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Three New Quinazoline-Containing Indole Alkaloids From the Marine-Derived Fungus Aspergillus sp. HNMF114

By feeding tryptophan to the marine-derived fungus Aspergillus sp. HNMF114 from the bivalve mollusk Sanguinolaria chinensis, 3 new quinazoline-containing indole alkaloids, named aspertoryadins H–J (1–3), along with 16 known ones (4–19), were obtained. The structures of the new compounds were elucida...

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Autores principales: Liu, Sha-Sha, Yang, Li, Kong, Fan-Dong, Zhao, Jia-Hui, Yao, Li, Yuchi, Zhi-Guang, Ma, Qing-Yun, Xie, Qing-Yi, Zhou, Li-Man, Guo, Meng-Fei, Dai, Hao-Fu, Zhao, You-Xing, Luo, Du-Qiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8206283/
https://www.ncbi.nlm.nih.gov/pubmed/34149672
http://dx.doi.org/10.3389/fmicb.2021.680879
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author Liu, Sha-Sha
Yang, Li
Kong, Fan-Dong
Zhao, Jia-Hui
Yao, Li
Yuchi, Zhi-Guang
Ma, Qing-Yun
Xie, Qing-Yi
Zhou, Li-Man
Guo, Meng-Fei
Dai, Hao-Fu
Zhao, You-Xing
Luo, Du-Qiang
author_facet Liu, Sha-Sha
Yang, Li
Kong, Fan-Dong
Zhao, Jia-Hui
Yao, Li
Yuchi, Zhi-Guang
Ma, Qing-Yun
Xie, Qing-Yi
Zhou, Li-Man
Guo, Meng-Fei
Dai, Hao-Fu
Zhao, You-Xing
Luo, Du-Qiang
author_sort Liu, Sha-Sha
collection PubMed
description By feeding tryptophan to the marine-derived fungus Aspergillus sp. HNMF114 from the bivalve mollusk Sanguinolaria chinensis, 3 new quinazoline-containing indole alkaloids, named aspertoryadins H–J (1–3), along with 16 known ones (4–19), were obtained. The structures of the new compounds were elucidated by the analysis of spectroscopic data combined with quantum chemical calculations of nuclear magnetic resonance (NMR) chemical shifts and electron capture detector (ECD) spectra. Structurally, compound 3 represents the first example of this type of compound, bearing an amide group at C-3. Compounds 10 and 16 showed potent α-glucosidase inhibitory activity with IC(50) values of 7.18 and 5.29 μM, and compounds 13 and 14 showed a clear activation effect on the ryanodine receptor from Spodoptera frugiperda (sfRyR), which reduced the [Ca(2+)](ER) by 37.1 and 36.2%, respectively.
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spelling pubmed-82062832021-06-17 Three New Quinazoline-Containing Indole Alkaloids From the Marine-Derived Fungus Aspergillus sp. HNMF114 Liu, Sha-Sha Yang, Li Kong, Fan-Dong Zhao, Jia-Hui Yao, Li Yuchi, Zhi-Guang Ma, Qing-Yun Xie, Qing-Yi Zhou, Li-Man Guo, Meng-Fei Dai, Hao-Fu Zhao, You-Xing Luo, Du-Qiang Front Microbiol Microbiology By feeding tryptophan to the marine-derived fungus Aspergillus sp. HNMF114 from the bivalve mollusk Sanguinolaria chinensis, 3 new quinazoline-containing indole alkaloids, named aspertoryadins H–J (1–3), along with 16 known ones (4–19), were obtained. The structures of the new compounds were elucidated by the analysis of spectroscopic data combined with quantum chemical calculations of nuclear magnetic resonance (NMR) chemical shifts and electron capture detector (ECD) spectra. Structurally, compound 3 represents the first example of this type of compound, bearing an amide group at C-3. Compounds 10 and 16 showed potent α-glucosidase inhibitory activity with IC(50) values of 7.18 and 5.29 μM, and compounds 13 and 14 showed a clear activation effect on the ryanodine receptor from Spodoptera frugiperda (sfRyR), which reduced the [Ca(2+)](ER) by 37.1 and 36.2%, respectively. Frontiers Media S.A. 2021-06-02 /pmc/articles/PMC8206283/ /pubmed/34149672 http://dx.doi.org/10.3389/fmicb.2021.680879 Text en Copyright © 2021 Liu, Yang, Kong, Zhao, Yao, Yuchi, Ma, Xie, Zhou, Guo, Dai, Zhao and Luo. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Microbiology
Liu, Sha-Sha
Yang, Li
Kong, Fan-Dong
Zhao, Jia-Hui
Yao, Li
Yuchi, Zhi-Guang
Ma, Qing-Yun
Xie, Qing-Yi
Zhou, Li-Man
Guo, Meng-Fei
Dai, Hao-Fu
Zhao, You-Xing
Luo, Du-Qiang
Three New Quinazoline-Containing Indole Alkaloids From the Marine-Derived Fungus Aspergillus sp. HNMF114
title Three New Quinazoline-Containing Indole Alkaloids From the Marine-Derived Fungus Aspergillus sp. HNMF114
title_full Three New Quinazoline-Containing Indole Alkaloids From the Marine-Derived Fungus Aspergillus sp. HNMF114
title_fullStr Three New Quinazoline-Containing Indole Alkaloids From the Marine-Derived Fungus Aspergillus sp. HNMF114
title_full_unstemmed Three New Quinazoline-Containing Indole Alkaloids From the Marine-Derived Fungus Aspergillus sp. HNMF114
title_short Three New Quinazoline-Containing Indole Alkaloids From the Marine-Derived Fungus Aspergillus sp. HNMF114
title_sort three new quinazoline-containing indole alkaloids from the marine-derived fungus aspergillus sp. hnmf114
topic Microbiology
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8206283/
https://www.ncbi.nlm.nih.gov/pubmed/34149672
http://dx.doi.org/10.3389/fmicb.2021.680879
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