Identification of benzisoquinolinone derivatives with cytotoxicities from the leaves of Portulaca oleracea

2019 ◽  
Vol 74 (5-6) ◽  
pp. 139-144
Author(s):  
Rong-Rui Wei ◽  
Qin-Ge Ma ◽  
Guo-Yue Zhong ◽  
Ming Yang ◽  
Zhi-Pei Sang
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
A549 Cell ◽  
Positive Control ◽  
Portulaca Oleracea ◽  
Spectroscopic Methods ◽  
First Time ◽  
Mcf 7

Abstract Three new benzisoquinolinones (1–3), together with seven known benzisoquinolinone derivatives (4–10), were isolated from Portulaca oleracea for the first time. The structures of the isolated compounds (1–10) had been elucidated on the basis of extensive spectroscopic methods including ultraviolet, infrared, mass spectrometry, and nuclear magnetic resonance techniques and by comparison with data reported in the references. All isolated compounds were assayed for cytotoxicities against selected human lines in vitro by 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2-H-tetrazolium bromide assay. Compounds 1, 2, 4, and 7 showed important cytotoxicities against HCT116, MCF-7, U87, and A549 cell lines with IC50 values in the range of 11.62–84.45 μM, which compared with positive control doxorubicin.

Botryane Sesquiterpenoids, Cyclopentadepsipeptides, Xanthones, and Trichothecenes from Trichoderma oligosporum

Planta Medica ◽  
2018 ◽  
Vol 84 (14) ◽  
pp. 1055-1063 ◽  
Author(s):  
Baosong Chen ◽  
Erwei Li ◽  
Li Liu ◽  
Mingfang Liao ◽  
Zhaoxiang Zhu ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Cell Line ◽  
A549 Cell ◽  
Spectroscopic Methods ◽  
A549 Cell Line ◽  
K562 Cell Line ◽  
New Compounds ◽  
Line Compound

AbstractFive new botryane sesquiterpenes (1–5), one new cyclopentadepsipeptide (9), and two new xanthones (11 – 12), together with 11 known compounds, were isolated from Trichoderma oligosporum. The structures of the new compounds were identified by comprehensive spectroscopic methods including nuclear magnetic resonance and mass spectrometry. The cytotoxicity of 1–19 was evaluated against K562, A549, and ASPC cell lines. Compounds 5, 8, 11, 17, and 18 showed cytotoxicity against the K562 cell line with more than 50% inhibition at 12.5 µM. As to A549 cell line, compound 8 showed the strongest cytotoxicity with approximately 50% inhibition at 25.0 µM. No compounds showed cytotoxicity against the ASPC cell line.

scholarly journals Synthesis of ethers containing 1,3-dioxolane and gem-dichlorocyclopropane fragments

2021 ◽  
Vol 16 (2) ◽  
pp. 156-166
Author(s):  
Sh. Sh. Dzhumaev ◽  
Yu. G. Borisova ◽  
G. Z. Raskil’dina ◽  
U. Sh. Kuzmina ◽  
R. R. Daminev ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Magnetic Resonance Spectroscopy ◽  
Nuclear Magnetic Resonance Spectroscopy ◽  
Cell Lines ◽  
A549 Cell ◽  
Resonance Spectroscopy ◽  
Mcf 7 ◽  
Nuclear Magnetic

Objectives. This study aimed to obtain ethers containing gem-dichlorocyclopropane and 1,3-dioxolane fragments and evaluate their cytotoxic properties against HEK293, SH-SY5Y, MCF-7, and A549 cell lines.Methods. The qualitative and quantitative compositions of the reaction masses were determined using mass spectrometry (using a Chromatek-Kristall 5000M device with the 2012 National Institute of Standards and Technology, USA database) and nuclear magnetic resonance spectroscopy (using a Bruker AM-500 device with operating frequencies of 500 and 125 MHz).Results. Ethers containing gem-dichlorocyclopropane and 1,3-dioxolane fragments were synthesized in the presence of a catamine AB catalyst. The structures of the obtained substances were confirmed using gas-liquid chromatography, mass spectrometry, and nuclear magnetic resonance spectroscopy. The cytotoxicity of the esters was studied against HEK293, SH-SY5Y, MCF-7, and A549 cell lines.Conclusions. Ethers containing gem-dichlorocyclopropane and 1,3-dioxolane fragments were obtained in quantitative yields; however, only 4-{[(2,2-dichloro-3-{[(2,2-dichlorocyclopropyl) methoxy]methyl}cyclopropyl)methoxy]methyl}-2,2-dimethyl-1,3-dioxolane exhibited cytotoxic activity against HEK293, SH-SY5Y, MCF-7, and A549 cell lines. 

scholarly journals Two New AChE Inhibitors Isolated from Li Folk Herb Heilaohu “Kadsura coccinea” Stems

