A Pimarane Diterpene and Cytotoxic Angucyclines from a Marine-Derived Micromonospora sp. in Vietnam’s East Sea
A screening of our actinomycete fraction library against the NCI-60 SKOV3 human tumor cell line led to the isolation of isopimara-2-one-3-ol-8,15-diene (1), lagumycin B (2), dehydrorabelomycin (3), phenanthroviridone (4), and WS-5995 A (5). These secondary metabolites were produced by a Micromonospo...
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| Format: | Article |
| Language: | English |
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MDPI AG
2015-09-01
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| Series: | Marine Drugs |
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| Online Access: | http://www.mdpi.com/1660-3397/13/9/5815 |
| _version_ | 1811300015303294976 |
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| author | Michael W. Mullowney Eoghainín Ó hAinmhire Urszula Tanouye Joanna E. Burdette Van Cuong Pham Brian T. Murphy |
| author_facet | Michael W. Mullowney Eoghainín Ó hAinmhire Urszula Tanouye Joanna E. Burdette Van Cuong Pham Brian T. Murphy |
| author_sort | Michael W. Mullowney |
| collection | DOAJ |
| description | A screening of our actinomycete fraction library against the NCI-60 SKOV3 human tumor cell line led to the isolation of isopimara-2-one-3-ol-8,15-diene (1), lagumycin B (2), dehydrorabelomycin (3), phenanthroviridone (4), and WS-5995 A (5). These secondary metabolites were produced by a Micromonospora sp. isolated from sediment collected off the Cát Bà peninsula in the East Sea of Vietnam. Compound 1 is a novel Δ8,9-pimarane diterpene, representing one of approximately 20 actinomycete-produced diterpenes reported to date, while compound 2 is an angucycline antibiotic that has yet to receive formal characterization. The structures of 1 and 2 were elucidated by combined NMR and MS analysis and the absolute configuration of 1 was assigned by analysis of NOESY NMR and CD spectroscopic data. Compounds 2–5 exhibited varying degrees of cytotoxicity against a panel of cancerous and non-cancerous cell lines. Overall, this study highlights our collaborative efforts to discover novel biologically active molecules from the large, underexplored, and biodiversity-rich waters of Vietnam’s East Sea. |
| first_indexed | 2024-04-13T06:44:54Z |
| format | Article |
| id | doaj.art-976ac9779aa645d0b25d5b7b13de9781 |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-04-13T06:44:54Z |
| publishDate | 2015-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-976ac9779aa645d0b25d5b7b13de97812022-12-22T02:57:38ZengMDPI AGMarine Drugs1660-33972015-09-011395815582710.3390/md13095815md13095815A Pimarane Diterpene and Cytotoxic Angucyclines from a Marine-Derived Micromonospora sp. in Vietnam’s East SeaMichael W. Mullowney0Eoghainín Ó hAinmhire1Urszula Tanouye2Joanna E. Burdette3Van Cuong Pham4Brian T. Murphy5Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street (MC 781), Room 539, Chicago, IL 60612-7231, USADepartment of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street (MC 781), Room 539, Chicago, IL 60612-7231, USADepartment of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street (MC 781), Room 539, Chicago, IL 60612-7231, USADepartment of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street (MC 781), Room 539, Chicago, IL 60612-7231, USAInstitute of Marine Biochemistry, Vietnam Academy of Science and Technology, 18 Hoàng Quốc Việt, Cầu Giấy, Hà Nội 10000, VietnamDepartment of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street (MC 781), Room 539, Chicago, IL 60612-7231, USAA screening of our actinomycete fraction library against the NCI-60 SKOV3 human tumor cell line led to the isolation of isopimara-2-one-3-ol-8,15-diene (1), lagumycin B (2), dehydrorabelomycin (3), phenanthroviridone (4), and WS-5995 A (5). These secondary metabolites were produced by a Micromonospora sp. isolated from sediment collected off the Cát Bà peninsula in the East Sea of Vietnam. Compound 1 is a novel Δ8,9-pimarane diterpene, representing one of approximately 20 actinomycete-produced diterpenes reported to date, while compound 2 is an angucycline antibiotic that has yet to receive formal characterization. The structures of 1 and 2 were elucidated by combined NMR and MS analysis and the absolute configuration of 1 was assigned by analysis of NOESY NMR and CD spectroscopic data. Compounds 2–5 exhibited varying degrees of cytotoxicity against a panel of cancerous and non-cancerous cell lines. Overall, this study highlights our collaborative efforts to discover novel biologically active molecules from the large, underexplored, and biodiversity-rich waters of Vietnam’s East Sea.http://www.mdpi.com/1660-3397/13/9/5815actinomycetemarineMicromonosporaovarian cancerVietnamditerpene |
| spellingShingle | Michael W. Mullowney Eoghainín Ó hAinmhire Urszula Tanouye Joanna E. Burdette Van Cuong Pham Brian T. Murphy A Pimarane Diterpene and Cytotoxic Angucyclines from a Marine-Derived Micromonospora sp. in Vietnam’s East Sea Marine Drugs actinomycete marine Micromonospora ovarian cancer Vietnam diterpene |
| title | A Pimarane Diterpene and Cytotoxic Angucyclines from a Marine-Derived Micromonospora sp. in Vietnam’s East Sea |
| title_full | A Pimarane Diterpene and Cytotoxic Angucyclines from a Marine-Derived Micromonospora sp. in Vietnam’s East Sea |
| title_fullStr | A Pimarane Diterpene and Cytotoxic Angucyclines from a Marine-Derived Micromonospora sp. in Vietnam’s East Sea |
| title_full_unstemmed | A Pimarane Diterpene and Cytotoxic Angucyclines from a Marine-Derived Micromonospora sp. in Vietnam’s East Sea |
| title_short | A Pimarane Diterpene and Cytotoxic Angucyclines from a Marine-Derived Micromonospora sp. in Vietnam’s East Sea |
| title_sort | pimarane diterpene and cytotoxic angucyclines from a marine derived micromonospora sp in vietnam s east sea |
| topic | actinomycete marine Micromonospora ovarian cancer Vietnam diterpene |
| url | http://www.mdpi.com/1660-3397/13/9/5815 |
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