Psychoactive Plant Database - Neuroactive Phytochemical Collection

1. Zhongguo Zhong Yao Za Zhi. 2024 Aug;49(15):4111-4117. doi: 
10.19540/j.cnki.cjcmm.20240507.201.

[A new secoiridoid from Cornus officinalis].

[Article in Chinese]

Wu JJ(1), Peng ZC(2), He J(3), Ding K(3), Xu JK(2), Zhang WK(1).

Author information:
(1)Institute of Clinical Medical Sciences & Department of Pharmacy, China-Japan 
Friendship Hospital Beijing 100029, China Chinese Academy of Medical Sciences & 
Peking Union Medical College Beijing 100730, China.
(2)School of Life Sciences, Beijing University of Chinese Medicine Beijing 
100029, China.
(3)Institute of Clinical Medical Sciences & Department of Pharmacy, China-Japan 
Friendship Hospital Beijing 100029, China.

The chemical constituents from Cornus officinalis were isolated and purified by 
various techniques such as macroporous adsorption resin, silica gel, 
octadecylsilyl(ODS), Sephadex LH-20 column chromatography and preparative 
high-performance liquid chromatography(HPLC). The structures of the isolates 
were determined by a combination of spectroscopic techniques such as 
high-resolution electrospray ionization mass spectrometry(HR-ESI-MS), 
one-dimensional(1D) and two-dimensional(2D) nuclear magnetic resonance(NMR) 
spectroscopy. Ten compounds were isolated from the aqueous extract of C. 
officinalis and identified 
as(±)-cornuscone(1),(-)-(Z)-4-hydroxy-3-methoxyphenylpropene 
4-O-β-L-xylopyranosyl-(1→6)-β-D-glucopyranoside(2), kaempferol 
3-O-β-D-glucopyranoside(3), kampferol(4), myricetin(5), trifolin(6), quercetin 
3-O-β-D-glucopyranoside(7), quercetin 3-O-β-D-glucuronide-6″-methyl ester(8), 
quercetin 3-O-β-D-glucuronide-6″-ethyl ester(9) and pyrogallol(10). Compound 1 
is a new secoiridoid, named(±)-cornuscone with a rare methyl substitution at the 
C-1 position. The anti-inflammatory activity of 1 was evaluated in 
lipopolysaccharide(LPS)-induced RAW264.7 cells in mice. The results showed the 
median inhibition concentration(IC_(50)) of 1 was(31.15±1.29)μmol·L~(-1), which 
demonstrated that the anti-inflammatory activity of 1 was significantly superior 
to that of indomethacin [IC_(50) value of(48.32±1.66)μmol·L~(-1)].

DOI: 10.19540/j.cnki.cjcmm.20240507.201
PMID: 39307743 [Indexed for MEDLINE]


2. Zhongguo Zhong Yao Za Zhi. 2024 Jun;49(12):3242-3251. doi: 
10.19540/j.cnki.cjcmm.20240319.201.

[Two new glycosides from Hypericum elatoides].

[Article in Chinese]

Wang ZX(1), An Z(1), Liu HW(1), Xie JY(1), Wang HR(1), Yan XT(1).

Author information:
(1)Shaanxi Key Laboratory of Natural Products & Chemical Biology, College of 
Chemistry & Pharmacy,Northwest A & F University Yangling 712100, China.

