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Stereochemistry of hydroxy-bearing benzolactones: Isolation and structural determination of chrysoarticulins A-C from a marine-derived fungus Chrysosporium articulatum
Jeon J.-E.a, Julianti E.a,b, Oh H.a, Park W., Oh D.-C.a, Oh K.-B., Shin J.a
a Natural Products Research Institute, College of Pharmacy, Seoul National University, South Korea
b School of Pharmacy, Bandung Institute of Technology, Indonesia
c Department of Agricultural Biotechnology, College of Agriculture and Life Science, Seoul National University, South Korea
[vc_row][vc_column][vc_row_inner][vc_column_inner][vc_separator css=”.vc_custom_1624529070653{padding-top: 30px !important;padding-bottom: 30px !important;}”][/vc_column_inner][/vc_row_inner][vc_row_inner layout=”boxed”][vc_column_inner width=”3/4″ css=”.vc_custom_1624695412187{border-right-width: 1px !important;border-right-color: #dddddd !important;border-right-style: solid !important;border-radius: 1px !important;}”][vc_empty_space][megatron_heading title=”Abstract” size=”size-sm” text_align=”text-left”][vc_column_text]Three new benzolactone metabolites, chrysoarticulins A-C (1-3), were isolated from the culture broth of Chrysosporium articulatum, a marine-derived fungus collected from an unidentified dictyoceratid sponge collected off the coast of Gagu-do, Korea. Structurally, these novel compounds were determined to be benzolactones possessing a branched side chain based on combined spectroscopic analyses. The absolute configurations of the asymmetric carbon centers were determined by extensive chemical and spectroscopic analyses that provided more insights into the stereochemistry of hydroxy-bearing benzolactones. The new compounds exhibited weak cytotoxicity against the K562 and A549 cell lines, and 3 was more active than the other compounds. Compound 3 was also moderately active against sortase A, a bacterial transpeptidase. © 2013 Elsevier Ltd. All rights reserved.[/vc_column_text][vc_empty_space][vc_separator css=”.vc_custom_1624528584150{padding-top: 25px !important;padding-bottom: 25px !important;}”][vc_empty_space][megatron_heading title=”Author keywords” size=”size-sm” text_align=”text-left”][vc_column_text][/vc_column_text][vc_empty_space][vc_separator css=”.vc_custom_1624528584150{padding-top: 25px !important;padding-bottom: 25px !important;}”][vc_empty_space][megatron_heading title=”Indexed keywords” size=”size-sm” text_align=”text-left”][vc_column_text]Benzolactone,Chrysoarticulin,Chrysosporium articulatum,Marine fungus[/vc_column_text][vc_empty_space][vc_separator css=”.vc_custom_1624528584150{padding-top: 25px !important;padding-bottom: 25px !important;}”][vc_empty_space][megatron_heading title=”Funding details” size=”size-sm” text_align=”text-left”][vc_column_text]We are grateful to the Basic Science Research Institute in Daegu, Korea, for providing the mass data and the National Center for Inter-University Research Facilities, Seoul National University, for providing the NMR data. This study was supported by grants from the National Research Foundation of Korea (NRF) funded by the Korean government (MEST, Ministry of Education, Science and Technology) ( M1A5A1-2010-0020429 and 2009-0083533 ).[/vc_column_text][vc_empty_space][vc_separator css=”.vc_custom_1624528584150{padding-top: 25px !important;padding-bottom: 25px !important;}”][vc_empty_space][megatron_heading title=”DOI” size=”size-sm” text_align=”text-left”][vc_column_text]https://doi.org/10.1016/j.tetlet.2013.04.006[/vc_column_text][/vc_column_inner][vc_column_inner width=”1/4″][vc_column_text]Widget Plumx[/vc_column_text][/vc_column_inner][/vc_row_inner][/vc_column][/vc_row][vc_row][vc_column][vc_separator css=”.vc_custom_1624528584150{padding-top: 25px !important;padding-bottom: 25px !important;}”][/vc_column][/vc_row]