Chlorinated Azaphilone Pigments with Antimicrobial and Cytotoxic Activities Isolated from the Deep Sea Derived Fungus Chaetomium sp. NA-S01-R1
Four novel compounds, chaephilone C (1), chaetoviridides A–C (2–4), were obtained from the culture of a deep sea derived fungus Chaetomium sp. NA-S01-R1, together with four known compounds—chaetoviridin A (5), chaetoviridine E (6), chaetomugilin D (7) and cochliodone A (8). Their structures, includi...
| Main Authors: | , , , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2018-02-01
|
| Series: | Marine Drugs |
| Subjects: | |
| Online Access: | http://www.mdpi.com/1660-3397/16/2/61 |
| _version_ | 1798002518506078208 |
|---|---|
| author | Weiyi Wang Yanyan Liao Ruixuan Chen Yanping Hou Wenqian Ke Beibei Zhang Maolin Gao Zongze Shao Jianming Chen Fang Li |
| author_facet | Weiyi Wang Yanyan Liao Ruixuan Chen Yanping Hou Wenqian Ke Beibei Zhang Maolin Gao Zongze Shao Jianming Chen Fang Li |
| author_sort | Weiyi Wang |
| collection | DOAJ |
| description | Four novel compounds, chaephilone C (1), chaetoviridides A–C (2–4), were obtained from the culture of a deep sea derived fungus Chaetomium sp. NA-S01-R1, together with four known compounds—chaetoviridin A (5), chaetoviridine E (6), chaetomugilin D (7) and cochliodone A (8). Their structures, including absolute configurations, were assigned based on NMR, MS and time-dependent density functional theory (TD-DFT) ECD calculations. A plausible biogenetic pathway for compounds 1–3 was proposed. Compounds 2 and 3 exhibited antibacterial activities against Vibrio rotiferianus and Vibrio vulnificus. Compounds 1, 3 and 4 displayed similar anti-methicillin resistant Staphylococcus aureus (anti-MRSA) activities in comparison to chloramphenicol. Compound 2 showed the most potent cytotoxic activities towards the Hep G2 cell and compounds 1 and 3 demonstrated relatively stronger cytotoxic activities than the other compounds against the HeLa cell. |
| first_indexed | 2024-04-11T11:53:22Z |
| format | Article |
| id | doaj.art-be07373631e84698b0b422dfd7fd5982 |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-04-11T11:53:22Z |
| publishDate | 2018-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-be07373631e84698b0b422dfd7fd59822022-12-22T04:25:14ZengMDPI AGMarine Drugs1660-33972018-02-011626110.3390/md16020061md16020061Chlorinated Azaphilone Pigments with Antimicrobial and Cytotoxic Activities Isolated from the Deep Sea Derived Fungus Chaetomium sp. NA-S01-R1Weiyi Wang0Yanyan Liao1Ruixuan Chen2Yanping Hou3Wenqian Ke4Beibei Zhang5Maolin Gao6Zongze Shao7Jianming Chen8Fang Li9State Key Laboratory Breeding Base of Marine Genetic Resources, Key Laboratory of Marine Genetic Resources, Fujian Key Laboratory of Marine Genetic Resources, Fujian Collaborative Innovation Centre for Exploitation and Utilization of Marine Biological Resources, Third Institute of Oceanography, State Oceanic Administration, Xiamen 361005, ChinaKey Laboratory of Urban Environment and Health, Institute of Urban Environment, Chinese Academy of Sciences, Xiamen 361021, ChinaState Key Laboratory Breeding Base of Marine Genetic Resources, Key Laboratory of Marine Genetic Resources, Fujian Key Laboratory of Marine Genetic Resources, Fujian Collaborative Innovation Centre for Exploitation and Utilization of Marine Biological Resources, Third Institute of Oceanography, State Oceanic Administration, Xiamen 361005, ChinaState Key Laboratory Breeding Base of Marine Genetic Resources, Key Laboratory of Marine Genetic Resources, Fujian Key Laboratory of Marine Genetic Resources, Fujian Collaborative Innovation Centre for Exploitation and Utilization of Marine Biological Resources, Third Institute of Oceanography, State Oceanic Administration, Xiamen 361005, ChinaState Key Laboratory Breeding Base of Marine Genetic Resources, Key Laboratory of Marine Genetic Resources, Fujian Key Laboratory of Marine Genetic Resources, Fujian Collaborative Innovation Centre for Exploitation and Utilization of Marine Biological Resources, Third Institute of Oceanography, State Oceanic Administration, Xiamen 361005, ChinaState Key Laboratory Breeding Base of Marine Genetic Resources, Key Laboratory of Marine Genetic Resources, Fujian Key Laboratory of Marine Genetic Resources, Fujian Collaborative Innovation Centre for Exploitation and Utilization of Marine Biological Resources, Third Institute of Oceanography, State Oceanic Administration, Xiamen 361005, ChinaState Key Laboratory Breeding Base of Marine Genetic Resources, Key Laboratory of Marine Genetic Resources, Fujian Key Laboratory of Marine Genetic Resources, Fujian Collaborative Innovation Centre for Exploitation and Utilization of Marine Biological