The column chromatography with silica gel, reversed-phase C_(18), and Sephadex 
LH-20 was employed to separate the methanol extract of the aerial parts of 
Hypericum elatoides. The compounds were identified by the comprehensive analysis 
of IR, NMR, and MS data as methyl 8-O-β-D-glucopyranosyl-(Z)-5-octenoate(1), 
methyl 3-O-β-D-glucopyranosyl-4-methylhexanoate(2), byzantionoside B(3), 
9-epi-blumenol C glucoside(4), corchoionoside C(5),(6S,9R)-roseoside(6), 
cis-p-coumaric acid 4-O-β-D-glucopyranoside(7), trans-p-coumaric acid 
4-O-β-D-glucopyranoside(8), methyl 
3-(4-hydroxyphenyl)propanoate(9),(E)-chlorogenic acid methyl ester(10), 
quercetin-3-O-β-D-glucopyranoside(11), β-sitosterol(12), stigmasterol(13), 
stigmast-4-en-3-one(14), β-amyrin(15), daucosterol(16), sitoindoside Ⅰ(17), 
oleic acid(18), methyl α-linolenate(19), trilinolein(20), and cassipourol(21). 
Among them, compounds 1 and 2 were identified as new glycosides and named 
hyperelatosides G and H. Compounds 3-5, 7-9, 17, and 20-21 were isolated from 
the genus Hypericum for the first time. The remaining compounds were isolated 
from H. elatoides for the first time. The results of biological assays revealed 
that compound 11 exhibited significant anti-neuroinflammatory activity, and 
compounds 1, 3, and 19 displayed certain neuroprotective effects.

DOI: 10.19540/j.cnki.cjcmm.20240319.201
PMID: 39041085 [Indexed for MEDLINE]


3. ACS Omega. 2023 Aug 22;8(35):32060-32066. doi: 10.1021/acsomega.3c04025. 
eCollection 2023 Sep 5.

Coccoloba uvifera Leaves: Polyphenolic Profile, Cytotoxicity, and Antioxidant 
Evaluation.

Abu El Wafa SA(1), A Seif-Eldein N(1), Anwar Aly Taie H(2), Marzouk M(3).

Author information:
(1)Pharmacognosy and Medicinal Plants Department, Faculty of Pharmacy (Girls), 
Al-Azhar University, Cairo 4450113, Egypt.
(2)Plant Biochemistry Department, Agricultural and Biology Research Institute, 
National Research Centre, 33 El-Bohouth Street (Former El-Tahrir Street), Dokki, 
Cairo 12622, Egypt.
(3)Chemistry of Tanning Materials and Leather Technology Department, Chemical 
Industries Research Institute, National Research Centre, 33 El-Bohouth Street 
(Former El-Tahrir Street), Dokki, Cairo 12622, Egypt.

Erratum in
    ACS Omega. 2023 Nov 08;8(46):44372. doi: 10.1021/acsomega.3c07551.

This study aimed to investigate the chemical composition of Coccoloba uvifera 
leaves and evaluate the antioxidant and antitumor effects of the total extract 
and its major metabolites. Four assays were used to determine the antioxidant 
activity, including radical scavenging abilities of 
2,2-diphenyl-1-picrylhydrazyl (DPPH), 
2,2'-azinobis-3-ethylbenzothiazoline-6-sulfonic acid (ABTS), radical cation, and 
ferric-reducing power. Additionally, vincristine was used as a reference 
medication to examine the anticancer activity on Ehrlich aesthete carcinoma 
cells (EACC). Nine compounds were isolated from C. uvifera leaves aqueous 
methanol extract. Their structures were identified as gallic acid (1), methyl 
gallate (2), protocatechuic acid methyl ester (3), protocatechuic acid (4), 
quercetin 3-O-β-d-glucopyranoside (isoquercitrin, 5), kaempferol 
3-O-β-D-neohespridoside (6), myricitrin 4″-O-gallate (7), myricetin 
3-O-β-d-glucopyranoside (8), and myricetin 3-O-arabinopyranoside (9). The 
majority possess noticeable antioxidant and antitumor properties. However, 
compounds 1, 5, 4, 2, and 7 displayed a strong antioxidant potential in terms of 
DPPH radical scavenging activity, with values of 85.72 ± 0.30, 82.16 ± 0.20, 
81.34 ± 0.20, 79.62 ± 0.29, and 79.34 ± 0.20%, respectively. Compounds 4, 1, 5, 
7, and 2 revealed high reducing power activity, with respective values of 1.348 
± 0.043, 1.303 ± 0.011, 1.154 ± 0.020, 1.058 ± 0.032, and 1.056 ± 0.019. 
Compounds 4 and 1 showed the highest ABTS radical scavenging capabilities (91.90 
± 0.24 and 91.83 ± 0.74%) and ferric-reducing power ability (1979 ± 14.53 and 
1965 ± 26.86 μmol Trolox/100 g, respectively). Compound 4 has the highest level 
of cytotoxicity, resulting in 78.710.21% dead cells.

