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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Main Authors: Vinale, Francesco, Arjona Girona, Isabel, Nigro, Marco, Mazzei, Pierluigi, Piccolo, A., Roucco, Michelina, Woo, Sheridan, Ruano Rosa, David, López Herrera, Carlos, Lorito, Matteo
Format: artículo biblioteca
Language:English
Published: American Chemical Society 2012
Online Access:http://hdl.handle.net/10261/83518
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spelling 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
institution IAS ES
collection DSpace
country España
countrycode ES
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databasecode dig-ias-es
tag biblioteca
region Europa del Sur
libraryname Biblioteca del IAS España
language English
description 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
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AT rouccomichelina cerinolactoneahydroxylactonederivatefromtrichodermacerinum
AT woosheridan cerinolactoneahydroxylactonederivatefromtrichodermacerinum
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