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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Main Authors:	Michael W. Mullowney, Eoghainín Ó hAinmhire, Urszula Tanouye, Joanna E. Burdette, Van Cuong Pham, Brian T. Murphy
Format:	Article
Language:	English
Published:	MDPI AG 2015-09-01
Series:	Marine Drugs
Subjects:	actinomycete marine Micromonospora ovarian cancer Vietnam diterpene
Online Access:	http://www.mdpi.com/1660-3397/13/9/5815

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spelling	doaj-976ac9779aa645d0b25d5b7b13de97812020-11-24T22:47:40ZengMDPI 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
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Michael W. Mullowney Eoghainín Ó hAinmhire Urszula Tanouye Joanna E. Burdette Van Cuong Pham Brian T. Murphy
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
author_facet	Michael W. Mullowney Eoghainín Ó hAinmhire Urszula Tanouye Joanna E. Burdette Van Cuong Pham Brian T. Murphy
author_sort	Michael W. Mullowney
title	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_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_sort	pimarane diterpene and cytotoxic angucyclines from a marine-derived micromonospora sp. in vietnam’s east sea
publisher	MDPI AG
series	Marine Drugs
issn	1660-3397
publishDate	2015-09-01
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.
topic	actinomycete marine Micromonospora ovarian cancer Vietnam diterpene
url	http://www.mdpi.com/1660-3397/13/9/5815
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A Pimarane Diterpene and Cytotoxic Angucyclines from a Marine-Derived Micromonospora sp. in Vietnam’s East Sea

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