Resources, Third Institute of Oceanography, State Oceanic Administration, Xiamen 361005, ChinaState Key Laboratory Breeding Base of Marine Genetic Resources, Key Laboratory of Marine Genetic Resources, Fujian Key Laboratory of Marine Genetic Resources, Fujian Collaborative Innovation Centre for Exploitation and Utilization of Marine Biological Resources, Third Institute of Oceanography, State Oceanic Administration, Xiamen 361005, ChinaInstitute of Oceanography, Minjiang University, Fuzhou 350108, ChinaState Key Laboratory Breeding Base of Marine Genetic Resources, Key Laboratory of Marine Genetic Resources, Fujian Key Laboratory of Marine Genetic Resources, Fujian Collaborative Innovation Centre for Exploitation and Utilization of Marine Biological Resources, Third Institute of Oceanography, State Oceanic Administration, Xiamen 361005, ChinaFour novel compounds, chaephilone C (1), chaetoviridides A–C (2–4), were obtained from the culture of a deep sea derived fungus Chaetomium sp. NA-S01-R1, together with four known compounds—chaetoviridin A (5), chaetoviridine E (6), chaetomugilin D (7) and cochliodone A (8). Their structures, including absolute configurations, were assigned based on NMR, MS and time-dependent density functional theory (TD-DFT) ECD calculations. A plausible biogenetic pathway for compounds 1–3 was proposed. Compounds 2 and 3 exhibited antibacterial activities against Vibrio rotiferianus and Vibrio vulnificus. Compounds 1, 3 and 4 displayed similar anti-methicillin resistant Staphylococcus aureus (anti-MRSA) activities in comparison to chloramphenicol. Compound 2 showed the most potent cytotoxic activities towards the Hep G2 cell and compounds 1 and 3 demonstrated relatively stronger cytotoxic activities than the other compounds against the HeLa cell.http://www.mdpi.com/1660-3397/16/2/61Chaetomiumchaephilonechaetoviridideantimicrobialcytotoxic |
| spellingShingle | Weiyi Wang Yanyan Liao Ruixuan Chen Yanping Hou Wenqian Ke Beibei Zhang Maolin Gao Zongze Shao Jianming Chen Fang Li Chlorinated Azaphilone Pigments with Antimicrobial and Cytotoxic Activities Isolated from the Deep Sea Derived Fungus Chaetomium sp. NA-S01-R1 Marine Drugs Chaetomium chaephilone chaetoviridide antimicrobial cytotoxic |
| title | Chlorinated Azaphilone Pigments with Antimicrobial and Cytotoxic Activities Isolated from the Deep Sea Derived Fungus Chaetomium sp. NA-S01-R1 |
| title_full | Chlorinated Azaphilone Pigments with Antimicrobial and Cytotoxic Activities Isolated from the Deep Sea Derived Fungus Chaetomium sp. NA-S01-R1 |
| title_fullStr | Chlorinated Azaphilone Pigments with Antimicrobial and Cytotoxic Activities Isolated from the Deep Sea Derived Fungus Chaetomium sp. NA-S01-R1 |
| title_full_unstemmed | Chlorinated Azaphilone Pigments with Antimicrobial and Cytotoxic Activities Isolated from the Deep Sea Derived Fungus Chaetomium sp. NA-S01-R1 |
| title_short | Chlorinated Azaphilone Pigments with Antimicrobial and Cytotoxic Activities Isolated from the Deep Sea Derived Fungus Chaetomium sp. NA-S01-R1 |
| title_sort | chlorinated azaphilone pigments with antimicrobial and cytotoxic activities isolated from the deep sea derived fungus chaetomium sp na s01 r1 |
| topic | Chaetomium chaephilone chaetoviridide antimicrobial cytotoxic |
| url | http://www.mdpi.com/1660-3397/16/2/61 |
| work_keys_str_mv | AT weiyiwang chlorinatedazaphilonepigmentswithantimicrobialandcytotoxicactivitiesisolatedfromthedeepseaderivedfunguschaetomiumspnas01r1 AT yanyanliao chlorinatedazaphilonepigmentswithantimicrobialandcytotoxicactivitiesisolatedfromthedeepseaderivedfunguschaetomiumspnas01r1 AT ruixuanchen chlorinatedazaphilonepigmentswithantimicrobialandcytotoxicactivitiesisolatedfromthedeepseaderivedfunguschaetomiumspnas01r1 AT yanpinghou chlorinatedazaphilonepigmentswithantimicrobialandcytotoxicactivitiesisolatedfromthedeepseaderivedfunguschaetomiumspnas01r1 AT wenqianke chlorinatedazaphilonepigmentswithantimicrobialandcytotoxicactivitiesisolatedfromthedeepseaderivedfunguschaetomiumspnas01r1 AT beibeizhang chlorinatedazaphilonepigmentswithantimicrobialandcytotoxicactivitiesisolatedfromthedeepseaderivedfunguschaetomiumspnas01r1 AT maolingao chlorinatedazaphilonepigmentswithantimicrobialandcytotoxicactivitiesisolatedfromthedeepseaderivedfunguschaetomiumspnas01r1 AT zongzeshao chlorinatedazaphilonepigmentswithantimicrobialandcytotoxicactivitiesisolatedfromthedeepseaderivedfunguschaetomiumspnas01r1 AT jianmingchen chlorinatedazaphilonepigmentswithantimicrobialandcytotoxicactivitiesisolatedfromthedeepseaderivedfunguschaetomiumspnas01r1 AT fangli chlorinatedazaphilonepigmentswithantimicrobialandcytotoxicactivitiesisolatedfromthedeepseaderivedfunguschaetomiumspnas01r1 |