© 2023 The Authors. Published by American Chemical Society.

DOI: 10.1021/acsomega.3c04025
PMCID: PMC10483514
PMID: 37692217

Conflict of interest statement: The authors declare no competing financial 
interest.


4. Antivir Ther. 2023 Oct;28(5):13596535231199838. doi:
10.1177/13596535231199838.

Computer-assisted drug discovery of potential natural inhibitors of the 
SARS-CoV-2 RNA-dependent RNA polymerase through a multi-phase in silico 
approach.

Elkaeed EB(1), Alsfouk BA(2), Ibrahim TH(3)(4), Arafa RK(3)(4), Elkady H(5), 
Ibrahim IM(6), Eissa IH(5), Metwaly AM(7)(8).

Author information:
(1)Department of Pharmaceutical Sciences, College of Pharmacy, AlMaarefa 
University, Riyadh, Saudi Arabia.
(2)Department of Pharmaceutical Sciences, College of Pharmacy, Princess Nourah 
bint Abdulrahman University, Riyadh, Saudi Arabia.
(3)Drug Design and Discovery Lab, Zewail City of Science and Technology, Cairo, 
Egypt.
(4)Biomedical Sciences Program, University of Science and Technology, Zewail 
City of Science and Technology, Cairo, Egypt.
(5)Pharmaceutical Medicinal Chemistry and Drug Design Department, Faculty of 
Pharmacy (Boys), Al-Azhar University, Cairo, Egypt.
(6)Biophysics Department, Faculty of Science, Cairo University, Giza, Egypt.
(7)Pharmacognosy and Medicinal Plants Department, Faculty of Pharmacy (Boys), 
Al-Azhar University, Cairo, Egypt.
(8)Biopharmaceutical Products Research Department, Genetic Engineering and 
Biotechnology Research Institute, City of Scientific Research and Technological 
Applications (SRTA-City), Alexandria, Egypt.

BACKGROUND: The COVID-19 pandemic has led to significant loss of life and 
economic disruption worldwide. Currently, there are limited effective treatments 
available for this disease. SARS-CoV-2 RNA-dependent RNA polymerase (SARS-CoV-2 
RdRp) has been identified as a potential target for drug development against 
COVID-19. Natural products have been shown to possess antiviral properties, 
making them a promising source for developing drugs against SARS-CoV-2.
OBJECTIVES: The objective of this study is to identify the most effective 
natural inhibitors of SARS-CoV-2 RdRp among a set of 4924 African natural 
products using a multi-phase in silico approach.
METHODS: The study utilized remdesivir (RTP), the co-crystallized ligand of 
RdRp, as a starting point to select compounds that have the most similar 
chemical structures among the examined set of compounds. Molecular fingerprints 
and structure similarity studies were carried out in the first part of the 
study. The second part of the study included molecular docking against 
SARS-CoV-2 RdRp (PDB ID: 7BV2) and Molecular Dynamics (MD) simulations including 
the calculation of RMSD, RMSF, Rg, SASA, hydrogen bonding, and PLIP. Moreover, 
the calculations of Molecular mechanics with generalised Born and surface area 
solvation (MM-GBSA) Lennard-Jones and Columbic electrostatic interaction 
energies have been conducted. Additionally, in silico ADMET and toxicity studies 
were performed to examine the drug likeness degrees of the selected compounds.
RESULTS: Eight compounds were identified as the most effective natural 
inhibitors of SARS-CoV-2 RdRp. These compounds are kaempferol 3-galactoside, 
kaempferol 3-O-β-D-glucopyranoside, mangiferin methyl ether, luteolin 
7-O-β-D-glucopyranoside, quercetin-O-β-D-3-glucopyranoside, 
1-methoxy-3-indolylmethyl glucosinolate, naringenin, and asphodelin A 
4'-O-β-D-glucopyranoside.
CONCLUSION: The results of this study provide valuable information for the 
development of natural product-based drugs against COVID-19. However, the 
elected compounds should be further studied in vitro and in vivo to confirm 
their efficacy in treating COVID-19.