Molecules ◽  
2019 ◽  
Vol 24 (19) ◽  
pp. 3628
Author(s):  
Sheng Zhuo Huang ◽  
Lin Ping Duan ◽  
Hao Wang ◽  
Wen Li Mei ◽  
Hao Fu Dai
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Spectroscopic Data ◽  
Positive Control ◽  
Ache Inhibitors ◽  
Activity Test ◽  
Ache Inhibitory Activity ◽  
Kadsura Coccinea ◽  
Ellman’S Method

Two new triterpenoids, named kadsuricoccins A and B, together with three known ones, were isolated from the Li folk herb Heilaohu, the stems of Kadsura coccinea (Lem.) A. C. Smith, which was used for food and as a healthy supplement. Their structures were elucidated by comprehensive analyses of mass spectrometry (MS) and nuclear magnetic resonance (NMR) spectroscopic data. To search healthy components, an acetylcholinesterase (AChE) inhibitory activity test by Ellman’s Method was conducted, kadsuricoccins A and B showed activity with the AChE inhibit index (AII) up to 68.96% ± 0.19% and 57.8% ± 0.11% at 94 nM (compared with positive control tacrine AII 79.80% ± 0.20%, 9.4 nM), respectively.

scholarly journals Dudley Howard Williams. 25 May 1937 — 3 November 2010

2017 ◽  
Vol 63 ◽  
pp. 567-583
Author(s):  
Jeremy K. M. Sanders ◽  
Dame Carol V. Robinson
Keyword(s):  
Organic Chemistry ◽  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Nmr Spectroscopy ◽  
Magnetic Resonance ◽  
Molecular Recognition ◽  
Mode Of Action ◽  
Academic Research ◽  
Spectroscopic Methods ◽  
Structural Problems

Dudley Williams was a pioneer in using nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry (MS) to solve important structural problems in Chemistry and Biology. His 35-year quest to understand the structure and mode of action of the vancomycin antibiotics led him to fundamental thinking about the nature and thermodynamics of molecular recognition, in particular the roles of solvation, flexibility, entropy, enthalpy and cooperativity. He was always keen that his expertise be used for practical benefit through his academic research and industrial consulting. His legacy also includes a set of textbooks that transformed the use of spectroscopic methods in organic chemistry, and a school of former PhD students and postdoctoral colleagues who have themselves made major contributions across a broad swathe of science.

scholarly journals Ochroborbone, A New Cytotoxic Indole Alkaloid from Ochrosia borbonica

2017 ◽  
Vol 12 (4) ◽  
pp. 1934578X1701200
Author(s):  
Yan-Ping Liu ◽  
A-Hong Chen ◽  
Ruo-Heng Li ◽  
Hui-Wen Yang ◽  
Hai-Nan Bao ◽  
...  
Keyword(s):  
Human Cancer ◽  
Indole Alkaloid ◽  
Spectroscopic Methods ◽  
Inhibitory Effects ◽  
Human Cancer Cell Lines ◽  
Stems And Leaves ◽  
Monoterpenoid Indole Alkaloid ◽  
First Time ◽  
Mcf 7

A new monoterpenoid indole alkaloid, ochroborbone (1), along with five known alkaloids (2–6), were isolated from the stems and leaves of Ochrosia borbonica. Among them, ochroborbone (1) is a rare C17-nor monoterpenoid indole alkaloid, and the known compounds (2-6) were isolated from Ochrosia for the first time. These structures were established on the basis of extensive spectroscopic methods. All isolated compounds were evaluated for their cytotoxicities against five human cancer cell lines: HL-60, SMMC-7721, A-549, MCF-7 and SW480 in vitro. Compounds 1 and 2 exhibited inhibitory effects with IC50 values comparable with those of cisplatin.

scholarly journals Anti-Inflammatory, Anticholinesterase, and Antioxidant Potential of Scopoletin Isolated fromCanarium patentinerviumMiq. (Burseraceae Kunth)

2013 ◽  
Vol 2013 ◽  
pp. 1-7 ◽  
Author(s):  
R. Mogana ◽  
K. Teng-Jin ◽  
C. Wiart
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Enzymatic Activity ◽  
Neurodegenerative Diseases ◽  
Ethanol Extract ◽  
Antioxidant Potential ◽  
Spectroscopic Methods ◽  
Acetyl Cholinesterase ◽  
Bioassay Guided Fractionation

Bioassay guided fractionation of an ethanol extract of leaves ofCanarium patentinerviumMiq. (Burseraceae Kunth.) led to the isolation of scopoletin. The structure of this coumarin was elucidated based on spectroscopic methods including nuclear magnetic resonance (NMR-1D and 2D) and mass spectrometry. Scopoletin inhibited the enzymatic activity of 5-lipoxygenase and acetyl cholinesterase with an IC50equal to1.76±0.01 μM and0.27±0.02 mM, respectively, and confronted oxidation in the ABTS, DPPH, FRAP, andβ-carotene bleaching assay with EC50values equal to5.62±0.03 μM,0.19±0.01 mM,0.25±0.03 mM and0.65±0.07 mM, respectively. Given the aforementioned evidence, it is tempting to speculate that scopoletin represents an exciting scaffold from which to develop leads for treatment of neurodegenerative diseases.

