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.

Revised structure of a delta-aminolevulinic acid derivative

1993 ◽  
Vol 39 (9) ◽  
pp. 1867-1871 ◽  
Author(s):  
M Kajiwara ◽  
K Hara ◽  
K Takatori ◽  
K Matsumoto
Keyword(s):  
Aminolevulinic Acid ◽  
Nuclear Overhauser Effect ◽  
Correlation Spectroscopy ◽  
Molecular Formula ◽  
X Ray ◽  
Overhauser Effect ◽  
13C Nuclear Magnetic Resonance ◽  
Relative Arrangement ◽  
Effect Difference ◽  
Nuclear Overhauser

Abstract The structure of the fluorescent derivative formed in the method of Okayama et al. (Clin Chem 1990; 36:1494-7) for determining delta-aminolevulinic acid (ALA) concentrations was reinvestigated after esterification. The molecular ion peak at m/z 303.1473 corresponded to the molecular formula of C17H21NO4 (calcd 303.1470). The infrared spectrum showed the presence of carbonyl and carboxyl groups. This compound contained two acetyl groups, two methyl groups, and one methoxycarbonylethyl group, as revealed by 1H and 13C nuclear magnetic resonance and 13C-1H shift-correlated spectroscopy. Experiments with correlation spectroscopy via long-range coupling indicated that the main skeleton is 3H-pyrrolizine. The relative arrangement of functional groups was determined by means of nuclear Overhauser effect difference experiments. We were led to the conclusion that the methyl ester of the derivative is 2,6-diacetyl-1,5-dimethyl-7-(2-methoxycarbonylethyl)-3H-pyrrolizine. This structure was unequivocally confirmed by x-ray analysis; therefore, the structure of the derivative itself is 2,6-diacetyl-1,5-dimethyl-7-(2-carboxyethyl)-3H-pyrrolizine.

A norterpenoid and tripenoids from Commiphora mukul: isolation and biological activity

2017 ◽  
Vol 72 (1) ◽  
pp. 11-15 ◽  
Author(s):  
Najeeb Ur Rehman ◽  
Hidayat Hussain ◽  
Husain Yar Khan ◽  
René Csuk ◽  
Ghulam Abbas ◽  
...  
Keyword(s):  
Cancer Cells ◽  
Quantum Coherence ◽  
Nuclear Overhauser Effect ◽  
Multiple Bond ◽  
Cancer Cell Line ◽  
Inhibitory Effect ◽  
Correlation Spectroscopy ◽  
Ionization Mass ◽  
Commiphora Mukul ◽  
Substantial Decline

AbstractBio-guided fractionation of the guggul gum resin of Commiphora mukul HOOK using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay for the breast cancer cell line MDA-MB-231 led to the isolation of a new C17 norditerpene named myrrhanone C (1) along with two known polypodane-type triterpenes, namely, myrrhanone B (2) and myrrhanol B (3). The structures of the isolated compounds were elucidated by means of 1D (1H and 13C) and 2D (correlation spectroscopy, heteronuclear single-quantum coherence, heteronuclear multiple-bond correlation, and nuclear Overhauser effect spectroscopy) NMR spectroscopy as well as mass (electrospray ionization-mass spectroscopy) spectral analyses. Interestingly myrrhanone C (1) was able to induce a substantial decline in cell proliferation. It reduced the viability of cancer cells by almost 81% and 87% at concentrations of 50 and 100 μg mL−1, respectively. Myrrhanone B (2) and myrrhanol B (3) showed a concentration-dependent growth inhibitory effect on cancer cells, with the latter being slightly more cytotoxic than the former at both the concentrations tested. Furthermore, myrrhanone C (1) and myrrhanone B (2) showed good α-glucosidase and urease inhibition.

The isolation and structural elucidation of a new iridoid glycoside from Cymbaria dahurica L.

