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Spatial Distributio...
Spatial Distribution and Stability of Cholinesterase Inhibitory Protoberberine Alkaloids from Papaver setiferum
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- Safa, Neda (author)
- Uppsala universitet,Institutionen för farmaceutisk biovetenskap,Läkemedelsdesign och läkemedelsutveckling,Farmakognosi
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- Trobec, Tomaz. (author)
- Univ Ljubljana, Inst Preclin Sci, Fac Vet, Ljubljana 1000, Slovenia.
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- Holland, Darren C. (author)
- Griffith Univ, Sch Environm & Sci, Southport, Qld 4222, Australia.;Griffith Univ, Griffith Inst Drug Discovery, Nathan, Qld 4111, Australia.
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- Slazak, Blazej (author)
- Uppsala universitet,Institutionen för farmaceutisk biovetenskap,Polish Acad Sci, Szafer Inst Bot, PL-31512 Krakow, Poland.,Farmakognosi
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- Jacobsson, Erik (author)
- Uppsala universitet,Institutionen för farmaceutisk biovetenskap,Farmakognosi
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- Hawkes, Jeffrey A. (author)
- Uppsala universitet,Analytisk kemi
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- Frangez, Robert (author)
- Univ Ljubljana, Inst Preclin Sci, Fac Vet, Ljubljana 1000, Slovenia.
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- Sepcic, Kristina (author)
- Univ Ljubljana, Biotechn Fac, Dept Biol, Ljubljana 1000, Slovenia.
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- Göransson, Ulf, 1970- (author)
- Uppsala universitet,Institutionen för farmaceutisk biovetenskap,Farmakognosi
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- Moodie, Lindon W. K. (author)
- Uppsala universitet,Läkemedelsdesign och läkemedelsutveckling,Uppsala antibiotikacentrum
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- Robertson, Luke (author)
- Uppsala universitet,Institutionen för farmaceutisk biovetenskap,Farmakognosi
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(creator_code:org_t)
- 2021-12-15
- 2022
- English.
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In: Journal of Natural Products. - : American Chemical Society (ACS). - 0163-3864 .- 1520-6025. ; 85:1, s. 215-224
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Abstract
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- During a research program to identify new cholinesterase inhibitors of natural origin, two new 7,8-didehy-droprotoberberine alkaloids (1 and 2) and nine known compounds (3-11) were isolated from the capsules of the common ornamental poppy, Papaver setiferum (previously P. pseudo-orientale). Despite their reported instability, the 7,8-didehydroprotoberberines isolated herein appeared relatively stable, particularly as their trifluoroacetic acid salts. The spatial distributions of the isolated alkaloids were also analyzed using desorption electrospray ionization imaging mass spectrometry. The alkaloids were localized predominantly within the walls and vascular bundles of the capsules, with the highest relative abundances occurring in the lower half of the capsules toward the peduncle. The relative abundances of the alkaloids were also compared across plant development stages. Although most alkaloids did not show clear patterns in their concentration across development stages, the concentration of suspected oxidation products clearly spiked upon plant death. Finally, all isolated natural products were screened for inhibitory activities against a panel of cholinesterases, from both human and animal sources. These studies identified several competitive inhibitors of cholinesterases with potency in the low micromolar range (1-4, 6, 7), offering new lead compounds for the development of cholinesterase inhibitory drugs.
Subject headings
- NATURVETENSKAP -- Kemi -- Organisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Organic Chemistry (hsv//eng)
- MEDICIN OCH HÄLSOVETENSKAP -- Medicinska och farmaceutiska grundvetenskaper -- Farmakologi och toxikologi (hsv//swe)
- MEDICAL AND HEALTH SCIENCES -- Basic Medicine -- Pharmacology and Toxicology (hsv//eng)
Publication and Content Type
- ref (subject category)
- art (subject category)
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- By the author/editor
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Safa, Neda
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Trobec, Tomaz.
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Holland, Darren ...
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Slazak, Blazej
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Jacobsson, Erik
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Hawkes, Jeffrey ...
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show more...
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Frangez, Robert
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Sepcic, Kristina
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Göransson, Ulf, ...
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Moodie, Lindon W ...
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Robertson, Luke
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- About the subject
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- NATURAL SCIENCES
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NATURAL SCIENCES
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and Chemical Science ...
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and Organic Chemistr ...
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- MEDICAL AND HEALTH SCIENCES
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MEDICAL AND HEAL ...
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and Basic Medicine
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and Pharmacology and ...
- Articles in the publication
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Journal of Natur ...
- By the university
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Uppsala University