A New Depigmenting-Antifungal Methylated Grindelane from Grindelia chiloensis

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The new methylated grindelane diterpenoid, 7β-hydroxy-8(17)-dehydrogrindelic acid (1b), together with the known 7α-hydroxy-8(17)-dehydrogrindelic acid (2a), 6-oxogrindelic acid (3a), 4β-hydroxy-6-oxo-19-norgrindelic (4a), 19-hydroxygrindelic acid (5a), 18-hydroxygrindelic acid (6a), 4α-carboxygrinde...

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Detalles Bibliográficos
Autor principal: de los A. Mesurado, M.
Otros Autores: Arias Cassará, M.L, Misico, R., Bardón, A., Ybarra, M.I, Cartagena, E.
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: Wiley-VCH Verlag 2017
Materias:
ARGENTINA
amistar, syngenta, Argentina; fungaflor, BASF, Argentina
Acceso en línea:Registro en Scopus
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Registro en la Biblioteca Digital
Aporte de:Registro referencial: Solicitar el recurso aquí
Biblioteca Central Dr. Luis F. Leloir (FCEN) de Universidad de Buenos Aires
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024 7 |2 scopus  |a 2-s2.0-85017263310 
024 7 |2 cas  |a enilconazole, 35554-44-0; Antifungal Agents; Diterpenes; ent-7beta,11alpha,14-trihydroxy-18-aldehyde-11beta-20-epoxy-kaur-16-en15-one; Plant Extracts; Skin Lightening Preparations 
040 |a Scopus  |b spa  |c AR-BaUEN  |d AR-BaUEN 
030 |a CBHIA 
100 1 |a de los A. Mesurado, M. 
245 1 2 |a A New Depigmenting-Antifungal Methylated Grindelane from Grindelia chiloensis 
260 |b Wiley-VCH Verlag  |c 2017 
506 |2 openaire  |e Política editorial 
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520 3 |a The new methylated grindelane diterpenoid, 7β-hydroxy-8(17)-dehydrogrindelic acid (1b), together with the known 7α-hydroxy-8(17)-dehydrogrindelic acid (2a), 6-oxogrindelic acid (3a), 4β-hydroxy-6-oxo-19-norgrindelic (4a), 19-hydroxygrindelic acid (5a), 18-hydroxygrindelic acid (6a), 4α-carboxygrindelic acid (7a), 17-hydroxygrindelic acid (8a), 6α-hydroxygrindelic acid (9a), 8,17-bisnor-8-oxagrindelic acid (10a), 7α,8α-epoxygrindelic acid (11a), and strictanonic acid (12a) as methyl esters were obtained from an Argentine collection of Grindelia chiloensis (Cornel.) Cabrera. Their structures and relative configurations were established on the basis of spectroscopic analysis. CHCl3 extract from the aerial parts and their pure compounds were evaluated for their antifungal and depigmenting effects. Methyl ester derivative of 10a (10b) exhibited a remarkable mycelial growth inhibition against Botritis cinerea with an IC50 of 13.5 μg ml−1. While the new grindelane 1b exerted a clear color reduction of the yellow-orange pigment developed by Fusarium oxysporum against UV-induced damage. © 2017 Wiley-VHCA AG, Zurich, Switzerland  |l eng 
536 |a Detalles de la financiación: Consejo Nacional de Investigaciones Científicas y Técnicas 
536 |a Detalles de la financiación: Universidad Nacional de Tucumán 
536 |a Detalles de la financiación: Consejo Nacional de Investigaciones Científicas y Técnicas 
536 |a Detalles de la financiación: This research was supported by grants from Consejo de Investigaciones de la Universidad Nacional de Tucum?n (CIUNT), Agencia Nacional de Promoci?n Cient?fica y Tecnol?gica (ANPCyT) and Consejo Nacional de Investigaciones Cient?ficas y T?cnicas (CONICET). We thanks Dr. O. Baino, from Facultad de Agronom?a y Zootecnia, UNT, for providing fungi strains and Dr. N. Muruaga from Fundaci?n Miguel Lillo, for taxonomic determination of plant material. 
