Structural characterization, by two-dimensional NMR spectroscopy and fast-atom-bombardment mass spectrometry, of a highly acylated trirhamnoside from Mezzettialeptopoda (Annonaceae)

1990 ◽  
Vol 68 (7) ◽  
pp. 1044-1050 ◽  
Author(s):  
Donald A. Powell ◽  
William S. York ◽  
Herman van Halbeek ◽  
Joseph T. Etse ◽  
Alexander I. Gray ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Fast Atom Bombardment ◽  
Multiple Bond ◽  
Stem Bark ◽  
Correlation Spectroscopy ◽  
Double Quantum ◽  
Two Dimensional ◽  
Complex Carbohydrate ◽  
Heteronuclear Multiple Bond Correlation

The structure of Mezzettiaside 3, a highly acylated trisaccharide obtained from the stem bark of Mezzettialeptopoda, was determined by a combination of double-quantum-filtered {1H,1H} correlation spectroscopy, two-dimensional homonuclear Hartmann–Hahn, and 1H-detected {1H,13C} one-bond and multiple-bond shift correlation nuclear magnetic resonance experiments, in conjunction with fast-atom-bombardment mass spectrometry. Mezzettiaside 3 was found to be the α-(n-octyl)glycoside of 3,4-di-O-acetyl-L-rhamnopyranosyl-α(1 → 3)-2,4-di-O-acetyl-L-rhamnopyranosyl-α(1 → 3)-4-O-hexanoyl-L-rhamnopyranose. The heteronuclear multiple-bond correlation NMR technique proved to be invaluable in establishing the location of the O-acyl groups in this complex carbohydrate. Keywords: oligosaccharide, HMBC, HMQC, HOHAHA, FAB-MS.

scholarly journals A New Chlorinated Phenolic Compound From the Antarctic Lichen, Pertusaria dactylina

2020 ◽  
Vol 15 (3) ◽  
pp. 1934578X2090288
Author(s):  
Man H. Koo ◽  
Min J. Kim ◽  
Jae E. Seo ◽  
Ji H. Kim ◽  
Se J. Han ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Phenolic Compound ◽  
Fast Atom Bombardment ◽  
2D Nmr ◽  
Antimicrobial Activities ◽  
Inhibitory Effect ◽  
Two Dimensional ◽  
One Dimensional ◽  
The Antarctic

A new chlorinated phenolic compound, methyl-3-chloro-2-hydroxy-4-methoxy-6-pentylbenzoate (1) and 4 known compounds (2-5) were isolated from the Antarctic lichen, Pertusaria dactylina ( Pertusariaceae). The structure of the new compound was determined by means of One-dimensional and two dimensional nuclear magnetic resonance (1D and 2D NMR) and high-resolution fast atom bombardment mass spectrometry (HRFABMS) experiments. The antimicrobial activities of compounds 1 to 5 against Staphylococcus aureus and Candida albicans were evaluated. The results showed that compound 1 exhibited a weak inhibitory effect against C. albicans with an IC50 value of 67 ± 7 μg/mL.

scholarly journals 5-(6-Hydroxy-6-methyl-5-oxoheptan-2-yl)-2-methyl Phenyl Acetate

Molbank ◽  
10.3390/m1041 ◽  
2018 ◽  
Vol 2019 (1) ◽  
pp. M1041
Author(s):  
Maya Rahayu ◽  
Susi Kusumaningrum ◽  
Hayun Hayun
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Fourier Transform ◽  
Mass Spectra ◽  
Multiple Bond ◽  
Phenyl Acetate ◽  
Two Dimensional ◽  
Heteronuclear Multiple Bond Correlation ◽  
1H Nuclear Magnetic Resonance ◽  
Resolution Mass ◽  
Methyl Phenyl

We synthesized a novel compound, 5-(6-hydroxy-6-methyl-5-oxoheptan-2-yl)-2-methylphenyl acetate, in a good yield by oxidation of 1-O-acetyl-xanthorrizol using potassium permanganate in acidic condition. The structure was elucidated by Fourier Transform Infrared (FTIR), 1H-Nuclear Magnetic Resonance (NMR) and 13C-NMR, two-dimensional (2D)-HSQC, Distortionless Enhancement by Polarization Transfer (DEPT), 2D-Heteronuclear Multiple Bond Correlation (HMBC), and High-Resolution Mass Spectra (HRMS) spectral data.

In vitro anticancer and antibacterial potentials of selected medicinal plants and isolation and characterization of a natural compound from Withania coagulans

2022 ◽  
Vol 0 (0) ◽  
Author(s):  
Bassam Oudh Aljohny ◽  
Yasir Anwar ◽  
Shahid Ali Khan
Keyword(s):  
Fast Atom Bombardment ◽  
Nuclear Overhauser Effect ◽  
Multiple Bond ◽  
Correlation Spectroscopy ◽  
Molecular Formula ◽  
2D Nmr Spectroscopy ◽  
Unknown Compound ◽  
Isolation And Characterization ◽  
Withania Coagulans

Abstract In the current study, five different plants, Syzygium Cumini, Fagonia cretica, Acacia modesta, Withania coagulans, and Olea europaea aqueous extracts were prepared and applied against the anticancer and antibacterial activities. It was observed that O. Europaea extract shows the highest anticancer activity with cell viability of 21.5%. All the five plants extract was also used against the inhibition of Bacillus subtilis where O. Europaea extract shows a promising inhibitory activity of 3.2 cm followed by W. coagulans. Furthermore, W. coagulans was subjected to the process of column chromatography as a result a withanolide was isolated. The fast atom bombardment mass spectrometry (FAB-MS) and high resolution fast atom bombardment (HRFAB-MS) [M + 1] indicated molecular weight at m/z 453 and molecular formula C28H37O5. The UV–Vis. spectrum shows absorbance at 210 nm suggesting the presence of conjugated system, and Fourier-transform infrared spectroscopy (FTIR) was recorded to explore the functional groups. Similarly, 1D and 2D NMR spectroscopy techniques such as 1H, 13C NMR, correlation spectroscopy (COSY-45°), heteronuclear single quantum correlation (HSQC), heteronuclear multiple bond correlation (HMBC) and Nuclear Overhauser effect Spectroscopy (NOESY) techniques was carried out to determine the unknown natural product. The collective data of all these techniques established the structure of the unknown compound and recognized as a withanolide.

scholarly journals A new tetracyclic diterpenoid from the seeds of Euphorbia lathyris

2020 ◽  
Vol 44 (5-6) ◽  
pp. 322-325
Author(s):  
Lie-Feng Ma ◽  
Yue Zhang ◽  
Xuan Zhang ◽  
Meng-Jia Chen ◽  
Zha-Jun Zhan ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
High Resolution ◽  
Spectroscopic Data ◽  
Resonance Spectroscopy ◽  
Ionization Mass ◽  
Two Dimensional ◽  
Detailed Interpretation ◽  
A Minor ◽  
Euphorbia Lathyris

Eupholathone, a minor diterpenoid with an unusual tetracyclic skeleton, was obtained from the seeds of Euphorbia lathyris, along with two known lathyrane diterpenoids, euphorbia factors L2 and L3. The structure of eupholathone was elucidated by detailed interpretation of its spectroscopic data, especially two-dimensional nuclear magnetic resonance spectroscopy and high-resolution electrospray ionization mass spectrometry.

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