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Macathiohydantoin L, a Novel Thiohydantoin Bearing a Thioxohexahydroimidazo [1,5-a] Pyridine Moiety from Maca (Lepidium meyenii Walp.)

Five new thiohydantoin derivatives (1–5) were isolated from the rhizomes of Lepidium meyenii Walp. NMR ((1)H and (13)C NMR, (1)H−(1)H COSY, HSQC, and HMBC), HRESIMS, and ECD were employed for the structure elucidation of new compounds. Significantly, the structure of compound 1 was the first example...

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Autores principales: Zhang, Ranran, Liu, Junhong, Yan, Hui, Peng, Xingrong, Zhang, Ling, Qiu, Minghua
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8398295/
https://www.ncbi.nlm.nih.gov/pubmed/34443522
http://dx.doi.org/10.3390/molecules26164934
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author Zhang, Ranran
Liu, Junhong
Yan, Hui
Peng, Xingrong
Zhang, Ling
Qiu, Minghua
author_facet Zhang, Ranran
Liu, Junhong
Yan, Hui
Peng, Xingrong
Zhang, Ling
Qiu, Minghua
author_sort Zhang, Ranran
collection PubMed
description Five new thiohydantoin derivatives (1–5) were isolated from the rhizomes of Lepidium meyenii Walp. NMR ((1)H and (13)C NMR, (1)H−(1)H COSY, HSQC, and HMBC), HRESIMS, and ECD were employed for the structure elucidation of new compounds. Significantly, the structure of compound 1 was the first example of thiohydantoins with thioxohexahydroimidazo [1,5-a] pyridine moiety. Additionally, compounds 2 and 3 possess rare disulfide bonds. Except for compound 4, all isolates were assessed for neuroprotective activities in corticosterone (CORT)-stimulated PC12 cell damage. Among them, compound (−)-3 exhibited moderate neuroprotective activity (cell viability: 68.63%, 20 μM) compared to the positive control desipramine (DIM) (cell viability: 88.49%, 10 μM).
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spelling pubmed-83982952021-08-29 Macathiohydantoin L, a Novel Thiohydantoin Bearing a Thioxohexahydroimidazo [1,5-a] Pyridine Moiety from Maca (Lepidium meyenii Walp.) Zhang, Ranran Liu, Junhong Yan, Hui Peng, Xingrong Zhang, Ling Qiu, Minghua Molecules Article Five new thiohydantoin derivatives (1–5) were isolated from the rhizomes of Lepidium meyenii Walp. NMR ((1)H and (13)C NMR, (1)H−(1)H COSY, HSQC, and HMBC), HRESIMS, and ECD were employed for the structure elucidation of new compounds. Significantly, the structure of compound 1 was the first example of thiohydantoins with thioxohexahydroimidazo [1,5-a] pyridine moiety. Additionally, compounds 2 and 3 possess rare disulfide bonds. Except for compound 4, all isolates were assessed for neuroprotective activities in corticosterone (CORT)-stimulated PC12 cell damage. Among them, compound (−)-3 exhibited moderate neuroprotective activity (cell viability: 68.63%, 20 μM) compared to the positive control desipramine (DIM) (cell viability: 88.49%, 10 μM). MDPI 2021-08-14 /pmc/articles/PMC8398295/ /pubmed/34443522 http://dx.doi.org/10.3390/molecules26164934 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
Zhang, Ranran
Liu, Junhong
Yan, Hui
Peng, Xingrong
Zhang, Ling
Qiu, Minghua
Macathiohydantoin L, a Novel Thiohydantoin Bearing a Thioxohexahydroimidazo [1,5-a] Pyridine Moiety from Maca (Lepidium meyenii Walp.)
title Macathiohydantoin L, a Novel Thiohydantoin Bearing a Thioxohexahydroimidazo [1,5-a] Pyridine Moiety from Maca (Lepidium meyenii Walp.)
title_full Macathiohydantoin L, a Novel Thiohydantoin Bearing a Thioxohexahydroimidazo [1,5-a] Pyridine Moiety from Maca (Lepidium meyenii Walp.)
title_fullStr Macathiohydantoin L, a Novel Thiohydantoin Bearing a Thioxohexahydroimidazo [1,5-a] Pyridine Moiety from Maca (Lepidium meyenii Walp.)
title_full_unstemmed Macathiohydantoin L, a Novel Thiohydantoin Bearing a Thioxohexahydroimidazo [1,5-a] Pyridine Moiety from Maca (Lepidium meyenii Walp.)
title_short Macathiohydantoin L, a Novel Thiohydantoin Bearing a Thioxohexahydroimidazo [1,5-a] Pyridine Moiety from Maca (Lepidium meyenii Walp.)
title_sort macathiohydantoin l, a novel thiohydantoin bearing a thioxohexahydroimidazo [1,5-a] pyridine moiety from maca (lepidium meyenii walp.)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8398295/
https://www.ncbi.nlm.nih.gov/pubmed/34443522
http://dx.doi.org/10.3390/molecules26164934
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