Rapid Mining of Novel <i>α</i>-Glucosidase and Lipase Inhibitors from <i>Streptomyces</i> sp. HO1518 Using UPLC-QTOF-MS/MS
A rapid and sensitive method using ultra-high performance liquid chromatography/quadrupole time-of-flight mass spectrometry (UPLC-QTOF-MS/MS) was applied for the analysis of the metabolic profile of acarviostatin-containing aminooligosaccharides derived from <i>Streptomyces</i> sp. HO151...
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MDPI AG
2022-03-01
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| Series: | Marine Drugs |
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| Online Access: | https://www.mdpi.com/1660-3397/20/3/189 |
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| author | Jianlin Xu Zhifeng Liu Zhanguang Feng Yuhong Ren Haili Liu Yong Wang |
| author_facet | Jianlin Xu Zhifeng Liu Zhanguang Feng Yuhong Ren Haili Liu Yong Wang |
| author_sort | Jianlin Xu |
| collection | DOAJ |
| description | A rapid and sensitive method using ultra-high performance liquid chromatography/quadrupole time-of-flight mass spectrometry (UPLC-QTOF-MS/MS) was applied for the analysis of the metabolic profile of acarviostatin-containing aminooligosaccharides derived from <i>Streptomyces</i> sp. HO1518. A total of ninety-eight aminooligosaccharides, including eighty potential new compounds, were detected mainly based on the characteristic fragment ions originating from quinovosidic bond cleavages in their molecules. Following an LC-MS-guided separation technique, seven new aminooligosaccharides (<b>10</b>–<b>16</b>) along with four known related compounds (<b>17</b>–<b>20</b>) were obtained directly from the crude extract of strain HO1518. Compounds <b>10</b>–<b>13</b> represent the first examples of aminooligosaccharides with a rare acarviostatin II02-type structure. In addition, all isolates displayed considerable inhibitory effects on three digestive enzymes, which revealed that the number of the pseudo-trisaccharide core(s), the feasible length of the oligosaccharides, and acyl side chain exerted a crucial influence on their bioactivities. These results demonstrated that the UPLC-QTOF-MS/MS-based metabolomics approach could be applied for the rapid identification of aminooligosaccharides and other similar structures in complex samples. Furthermore, this study highlights the potential of acylated aminooligosaccharides with conspicuous <i>α</i>-glucosidase and lipase inhibition for the future development of multi-target anti-diabetic drugs. |
| first_indexed | 2024-03-09T13:31:40Z |
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| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-03-09T13:31:40Z |
| publishDate | 2022-03-01 |
| publisher | MDPI AG |
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| series | Marine Drugs |
| spelling | doaj.art-e80a960187084ea3ba92af48df6187ac2023-11-30T21:18:04ZengMDPI AGMarine Drugs1660-33972022-03-0120318910.3390/md20030189Rapid Mining of Novel <i>α</i>-Glucosidase and Lipase Inhibitors from <i>Streptomyces</i> sp. HO1518 Using UPLC-QTOF-MS/MSJianlin Xu0Zhifeng Liu1Zhanguang Feng2Yuhong Ren3Haili Liu4Yong Wang5State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai 200237, ChinaCAS-Key Laboratory of Synthetic Biology, CAS Center for Excellence in Molecular Plant Sciences, Institute of Plant Physiology and Ecology, Chinese Academy of Sciences, Shanghai 200032, ChinaCAS-Key Laboratory of Synthetic Biology, CAS Center for Excellence in Molecular Plant Sciences, Institute of Plant Physiology and Ecology, Chinese Academy of Sciences, Shanghai 200032, ChinaState Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai 200237, ChinaCAS-Key Laboratory of Synthetic Biology, CAS Center for Excellence in Molecular Plant Sciences, Institute of Plant Physiology and Ecology, Chinese Academy of Sciences, Shanghai 200032, ChinaState Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai 200237, ChinaA rapid and sensitive method using ultra-high performance liquid chromatography/quadrupole time-of-flight mass spectrometry (UPLC-QTOF-MS/MS) was applied for the analysis of the metabolic profile of acarviostatin-containing aminooligosaccharides derived from <i>Streptomyces</i> sp. HO1518. A total of ninety-eight aminooligosaccharides, including eighty potential new compounds, were detected mainly based on the characteristic fragment ions originating from quinovosidic bond cleavages in their molecules. Following an LC-MS-guided separation technique, seven new aminooligosaccharides (<b>10</b>–<b>16</b>) along with four known related compounds (<b>17</b>–<b>20</b>) were obtained directly from the crude extract of strain HO1518. Compounds <b>10</b>–<b>13</b> represent the first examples of aminooligosaccharides with a rare acarviostatin II02-type structure. In addition, all isolates displayed considerable inhibitory effects on three digestive enzymes, which revealed that the number of the pseudo-trisaccharide core(s), the feasible length of the oligosaccharides, and acyl side chain exerted a crucial influence on their bioactivities. These results demonstrated that the UPLC-QTOF-MS/MS-based metabolomics approach could be applied for the rapid identification of aminooligosaccharides and other similar structures in complex samples. Furthermore, this study highlights the potential of acylated aminooligosaccharides with conspicuous <i>α</i>-glucosidase and lipase inhibition for the future development of multi-target anti-diabetic drugs.https://www.mdpi.com/1660-3397/20/3/189<i>Streptomyces</i> sp. HO1518metabolic profilingaminooligosaccharidesUPLC-QTOF-MS/MSdiabetesdigestive enzyme inhibitors |
| spellingShingle | Jianlin Xu Zhifeng Liu Zhanguang Feng Yuhong Ren Haili Liu Yong Wang Rapid Mining of Novel <i>α</i>-Glucosidase and Lipase Inhibitors from <i>Streptomyces</i> sp. HO1518 Using UPLC-QTOF-MS/MS Marine Drugs <i>Streptomyces</i> sp. HO1518 metabolic profiling aminooligosaccharides UPLC-QTOF-MS/MS diabetes digestive enzyme inhibitors |
| title | Rapid Mining of Novel <i>α</i>-Glucosidase and Lipase Inhibitors from <i>Streptomyces</i> sp. HO1518 Using UPLC-QTOF-MS/MS |
| title_full | Rapid Mining of Novel <i>α</i>-Glucosidase and Lipase Inhibitors from <i>Streptomyces</i> sp. HO1518 Using UPLC-QTOF-MS/MS |
| title_fullStr | Rapid Mining of Novel <i>α</i>-Glucosidase and Lipase Inhibitors from <i>Streptomyces</i> sp. HO1518 Using UPLC-QTOF-MS/MS |
| title_full_unstemmed | Rapid Mining of Novel <i>α</i>-Glucosidase and Lipase Inhibitors from <i>Streptomyces</i> sp. HO1518 Using UPLC-QTOF-MS/MS |
| title_short | Rapid Mining of Novel <i>α</i>-Glucosidase and Lipase Inhibitors from <i>Streptomyces</i> sp. HO1518 Using UPLC-QTOF-MS/MS |
| title_sort | rapid mining of novel i α i glucosidase and lipase inhibitors from i streptomyces i sp ho1518 using uplc qtof ms ms |
| topic | <i>Streptomyces</i> sp. HO1518 metabolic profiling aminooligosaccharides UPLC-QTOF-MS/MS diabetes digestive enzyme inhibitors |
| url | https://www.mdpi.com/1660-3397/20/3/189 |
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