Huperphlegmines A and B, two novel Lycopodium alkaloids with an unprecedented skeleton from Huperzia phlegmaria, and their acetylcholinesterase inhibitory activities

Hoai Thi Nguyen; Huong Thi Doan; Duc Viet Ho; Ky Thanh Pham; Ain Raal; Hiroyuki Morita

doi:10.1016/j.fitote.2018.07.016

Huperphlegmines A and B, two novel Lycopodium alkaloids with an unprecedented skeleton from Huperzia phlegmaria, and their acetylcholinesterase inhibitory activities

Hoai Thi Nguyen, Huong Thi Doan, Duc Viet Ho, Ky Thanh Pham, Ain Raal^*, Hiroyuki Morita

^*Corresponding author for this work

Section of Natural Products & Drug Discovery, Division of Medicinal Resources, Institute of Natural Medicine

Research output: Contribution to journal › Article › peer-review

18 Scopus citations

Abstract

Two novel Lycopodium alkaloids, huperphlegmines A and B (1 and 2), were isolated from the aerial parts of Huperzia phlegmaria collected in Vietnam, together with the five known compounds lycophlegmariol A (3), phlegmariurine B (4), 5-hydroxymethyl-2-furaldehyde (5), rhemanone C (6), and loliolide (7). The chemical structures of the present compounds were elucidated by means of 1D and 2D NMR and HRESIMS spectroscopy, and by comparisons to the reported data in the literature. Compounds 1 and 2 showed moderate acetylcholinesterase inhibitory activities, with IC₅₀ values of 25.95 ± 0.67 and 29.14 ± 0.77 μg/mL, respectively.

Original language	English
Pages (from-to)	267-271
Number of pages	5
Journal	Fitoterapia
Volume	129
DOIs	https://doi.org/10.1016/j.fitote.2018.07.016
State	Published - 2018/09

Keywords

Acetylcholinesterase inhibitory activity
Huperphlegmine
Huperzia phlegmaria
Lycopodium alkaloid

ASJC Scopus subject areas

Pharmacology
Drug Discovery

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10.1016/j.fitote.2018.07.016

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@article{edc3d8005e17438a9d114be2c9080589,

title = "Huperphlegmines A and B, two novel Lycopodium alkaloids with an unprecedented skeleton from Huperzia phlegmaria, and their acetylcholinesterase inhibitory activities",

abstract = "Two novel Lycopodium alkaloids, huperphlegmines A and B (1 and 2), were isolated from the aerial parts of Huperzia phlegmaria collected in Vietnam, together with the five known compounds lycophlegmariol A (3), phlegmariurine B (4), 5-hydroxymethyl-2-furaldehyde (5), rhemanone C (6), and loliolide (7). The chemical structures of the present compounds were elucidated by means of 1D and 2D NMR and HRESIMS spectroscopy, and by comparisons to the reported data in the literature. Compounds 1 and 2 showed moderate acetylcholinesterase inhibitory activities, with IC50 values of 25.95 ± 0.67 and 29.14 ± 0.77 μg/mL, respectively.",

keywords = "Acetylcholinesterase inhibitory activity, Huperphlegmine, Huperzia phlegmaria, Lycopodium alkaloid",

author = "Nguyen, {Hoai Thi} and Doan, {Huong Thi} and Ho, {Duc Viet} and Pham, {Ky Thanh} and Ain Raal and Hiroyuki Morita",

note = "Publisher Copyright: {\textcopyright} 2018 Elsevier B.V.",

year = "2018",

month = sep,

doi = "10.1016/j.fitote.2018.07.016",

language = "英語",

volume = "129",

pages = "267--271",

journal = "Fitoterapia",

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TY - JOUR

T1 - Huperphlegmines A and B, two novel Lycopodium alkaloids with an unprecedented skeleton from Huperzia phlegmaria, and their acetylcholinesterase inhibitory activities

AU - Nguyen, Hoai Thi

AU - Doan, Huong Thi

AU - Ho, Duc Viet

AU - Pham, Ky Thanh

AU - Raal, Ain

AU - Morita, Hiroyuki

PY - 2018/9

Y1 - 2018/9

N2 - Two novel Lycopodium alkaloids, huperphlegmines A and B (1 and 2), were isolated from the aerial parts of Huperzia phlegmaria collected in Vietnam, together with the five known compounds lycophlegmariol A (3), phlegmariurine B (4), 5-hydroxymethyl-2-furaldehyde (5), rhemanone C (6), and loliolide (7). The chemical structures of the present compounds were elucidated by means of 1D and 2D NMR and HRESIMS spectroscopy, and by comparisons to the reported data in the literature. Compounds 1 and 2 showed moderate acetylcholinesterase inhibitory activities, with IC50 values of 25.95 ± 0.67 and 29.14 ± 0.77 μg/mL, respectively.

AB - Two novel Lycopodium alkaloids, huperphlegmines A and B (1 and 2), were isolated from the aerial parts of Huperzia phlegmaria collected in Vietnam, together with the five known compounds lycophlegmariol A (3), phlegmariurine B (4), 5-hydroxymethyl-2-furaldehyde (5), rhemanone C (6), and loliolide (7). The chemical structures of the present compounds were elucidated by means of 1D and 2D NMR and HRESIMS spectroscopy, and by comparisons to the reported data in the literature. Compounds 1 and 2 showed moderate acetylcholinesterase inhibitory activities, with IC50 values of 25.95 ± 0.67 and 29.14 ± 0.77 μg/mL, respectively.

KW - Acetylcholinesterase inhibitory activity

KW - Huperphlegmine

KW - Huperzia phlegmaria

KW - Lycopodium alkaloid

UR - http://www.scopus.com/inward/record.url?scp=85050679364&partnerID=8YFLogxK

U2 - 10.1016/j.fitote.2018.07.016

DO - 10.1016/j.fitote.2018.07.016

M3 - 学術論文

C2 - 30056186

AN - SCOPUS:85050679364

SN - 0367-326X

VL - 129

SP - 267

EP - 271

JO - Fitoterapia

JF - Fitoterapia

ER -

Huperphlegmines A and B, two novel Lycopodium alkaloids with an unprecedented skeleton from Huperzia phlegmaria, and their acetylcholinesterase inhibitory activities

Abstract

Keywords

ASJC Scopus subject areas

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