Spongisulfins A-C, three S-bridged angucycline dimers from Spongiactinospora rosea LHW63015 and their gut epithelium protective activity in Drosophila melanogaster
Spongiactinospora rosea is a rare actinomycete derived from sponges belonging to the Streptosporangiaceae family. Genomic analysis of the strain S. rosea LHW63015 revealed that it contains 41 secondary metabolite biosynthetic gene clusters (BGCs), including four cryptic type II polyketide synthases...
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| Format: | Article |
| Language: | English |
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Elsevier
2024-04-01
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| Series: | Arabian Journal of Chemistry |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S1878535224000893 |
| _version_ | 1797248338514411520 |
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| author | Weizhuo Tang Die Zhang Jing Xu Shuping Wang Bin Wei Lei Li |
| author_facet | Weizhuo Tang Die Zhang Jing Xu Shuping Wang Bin Wei Lei Li |
| author_sort | Weizhuo Tang |
| collection | DOAJ |
| description | Spongiactinospora rosea is a rare actinomycete derived from sponges belonging to the Streptosporangiaceae family. Genomic analysis of the strain S. rosea LHW63015 revealed that it contains 41 secondary metabolite biosynthetic gene clusters (BGCs), including four cryptic type II polyketide synthases (T2PKS) BGCs. By using a metabolite mining approach in conjunction with LC-MS guided isolation, we identified three previously undescribed sulfur-bridged angucycline dimers, namely spongisulfins A-C (1–3), a configurational isomeric new angucycline monomer, rubiginone A3 (4), as well as three known related analogs (5–7). Comprehensive analyses of 1D/2D NMR, HR-ESIMS, single-crystal X-ray diffraction and ECD calculations were performed to elucidate their structures. Further sequence analyses of the chain length factors (CLF) protein and biosynthetic gene clusters (BGCs) identified the angucycline-type T2PKS BGC spo in the genome. Additionally, a dextran sulfate sodium salt (DSS)-induced Drosophila melanogaster reporter line (gstd1-GFP) model was established to evaluate the gut epithelium protective activities of these isolated compounds. The results demonstrated that spongisulfin A (1), with a concentration of 5 nM, significantly alleviated the high mortality caused by 5 % DSS treatment, and exerted its gut protective activity by modulating the ROS level through alleviation the expression of gstd1 in the gut. |
| first_indexed | 2024-03-07T16:53:50Z |
| format | Article |
| id | doaj.art-4ee32d426dd14fd7b059c949f63b1aeb |
| institution | Directory Open Access Journal |
| issn | 1878-5352 |
| language | English |
| last_indexed | 2024-04-24T20:13:00Z |
| publishDate | 2024-04-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Arabian Journal of Chemistry |
| spelling | doaj.art-4ee32d426dd14fd7b059c949f63b1aeb2024-03-23T06:23:39ZengElsevierArabian Journal of Chemistry1878-53522024-04-01174105687Spongisulfins A-C, three S-bridged angucycline dimers from Spongiactinospora rosea LHW63015 and their gut epithelium protective activity in Drosophila melanogasterWeizhuo Tang0Die Zhang1Jing Xu2Shuping Wang3Bin Wei4Lei Li5College of Biological and Chemical Engineering, Changsha University, Changsha 410022, Hunan Province, China; Research Center for Marine Drugs, Department of Pharmacy, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University, Shanghai 200127, ChinaResearch Center for Marine Drugs, Department of Pharmacy, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University, Shanghai 200127, China; Department of Pharmacy, Shanghai Children’s Medical Center, School of Medicine, Shanghai Jiao Tong University, Shanghai 200127, ChinaResearch Center for Marine Drugs, Department of Pharmacy, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University, Shanghai 200127, ChinaResearch Center for Marine Drugs, Department of Pharmacy, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University, Shanghai 200127, ChinaCollege of Pharmaceutical Science & Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou 310014, ChinaResearch Center for Marine Drugs, Department of Pharmacy, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University, Shanghai 200127, China; Corresponding author.Spongiactinospora rosea is a rare actinomycete derived from sponges belonging to the Streptosporangiaceae family. Genomic analysis of the strain S. rosea LHW63015 revealed that it contains 41 secondary metabolite biosynthetic gene clusters (BGCs), including four cryptic type II polyketide synthases (T2PKS) BGCs. By using a metabolite mining approach in conjunction with LC-MS guided isolation, we identified three previously undescribed sulfur-bridged angucycline dimers, namely spongisulfins A-C (1–3), a configurational isomeric new angucycline monomer, rubiginone A3 (4), as well as three known related analogs (5–7). Comprehensive analyses of 1D/2D NMR, HR-ESIMS, single-crystal X-ray diffraction and ECD calculations were performed to elucidate their structures. Further sequence analyses of the chain length factors (CLF) protein and biosynthetic gene clusters (BGCs) identified the angucycline-type T2PKS BGC spo in the genome. Additionally, a dextran sulfate sodium salt (DSS)-induced Drosophila melanogaster reporter line (gstd1-GFP) model was established to evaluate the gut epithelium protective activities of these isolated compounds. The results demonstrated that spongisulfin A (1), with a concentration of 5 nM, significantly alleviated the high mortality caused by 5 % DSS treatment, and exerted its gut protective activity by modulating the ROS level through alleviation the expression of gstd1 in the gut.http://www.sciencedirect.com/science/article/pii/S1878535224000893Spongiactinospora roseaAngucycline dimerSpongisulfinsBiosynthetic gene clusterDrosophila melanogaster |
| spellingShingle | Weizhuo Tang Die Zhang Jing Xu Shuping Wang Bin Wei Lei Li Spongisulfins A-C, three S-bridged angucycline dimers from Spongiactinospora rosea LHW63015 and their gut epithelium protective activity in Drosophila melanogaster Arabian Journal of Chemistry Spongiactinospora rosea Angucycline dimer Spongisulfins Biosynthetic gene cluster Drosophila melanogaster |
| title | Spongisulfins A-C, three S-bridged angucycline dimers from Spongiactinospora rosea LHW63015 and their gut epithelium protective activity in Drosophila melanogaster |
| title_full | Spongisulfins A-C, three S-bridged angucycline dimers from Spongiactinospora rosea LHW63015 and their gut epithelium protective activity in Drosophila melanogaster |
| title_fullStr | Spongisulfins A-C, three S-bridged angucycline dimers from Spongiactinospora rosea LHW63015 and their gut epithelium protective activity in Drosophila melanogaster |
| title_full_unstemmed | Spongisulfins A-C, three S-bridged angucycline dimers from Spongiactinospora rosea LHW63015 and their gut epithelium protective activity in Drosophila melanogaster |
| title_short | Spongisulfins A-C, three S-bridged angucycline dimers from Spongiactinospora rosea LHW63015 and their gut epithelium protective activity in Drosophila melanogaster |
| title_sort | spongisulfins a c three s bridged angucycline dimers from spongiactinospora rosea lhw63015 and their gut epithelium protective activity in drosophila melanogaster |
| topic | Spongiactinospora rosea Angucycline dimer Spongisulfins Biosynthetic gene cluster Drosophila melanogaster |
| url | http://www.sciencedirect.com/science/article/pii/S1878535224000893 |
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