Cerinolactone, a hydroxy-lactone derivate from Trichoderma cerinum
A novel metabolite, 3-hydroxy-5-(6-isopropyl-3-methylene-3,4,4a,5,6,7,8,8a- octahydronaphthalen-2-yl)dihydrofuran-2-one, trivially named cerinolactone (1), has been isolated from culture filtrates of Trichoderma cerinum together with three known butenolides containing the 3,4-dialkylfuran-2(5H)-one nucleus, harzianolide (2), T39butenolide (3), and dehydroharzianolide (4). The structure of 1 was determined by spectroscopic methods, including UV, MS, and 1D and 2D NMR analyses. In vitro tests with the purified compound exhibited activity against Pythium ultimum, Rhizoctonia solani, and Botrytis cinerea.
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American Chemical Society
2012
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Online Access: | http://hdl.handle.net/10261/83518 |
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dig-ias-es-10261-835182018-08-01T11:43:51Z Cerinolactone, a hydroxy-lactone derivate from Trichoderma cerinum Vinale, Francesco Arjona Girona, Isabel Nigro, Marco Mazzei, Pierluigi Piccolo, A. Roucco, Michelina Woo, Sheridan Ruano Rosa, David López Herrera, Carlos Lorito, Matteo A novel metabolite, 3-hydroxy-5-(6-isopropyl-3-methylene-3,4,4a,5,6,7,8,8a- octahydronaphthalen-2-yl)dihydrofuran-2-one, trivially named cerinolactone (1), has been isolated from culture filtrates of Trichoderma cerinum together with three known butenolides containing the 3,4-dialkylfuran-2(5H)-one nucleus, harzianolide (2), T39butenolide (3), and dehydroharzianolide (4). The structure of 1 was determined by spectroscopic methods, including UV, MS, and 1D and 2D NMR analyses. In vitro tests with the purified compound exhibited activity against Pythium ultimum, Rhizoctonia solani, and Botrytis cinerea. Work by F.V., M.R., S.W., and M.L. has been supported by the following projects: Calabria Region APQ Projects “ S.Re.Va.P- r.O. ” , Mis. 124, Projects “ CA.SVI.PR.OLI. ” and “ MI.P.RE.- VEGE. ” ; PRIN MIUR 2008 - prot. 2008SNPNC2 - prot. 2008WKPAWW; FIRB 2002 prot. RBNE01K2E7; PRIN 2003 prot. 2003070719-003; MIUR PON project no. DD12935 of 02/08/2002; MIUR PON project no. DD1219 of 05/10/2004; MIUR PON project no. DD1801 of 31/12/2004; EU TRICHOEST QLK3-2002-02032; EU 2E-BCA2. Work by I.A.G., D.R.R., and C.L.H. has been supported by the Spanish Plan Nacional I+D+I Grant AGL 2008-05453-C02-02/AGR. Peer Reviewed 2013-10-08T07:45:16Z 2013-10-08T07:45:16Z 2012 2013-10-08T07:45:16Z artículo http://purl.org/coar/resource_type/c_6501 doi: 10.1021/np200577t issn: 1520-6025 e-issn: 1520-6025 Journal of Natural Products 75: 103-106 (2012) http://hdl.handle.net/10261/83518 10.1021/np200577t en none American Chemical Society |
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A novel metabolite, 3-hydroxy-5-(6-isopropyl-3-methylene-3,4,4a,5,6,7,8,8a- octahydronaphthalen-2-yl)dihydrofuran-2-one, trivially named cerinolactone (1), has been isolated from culture filtrates of Trichoderma cerinum together with three known butenolides containing the 3,4-dialkylfuran-2(5H)-one nucleus, harzianolide (2), T39butenolide (3), and dehydroharzianolide (4). The structure of 1 was determined by spectroscopic methods, including UV, MS, and 1D and 2D NMR analyses. In vitro tests with the purified compound exhibited activity against Pythium ultimum, Rhizoctonia solani, and Botrytis cinerea. |
format |
artículo |
author |
Vinale, Francesco Arjona Girona, Isabel Nigro, Marco Mazzei, Pierluigi Piccolo, A. Roucco, Michelina Woo, Sheridan Ruano Rosa, David López Herrera, Carlos Lorito, Matteo |
spellingShingle |
Vinale, Francesco Arjona Girona, Isabel Nigro, Marco Mazzei, Pierluigi Piccolo, A. Roucco, Michelina Woo, Sheridan Ruano Rosa, David López Herrera, Carlos Lorito, Matteo Cerinolactone, a hydroxy-lactone derivate from Trichoderma cerinum |
author_facet |
Vinale, Francesco Arjona Girona, Isabel Nigro, Marco Mazzei, Pierluigi Piccolo, A. Roucco, Michelina Woo, Sheridan Ruano Rosa, David López Herrera, Carlos Lorito, Matteo |
author_sort |
Vinale, Francesco |
title |
Cerinolactone, a hydroxy-lactone derivate from Trichoderma cerinum |
title_short |
Cerinolactone, a hydroxy-lactone derivate from Trichoderma cerinum |
title_full |
Cerinolactone, a hydroxy-lactone derivate from Trichoderma cerinum |
title_fullStr |
Cerinolactone, a hydroxy-lactone derivate from Trichoderma cerinum |
title_full_unstemmed |
Cerinolactone, a hydroxy-lactone derivate from Trichoderma cerinum |
title_sort |
cerinolactone, a hydroxy-lactone derivate from trichoderma cerinum |
publisher |
American Chemical Society |
publishDate |
2012 |
url |
http://hdl.handle.net/10261/83518 |
work_keys_str_mv |
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