A new ent-kaurane from the root extract of Chiococcaalba

A bioassay-guided purification of the methanolic crude extract obtained from the roots of Chiococcaalba (L.) Hitchc. resulted in the isolation of a new, bioactive, metabolite identified as ent-17-hydroxy-16α-kauran-3-one (1). Elucidation of the new structure was based on analyses of the results obtained from various spectroscopic methods (IR, MS, 1H NMR, and 13C NMR) and chemical transformations. The stereochemistry at C16 was assigned by comparing both the proton and carbon chemical shifts of C17 with those reported in the literature. The new kaurane showed weak antimicrobial activity when tested against Staphylococcusaureus. