Structure, absolute configuration, and variable-temperature H-1-NMR study of (+/-)-versiorcinols A-C, three racemates of diorcinol monoethers from the sponge-associated fungus Aspergillus versicolor 16F-11

Gu Bin-Bin; Tang Jie; Wang Shu-Ping; Sun Fan; Yang Fan; Li Lei; Xu Ying; Lin Hou-Wen

首页> 外文期刊>RSC Advances >Structure, absolute configuration, and variable-temperature H-1-NMR study of (+/-)-versiorcinols A-C, three racemates of diorcinol monoethers from the sponge-associated fungus Aspergillus versicolor 16F-11

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Structure, absolute configuration, and variable-temperature H-1-NMR study of (+/-)-versiorcinols A-C, three racemates of diorcinol monoethers from the sponge-associated fungus Aspergillus versicolor 16F-11

机译：（+/-） - versiorcinols a-c，来自海绵相关的真菌曲霉16f-11的二丙烯酚单体的三种外消旋物的结构，绝对配置和可变温度H-1-NMR研究

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Three racemates of diorcinol monoethers, (+/-)-versiorcinols A-C (1-3), were initially isolated from the fungus Aspergillus versicolor 16F-11. The structures of versiorcinols B and C were elucidated by comprehensive spectroscopic analysis, while the structure of versiorcinol A was elucidated on the basis of quantum-chemical NMR chemical shifts, supported by DP4 probability analysis, and DU8 protonproton spin-spin coupling constants (SSCCs) calculations in consortium with extensive experimental NMR analysis. The absolute configurations of the enantiomers (+)-1 and (-)-1, (+)-2 and (-)-2, and (+)-3 and (-)-3 were assigned from ECD calculations. At very low temperatures, the 1H-NMR spectra of 1-3 revealed doubling of signals, which suggested the presence of two conformers in solution. Variabletemperature (VT) H-1-NMR studies supported this hypothesis.

机译：最初从真菌曲霉葡萄霉菌16F-11中分离出二位生单体蛋白（+/-） - versiorcinols A-C（1-3）的三种外消旋物。通过综合光谱分析阐明了veriorcinols B和C的结构，而在DP4概率分析的基础上，阐明了versiorcinol A的结构，并由DP4概率分析支持，以及Du8 ProtonProton旋转耦合常数（SSCC）结社计算具有广泛的实验性NMR分析。对映体（+） - 1和（ - ） - 1，（+） - 2和（ - ）-2和（+） - 3和（ - ）-3的绝对构型由ECD计算分配。在非常低的温度下，1-3的1H-NMR光谱透露了信号的加倍，这表明溶液中存在两个符合子。 VariaBltemperature（VT）H-1-NMR研究支持了这一假设。

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《RSC Advances》 |2017年第79期|共10页
作者
Gu Bin-Bin; Tang Jie; Wang Shu-Ping; Sun Fan; Yang Fan; Li Lei; Xu Ying; Lin Hou-Wen;
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Shanghai Jiao Tong Univ Key Lab Marine Drugs State Key Lab Oncogenes &

Related Genes Renji Hosp Sch Med Dept Pharm Shanghai 200127 Peoples R China;

Shanghai Jiao Tong Univ Key Lab Marine Drugs State Key Lab Oncogenes &

Related Genes Renji Hosp Sch Med Dept Pharm Shanghai 200127 Peoples R China;

Shanghai Jiao Tong Univ Key Lab Marine Drugs State Key Lab Oncogenes &

Related Genes Renji Hosp Sch Med Dept Pharm Shanghai 200127 Peoples R China;

Shanghai Jiao Tong Univ Key Lab Marine Drugs State Key Lab Oncogenes &

Related Genes Renji Hosp Sch Med Dept Pharm Shanghai 200127 Peoples R China;

Shanghai Jiao Tong Univ Key Lab Marine Drugs State Key Lab Oncogenes &

Related Genes Renji Hosp Sch Med Dept Pharm Shanghai 200127 Peoples R China;

Shanghai Jiao Tong Univ Key Lab Marine Drugs State Key Lab Oncogenes &

Related Genes Renji Hosp Sch Med Dept Pharm Shanghai 200127 Peoples R China;

Shanghai Jiao Tong Univ Key Lab Marine Drugs State Key Lab Oncogenes &

Related Genes Renji Hosp Sch Med Dept Pharm Shanghai 200127 Peoples R China;

Shanghai Jiao Tong Univ Key Lab Marine Drugs State Key Lab Oncogenes &

Related Genes Renji Hosp Sch Med Dept Pharm Shanghai 200127 Peoples R China;

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1. Structure, absolute configuration, and variable-temperature H-1-NMR study of (+/-)-versiorcinols A-C, three racemates of diorcinol monoethers from the sponge-associated fungus Aspergillus versicolor 16F-11 [J] . Gu Bin-Bin, Tang Jie, Wang Shu-Ping, RSC Advances . 2017,第79期

机译：（+/-） - versiorcinols a-c，来自海绵相关的真菌曲霉16f-11的二丙烯酚单体的三种外消旋物的结构，绝对配置和可变温度H-1-NMR研究
2. Structure, absolute configuration, and variable-temperature 1H-NMR study of (±)-versiorcinols A–C, three racemates of diorcinol monoethers from the sponge-associated fungus Aspergillus versicolor 16F-11 [J] . Bin-Bin Gu, Jie Tang, Shu-Ping Wang, RSC Advances . 2017,第79期

机译：结构，绝对构型和变温 1 H-NMR研究（±）-白藜芦醇A–C，海绵相关真菌杂色曲霉的三松香酚单醚的三个外消旋物> 16F-11

3. Structure, absolute configuration, and variable-temperature 1H-NMR study of (±)-versiorcinols A–C, three racemates of diorcinol monoethers from the sponge-associated fungus Aspergillus versicolor 16F-11 [J] . Bin-Bin Gu, Jie Tang, Shu-Ping Wang, RSC Advances . 2017,第79期

机译：结构，绝对构型和变温 1 H-NMR研究（±）-白藜芦醇A–C，海绵相关真菌杂色曲霉的三松香酚单醚的三个外消旋物> 16F-11

4. Absolute Configurations of 1415-Hydroxylated Prenylxanthones from a Marine-Derived Aspergillus sp. Fungus by Chiroptical Methods [O] . Ao Zhu, Meng-Yue Yang, Ya-Hui Zhang, -1

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5. Structure, absolute configuration, and variable-temperature1H-NMR study of (±)-versiorcinols A–C, three racemates of diorcinol monoethers from the sponge-associated fungus Aspergillus versicolor 16F-11 [O] . Bin-Bin Gu, Jie Tang, Shu-Ping Wang, 2017

机译：（±）-Versiorcinols A-C的结构，绝对构型和可变温度1H-NMR研究，来自海绵相关的真菌曲霉菌葡萄球菌16f-11的二霉素单体的三种外消旋物

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Structure, absolute configuration, and variable-temperature H-1-NMR study of (+/-)-versiorcinols A-C, three racemates of diorcinol monoethers from the sponge-associated fungus Aspergillus versicolor 16F-11

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