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.

Základní údaje

Originální název

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

Autoři

MARIKOVA, J., A. AL MAMUN, L. AL SHAMMARI, J. KORABECNY, T. KUCERA, D. HULCOVA, J. KUNES, Milan MALANÍK (203 Česká republika, domácí), M. VASKOVA, E. KOHELOVA, L. NOVAKOVA, L. CAHLIKOVA a M. POUR (garant)

Vydání

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

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

30104 Pharmacology and pharmacy

Stát vydavatele

Švýcarsko

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 4.927

Kód RIV

RIV/00216224:14160/21:00122469

Organizační jednotka

Farmaceutická fakulta

DOI

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

UT WoS

000628415800001

Klíčová slova anglicky

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

Štítky

rivok, ÚPL

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 13. 12. 2021 11:50, JUDr. Sabina Krejčiříková

Anotace

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 a M. POUR. Structure Elucidation and Cholinesterase Inhibition Activity of Two New Minor Amaryllidaceae Alkaloids. Molecules. BASEL, SWITZERLAND: MDPI, 2021, roč. 26, č. 5, s. 1-10. ISSN 1420-3049. Dostupné z: 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 a M. POUR. Structure Elucidation and Cholinesterase Inhibition Activity of Two New Minor Amaryllidaceae Alkaloids. \textit{Molecules}. BASEL, SWITZERLAND: MDPI, 2021, roč.~26, č.~5, s.~1-10. ISSN~1420-3049. Dostupné z: https://dx.doi.org/10.3390/molecules26051279.

Podrobný výpis o publikaci