Sorbicillasins A–B and Scirpyrone K from a Deep-Sea-Derived Fungus, Phialocephala sp. FL30r

Two new nitrogen-containing sorbicillinoids named sorbicillasins A and B (1 and 2) and a new 3,4,6-trisubstituted α-pyrone derivative, scirpyrone K (3), together with two known biosynthetically related polyketides (4–5), were isolated from the deep-sea-derived fungus Phialocephala sp. FL30r by using...

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Autores principales: Zhang, Zhenzhen, He, Xueqian, Che, Qian, Zhang, Guojian, Zhu, Tianjiao, Gu, Qianqun, Li, Dehai
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6070939/
https://www.ncbi.nlm.nih.gov/pubmed/30041473
http://dx.doi.org/10.3390/md16070245
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author Zhang, Zhenzhen
He, Xueqian
Che, Qian
Zhang, Guojian
Zhu, Tianjiao
Gu, Qianqun
Li, Dehai
author_facet Zhang, Zhenzhen
He, Xueqian
Che, Qian
Zhang, Guojian
Zhu, Tianjiao
Gu, Qianqun
Li, Dehai
author_sort Zhang, Zhenzhen
collection PubMed
description Two new nitrogen-containing sorbicillinoids named sorbicillasins A and B (1 and 2) and a new 3,4,6-trisubstituted α-pyrone derivative, scirpyrone K (3), together with two known biosynthetically related polyketides (4–5), were isolated from the deep-sea-derived fungus Phialocephala sp. FL30r by using the OSMAC (one strain-many compounds) method. The structures of 1–3, including absolute configurations, were deduced based on MS, NMR, and time-dependent density functional theory (TD-DFT) calculations of specific ECD (electronic circular dichroism) spectra. Compounds 1 and 2 possessed a novel hexahydropyrimido[2,1-a] isoindole moiety, and compound 3 exhibited weak radical scavenging activity against DPPH (2,2-diphenyl-1-picrylhydrazyl) with an IC(50) value of 27.9 μM.
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spelling pubmed-60709392018-08-09 Sorbicillasins A–B and Scirpyrone K from a Deep-Sea-Derived Fungus, Phialocephala sp. FL30r Zhang, Zhenzhen He, Xueqian Che, Qian Zhang, Guojian Zhu, Tianjiao Gu, Qianqun Li, Dehai Mar Drugs Article Two new nitrogen-containing sorbicillinoids named sorbicillasins A and B (1 and 2) and a new 3,4,6-trisubstituted α-pyrone derivative, scirpyrone K (3), together with two known biosynthetically related polyketides (4–5), were isolated from the deep-sea-derived fungus Phialocephala sp. FL30r by using the OSMAC (one strain-many compounds) method. The structures of 1–3, including absolute configurations, were deduced based on MS, NMR, and time-dependent density functional theory (TD-DFT) calculations of specific ECD (electronic circular dichroism) spectra. Compounds 1 and 2 possessed a novel hexahydropyrimido[2,1-a] isoindole moiety, and compound 3 exhibited weak radical scavenging activity against DPPH (2,2-diphenyl-1-picrylhydrazyl) with an IC(50) value of 27.9 μM. MDPI 2018-07-23 /pmc/articles/PMC6070939/ /pubmed/30041473 http://dx.doi.org/10.3390/md16070245 Text en © 2018 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Zhang, Zhenzhen
He, Xueqian
Che, Qian
Zhang, Guojian
Zhu, Tianjiao
Gu, Qianqun
Li, Dehai
Sorbicillasins A–B and Scirpyrone K from a Deep-Sea-Derived Fungus, Phialocephala sp. FL30r
title Sorbicillasins A–B and Scirpyrone K from a Deep-Sea-Derived Fungus, Phialocephala sp. FL30r
title_full Sorbicillasins A–B and Scirpyrone K from a Deep-Sea-Derived Fungus, Phialocephala sp. FL30r
title_fullStr Sorbicillasins A–B and Scirpyrone K from a Deep-Sea-Derived Fungus, Phialocephala sp. FL30r
title_full_unstemmed Sorbicillasins A–B and Scirpyrone K from a Deep-Sea-Derived Fungus, Phialocephala sp. FL30r
title_short Sorbicillasins A–B and Scirpyrone K from a Deep-Sea-Derived Fungus, Phialocephala sp. FL30r
title_sort sorbicillasins a–b and scirpyrone k from a deep-sea-derived fungus, phialocephala sp. fl30r
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6070939/
https://www.ncbi.nlm.nih.gov/pubmed/30041473
http://dx.doi.org/10.3390/md16070245
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