In vitro and in silico cytotoxic activities of triterpenoids from the leaves of Aralia dasyphylla Miq. and the assessment of their ADMET properties

Thu, Hien Nguyen Thi; Huong, Duyen Nguyen Huu; Dieu, Thuan Nguyen Thi; Ngoc, Hanh Tran Thi; Van, Huyen Pham; Ngoc, Anh Hoang Thi; Xuan, Ha Nguyen; Pham, Ngoc Khanh; Mạnh, Cường Nguyễn; Toan, Phan Nguyen Huu

doi:10.1080/07391102.2022.2098822

Cited by 3 publications

(5 citation statements)

References 43 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The employed docking methodologies have undergone verification, and their application in molecular assembly has been affirmed within an acceptable range, specifically with RMSD values ≤ 2.0 Å. 21 In this research, molecular docking simulations of the principal constituents, namely caryophyllene oxide, germacrene D, humulene, spathulenol, and ( E )- β -caryophyllene, have been carried out to elucidate the interactions and binding affinities within the active sites of the α -amylase (PDB ID: 5E0F) and tyrosinase (PDB ID: 5M8M) receptors.…”

Section: Resultsmentioning

confidence: 96%

Essential Oils From the Trunks and Leaves of Paramignya scandens (Griff.) Craib From Vietnam: Phytochemical Composition, In Vitro α-Amylase and Tyrosinase Inhibitory Activities and In Silico Molecular Docking Studies

Tran-Trung,

Thang,

Nguyen

et al. 2023

Natural Product Communications

Self Cite

View full text Add to dashboard Cite

Objective/Background: This work aims to evaluate the chemical composition of Paramignya scandens essential oils (EOs), their in vitro α-amylase, tyrosinase inhibitory activities, and in silico molecular docking study. Methods: The EOs of P scandens trunks and leaves were extracted by hydrodistillation process and the chemical compositions were determined by gas chromatography-mass spectrometry. These EOs were also tested for in vitro α-amylase and tyrosinase inhibitory activities. Additionally, in silico molecular docking simulations on the main components of the EOs were performed. Results: The EO profiles of P scandens trunks and leaves included 21 (98.8%) and 34 (89.7%) components, respectively. The main compounds in the trunk EO were ( E)- β-caryophyllene (60.8%), α-humulene (13.0%), and germacrene D (7.4%). The predominant compounds of the leaf EO were caryophyllene oxide (16.7%), ( E) -β-caryophyllene (14.6%), spathulenol (12.2%), germacrene D (6.5%), and α-humulene (5.0%). Moreover, their α-amylase and tyrosinase inhibitory effects were demonstrated for the first time. In molecular docking results, ( E)- β-caryophyllene was the potential compound in EOs with the best binding affinity against the α-amylase enzyme, whereas spathulenol revealed the strongest binding ability with the tyrosinase enzyme. Furthermore, the assessment of potential interactions between the main components of the EOs and the selected proteins was elucidated. Conclusions: The results of this work revealed that EOs of P scandens trunks and leaves had α-amylase and tyrosinase inhibition properties and potential applications in nutraceuticals, medicine, and cosmetics.

show abstract

Section: Resultsmentioning

confidence: 96%

Essential Oils From the Trunks and Leaves of Paramignya scandens (Griff.) Craib From Vietnam: Phytochemical Composition, In Vitro α-Amylase and Tyrosinase Inhibitory Activities and In Silico Molecular Docking Studies

Tran-Trung,

Thang,

Nguyen

et al. 2023

Natural Product Communications

Self Cite

View full text Add to dashboard Cite

show abstract

“…According to the reported validation method, if the docked configuration's root‐mean‐square deviation (RMSD) to the best position is ≤2.0 Å compared to the experimental structure, the docking protocol is considered reliable [15,16] . The re‐docking results are shown in Figures 2–3, indicating an RMSD value of 1.58511 Å and 0.952279 Å for the ligands in proteins 3OGN and 4ZA5, respectively, both of which show an RMSD <2.0 Å. Odorant‐binding proteins (OBPs) are known to play a role in signal transduction by transporting odorants to olfactory receptors (ORs) for processing before reaching nerve cells [17,18] . As olfaction plays a vital role in many species and is related to the search for hosts, reproduction, predator recognition, and food detection, [19] an analysis of the inhibitory potential of OBPs was chosen in evaluating the ability against the growth of larval mosquitoes.…”

Section: Resultsmentioning

confidence: 99%

Chemical Composition, Mosquito Larvicidal and Antimicrobial Activities, and Molecular Docking Study of Essential Oils of Cinnamomum melastomaceum, Neolitsea buisanensis and Uvaria microcarpa from Vietnam

