Psychoactive Plant Database - Neuroactive Phytochemical Collection

1. Org Biomol Chem. 2024 Aug 28;22(34):7006-7016. doi: 10.1039/d4ob00929k.

Dual SARS-CoV-2 and MERS-CoV inhibitors from Artemisia monosperma: isolation, 
structure elucidation, molecular modelling studies, and in vitro activities.

Badawy AM(1), Donia MSM(2), Hamdy NG(1), El-Ayouty MM(1), Mohamed OG(3)(4), 
Darwish KM(5), Tripathi A(6)(4), Ahmed SA(2).

Author information:
(1)Department of Pharmacognosy, Faculty of Pharmacy, Sinai University, El-Arish 
45511, Egypt. ahmed.badawy@su.edu.eg.
(2)Department of Pharmacognosy, Faculty of Pharmacy, Suez Canal University, 
Ismailia 41522, Egypt. mdonia00@gmail.com.
(3)Pharmacognosy Department, Faculty of Pharmacy, Cairo University, Kasr el Aini 
St., Cairo 11562, Egypt. osama.mohamed@pharma.cu.edu.eg.
(4)Natural Products Discovery Core, Life Sciences Institute, University of 
Michigan, Ann Arbor, MI 48109, USA.
(5)Department of Medicinal Chemistry, Faculty of Pharmacy, Suez Canal 
University, Ismailia 41522, Egypt. Khaled_darwish@pharm.suez.edu.eg.
(6)Department of Medicinal Chemistry, College of Pharmacy, University of 
Michigan, Ann Arbor, MI 48109, USA. ashtri@umich.edu.

The COVID-19 pandemic has spread throughout the whole globe, so it is imperative 
that all available resources be used to treat this scourge. In reality, the 
development of new pharmaceuticals has mostly benefited from natural products. 
The widespread medicinal usage of species in the Asteraceae family is 
extensively researched. In this study, compounds isolated from methanolic 
extract of Artemisia monosperma Delile, a wild plant whose grows in Egypt's 
Sinai Peninsula. Three compounds, stigmasterol 3-O-β-D-glucopyranoside 1, 
rhamnetin 3, and padmatin 6, were first isolated from this species. In addition, 
five previously reported compounds, arcapillin 2, jaceosidin 4, hispidulin 5, 
7-O-methyleriodictyol 7, and eupatilin 8, were isolated. Applying molecular 
modelling simulations revealed two compounds, arcapillin 2 and rhamnetin 3 with 
the best docking interactions and energies within SARS-CoV-2 Mpro-binding site 
(-6.16, and -6.70 kcal mol-1, respectively). The top-docked compounds (2-3) were 
further evaluated for inhibitory concentrations (IC50), and half-maximal 
cytotoxicity (CC50) of both SARS-CoV-2 and MERS-CoV. Interestingly, arcapillin 
showed high antiviral activity towards SARS-CoV-2 and MERS-CoV, with IC50 values 
of 190.8 μg mL-1 and 16.58 μg mL-1, respectively. These findings may hold 
promise for further preclinical and clinical research, particularly on 
arcapillin itself or in collaboration with other drugs for COVID-19 treatment.

DOI: 10.1039/d4ob00929k
PMID: 39135436 [Indexed for MEDLINE]


2. J Food Drug Anal. 2017 Oct;25(4):939-945. doi: 10.1016/j.jfda.2017.01.002.
Epub  2017 Feb 16.

Morphological and chemical analyses of Eriocauli Flos sold in Taiwan markets.

Lee IJ(1), Chung CP(2), Chang SJ(3), Lin YL(4).

Author information:
(1)National Research Institute of Chinese Medicine, Ministry of Health and 
Welfare, Taipei, Taiwan.
(2)Department of Food and Beverage Management, China University of Science and 
Technology, Taipei, Taiwan.
(3)School of Pharmacy, China Medical University, Taichung, Taiwan.
(4)Department of Chinese Pharmaceutical Sciences and Chinese Medicine Resources, 
China Medical University, Taichung, Taiwan.

