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Ochraceopetalin, a Mixed-Biogenetic Salt of Polyketide and Amino Acid Origins from a Marine-Derived Aspergillus ochraceopetaliformis Fungus

Ochraceopetalin (1), a mixed-biogenetic salt compound and its component 2 were isolated from the culture broths of a marine-derived fungus, Aspergillus ochraceopetaliformis. Based on combined spectroscopic and chemical analyses, the structure of 1 was determined to be a sulfonated diphenylether-amin...

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Autores principales: Park, Sung Chul, Lee, Jung-Ho, Hwang, Ji-Yeon, Kwon, Oh-Seok, Liao, Lijuan, Oh, Dong-Chan, Oh, Ki-Bong, Shin, Jongheon
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8401040/
https://www.ncbi.nlm.nih.gov/pubmed/34436252
http://dx.doi.org/10.3390/md19080413
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author Park, Sung Chul
Lee, Jung-Ho
Hwang, Ji-Yeon
Kwon, Oh-Seok
Liao, Lijuan
Oh, Dong-Chan
Oh, Ki-Bong
Shin, Jongheon
author_facet Park, Sung Chul
Lee, Jung-Ho
Hwang, Ji-Yeon
Kwon, Oh-Seok
Liao, Lijuan
Oh, Dong-Chan
Oh, Ki-Bong
Shin, Jongheon
author_sort Park, Sung Chul
collection PubMed
description Ochraceopetalin (1), a mixed-biogenetic salt compound and its component 2 were isolated from the culture broths of a marine-derived fungus, Aspergillus ochraceopetaliformis. Based on combined spectroscopic and chemical analyses, the structure of 1 was determined to be a sulfonated diphenylether-aminol-amino acid ester guanidinium salt of an unprecedented structural class, while 2 was determined to be the corresponding sulfonated diphenylether. Ochraceopetaguanidine (3), the other guanidine-bearing aminol amino acid ester component, was also prepared and structurally elucidated. Compound 1 exhibited significant cytotoxicity against K562 and A549 cells.
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spelling pubmed-84010402021-08-29 Ochraceopetalin, a Mixed-Biogenetic Salt of Polyketide and Amino Acid Origins from a Marine-Derived Aspergillus ochraceopetaliformis Fungus Park, Sung Chul Lee, Jung-Ho Hwang, Ji-Yeon Kwon, Oh-Seok Liao, Lijuan Oh, Dong-Chan Oh, Ki-Bong Shin, Jongheon Mar Drugs Article Ochraceopetalin (1), a mixed-biogenetic salt compound and its component 2 were isolated from the culture broths of a marine-derived fungus, Aspergillus ochraceopetaliformis. Based on combined spectroscopic and chemical analyses, the structure of 1 was determined to be a sulfonated diphenylether-aminol-amino acid ester guanidinium salt of an unprecedented structural class, while 2 was determined to be the corresponding sulfonated diphenylether. Ochraceopetaguanidine (3), the other guanidine-bearing aminol amino acid ester component, was also prepared and structurally elucidated. Compound 1 exhibited significant cytotoxicity against K562 and A549 cells. MDPI 2021-07-26 /pmc/articles/PMC8401040/ /pubmed/34436252 http://dx.doi.org/10.3390/md19080413 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Park, Sung Chul
Lee, Jung-Ho
Hwang, Ji-Yeon
Kwon, Oh-Seok
Liao, Lijuan
Oh, Dong-Chan
Oh, Ki-Bong
Shin, Jongheon
Ochraceopetalin, a Mixed-Biogenetic Salt of Polyketide and Amino Acid Origins from a Marine-Derived Aspergillus ochraceopetaliformis Fungus
title Ochraceopetalin, a Mixed-Biogenetic Salt of Polyketide and Amino Acid Origins from a Marine-Derived Aspergillus ochraceopetaliformis Fungus
title_full Ochraceopetalin, a Mixed-Biogenetic Salt of Polyketide and Amino Acid Origins from a Marine-Derived Aspergillus ochraceopetaliformis Fungus
title_fullStr Ochraceopetalin, a Mixed-Biogenetic Salt of Polyketide and Amino Acid Origins from a Marine-Derived Aspergillus ochraceopetaliformis Fungus
title_full_unstemmed Ochraceopetalin, a Mixed-Biogenetic Salt of Polyketide and Amino Acid Origins from a Marine-Derived Aspergillus ochraceopetaliformis Fungus
title_short Ochraceopetalin, a Mixed-Biogenetic Salt of Polyketide and Amino Acid Origins from a Marine-Derived Aspergillus ochraceopetaliformis Fungus
title_sort ochraceopetalin, a mixed-biogenetic salt of polyketide and amino acid origins from a marine-derived aspergillus ochraceopetaliformis fungus
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8401040/
https://www.ncbi.nlm.nih.gov/pubmed/34436252
http://dx.doi.org/10.3390/md19080413
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