Angucycline Glycosides from an Intertidal Sediments Strain <i>Streptomyces</i> sp. and Their Cytotoxic Activity against Hepatoma Carcinoma Cells
Four angucycline glycosides including three new compounds landomycin N (<b>1</b>), galtamycin C (<b>2</b>) and vineomycin D (<b>3</b>), and a known homologue saquayamycin B (<b>4</b>), along with two alkaloids 1-acetyl-β-carboline (<b>5&...
| Main Authors: | , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2018-11-01
|
| Series: | Marine Drugs |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1660-3397/16/12/470 |
| _version_ | 1828115550416404480 |
|---|---|
| author | Aihong Peng Xinying Qu Fangyuan Liu Xia Li Erwei Li Weidong Xie |
| author_facet | Aihong Peng Xinying Qu Fangyuan Liu Xia Li Erwei Li Weidong Xie |
| author_sort | Aihong Peng |
| collection | DOAJ |
| description | Four angucycline glycosides including three new compounds landomycin N (<b>1</b>), galtamycin C (<b>2</b>) and vineomycin D (<b>3</b>), and a known homologue saquayamycin B (<b>4</b>), along with two alkaloids 1-acetyl-β-carboline (<b>5</b>) and indole-3-acetic acid (<b>6</b>), were isolated from the fermentation broth of an intertidal sediments-derived <i>Streptomyces</i> sp. Their structures were established by IR, HR-ESI-MS, 1D and 2D NMR techniques. Among the isolated angucyclines, saquayamycin B (<b>4</b>) displayed potent cytotoxic activity against hepatoma carcinoma cells HepG-2, SMMC-7721 and plc-prf-5, with IC<sub>50</sub> values 0.135, 0.033 and 0.244 μM respectively, superior to doxorubicin. Saquayamycin B (<b>4</b>) also induced apoptosis in SMMC-7721 cells as detected by its morphological characteristics in 4′,6-diamidino-2-phenylindole (DAPI) staining experiment. |
| first_indexed | 2024-04-11T12:42:09Z |
| format | Article |
| id | doaj.art-88b453f999034f99a5d4637f10371050 |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-04-11T12:42:09Z |
| publishDate | 2018-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-88b453f999034f99a5d4637f103710502022-12-22T04:23:27ZengMDPI AGMarine Drugs1660-33972018-11-01161247010.3390/md16120470md16120470Angucycline Glycosides from an Intertidal Sediments Strain <i>Streptomyces</i> sp. and Their Cytotoxic Activity against Hepatoma Carcinoma CellsAihong Peng0Xinying Qu1Fangyuan Liu2Xia Li3Erwei Li4Weidong Xie5Department of Pharmacy, College of Marine Science, Shandong University, Weihai 264209, ChinaDepartment of Pharmacy, College of Marine Science, Shandong University, Weihai 264209, ChinaDepartment of Pharmacy, College of Marine Science, Shandong University, Weihai 264209, ChinaDepartment of Pharmacy, College of Marine Science, Shandong University, Weihai 264209, ChinaState Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100101, ChinaDepartment of Pharmacy, College of Marine Science, Shandong University, Weihai 264209, ChinaFour angucycline glycosides including three new compounds landomycin N (<b>1</b>), galtamycin C (<b>2</b>) and vineomycin D (<b>3</b>), and a known homologue saquayamycin B (<b>4</b>), along with two alkaloids 1-acetyl-β-carboline (<b>5</b>) and indole-3-acetic acid (<b>6</b>), were isolated from the fermentation broth of an intertidal sediments-derived <i>Streptomyces</i> sp. Their structures were established by IR, HR-ESI-MS, 1D and 2D NMR techniques. Among the isolated angucyclines, saquayamycin B (<b>4</b>) displayed potent cytotoxic activity against hepatoma carcinoma cells HepG-2, SMMC-7721 and plc-prf-5, with IC<sub>50</sub> values 0.135, 0.033 and 0.244 μM respectively, superior to doxorubicin. Saquayamycin B (<b>4</b>) also induced apoptosis in SMMC-7721 cells as detected by its morphological characteristics in 4′,6-diamidino-2-phenylindole (DAPI) staining experiment.https://www.mdpi.com/1660-3397/16/12/470<i>Streptomyces</i>angucycline glycosidessaquayamycincytotoxicityapoptosisSMMC-7721 |
| spellingShingle | Aihong Peng Xinying Qu Fangyuan Liu Xia Li Erwei Li Weidong Xie Angucycline Glycosides from an Intertidal Sediments Strain <i>Streptomyces</i> sp. and Their Cytotoxic Activity against Hepatoma Carcinoma Cells Marine Drugs <i>Streptomyces</i> angucycline glycosides saquayamycin cytotoxicity apoptosis SMMC-7721 |
| title | Angucycline Glycosides from an Intertidal Sediments Strain <i>Streptomyces</i> sp. and Their Cytotoxic Activity against Hepatoma Carcinoma Cells |
| title_full | Angucycline Glycosides from an Intertidal Sediments Strain <i>Streptomyces</i> sp. and Their Cytotoxic Activity against Hepatoma Carcinoma Cells |
| title_fullStr | Angucycline Glycosides from an Intertidal Sediments Strain <i>Streptomyces</i> sp. and Their Cytotoxic Activity against Hepatoma Carcinoma Cells |
| title_full_unstemmed | Angucycline Glycosides from an Intertidal Sediments Strain <i>Streptomyces</i> sp. and Their Cytotoxic Activity against Hepatoma Carcinoma Cells |
| title_short | Angucycline Glycosides from an Intertidal Sediments Strain <i>Streptomyces</i> sp. and Their Cytotoxic Activity against Hepatoma Carcinoma Cells |
| title_sort | angucycline glycosides from an intertidal sediments strain i streptomyces i sp and their cytotoxic activity against hepatoma carcinoma cells |
| topic | <i>Streptomyces</i> angucycline glycosides saquayamycin cytotoxicity apoptosis SMMC-7721 |
| url | https://www.mdpi.com/1660-3397/16/12/470 |
| work_keys_str_mv | AT aihongpeng angucyclineglycosidesfromanintertidalsedimentsstrainistreptomycesispandtheircytotoxicactivityagainsthepatomacarcinomacells AT xinyingqu angucyclineglycosidesfromanintertidalsedimentsstrainistreptomycesispandtheircytotoxicactivityagainsthepatomacarcinomacells AT fangyuanliu angucyclineglycosidesfromanintertidalsedimentsstrainistreptomycesispandtheircytotoxicactivityagainsthepatomacarcinomacells AT xiali angucyclineglycosidesfromanintertidalsedimentsstrainistreptomycesispandtheircytotoxicactivityagainsthepatomacarcinomacells AT erweili angucyclineglycosidesfromanintertidalsedimentsstrainistreptomycesispandtheircytotoxicactivityagainsthepatomacarcinomacells AT weidongxie angucyclineglycosidesfromanintertidalsedimentsstrainistreptomycesispandtheircytotoxicactivityagainsthepatomacarcinomacells |