Eriocauli Flos (Gujingcao; EF), the dried capitulum with the peduncle of 
Eriocaulon buergerianum Koern. (Eriocaulaceae), is a Chinese herbal medicine for 
treating eye diseases and inflammation. However, several species of the 
Eriocaulon genus are used as substitutes in different areas. To examine the 
species of EF used in Taiwan and to establish the quality control platform, 
morphological and chemical analyses have been performed. Ten major compounds, 
including apigenin (7) and its 7-O-β-D-glucopyranoside (1) and 
7-O-(6-O-E-coumaroyl)-β-D-glucopyranoside (6), hispidulin (8) and its 
7-O-β-D-glucopyranoside (2) and 7-O-(6-O-E-coumaroyl)-β-D-glucopyranoside (5), 
jaceosidin (9) and its 7-O-β-D-glucopyranoside (3), and toralactone (10) and its 
9-O-β-D-glucopyranosyl(1→6)-β-D-glucopyranoside (4), were isolated and 
identified from commercially available EF. Morphological investigation showed 
that two kinds of EFs and most of the EFs sold in Taiwan herbal markets are 
capitulum without the peduncle. A simultaneous high performance liquid 
chromatography and ultra performance liquid chromatography analyses of multiple 
components (1-10) in commercially available EFs, collected from different areas 
of Taiwan, was conducted. Results showed wide variations in morphology and 
chemical profiles between capitulum with and without the peduncle. In comparison 
with an authentic E. buergerianum, we found not only the morphology but also the 
chemical profile was different from both collected samples. In terms of the 
morphological examination, the samples without peduncle are closer to the 
authentic one. To ensure the correct EF materia medica is used in Taiwan so as 
to guarantee their therapeutic efficacy in clinical practice, further monitoring 
is necessary.

Copyright © 2017. Published by Elsevier B.V.

DOI: 10.1016/j.jfda.2017.01.002
PMCID: PMC9328884
PMID: 28987371 [Indexed for MEDLINE]

Conflict of interest statement: Conflicts of interest The authors declare that 
they have no competing interests.


3. Phytochemistry. 2015 Aug;116:262-268. doi: 10.1016/j.phytochem.2015.03.007.
Epub  2015 Apr 15.

Phenylpropanoids and flavonoids from Phlomis kurdica as inhibitors of human 
lactate dehydrogenase.

Bader A(1), Tuccinardi T(2), Granchi C(3), Martinelli A(2), Macchia M(2), 
Minutolo F(2), De Tommasi N(4), Braca A(2).

Author information:
(1)Department of Pharmacognosy, Faculty of Pharmacy, Umm Al-Qura University, 
P.O. Box 13174, 21955 Makkah, Saudi Arabia.
(2)Dipartimento di Farmacia, Università di Pisa, via Bonanno 6 and 33, 56126 
Pisa, Italy; Centro Interdipartimentale di Ricerca "Nutraceutica e Alimentazione 
per la Salute", Università di Pisa, via del Borghetto 80, 56124 Pisa, Italy.
(3)Dipartimento di Farmacia, Università di Pisa, via Bonanno 6 and 33, 56126 
Pisa, Italy.
(4)Dipartimento di Farmacia, Università degli Studi di Salerno, via Giovanni 
Paolo II 132, 84084 Fisciano, SA, Italy. Electronic address: detommasi@unisa.it.

Two flavonoids, jaceosidin 7-O-β-d-glucopyranosyl-(1→2)-β-d-glucopyranoside (1) 
and hispidulin 7-O-β-d-glucopyranosyl-(1→2)-β-d-glucopyranoside (2), and one 
phenylpropanoid, 3,3'-dimethyl-lunariifolioside (3), along with 11 known 
compounds (4-14), were isolated from the aerial parts of Phlomis kurdica growing 
in Jordan. Structures of 1-3 were elucidated on the basis of spectroscopic data. 
These isolated compounds were assayed for their inhibitory activity against 
isoform 5 of human lactate dehydrogenase. Compound 4, luteolin 
7-O-β-d-glucopyranoside, showed an IC50 value comparable to that of galloflavin, 
used as reference compound. Docking studies were carried out to hypothesize the 
interaction mode of compound 4 in the enzyme active site.