DOI: 10.1177/13596535231199838
PMID: 37669909 [Indexed for MEDLINE]


5. Chem Biodivers. 2023 Sep;20(9):e202301037. doi: 10.1002/cbdv.202301037. Epub 
2023 Aug 18.

Undescribed Phenolic Glycosides from Syzygium attopeuense and Their Inhibition 
of Nitric Oxide Production.

Van Kiem P(1)(2), Hai Ninh B(2)(3), Huu Tai B(1)(2), Xuan Nhiem N(1)(2), Hai Yen 
P(1), Huy Hoang N(1), Thi Trang D(1), Thi Dung D(1), Van Tuyen N(4), Tuan Anh 
L(5).

Author information:
(1)Institute of Marine Biochemistry, Vietnam Academy of Science and Technology, 
VAST), 18 Hoang Quoc Viet, Cau Giay, 10072, Hanoi, Vietnam.
(2)Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau 
Giay, 10072, Hanoi, Vietnam.
(3)Hai Phong University of Medicine And Pharmacy, 72A Nguyen Binh Khiem, Ngo 
Quyen, 180000, Hai Phong, Vietnam.
(4)Institute of Chemistry, VAST, 18 Hoang Quoc Viet, Cau Giay, 10000, Hanoi, 
Vietnam.
(5)Vietnam National Museum of Nature, VAST, 18 Hoang Quoc Viet, Cau Giay, 10000, 
Hanoi, Vietnam.

Four undescribed phenolic glycosides including three stilbene derivatives (1 and 
3) and sodium salt of 3 (2), and a chalcone glycoside (4), together with 
thirteen known compounds (5-17) were isolated from the leaves of Syzygium 
attopeuense (Gagnep.) Merr. & L.M.Perry. Their chemical structures were 
elucidated to be (Z)-gaylussacin (1), 6''-O-galloylgaylussacin sodium salt (2), 
6''-O-galloylgaylussacin (3), 
4'-O-[β-D-glucopyranosyl-(1→6)-glucopyranosyl]oxy-2'-hydroxy-6'-methoxydihydrochalcone 
(4), gaylussacin (5), pinosilvin 3-O-β-D-glucopyranoside (6), 
myricetin-3-O-(2''-O-galloyl)-α-L-rhamnopyranoside (7), 
myricetin-3-O-(3''-O-galloyl)-α-L-rhamnopyranoside (8), 
myricetin-3-O-α-L-rhamnopyranoside (9), quercitrin (10), 
myricetin-3-O-β-D-glucopyranoside (11), myricetin-3-O-β-D-galactopyranoside 
(12), quercetin 3-O-α-L-arabinopyranoside (13), 
myricetin-3-O-2''-O-galloyl)-α-L-arabinopyranoside (14), (+)-gallocatechin (15), 
(-)-epigallocatechin (16), and 3,3',4'-trimethoxyellagic acid 
4-O-β-D-glucopyranoside (17) by the analysis of HR-ESI-MS, 1D and 2D NMR spectra 
in comparison with the previously reported data. Compounds 1-3, 5, and 6 
significant inhibition of NO production in LPS-activated RAW264.7 cells, with 
IC50 values ranging from 18.37±1.38 to 35.12±2.53 μM, compared to a positive 
control (dexamethasone) with an IC50 value of 15.37±1.42 μM.

© 2023 Wiley-VHCA AG, Zurich, Switzerland.

DOI: 10.1002/cbdv.202301037
PMID: 37529975 [Indexed for MEDLINE]