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.

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.

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 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 Phomanones A-C From Phoma sp. HDN16-618: A Mariana Trench Fungus

2019 ◽  
Vol 14 (6) ◽  
pp. 1934578X1985881
Author(s):  
Changjun Lu ◽  
Changlong Li ◽  
Qi Gan ◽  
Yi Zhao ◽  
Congcong Liu ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Water Sample ◽  
Cytotoxic Activity ◽  
Cell Lines ◽  
Cancer Cell ◽  
Sea Water ◽  
Mariana Trench ◽  
New Compounds

Three new compounds, phomanones A-C (1-3), and a known compound, 2-hydroxymethyl-3-methylcyclopent-2-enone (4), were isolated from Phoma sp. HDN16-618, a fungus derived from a sea water sample collected from Mariana Trench. Their structures, including absolute configurations, were elucidated by extensive Nuclear Magnetic Resonance (NMR), Mass Spectrometry (MS), and electronic circular dichroism analyses. None of the compounds showed significant cytotoxic activity against a panel of cancer cell lines.

scholarly journals A new phenyl alkyl ester and a new combretin triterpene derivative from Combretum fragrans F. Hoffm (Combretaceae) and antiproliferative activity

2020 ◽  
Vol 18 (1) ◽  
pp. 1523-1531
Author(s):  
Isaac Silvère Gade ◽  
Corinne Chadeneau ◽  
Richard Tagne Simo ◽  
Emmanuel Talla ◽  
Alex De Theodore Atchade ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Antiproliferative Activity ◽  
Structure Elucidation ◽  
Methanol Extract ◽  
Stem Bark ◽  
Mass Spectrometry Data ◽  
C6 Cells ◽  
New Compounds

AbstractThis work concerns the isolation and structure elucidation of compounds obtained from the extract of leaves and stem bark of Combretum fragrans F. Hoffm. Both extracts and some isolated compounds were tested for antiproliferative activity on glioblastoma (U87MG and C6 cells) and prostate (PC-3 cells) cancer cell lines using XTT (2,3-bis[2-methoxy-4-nitro-5-sulfophenyl]-2H-tetrazolium-5-carboxyanilide inner salt) assay. The dichloromethane/methanol (1:1) extract of the leaves led to the isolation of two new compounds such as fragransinate (1) and combretin C (2), alongside five known compounds such as combretin A (3), belamcanidin (4), cirsilineol (5), velutin (6), and a mixture of β-sitosterol-3-O-β-d-glucopyranoside (10a) and stigmasterol-3-O-β-d-glucopyranoside (10b), whereas the methanol extract of the stem bark led to the isolation of three known compounds betulinic acid (7), bellericagenin B (8), and a mixture of β-sitosterol (9a) and stigmasterol (9b). The structure of compounds was elucidated by nuclear magnetic resonance and mass spectrometry data. The methanol extract of the stem bark showed a powerful antiproliferative activity on all tested cells, as well as the extract of leaves which also showed important cytotoxicity effect. Compound (3) showed good antiproliferative activity particularly on U87MG and PC-3 cells, whereas compound (5) exhibits moderated activity. Compounds (2) and (8) were not active on all tested cells.

scholarly journals New Constituents From the Roots and Stems of Paramignya trimera

2019 ◽  
Vol 14 (6) ◽  
pp. 1934578X1986101 ◽  
Author(s):  
Tran Thu Huong ◽  
Vu Thi Ha ◽  
To Dao Cuong ◽  
Ninh The Son ◽  
Tran Quoc Toan ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Spectral Analysis ◽  
Magnetic Resonance ◽  
Medicinal Plant ◽  
Electrospray Ionization ◽  
Liver Diseases ◽  
Methanol Extract ◽  
Ionization Mass ◽  
New Compounds

Paramignya trimera (Oliv.) Guill. (Rutaceae), mostly distributed in the southern regions of Vietnam, has been used as a medicinal plant for treatment of liver diseases and cancer. From the methanol extract of the roots and stems of P. trimera, 3 new compounds (1-3) were isolated, including ninhvanin B (1), paramitrimerol (2), and parabacunoic acid (3), and a known alkaloid, citrusinine-I (4). The structures of these compounds were elucidated by electrospray ionization mass spectrometry and nuclear magnetic resonance spectral analysis, as well as by comparison with literature data.

scholarly journals Diterpenoid Alkaloids and One Lignan from the Roots of Aconitum pendulum Busch

