Psychoactive Plant Database - Neuroactive Phytochemical Collection

1. Chem Biodivers. 2024 Mar;21(3):e202400124. doi: 10.1002/cbdv.202400124. Epub 
2024 Feb 12.

Undescribed Triterpenes from the Leaves of Syzygium myrsinifolium with Their 
α-Glucosidase and α-Amylase Inhibition Activity.

Trang DT(1), Tai BH(1)(2), Hoang NH(1), Cuc NT(1), Bang NA(1), Dung DT(1), Yen 
DTH(1), Huong PTT(1), Dung NV(1), Hang DTT(1), Yen PH(1), Kiem PV(1)(2).

Author information:
(1)Institute of Marine Biochemistry, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, 
10072, Vietnam.
(2)Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau 
Giay, Hanoi, 10072, Vietnam.

Two undescribed triterpenes, syzyfolium A (1) and syzyfolium B (2), together 
with twelve known compounds, terminolic acid (3), actinidic acid (4), piscidinol 
A (5), threo-dihydroxydehydrodiconiferyl alcohol (6), 
lariciresinol-4-O-β-D-glucoside (7), icariol A2 (8), 
14β,15β-dihydroxyklaineanone (9), garcimangosone D (10), (+)-catechin (11), 
myricetin-3-O-α-L-rhamnopyranoside (12), quercitrin (13), and 3, 4, 
5-trimethoxyphenyl-(6'-O-galloyl)-O-β-D-glucopyranoside (14) were isolated from 
the leaves of Syzygium myrsinifolium. Their chemical structures were determined 
by IR, HR-ESI-MS, 1D and 2D NMR spectra. Compounds 3 and 4 inhibited 
significantly α-glucosidase with IC50 values of 23.99 and 36.84, respectively, 
and compounds 1 and 2 inhibited significantly α-amylase with IC50 values of 
35.48 and 43.65 μM, respectively.

© 2024 Wiley-VHCA AG, Zurich, Switzerland.

DOI: 10.1002/cbdv.202400124
PMID: 38279623 [Indexed for MEDLINE]


2. Nat Prod Res. 2023 Jun;37(12):2018-2023. doi: 10.1080/14786419.2022.2112956. 
Epub 2022 Aug 23.

Isolation of secondary metabolites from Syzygium aromaticum (L.) Merr. & 
L.M.Perry. (cloves), and evaluation of their biological activities.

Kiran Z(1), Khan HN(1), Rasheed S(2), Begum S(1), Iqbal Choudhary M(1)(2)(3), 
Sara(1), Bano Z(1), Siddiqui BS(1), Fayyaz S(4), Iqbal E(4), Hussain T(5), 
Lateef M(5), Atta-Ur-Rahman(1)(2).

Author information:
(1)H. E. J. Research Institute of Chemistry, International Center for Chemical 
and Biological Sciences, University of Karachi, Karachi, Pakistan.
(2)Dr. Panjwani Center for Molecular Medicine and Drug Research (PCMD), 
International Center for Chemical and Biological Sciences, University of 
Karachi, Karachi, Pakistan.
(3)Department of Biochemistry, Faculty of Sciences, King Abdulaziz University, 
Jeddah, Saudi Arabia.
(4)National Nematological Research Center, University of Karachi, Karachi, 
Pakistan.
(5)Multi-Disciplinary Research Laboratory, Bahria University Medical and Dental 
College, Karachi, Pakistan.

Phytochemical investigation of dried flower buds of Syzygium aromaticum (L.) 
Merr. & L.M.Perry. (clove) led to the isolation and identification of fourteen 
known compounds, oleanolic acid (1), betulinic acid (2), para methyl benzoic 
acid (3), sabrinic acid (4) eucalyptolic acid (5), nigricin (6), 
3-O-trans-para-coumaroylmaslinic acid (7), methyl maslinate (8), maslinic acid 
(9), 3, 4, 5-trimethoxy-3',4'-O,O-methylideneflavellagic acid (10), lantanone 
(11) 3,4,3'-trimethoxyellagic acid (12), 11-oxo-oleanolic acid (13), and 
β-sitosterol-3-O-β-D-glucopyranoside (14). Their structures were identified by 
1H NMR, 13C NMR, Mass spectroscopic techniques, and comparison with the 
literature data. Compounds 3, and 7-9 showed a strong mortality against root 
knot nematode, Meloidogyne incognita at 0.125% concentration after 72 hours 
(88-92% inhibition). Compound 4 showed a good anti-glycation activity with IC50 
= 142.0 ± 1.8 µM when compared with standard, i.e. rutin (IC50 = 
54.59 ± 2.20 µM). Compound 10 showed a comparable urease inhibitory activity 
(IC50 = 26.1 ± 0.19 µM) with the positive control thiourea (IC50 = 
24.5 ± 0.34 µM).

