Open Access
Marine Drugs, volume 20, issue 10, pages 593
Unusual Tetrahydropyridoindole-Containing Tetrapeptides with Human Nicotinic Acetylcholine Receptors Targeting Activity Discovered from Antarctica-Derived Psychrophilic Pseudogymnoascus sp. HDN17-933
Hou Xuewen
1
,
Li Changlong
1
,
Zhang Runfang
1
,
Li Yinping
1
,
Li Huadong
1
,
Zhang Yundong
1
,
Tae Han Shen
2
,
Yu Rilei
1
,
Che Qian
1
,
Zhu Tianjiao
1
,
Li Dehai
1, 3, 4
,
Zhang Guo-Jian
1, 3, 5
2
3
Laboratory for Marine Drugs and Bioproducts, Pilot National Laboratory for Marine Science and Technology, Qingdao 266237, China
|
4
Open Studio for Druggability Research of Marine Natural Products, Pilot National Laboratory for Marine Science and Technology, Qingdao 266237, China
|
5
Marine Biomedical Research Institute of Qingdao, Qingdao 266101, China
|
Publication type: Journal Article
Publication date: 2022-09-22
Drug Discovery
Pharmaceutical Science
Pharmacology, Toxicology and Pharmaceutics (miscellaneous)
Abstract
Chemical investigation of the psychrophilic fungus Pseudogymnoascus sp. HDN17-933 derived from Antarctica led to the discovery of six new tetrapeptides psegymamides A–F (1–6), whose planar structures were elucidated by extensive NMR and MS spectrometric analyses. Structurally, psegymamides D–F (4–6) possess unique backbones bearing a tetrahydropyridoindoles unit, which make them the first examples discovered in naturally occurring peptides. The absolute configurations of structures were unambiguously determined using solid-phase total synthesis assisted by Marfey’s method, and all compounds were evaluated for their inhibition of human (h) nicotinic acetylcholine receptor subtypes. Compound 2 showed significant inhibitory activity. A preliminary structure–activity relationship investigation revealed that the tryptophan residue and the C-terminal with methoxy group were important to the inhibitory activity. Further, the high binding affinity of compound 2 to hα4β2 was explained by molecular docking studies.
Citations by journals
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Journal of Fungi
1 publication, 50%
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Brazilian Journal of Microbiology
1 publication, 50%
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1
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Citations by publishers
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1
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Multidisciplinary Digital Publishing Institute (MDPI)
1 publication, 50%
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Springer Nature
1 publication, 50%
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1
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- Statistics recalculated weekly.
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Hou X. et al. Unusual Tetrahydropyridoindole-Containing Tetrapeptides with Human Nicotinic Acetylcholine Receptors Targeting Activity Discovered from Antarctica-Derived Psychrophilic Pseudogymnoascus sp. HDN17-933 // Marine Drugs. 2022. Vol. 20. No. 10. p. 593.
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Hou X., Li C., Zhang R., Li Y., Li H., Zhang Y., Tae H. S., Yu R., Che Q., Zhu T., Li D., Zhang G. Unusual Tetrahydropyridoindole-Containing Tetrapeptides with Human Nicotinic Acetylcholine Receptors Targeting Activity Discovered from Antarctica-Derived Psychrophilic Pseudogymnoascus sp. HDN17-933 // Marine Drugs. 2022. Vol. 20. No. 10. p. 593.
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TY - JOUR
DO - 10.3390/md20100593
UR - https://doi.org/10.3390/md20100593
TI - Unusual Tetrahydropyridoindole-Containing Tetrapeptides with Human Nicotinic Acetylcholine Receptors Targeting Activity Discovered from Antarctica-Derived Psychrophilic Pseudogymnoascus sp. HDN17-933
T2 - Marine Drugs
AU - Hou, Xuewen
AU - Zhang, Runfang
AU - Li, Yinping
AU - Li, Huadong
AU - Zhang, Yundong
AU - Che, Qian
AU - Tae, Han Shen
AU - Yu, Rilei
AU - Zhu, Tianjiao
AU - Li, Dehai
AU - Zhang, Guo-Jian
AU - Li, Changlong
PY - 2022
DA - 2022/09/22 00:00:00
PB - Multidisciplinary Digital Publishing Institute (MDPI)
SP - 593
IS - 10
VL - 20
SN - 1660-3397
ER -
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@article{2022_Hou,
author = {Xuewen Hou and Runfang Zhang and Yinping Li and Huadong Li and Yundong Zhang and Qian Che and Han Shen Tae and Rilei Yu and Tianjiao Zhu and Dehai Li and Guo-Jian Zhang and Changlong Li},
title = {Unusual Tetrahydropyridoindole-Containing Tetrapeptides with Human Nicotinic Acetylcholine Receptors Targeting Activity Discovered from Antarctica-Derived Psychrophilic Pseudogymnoascus sp. HDN17-933},
journal = {Marine Drugs},
year = {2022},
volume = {20},
publisher = {Multidisciplinary Digital Publishing Institute (MDPI)},
month = {sep},
url = {https://doi.org/10.3390/md20100593},
number = {10},
pages = {593},
doi = {10.3390/md20100593}
}
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MLA
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Hou, Xuewen, et al. “Unusual Tetrahydropyridoindole-Containing Tetrapeptides with Human Nicotinic Acetylcholine Receptors Targeting Activity Discovered from Antarctica-Derived Psychrophilic Pseudogymnoascus sp. HDN17-933.” Marine Drugs, vol. 20, no. 10, Sep. 2022, p. 593. https://doi.org/10.3390/md20100593.