2018 ◽  
Vol 73 (6) ◽  
pp. 377-379 ◽  
Author(s):  
Cui-Lan Bai ◽  
Qing-Hu Wang ◽  
Yan-Hua Xu ◽  
Jun-Sheng Han ◽  
Yin-Ping Bao
Keyword(s):  
Quantum Coherence ◽  
Nuclear Overhauser Effect ◽  
Multiple Bond ◽  
2D Nmr ◽  
Iridoid Glycoside ◽  
Correlation Spectroscopy ◽  
Etoac Extract ◽  
Overhauser Effect ◽  
Nuclear Overhauser ◽  
C Nmr

AbstractA new iridoid glycoside, namely, cymdahoside A (1), together with two known ones, 2 and 3, were isolated from the EtOAc extract of Cymbaria dahurica. The structure elucidation of 1 was carried out by one-dimensional (1D) NMR (1H and 13C NMR) and 2D NMR (correlation spectroscopy, heteronuclear single-quantum coherence, heteronuclear multiple-bond correlation and nuclear Overhauser effect spectroscopy) spectral analyses.

scholarly journals CARACTERIZACIÓN DE UNA ESPIROLACTONA SESQUITERPÉNICA á-METILÉNICA OBTENIDA DE Ambrosia arborescens Miller Y EVALUACIÓN DE SU ACTIVIDAD BIOLÓGICA EN Tripanosoma cruzi

2014 ◽  
Vol 80 (2) ◽  
pp. 124-135
Author(s):  
Teresa Cano de Terrones
Keyword(s):  
Quantum Correlation ◽  
Multiple Bond ◽  
Correlation Spectroscopy ◽  
Single Quantum ◽  
Heteronuclear Multiple Bond Correlation ◽  
Heteronuclear Single Quantum Correlation ◽  
América Del Sur

Ambrosia arborescens Miller, denominada comúnmente "marco"; es una planta aromática, medicinal que se encuentra en América del Sur, mayormente en los Andes del Perú, en el Departamento de Arequipa. El estudio de los constituyentes químicos de la parte aérea de Ambrosia arborescens permitió obtener una espirolactona sesquiterpénica. Para su separación y aislamiento se utilizó métodos cromatográficos de columna, capa fina y cromatografía líquida de alta eficacia. La elucidación estructural se realizó a través de métodos espectroscópicos: resonancia magnética nuclear protónica (RMN-1H), del carbono-13 (RMN-13C), espectroscopía infrarroja (IR) y espectrometría de masas (EM). En la determinación de la estereoquímica y las conformaciones se empleó experimentos bidimensionales de espectroscopía: COSY (Correlation Spectroscopy), HSQC (Heteronuclear Single Quantum Correlation), HMBC (Heteronuclear Multiple Bond Correlation) y ROESY(Rotational nuclear Overhouser Effect Spectroscopy). Desde un punto de vista teórico, el análisis conformacional fue realizado a través de Mecánica Molecular empleando el programa MM2 de Hyperchem. La evaluación de la actividad antiparasitaria, in vitro, sobre Tripanosoma cruzi, mostró que a muy bajas concentraciones, el producto obtenido presenta actividad tripanocida.

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.

Sesquiterpenes from the Saudi Red Sea: Litophyton arboreum with their cytotoxic and antimicrobial activities

2018 ◽  
Vol 73 (1-2) ◽  
pp. 9-14 ◽  
Author(s):  
Lamia T. Abou El-Kassem ◽  
Usama W. Hawas ◽  
Samy K. El-Desouky ◽  
Radwan Al-Farawati
Keyword(s):  
Red Sea ◽  
Quantum Coherence ◽  
Nuclear Overhauser Effect ◽  
Multiple Bond ◽  
Cancer Cell Line ◽  
2D Nmr ◽  
Antimicrobial Activities ◽  
Correlation Spectroscopy ◽  
Coherence Spectroscopy ◽  
Nuclear Overhauser

AbstractA new pseudoguaiane-type sesquiterpene named litopharbol (1) was isolated from the methanolic extract of the Red Sea soft coralLitophyton arboreum, along with known sesquiterpenoids alismol (2), alismorientol B (3), teuhetenone A (4), and calamusin I (5); steroid, 24-methyl-cholesta-5,24(28)-diene-3β-ol (6), alkyl glyceryl ether, chimyl alcohol (7); sphingolipid, erythro-N-dodecanoyl-docosasphinga-(4E,8E)-dienine (8); and nitrogenous bases, thymine (9) and thymidine (10). The structures were determined on the basis of nuclear magnetic resonance (NMR) spectroscopic (1D and 2D NMR data including heteronuclear single quantum coherence spectroscopy, heteronuclear multiple-bond correlation spectroscopy, and nuclear Overhauser effect spectroscopy) and mass spectrometric analyses. Compounds1–5were explored for antimicrobial activity and cancer cell line sensitivity tests. Compound1exhibited antibacterial activity againstBacillus cereuswith a minimum inhibition concentration of 1.8 μg/mL, whereas compound3showed significant potent cytotoxic effect against MCF-7 (breast cancer cells) with IC504.32 μM.