DOI: 10.1080/14786419.2022.2112956
PMID: 35997246 [Indexed for MEDLINE]


3. Zhongguo Zhong Yao Za Zhi. 2021 Mar;46(6):1430-1437. doi: 
10.19540/j.cnki.cjcmm.20200821.201.

[Studies on phenylpropanoids from Eleocharis dulcis and their hepatoprotective 
activities].

[Article in Chinese]

Wei RR(1), Ma QG(1), Sang ZP(2), Dong JH(3).

Author information:
(1)Key Laboratory of Modern Preparation of Traditional Chinese Medicine of 
Ministry of Education & Research Center of Natural Resources of Chinese 
Medicinal Materials and Ethnic Medicine,Jiangxi University of Traditional 
Chinese Medicine Nanchang 330004,China.
(2)College of Chemistry and Pharmaceutical Engineering,Nanyang Normal University 
Nanyang 473061,China.
(3)College of Chemistry and Pharmaceutical Engineering,Huanghuai University 
Zhumadian 463000,China.

To study phenylpropanoids from Eleocharis dulcis and their hepatoprotective 
activities. The compounds were separated and purified from ethyl acetate part by 
conventional column chromatography and preparative liquid chromatography, and 
their structures were identified by various spectral techniques. The HL-7702 
cells damage model of hepatocytes induced by APAP was used to screen and 
evaluate the hepatoprotective activities of these compounds. Sixteen compounds 
were isolated from ethyl acetate part of E. dulcis, and their structures were 
identified as 
6'-(4″-hydroxy-3″-methoxy-phenylpropenyl)-1-(10-methoxy-phenylacetone)-1'-O-β-D-glucopy-ranoside(1), 
susaroyside A(2), clausenaglycoside B(3), clausenaglycoside C(4), 
clausenaglycoside D(5), emarginone A(6), emarginone B(7), thoreliin B(8), 
4-O-(1',3'-dihydroxypropan-2'-yl)-dihydroconiferyl alcohol 
9-O-β-D-glucopyranoside(9), 
2-[4-(3-methoxy-1-propenyl)-2-methoxy-phenoxy]-propane-1,3-diol(10), 
6'-O-(E-cinnamoyl)-coniferin(11), methyl 
3-(2-O-β-D-glucopyranosyl-3,4,5,6-tetramethoxyphenyl) propanoate(12), 
clausenaglycoside A(13), 9-O-(E-cinnamoyl)-coniferin(14), 
6'-O-(E-cinnamoyl)-syringin(15), 2'-O-(E-cinnamoyl)-syringin(16). Among them, 
compound 1 was a new compound. Compounds 2-16 were isolated from this plant for 
the first time. Among them, compounds 2 and 8 showed certain hepatoprotective 
activities.

DOI: 10.19540/j.cnki.cjcmm.20200821.201
PMID: 33787141 [Indexed for MEDLINE]


4. Molecules. 2018 Jul 14;23(7):1720. doi: 10.3390/molecules23071720.

Isolation and Identification of the Anti-Oxidant Constituents from Loropetalum 
chinense (R. Brown) Oliv. Based on UHPLC⁻Q-TOF-MS/MS.

Chen H(1), Li M(2), Zhang C(3), Du W(4), Shao H(5), Feng Y(6), Zhang W(7), Yang 
S(8).

Author information:
(1)Jiangxi University of Traditional Chinese Medicine, Nanchang 330006, China. 
chenhf88@126.com.
(2)Jiangxi University of Traditional Chinese Medicine, Nanchang 330006, China. 
15570351171@163.com.
(3)Jiangxi University of Traditional Chinese Medicine, Nanchang 330006, China. 
18363259880@163.com.
(4)Jiangxi University of Traditional Chinese Medicine, Nanchang 330006, China. 
wendi_du_0216@163.com.
(5)Jiangxi University of Traditional Chinese Medicine, Nanchang 330006, China. 
SHH_2013@tom.com.
(6)Jiangxi University of Traditional Chinese Medicine, Nanchang 330006, China. 
fengyulin2003@hotmail.com.
(7)Jiangxi University of Traditional Chinese Medicine, Nanchang 330006, China. 
zwgchf98@foxmail.com.
(8)Jiangxi University of Traditional Chinese Medicine, Nanchang 330006, China. 
slyang3636@126.com.