593 |a Instituto de Química Orgánica, Facultad de Bioquímica, Química y Farmacia, Universidad Nacional de Tucumán, Ayacucho, 471, Tucumán, 4000, Argentina 
593 |a Departamento de Química Orgánica and UMYMFOR (CONICET-UBA), Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad de Buenos Aires, C1428EGA, Argentina 
690 1 0 |a ANTIFUNGAL AND DEPIGMENTING EFFECTS 
690 1 0 |a BOTRYTIS CINEREA 
690 1 0 |a FUSARIUM OXYSPORUM 
690 1 0 |a GRINDELANE DITERPENOIDS AND DERIVATIVES 
690 1 0 |a GRINDELIA CHILOENSIS 
690 1 0 |a 6 OXOGRINDELIC ACID 
690 1 0 |a 7ALPHA,8ALPHA EPOXYGRINDELIC ACID 
690 1 0 |a ANTIFUNGAL AGENT 
690 1 0 |a AZOXYSTROBIN 
690 1 0 |a DEPIGMENTING AGENT 
690 1 0 |a DITERPENOID 
690 1 0 |a ENILCONAZOLE 
690 1 0 |a ESTER DERIVATIVE 
690 1 0 |a METHYL 17 HYDROXYGRINDELATE 
690 1 0 |a METHYL 17ALPHA HYDROXY 8(17) DEHYDROGRINDELATE 
690 1 0 |a METHYL 18 HYDROXYGRINDELATE 
690 1 0 |a METHYL 19 HYDROXYGRINDELATE 
690 1 0 |a METHYL 4 BETA HYDROXY 6 OXO 19 NORGRINDELATE 
690 1 0 |a METHYL 4ALPHA CARBOMETHOXIGRINDELATE 
690 1 0 |a METHYL 6ALPHA YDROXYGRINDELATE 
690 1 0 |a METHYL 7BETA HYDROXY 8(17) DEHYDROGRINDELATE 
690 1 0 |a METHYL 8,17 BISNOR 8 OXAGRINDELATE 
690 1 0 |a METHYL STRICTANOATE 
690 1 0 |a UNCLASSIFIED DRUG 
690 1 0 |a ANTIFUNGAL AGENT 
690 1 0 |a DEPIGMENTING AGENT 
690 1 0 |a DITERPENE 
690 1 0 |a ENT-7BETA,11ALPHA,14-TRIHYDROXY-18-ALDEHYDE-11BETA-20-EPOXY-KAUR-16-EN15-ONE 
690 1 0 |a PLANT EXTRACT 
690 1 0 |a ANTIFUNGAL ACTIVITY 
690 1 0 |a ARTICLE 
690 1 0 |a BOTRYTIS CINEREA 
690 1 0 |a CARBON NUCLEAR MAGNETIC RESONANCE 
690 1 0 |a CONTROLLED STUDY 
690 1 0 |a DOSE RESPONSE 
690 1 0 |a FUSARIUM OXYSPORUM 
690 1 0 |a GRINDELIA 
690 1 0 |a GRINDELIA CHILOENSIS 
690 1 0 |a GROWTH INHIBITION 
690 1 0 |a HETERONUCLEAR MULTIPLE BOND CORRELATION 
690 1 0 |a HETERONUCLEAR MULTIPLE QUANTUM COHERENCE 
690 1 0 |a IC50 
690 1 0 |a METHYLATION 
690 1 0 |a MYCELIAL GROWTH 
690 1 0 |a NONHUMAN 
690 1 0 |a PIGMENTATION 
690 1 0 |a PROTON NUCLEAR MAGNETIC RESONANCE 
690 1 0 |a ULTRAVIOLET RADIATION 
690 1 0 |a CHEMICAL STRUCTURE 
690 1 0 |a CHEMISTRY 
690 1 0 |a DRUG EFFECTS 
690 1 0 |a FUSARIUM 
690 1 0 |a GRINDELIA 
690 1 0 |a ISOLATION AND PURIFICATION 
690 1 0 |a NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY 
690 1 0 |a ANTIFUNGAL AGENTS 
690 1 0 |a DITERPENES 
690 1 0 |a FUSARIUM 
690 1 0 |a GRINDELIA 
690 1 0 |a MAGNETIC RESONANCE SPECTROSCOPY 
690 1 0 |a MOLECULAR STRUCTURE 
690 1 0 |a PLANT EXTRACTS 
690 1 0 |a SKIN LIGHTENING PREPARATIONS 
651 4 |a ARGENTINA 
653 0 0 |a amistar, syngenta, Argentina; fungaflor, BASF, Argentina 
700 1 |a Arias Cassará, M.L. 
700 1 |a Misico, R. 
700 1 |a Bardón, A. 
700 1 |a Ybarra, M.I. 
700 1 |a Cartagena, E. 
773 0 |d Wiley-VCH Verlag, 2017  |g v. 14  |k n. 5  |p Chem. Biodiversity  |x 16121872  |t Chemistry and Biodiversity 
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856 4 0 |u https://doi.org/10.1002/cbdv.201600426  |y DOI 
856 4 0 |u https://hdl.handle.net/20.500.12110/paper_16121872_v14_n5_p_delosAMesurado  |y Handle 
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962 |a info:eu-repo/semantics/article  |a info:ar-repo/semantics/artículo  |b info:eu-repo/semantics/publishedVersion 
999 |c 75973 

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