Unusual pyranosyl cembranoid diterpene from Sarcophyton trocheliophorum

2016 ◽  
Vol 71 (12) ◽  
pp. 1211-1217 ◽  
Author(s):  
Mohamed Shaaban ◽  
Mohamed A. Ghani ◽  
Khaled A. Shaaban
Keyword(s):  
Quantum Coherence ◽  
Soft Coral ◽  
High Resolution Mass Spectrometry ◽  
Nuclear Overhauser Effect ◽  
Multiple Bond ◽  
2D Nmr ◽  
Correlation Spectroscopy ◽  
Multiple Quantum ◽  
Chemical Structures ◽  
Sarcophyton Trocheliophorum

Abstract9-Hydroxy-10,11-dehydro-sarcotrocheliol (1), a new pyrane-based cembranoid diterpene, has been isolated along with three other known compounds, namely, sarcotrocheliol acetate (2), (+)-sarcophytol A (3), and (−)-sarcophytonin A (4), from the organic extract of the soft coral Sarcophyton trocheliophorum. The chemical structures of compounds 1–4 were determined on the basis of their 1D and 2D NMR [1H, 13C, 1H–1H correlation spectroscopy, heteronuclear multiple-quantum coherence, heteronuclear multiple-bond correlation, and nuclear Overhauser effect (NOE)] and mass spectra [electron ionization (EI), electrospray ionization, and high resolution mass spectrometry (HRMS)], and by comparison with related structures. The compounds 1–4 showed neither antimicrobial activity against 11 diverse tested microorganisms, nor cytotoxicity against brine shrimp, whereas the soft coral extract showed low cytotoxicity with a mortality rate of 1.7%.

Extraction, isolation and characterization of Bauhinia variegata flower

2020 ◽  
pp. 9-12
Author(s):  
Akanksha Gupta ◽  
Abhishek K Tripathi ◽  
Pushpraj S Gupta
Keyword(s):  
Biological Activities ◽  
Molecular Formula ◽  
Native Plant ◽  
Compound A ◽  
Active Constituents ◽  
Chromatographic Techniques ◽  
Isolation And Characterization ◽  
Soxhlet Apparatus ◽  
Bauhinia Variegata

Background: Bauhinia variegata Linn. is a native plant of Asia and China. B. variegata is found in tropical regions of the world. It belongs to family Leguminosae. It is used for diarrhea, hemorrhoids, constipation, piles, edema, leprosy, wounds, tumors, etc.  Objective: The objective of the present study was to perform extraction of B. variegata flower and isolation of active constituents from the extract. Materials and Methods: The ethanolic extraction of B. variegata flower was performed using the Soxhlet apparatus. The isolation of active constituents from the extract was performed using chromatographic techniques. In column chromatographic studies, n-hexane- [dichloromethane (DCM)] (2:8) was used as an eluting system and further purified through thin layer chromatography (TLC). Compound A and B were isolated through chromatographic techniques, then the molecular formula and characterization of these compounds were carried out with mass and infrared (IR) spectral analysis. Results and Discussion: The percentage yield of B. variegata ethanolic extract (BVE) was found to be 20.8% w/w. The different fractions were F1 having 12.5 grams with n-hexane, F2 (17.1 grams) with CH2Cl2, F3 (21.2 grams) with EtOAc, and F4 (13.4 grams) with EtOH. Compound A and B were isolated from the solvent fractions of n-hexane-DCM (2:8) and EtOAc-DCM (1:9), respectively. The compound A was characterized as 3-hydroxy-6-methoxy-2-phenyl-4H-chromen-4-one. The compound B was characterized as 3-hydroxy-6-methyl-2-phenyl-4H-chromen-4-one. Conclusion: Thus, B. variegata flowers possess active components that need to identify their biological activities.

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