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

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

1968 ◽  
Vol 22 (2) ◽  
pp. 115-120 ◽  
Author(s):  
R. W. Warren ◽  
Abraham Schneider ◽  
E. J. Janoski

A combination of gas chromatography, infrared and nuclear magnetic resonance (NMR) spectroscopy, and mass spectrometry was used to characterize the products obtained from aluminum halide-catalyzed isomerizations of tricyclic saturated hydrocarbons. Six compounds were isolated and identified as methyl and ethyl bridgehead-substituted adamantane derivatives. In addition to supplying evidence pertinent to the structural proof of these derivatives, the data provide useful correlations between infrared, NMR, and mass spectra and methyl and ethyl bridgehead substitution of the adamantane nucleus. A complex splitting pattern which was observed in the NMR spectra of the ethyl-substituted derivatives was shown to be due to the unique A2B3 splitting of the bridgehead-ethyl group.


2019 ◽  
Vol 14 (6) ◽  
pp. 1934578X1985881
Author(s):  
Changjun Lu ◽  
Changlong Li ◽  
Qi Gan ◽  
Yi Zhao ◽  
Congcong Liu ◽  
...  

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.


Molecules ◽  
2019 ◽  
Vol 24 (19) ◽  
pp. 3432 ◽  
Author(s):  
Chao Dang ◽  
Kerry L. Wilkinson ◽  
Vladimir Jiranek ◽  
Dennis K. Taylor

Volatile phenols exist in wine and can be markers for Brettanomyces and smoke taint off-odors. Cyclodextrins (CDs) are found to be capable of forming inclusion complexes with volatile phenols. Cross peaks on 2D 1H ROESY nuclear magnetic resonance (NMR) spectra demonstrated inclusion of volatile phenols in the β-CD cavity, while difference tests confirmed this resulted in a perceptible reduction of their sensory impact. However, a conventional headspace solid phase microextraction (HS-SPME) method using an isotopically labelled normalizing standard failed to quantify the residual volatile phenols by gas chromatography-mass spectrometry (GC-MS) because of inclusion of the standard by the CDs. A new method involving an additional liquid phase was developed and validated for quantitation of volatile phenols in the presence of CDs. The retention of eight volatile phenols by α-, β-, and γ-CD was subsequently studied.


2020 ◽  
Vol 18 (1) ◽  
pp. 1523-1531
Author(s):  
Isaac Silvère Gade ◽  
Corinne Chadeneau ◽  
Richard Tagne Simo ◽  
Emmanuel Talla ◽  
Alex De Theodore Atchade ◽  
...  

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.


2019 ◽  
Vol 14 (6) ◽  
pp. 1934578X1986101 ◽  
Author(s):  
Tran Thu Huong ◽  
Vu Thi Ha ◽  
To Dao Cuong ◽  
Ninh The Son ◽  
Tran Quoc Toan ◽  
...  

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.


1979 ◽  
Vol 57 (13) ◽  
pp. 1652-1655 ◽  
Author(s):  
S. William Pelletier ◽  
Naresh V. Mody ◽  
Rajinder S. Sawhney

The natural abundance carbon-13 nuclear magnetic resonance spectra of some C19-diterpenoid alkaloids and their alkamines (lappaconitine, lappaconine, lapaconidine, ranaconine, 14-dehydrobrowniine, aconine, pseudoaconine, deoxyaconine, and hypaconine) have been determined at 15.03 MHz. With the aid of proton decoupling techniques, additivity relationships, and comparison with spectra of related alkaloids, self-consistent and unambiguous assignments of nearly all carbon resonances for these alkaloids have been made. Some important chemical shift trends have been observed, which are useful for identifying the basic C19-diterpenoid alkaloid skeleton and the hydroxy and methoxy group substitution patterns in these alkaloids. On the basis of 13C nmr spectra of lappaconitine and lappaconine, the anthranoyl ester moiety is assigned to the C-4 position in lappaconitine. The 13C nmr spectra of lapaconidine, aconine, and pseudoaconine taken in pyridine and chloroform have been compared to determine the conformational changes of the ring A hydroxy groups in these alkaloids.


Molecules ◽  
2020 ◽  
Vol 25 (3) ◽  
pp. 589 ◽  
Author(s):  
Axelle Aimond ◽  
Kevin Calabro ◽  
Coralie Audoin ◽  
Elodie Olivier ◽  
Mélody Dutot ◽  
...  

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.


Planta Medica ◽  
2018 ◽  
Vol 84 (14) ◽  
pp. 1055-1063 ◽  
Author(s):  
Baosong Chen ◽  
Erwei Li ◽  
Li Liu ◽  
Mingfang Liao ◽  
Zhaoxiang Zhu ◽  
...  

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.


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