2019 ◽  
Vol 9 (6) ◽  
pp. 419-423 ◽  
Author(s):  
Jun Wang ◽  
Xian-Hua Meng ◽  
Tian Chai ◽  
Jun-Li Yang ◽  
Yan-Ping Shi
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Nmr Spectra ◽  
Mass Spectrometry Analysis ◽  
Diterpenoid Alkaloids ◽  
Spectrometry Analysis ◽  
Chemical Structures ◽  
Lignan Glycoside ◽  
New Compounds

Abstract Diterpenoid alkaloids have neroprotective activity. Herein, three napelline-type diterpenoid alkaloids 1–3, two aconitine-type diterpenoid alkaloids 4–5, and one isoquinline-type alkaloid 6, as well as one lignan glycoside 7, have been isolated from the roots of Aconitum pendulum Busch. Compounds 1 and 7 were new compounds, and their chemical structures were determined on the basis of nuclear magnetic resonance (NMR) spectra and mass spectrometry analysis. A ThT assay revealed that compound 2 showed significant disaggregation potency on the Aβ1−42 aggregates. Graphical Abstract

scholarly journals Cytotoxic and Anti-Inflammatory Effects of Ent-Kaurane Derivatives Isolated from the Alpine Plant Sideritis hyssopifolia

Molecules ◽  
2020 ◽  
Vol 25 (3) ◽  
pp. 589 ◽  
Author(s):  
Axelle Aimond ◽  
Kevin Calabro ◽  
Coralie Audoin ◽  
Elodie Olivier ◽  
Mélody Dutot ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Structural Characterization ◽  
Microbial Activities ◽  
Alpine Plant ◽  
Planar Structures ◽  
Anti Inflammatory ◽  
New Compounds

This paper reports the isolation and structural characterization of four new ent-kaurane derivatives from the Lamiaceae plant Sideritis hyssopifolia. Planar structures and relative configurations were determined using both mass spectrometry and nuclear magnetic resonance (1D and 2D). Absolute configurations were determined by comparing experimental and theoretical electronic circular dichroism spectra. The cytotoxic and microbial activities of all new compounds were tested. Compounds that were non-cytotoxic were further evaluated for anti-inflammatory activity.

scholarly journals Urobilinogenic chlorophyll catabolite behaviuor in oxygen-containing moiety

2014 ◽  
Vol 68 (1) ◽  
pp. 77-82
Author(s):  
Nina Djapic
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Liquid Chromatography ◽  
Reaction Mechanism ◽  
Magnetic Resonance ◽  
Magnetic Resonance Spectroscopy ◽  
Resonance Spectroscopy ◽  
Spectroscopic Methods ◽  
Liquid Chromatography Mass Spectrometry ◽  
Chlorophyll Catabolite

The urobilinogenic chlorophyll catabolite upon standing in oxygen-containing moiety, after three months, forms the C-82-hydroxy urobilinogenic chlorophyll catabolite. The chromatographic and spectroscopic methods have been used to study the hydroxylated urobilinogenic chlorophyll catabolite product formed. Using liquid chromatography-mass spectrometry and nuclear magnetic resonance spectroscopy identified was the C-82 hydroxylated urobilinogenic chlorophyll catabolite. Analysis of the results obtained enables the propositions of the reaction mechanism.

scholarly journals Triterpenoid Saponins From the Root Bark of Haplocoelum congolanum

2019 ◽  
Vol 14 (5) ◽  
pp. 1934578X1985136 ◽  
Author(s):  
David Pertuit ◽  
Anne-Claire Mitaine-Offer ◽  
Tomofumi Miyamoto ◽  
Chiaki Tanaka ◽  
Duy Khang Tran ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Spectroscopic Methods ◽  
Root Bark ◽  
Two Dimensional ◽  
Triterpenoid Saponins ◽  
One Dimensional ◽  
Nuclear Magnetic

Two undescribed triterpenoid saponins together with 5 known ones were isolated from the root bark of Haplocoelum congolanum Hauman. Their structures were elucidated by spectroscopic methods including one-dimensional and two-dimensional nuclear magnetic resonance experiments in combination with mass spectrometry as 3- O-(4- O-[3-hydroxy-3-methylglutaryl])-α-l-arabinopyranosyl-(1→3)-α-l-rhamnopyranosyl-(1→2)-[β-d-glucopyranosyl-(1→4)]-α-l-arabinopyranosyloleanolic acid and 3- O-α-l-arabinofuranosyl-(1→3)-α-l-rhamnopyranosyl-(1→2)-[β-d-glucopyranosyl-(1→4)]-α-l-arabinopyranosyloleanolic acid.

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