Minutosides A and B, antifungal sulfated steroid xylosides from the patagonian starfish Anasterias minuta
Two new sulfated polyhydroxylated steroidal xylosides, minutosides A (1) and B (2), together with the known pycnopodioside B (3), have been isolated from the brine shrimp active fraction of the ethanolic extract of the starfish Anasterias minuta. The structures have been elucidated by extensive 1D a...
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todo:paper_01633864_v68_n8_p1279_Chludil2023-10-03T15:02:15Z Minutosides A and B, antifungal sulfated steroid xylosides from the patagonian starfish Anasterias minuta Chludil, H.D. Maier, M.S. antifungal agent benomyl minutoside A minutoside B pycnopodioside A pycnopodioside B steroid unclassified drug xyloside derivative Anasterias minuta antifungal activity article Aspergillus flavus Asterias carbon nuclear magnetic resonance Cladosporium cucumerinum controlled study drug hydroxylation drug isolation drug structure drug sulfation fast atom bombardment mass spectrometry minimum inhibitory concentration nonhuman nuclear magnetic resonance spectroscopy nuclear Overhauser effect proton nuclear magnetic resonance structure analysis Animals Antifungal Agents Argentina Aspergillus flavus Cladosporium Glycosides Microbial Sensitivity Tests Molecular Structure Nuclear Magnetic Resonance, Biomolecular Starfish Steroids Sulfuric Acid Esters Anostraca Aspergillus flavus Asteroidea Cladosporium cucumerinum Two new sulfated polyhydroxylated steroidal xylosides, minutosides A (1) and B (2), together with the known pycnopodioside B (3), have been isolated from the brine shrimp active fraction of the ethanolic extract of the starfish Anasterias minuta. The structures have been elucidated by extensive 1D and 2D NMR as well as FABMS analysis and chemical methods. Compound 2 is the first example of a polyhydroxylated steroidal xyloside containing an amide function in the aglycon side chain. The three xylosides exhibited antifungal activity against Cladosporium cucumerinum and Aspergillus flavus. © 2005 American Chemical Society and American Society of Pharmacognosy. Fil:Maier, M.S. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_01633864_v68_n8_p1279_Chludil |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
antifungal agent benomyl minutoside A minutoside B pycnopodioside A pycnopodioside B steroid unclassified drug xyloside derivative Anasterias minuta antifungal activity article Aspergillus flavus Asterias carbon nuclear magnetic resonance Cladosporium cucumerinum controlled study drug hydroxylation drug isolation drug structure drug sulfation fast atom bombardment mass spectrometry minimum inhibitory concentration nonhuman nuclear magnetic resonance spectroscopy nuclear Overhauser effect proton nuclear magnetic resonance structure analysis Animals Antifungal Agents Argentina Aspergillus flavus Cladosporium Glycosides Microbial Sensitivity Tests Molecular Structure Nuclear Magnetic Resonance, Biomolecular Starfish Steroids Sulfuric Acid Esters Anostraca Aspergillus flavus Asteroidea Cladosporium cucumerinum |
| spellingShingle |
antifungal agent benomyl minutoside A minutoside B pycnopodioside A pycnopodioside B steroid unclassified drug xyloside derivative Anasterias minuta antifungal activity article Aspergillus flavus Asterias carbon nuclear magnetic resonance Cladosporium cucumerinum controlled study drug hydroxylation drug isolation drug structure drug sulfation fast atom bombardment mass spectrometry minimum inhibitory concentration nonhuman nuclear magnetic resonance spectroscopy nuclear Overhauser effect proton nuclear magnetic resonance structure analysis Animals Antifungal Agents Argentina Aspergillus flavus Cladosporium Glycosides Microbial Sensitivity Tests Molecular Structure Nuclear Magnetic Resonance, Biomolecular Starfish Steroids Sulfuric Acid Esters Anostraca Aspergillus flavus Asteroidea Cladosporium cucumerinum Chludil, H.D. Maier, M.S. Minutosides A and B, antifungal sulfated steroid xylosides from the patagonian starfish Anasterias minuta |
| topic_facet |
antifungal agent benomyl minutoside A minutoside B pycnopodioside A pycnopodioside B steroid unclassified drug xyloside derivative Anasterias minuta antifungal activity article Aspergillus flavus Asterias carbon nuclear magnetic resonance Cladosporium cucumerinum controlled study drug hydroxylation drug isolation drug structure drug sulfation fast atom bombardment mass spectrometry minimum inhibitory concentration nonhuman nuclear magnetic resonance spectroscopy nuclear Overhauser effect proton nuclear magnetic resonance structure analysis Animals Antifungal Agents Argentina Aspergillus flavus Cladosporium Glycosides Microbial Sensitivity Tests Molecular Structure Nuclear Magnetic Resonance, Biomolecular Starfish Steroids Sulfuric Acid Esters Anostraca Aspergillus flavus Asteroidea Cladosporium cucumerinum |
| description |
Two new sulfated polyhydroxylated steroidal xylosides, minutosides A (1) and B (2), together with the known pycnopodioside B (3), have been isolated from the brine shrimp active fraction of the ethanolic extract of the starfish Anasterias minuta. The structures have been elucidated by extensive 1D and 2D NMR as well as FABMS analysis and chemical methods. Compound 2 is the first example of a polyhydroxylated steroidal xyloside containing an amide function in the aglycon side chain. The three xylosides exhibited antifungal activity against Cladosporium cucumerinum and Aspergillus flavus. © 2005 American Chemical Society and American Society of Pharmacognosy. |
| format |
JOUR |
| author |
Chludil, H.D. Maier, M.S. |
| author_facet |
Chludil, H.D. Maier, M.S. |
| author_sort |
Chludil, H.D. |
| title |
Minutosides A and B, antifungal sulfated steroid xylosides from the patagonian starfish Anasterias minuta |
| title_short |
Minutosides A and B, antifungal sulfated steroid xylosides from the patagonian starfish Anasterias minuta |
| title_full |
Minutosides A and B, antifungal sulfated steroid xylosides from the patagonian starfish Anasterias minuta |
| title_fullStr |
Minutosides A and B, antifungal sulfated steroid xylosides from the patagonian starfish Anasterias minuta |
| title_full_unstemmed |
Minutosides A and B, antifungal sulfated steroid xylosides from the patagonian starfish Anasterias minuta |
| title_sort |
minutosides a and b, antifungal sulfated steroid xylosides from the patagonian starfish anasterias minuta |
| url |
http://hdl.handle.net/20.500.12110/paper_01633864_v68_n8_p1279_Chludil |
| work_keys_str_mv |
AT chludilhd minutosidesaandbantifungalsulfatedsteroidxylosidesfromthepatagonianstarfishanasteriasminuta AT maierms minutosidesaandbantifungalsulfatedsteroidxylosidesfromthepatagonianstarfishanasteriasminuta |
| _version_ |
1807318885331894272 |