the Aib-Pro motif commonly present in peptaibols produced by Trichoderma spp. Genome sequencing of Trichoderma sp. MMS1255 allowed the detection of a 15-module NRPS-encoding gene closely associated with pentadecaibin biosynthesis. Pentadecaibins were assessed for their potential antiproliferative and antimicrobial activities.
中文翻译：
Pentadecaibins I–V：由海洋衍生的木霉属产生的 15 个残留物 Peptaibols。Harzianum 进化枝
在从海洋来源的上peptaibol chemodiversity调查过程木霉属，五个新的15个残基的peptaibols名为I-V（pentadecaibins 15）从菌株的固体培养物中分离木霉属。MMS1255 属于T. harzianum物种复合体。系统发育分析允许在Harzianum进化枝内接近T. lentiforme谱系的菌株的精确定位。Peptaibol 序列是在其 MS/MS 碎裂和广泛的 2D NMR 实验的基础上阐明的。氨基酸构型由 Marfey 的分析确定。十五菌素基于序列 Ac-Aib 1 -Gly2 -Ala 3 -Leu 4 -Aib/Iva 5 -Gln 6 -Aib/Iva 7 -Val/Leu 8 -Aib 9 -Ala 10 -Aib 11 -Aib 12 -Aib 13 -Gln 14 -Pheol 15。pentadecaibin 序列的特征是缺乏 Aib-Pro 基序，通常存在于由Trichoderma spp.产生的 peptaibols 中。木霉基因组测序sp. MMS1255 允许检测与十五碳氢化合物生物合成密切相关的 15 模块 NRPS 编码基因。评估了 Pentadecaibins 的潜在抗增殖和抗微生物活性。
更新日期：2021-04-23
中文翻译：
Pentadecaibins I–V：由海洋衍生的木霉属产生的 15 个残留物 Peptaibols。Harzianum 进化枝
在从海洋来源的上peptaibol chemodiversity调查过程木霉属，五个新的15个残基的peptaibols名为I-V（pentadecaibins 15）从菌株的固体培养物中分离木霉属。MMS1255 属于T. harzianum物种复合体。系统发育分析允许在Harzianum进化枝内接近T. lentiforme谱系的菌株的精确定位。Peptaibol 序列是在其 MS/MS 碎裂和广泛的 2D NMR 实验的基础上阐明的。氨基酸构型由 Marfey 的分析确定。十五菌素基于序列 Ac-Aib 1 -Gly2 -Ala 3 -Leu 4 -Aib/Iva 5 -Gln 6 -Aib/Iva 7 -Val/Leu 8 -Aib 9 -Ala 10 -Aib 11 -Aib 12 -Aib 13 -Gln 14 -Pheol 15。pentadecaibin 序列的特征是缺乏 Aib-Pro 基序，通常存在于由Trichoderma spp.产生的 peptaibols 中。木霉基因组测序sp. MMS1255 允许检测与十五碳氢化合物生物合成密切相关的 15 模块 NRPS 编码基因。评估了 Pentadecaibins 的潜在抗增殖和抗微生物活性。
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