The aim of this study was to identify the chemical constituents of Loropetalum 
chinense (R. Brown) Oliv. (LCO) and determine which of these had antioxidant 
effects. The chemical composition of a 70% ethanol extract of LCO was analyzed 
systematically using UHPLC⁻Q-TOF-MS/MS. The chemical components of the 70% 
ethanol extract of LCO were then separated and purified using macroporous resin 
and chromatographic techniques. Antioxidant activity was evaluated using a DPPH 
assay. In total, 100 compounds were identified tentatively, including 42 gallic 
acid tannins, 49 flavones, and 9 phenolic compounds. Of these, 7 gallium 
gallate, 4 flavonoid and 8 quinic acid compounds were separated and purified 
from the 70% ethanol extract of LCO. The compounds identified for the first time 
in LCO and in the genus Loropetalum were 
3,4,5-trimethoxyphenyl-(6'-O-galloyl)-O-β-d-glucopyranoside, protocatechuic 
acid, ethyl gallate, 5-O-caffeoylquinic acid, 3-O-caffeoylquinic acid, 
3,5-O-diocaffeoylquinic acid, 4,5-O-diocaffeoylquinic acid and 
3,4-O-diocaffeoylquinic acid. The 50% inhibitory concentration (IC50) values of 
compounds 1,2,3,4,6-penta-O-galloyl-β-d-glucose, gallic acid, protocatechuic 
acid, and ethyl gallate were 1.88, 1.05, 1.18, and 1.05 μg/mL, respectively. 
Compared with the control group (VC) (2.08 μg/mL), these compounds exhibited 
stronger anti-oxidation activity. This study offered considerable insight into 
the chemical composition of LCO, with preliminary identification of the 
antioxidant ingredients.

DOI: 10.3390/molecules23071720
PMCID: PMC6099825
PMID: 30011908 [Indexed for MEDLINE]

Conflict of interest statement: The authors declare no conflict of interest.


5. Nat Prod Res. 2019 Sep;33(18):2662-2667. doi: 10.1080/14786419.2018.1466130. 
Epub 2018 Apr 27.

Insecticidal and α-glucosidase inhibitory activities of chemical constituents 
from Viburnum fordiae Hance.

Shao JH(1), Chen J(1), Zhao CC(1)(2), Shen J(2), Liu WY(2), Gu WY(1), Li KH(1).

Author information:
(1)a Jiangsu Key Laboratory of Crop Genetics and Physiology/Co-Innovation Center 
for Modern Production Technology of Grain Crops , Yangzhou University , Yangzhou 
, China.
(2)b Joint International Research Laboratory of Agriculture & Agri-Product 
Safety of Ministry of Education of China , Yangzhou University , Yangzhou , 
China.

The ethanolic extract of the stems of Viburnum fordiae Hance showed insecticidal 
and α-glucosidase inhibitory activities and then was fractionated by 
bioactivity-guided fractionation to obtain a rare C13-norisoprenoid (1), 
together with a new phenolic glycoside (2), and seven known compounds, 
alangionoside C (3), pisumionoside (4), koaburaside (5), 3,5-dimethoxy-benzyl 
alcohol 4-O-β-d-glucopyranoside (6), 3,4,5-trimethoxybenzyl-β-d-glucopyranoside 
(7), arbutin (8), and salidroside (9). The previously undescribed compounds were 
elucidated as (3R,9R)-3-hydroxy-7,8-didehydro-β-ionyl 
9-O-α-d-arabinopyranosyl-(1→6)-β-d-glucopyranoside (1) and 
2-(4-O-β-d-glucopyranosyl)syringylpropane-1,3-diol (2) by spectroscopic data (1H 
and 13C NMR, HSQC, HMBC, 1H-1H COSY, HSQC-TOCSY, HRESIMS, IR and ORD) and 
chemical methods. Compound 1 showed potent insecticidal effect against Mythimna 
separata with LD50 value of 140 μg g-1. Compounds 2, 5, 6, 8 and 9 showed 
varying α-glucosidase inhibitory activity with IC50 values ranging from 148.2 to 
230.9 μM.

DOI: 10.1080/14786419.2018.1466130
PMID: 29703100 [Indexed for MEDLINE]