Copyright © 2015 Elsevier Ltd. All rights reserved.

DOI: 10.1016/j.phytochem.2015.03.007
PMCID: PMC4466035
PMID: 25890391 [Indexed for MEDLINE]


4. Nat Prod Res. 2014;28(20):1685-90. doi: 10.1080/14786419.2014.939082. Epub
2014  Jul 21.

New phenolics from the root of Scutellaria prostrata JACQ. ex BENTH.

Bhat G(1), Ganai BA, Shawl AS.

Author information:
(1)a Natural Products Chemistry Division, CSIR-Indian Institute of Integrative 
Medicine , Srinagar , Kashmir , 190005 , India.

Scutellaria prostrata (Lamiaceae), a perennial herb growing as a lonely species 
in Kashmir, Himalayas, was subjected to repetitive column and flash 
chromatographic isolation for its chemical documentation-cum-bioevaluation. The 
methanolic extract of S.prostrata afforded the isolation of ten compounds 
(1-10), including two new compounds - scutellapbiflavanone (1) and 
scutellaprostin M (2). The known compounds were found to be scutellarin (3), 
hispidulin-7-O-β-D-glucopyranoside (4), baicalin (5), wogonoside (6), 
scutellaprostin C (7), acetoside (8), martynoside (9) and scutellaric 
acid-3-O-β-D-glucopyranoside (10). Isolation of biflavonoids, phenolics and 
phenylethanoid compounds from S. prostrata seals a deal of chemotaxonomic 
importance of this particular species. The characterisation of the compounds was 
achieved by (1)H, (13)C, (1)H-(1)H DFQ COSY, HMBC, HSQC, HMQC and ROESY NMR 
experiments. All the compounds were tested for antioxidant, antimicrobial and 
cytotoxic activities.

DOI: 10.1080/14786419.2014.939082
PMID: 25040064 [Indexed for MEDLINE]


5. Carbohydr Res. 2010 Nov 22;345(17):2529-33. doi: 10.1016/j.carres.2010.09.002.
 Epub 2010 Sep 7.

Phenolic Glycosides with antiproteasomal activity from Centaurea urvillei DC. 
subsp. urvillei.

Gülcemal D(1), Alankuş-Çalışkan O, Karaalp C, Ors AU, Ballar P, Bedir E.

Author information:
(1)Department of Chemistry, Faculty of Science, Ege University, Bornova, 35100 
Izmir, Turkey.

A new flavanone glycoside, naringenin-7-O-β-D-glucuronopyranoside, and a new 
flavonol glycoside, 6-hydroxykaempferol-7-O-β-D-glucuronopyranoside were 
isolated together with 12 known compounds, 5 flavone glycoside; 
hispidulin-7-O-β-D-glucuronopyranoside, 
apigenin-7-O-β-D-methylglucuronopyranoside, 
hispidulin-7-O-β-D-methylglucuronopyranoside, 
hispidulin-7-O-β-D-glucopyranoside, apigenin-7-O-β-D-glucopyranoside, a 
flavonol; kaempferol, two flavone; apigenin, and luteolin, a flavanone 
glycoside; eriodictyol-7-O-β-D-glucuronopyranoside, and three phenol glycoside; 
arbutin, salidroside, and 3,5-dihydroxyphenethyl alcohol-3-O-β-D-glucopyranoside 
from Centaurea urvillei subsp. urvillei. The structure elucidation of the new 
compounds was achieved by a combination of one- ((1)H and (13)C) and 
two-dimensional NMR techniques (G-COSY, G-HMQC, and G-HMBC) and LC-ESI-MS. The 
isolated compounds were tested for their antiproteasomal activity. The results 
indicated that kaempferol, a well known and widely distributed flavonoid in the 
plant kingdom, was the most active antiproteasomal agent, followed by apigenin, 
eriodictyol-7-O-β-D-glucuronopyranoside, 3,5-dihydroxyphenethyl 
alcohol-3-O-β-D-glucopyranoside, and salidroside, respectively.

Copyright © 2010 Elsevier Ltd. All rights reserved.

DOI: 10.1016/j.carres.2010.09.002
PMID: 20937505 [Indexed for MEDLINE]