Pham,

Ha,

Luyen

et al. 2023

Chemistry & Biodiversity

View full text Add to dashboard Cite

The leaf oil compositions of two Lauraceae and one Annonaceae plants cultivated in Vietnam were analysed by GC‐MS (gas chromatography‐mass spectrometry) analysis. The leaf oil of the first Lauraceae plant Cinnamomum melastomaceum contained 34 identified compounds, in which benzyl benzoate (38.5%), linalool (19.9%), (E)‐caryophyllene (10.5%), and α‐terpineol (6.9%) were the major compounds. The leaves of the second Lauraceae plant Neolitsea buisanensis gave an oil with the main compounds (E)‐β‐ocimene (24.0%), benzyl benzoate (15.8%), bicyclogermacrene (14.9%), and (E)‐caryophyllene (6.3%). The leaf oil of the Annonaceae plant Uvaria microcarpa consisted of the principal compounds (E)‐caryophyllene (18.0%), bicyclogermacrene (8.1%), and δ‐elemene (6.1%). Two Lauraceae oil samples exhibited strong mosquito larvicidal activity against Aedes aegypti, Ae. albopictus, and Culex quinquefasciatus with LC50 and LD90 values of less than 50 µg/mL. The Annonaceae oil sample showed strong antimicrobial activity against the fungus Aspergillus niger ATCC 1015 with the MIC (minimum inhibitory concentration) value of 32 µg/mL. In the docking approach, the major compounds (E)‐caryophyllene, bicyclogermacrene, and benzyl benzoate interacted with the mosquito odorant‐binding protein 3OGN, whereas (E)‐caryophyllene, bicyclogermacrene, and δ‐elemene also potentially interacted with the 4ZA5 protein of fungus A. niger

show abstract

“…Five oleanane-type triterpenoid saponins ( 2a – 2e ; Figure 2 ) were isolated from the leaves of Aralia dasyphylla Miq. (Araliaceae), besides ursane-type triterpenoid saponins that are mentioned below in the text [ 35 ]. All isolated compounds were evaluated in vitro for their cytotoxicity in three human cancer cell lines, i.e., human hepatocellular carcinoma (HepG2), human lung adenocarcinoma (LU-1), and human rhabdomyosarcoma (RD), and in silico by molecular docking studies on human glucose transporter 1 (hGLUT1) protein.…”

Section: Triterpenoids With the Oleanane Skeletonmentioning

confidence: 99%

“…The triterpenoid 2c was the compound with the highest cytotoxicity of this series of compounds, capable of inhibiting all tested cancer cell lines with IC 50 values of 2.73 ± 0.12 µM (HepG2), 1.76 ± 0.11 µM (LU-1), and 2.63 ± 0.10 µM (RD), respectively ( Table 1 ). The in silico calculations of absorption, distribution, metabolism, excretion, and oral toxicity (ADMET) parameters, and molecular docking study results with 2a – 2e showed that compound 2a had one of the highest binding affinities to hGLUT1 [ 35 ]. Therefore, the presented results focused attention on developing potential hGLUT1 inhibitors elatoside E ( 2a ), 3- O -[β- d -glucopyranosyl(l→3)]-α- l -arabinopyranosyl oleanolic acid ( 2c ), 3- O -α- l -arabinopyranosyl oleanolic acid ( 2d ), and oleanolic acid 28- O -β- d -glucopyranosyl ester ( 2e ) that were evaluated to become worthy of further investigation for the prevention or treatment of diabetes and cancer ( Table 1 ).…”

Section: Triterpenoids With the Oleanane Skeletonmentioning

confidence: 99%

“…In addition to the oleanane-type of triterpenoid saponins mentioned above in the section on triterpenoids 2a – 2e with the oleanane skeleton ( Figure 2 ), five ursane-type triterpenoid saponins ( 13a – 13e ; Figure 13 ) were also isolated from the leaves of Aralia dasyphylla Miq. (Araliaceae) [ 35 ]. All isolated ursane-type compounds ( 13a – 13e ) were evaluated in the same way as the earlier mentioned oleanane-type plant products 2a – 2e .…”

Section: Triterpenoids With the Ursane Skeletonmentioning

confidence: 99%

See 1 more Smart Citation

Saponins of Selected Triterpenoids as Potential Therapeutic Agents: A Review

2023

View full text Add to dashboard Cite

Saponins represent important natural derivatives of plant triterpenoids that are secondary plant metabolites. Saponins, also named glycoconjugates, are available both as natural and synthetic products. This review is focused on saponins of the oleanane, ursane, and lupane types of triterpenoids that include several plant triterpenoids displaying various important pharmacological effects. Additional convenient structural modifications of naturally-occurring plant products often result in enhancing the pharmacological effects of the parent natural structures. This is an important objective for all semisynthetic modifications of the reviewed plant products, and it is included in this review paper as well. The period covered by this review (2019–2022) is relatively short, mainly due to the existence of previously published review papers in recent years.

show abstract

In vitro and in silico cytotoxic activities of triterpenoids from the leaves of Aralia dasyphylla Miq. and the assessment of their ADMET properties

Cited by 3 publications

References 43 publications

Essential Oils From the Trunks and Leaves of Paramignya scandens (Griff.) Craib From Vietnam: Phytochemical Composition, In Vitro α-Amylase and Tyrosinase Inhibitory Activities and In Silico Molecular Docking Studies

Essential Oils From the Trunks and Leaves of Paramignya scandens (Griff.) Craib From Vietnam: Phytochemical Composition, In Vitro α-Amylase and Tyrosinase Inhibitory Activities and In Silico Molecular Docking Studies

Chemical Composition, Mosquito Larvicidal and Antimicrobial Activities, and Molecular Docking Study of Essential Oils of Cinnamomum melastomaceum, Neolitsea buisanensis and Uvaria microcarpa from Vietnam

Saponins of Selected Triterpenoids as Potential Therapeutic Agents: A Review

Contact Info

Product

Resources

About