scholarly journals A new lignan from Schefflera arboricola

2020 ◽  
Vol 44 (9-10) ◽  
pp. 532-535 ◽  
Author(s):  
Chang-Qing Ye ◽  
Jia-Yi Zhang ◽  
Zhi-Cheng Ye ◽  
Mei-Tian Xiao ◽  
Xu-Dong Zhou ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Magnetic Resonance Spectroscopy ◽  
Nuclear Magnetic Resonance Spectroscopy ◽  
Resonance Spectroscopy ◽  
Schefflera Arboricola ◽  
First Time ◽  
Nuclear Magnetic

A new lignan, arborlignan A, along with five known substances, neoechinulin A, 4-hydroxy-3,5-dimethoxybenzaldehyde, 3,3′-dimethoxy-4,4′-dihydroxystilbene, β-hydroxypropiovanillone, and coniferyl aldehyde, are isolated from Schefflera arboricola. Their structures are elucidated by mass spectrometry and nuclear magnetic resonance spectroscopy experiments and by comparison with literature data. These compounds are isolated from the genus Schefflera for the first time.

scholarly journals Dihydrotagetone, an Unusual Fruity Ketone, is Found in Enantiopure and Enantioenriched Forms in Additional Australian Native Taxa of Phebalium (Rutaceae: Boronieae)

2013 ◽  
Vol 8 (6) ◽  
pp. 1934578X1300800 ◽  
Author(s):  
Nicholas J. Sadgrove ◽  
Ian R. H. Telford ◽  
Ben W. Greatrex ◽  
Ashley Dowell ◽  
Graham L. Jones
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Gas Chromatography ◽  
Magnetic Resonance ◽  
Essential Oil ◽  
Magnetic Resonance Spectroscopy ◽  
Essential Oils ◽  
Gas Chromatography Mass Spectrometry ◽  
Resonance Spectroscopy ◽  
First Time

Here we report for the first time hydrodistillation of leaf essential oils from Phebalium squamulosum subsp. verrucosum, P. glandulosum subsp. eglandulosum, P. glandulosum subsp. nitidum and P. glandulosum subsp. angustifolium (Rutaceae: Boronieae). Essential oils were analysed using gas-chromatography/mass spectrometry (GC-MS) and nuclear magnetic resonance spectroscopy (NMR). With the exception of P. glandulosum subsp. angustifolium, all taxa yielded essential oils in relatively high amounts (1–3%, w/w) made up predominantly of 2,6-dimethyloct-7-en-4-one (dihydrotagetone). The essential oil from P. squamulosum subsp. verrucosum contains either (+)-dihydrotagetone ( ee 94–100%) or (-)-dihydrotagetone ( ee 17–18%). Taxonomically, these results support the proposal that P. squamulosum subsp. verrucosum may be specifically misplaced, phytochemically resembling the P. glandulosum complex. Similarly, P. glandulosum subsp. angustifolium phytochemically resembles P. distans or P. longifolium and also appears to be assigned incorrectly to the P. glandulosum group.

scholarly journals Ochroborbone, A New Cytotoxic Indole Alkaloid from Ochrosia Borbonica

2017 ◽  
Vol 12 (3) ◽  
pp. 1934578X1701200
Author(s):  
Yan-Ping Liu ◽  
A-Hong Chen ◽  
Ruo-Heng Li ◽  
Hui-Wen Yang ◽  
Hai-Nan Bao ◽  
...  
Keyword(s):  
Human Cancer ◽  
Indole Alkaloid ◽  
Spectroscopic Methods ◽  
Inhibitory Effects ◽  
Human Cancer Cell Lines ◽  
Stems And Leaves ◽  
Monoterpenoid Indole Alkaloid ◽  
First Time ◽  
Mcf 7

A new monoterpenoid indole alkaloid, ochroborbone (1), along with five known alkaloids (2–6), were isolated from the stems and leaves of Ochrosia borbonica. Among them, ochroborbone (1) is a rare C17-nor monoterpenoid indole alkaloid, and the known compounds (2-6) were isolated from Ochrosia for the first time. These structures were established on the basis of extensive spectroscopic methods. All isolated compounds were evaluated for their cytotoxicities against five human cancer cell lines: HL-60, SMMC-7721, A-549, MCF-7 and SW480 in vitro. Compounds 1 and 2 exhibited inhibitory effects with IC50 values comparable with those of cisplatin.

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