Structure Elucidation and Cholinesterase Inhibition Activity of
Two New Minor Amaryllidaceae Alkaloids

J 2021

Structure Elucidation and Cholinesterase Inhibition Activity of Two New Minor Amaryllidaceae Alkaloids

MARIKOVA, J., A. AL MAMUN, L. AL SHAMMARI, J. KORABECNY, T. KUCERA et. al.

Basic information

Original name

Structure Elucidation and Cholinesterase Inhibition Activity of Two New Minor Amaryllidaceae Alkaloids

Authors

MARIKOVA, J., A. AL MAMUN, L. AL SHAMMARI, J. KORABECNY, T. KUCERA, D. HULCOVA, J. KUNES, Milan MALANÍK (203 Czech Republic, belonging to the institution), M. VASKOVA, E. KOHELOVA, L. NOVAKOVA, L. CAHLIKOVA and M. POUR (guarantor)

Edition

Molecules, BASEL, SWITZERLAND, MDPI, 2021, 1420-3049

Other information

Language

English

Type of outcome

Article in a journal

Field of Study

30104 Pharmacology and pharmacy

Country of publisher

Switzerland

Confidentiality degree

is not subject to a state or trade secret

References:

URL

Impact factor

Impact factor: 4.927

RIV identification code

RIV/00216224:14160/21:00122469

Organization unit

Faculty of Pharmacy

DOI

http://dx.doi.org/10.3390/molecules26051279

UT WoS

000628415800001

Keywords in English

Amaryllidaceae; 9-O-demethyllycorenine; narciabduliine; Alzheimer’ s disease

Abstract

V originále

Two new minor Amaryllidaceae alkaloids were isolated from Hippeastrum x hybridum cv. Ferrari and Narcissus pseudonarcissus cv. Carlton. The chemical structures were identified by various spectroscopic (one- and two-dimensional (1D and 2D) NMR, circular dichroism (CD), high-resolution mass spectrometry (HRMS) and by comparison with literature data of similar compounds. Both isolated alkaloids were screened for their human acetylcholinesterase (hAChE) and butyrylcholinesterase (hBuChE) inhibition activity. One of the new compounds, a heterodimer alkaloid of narcikachnine-type, named narciabduliine (2), showed balanced inhibition potency for both studied enzymes, with IC50 values of 3.29 +/- 0.73 mu M for hAChE and 3.44 +/- 0.02 mu M for hBuChE. The accommodation of 2 into the active sites of respective enzymes was predicted using molecular modeling simulation.

Citovat

MARIKOVA, J., A. AL MAMUN, L. AL SHAMMARI, J. KORABECNY, T. KUCERA, D. HULCOVA, J. KUNES, Milan MALANÍK, M. VASKOVA, E. KOHELOVA, L. NOVAKOVA, L. CAHLIKOVA and M. POUR. Structure Elucidation and Cholinesterase Inhibition Activity of Two New Minor Amaryllidaceae Alkaloids. Molecules. BASEL, SWITZERLAND: MDPI, 2021, vol. 26, No 5, p. 1-10. ISSN 1420-3049. Available from: https://dx.doi.org/10.3390/molecules26051279.

@article{1794939,
   author = {Marikova, J. and Al Mamun, A. and Al Shammari, L. and Korabecny, J. and Kucera, T. and Hulcova, D. and Kunes, J. and Malaník, Milan and Vaskova, M. and Kohelova, E. and Novakova, L. and Cahlikova, L. and Pour, M.},
   article_location = {BASEL, SWITZERLAND},
   article_number = {5},
   doi = {http://dx.doi.org/10.3390/molecules26051279},
   keywords = {Amaryllidaceae; 9-O-demethyllycorenine; narciabduliine; Alzheimer’ s disease},
   language = {eng},
   issn = {1420-3049},
   journal = {Molecules},
   title = {Structure Elucidation and Cholinesterase Inhibition Activity of Two New Minor Amaryllidaceae Alkaloids},
   url = {https://www.mdpi.com/1420-3049/26/5/1279},
   volume = {26},
   year = {2021}
}

TY  - JOUR
ID  - 1794939
AU  - Marikova, J. - Al Mamun, A. - Al Shammari, L. - Korabecny, J. - Kucera, T. - Hulcova, D. - Kunes, J. - Malaník, Milan - Vaskova, M. - Kohelova, E. - Novakova, L. - Cahlikova, L. - Pour, M.
PY  - 2021
TI  - Structure Elucidation and Cholinesterase Inhibition Activity of Two New Minor Amaryllidaceae Alkaloids
JF  - Molecules
VL  - 26
IS  - 5
SP  - 1-10
EP  - 1-10
PB  - MDPI
SN  - 14203049
KW  - Amaryllidaceae
KW  - 9-O-demethyllycorenine
KW  - narciabduliine
KW  - Alzheimer’ s disease
UR  - https://www.mdpi.com/1420-3049/26/5/1279
N2  - Two new minor Amaryllidaceae alkaloids were isolated from Hippeastrum x hybridum cv. Ferrari and Narcissus pseudonarcissus cv. Carlton. The chemical structures were identified by various spectroscopic (one- and two-dimensional (1D and 2D) NMR, circular dichroism (CD), high-resolution mass spectrometry (HRMS) and by comparison with literature data of similar compounds. Both isolated alkaloids were screened for their human acetylcholinesterase (hAChE) and butyrylcholinesterase (hBuChE) inhibition activity. One of the new compounds, a heterodimer alkaloid of narcikachnine-type, named narciabduliine (2), showed balanced inhibition potency for both studied enzymes, with IC50 values of 3.29 +/- 0.73 mu M for hAChE and 3.44 +/- 0.02 mu M for hBuChE. The accommodation of 2 into the active sites of respective enzymes was predicted using molecular modeling simulation.
ER  -

MARIKOVA, J., A. AL MAMUN, L. AL SHAMMARI, J. KORABECNY, T. KUCERA, D. HULCOVA, J. KUNES, Milan MALANÍK, M. VASKOVA, E. KOHELOVA, L. NOVAKOVA, L. CAHLIKOVA and M. POUR. Structure Elucidation and Cholinesterase Inhibition Activity of Two New Minor Amaryllidaceae Alkaloids. \textit{Molecules}. BASEL, SWITZERLAND: MDPI, 2021, vol.~26, No~5, p.~1-10. ISSN~1420-3049. Available from: https://dx.doi.org/10.3390/molecules26051279.

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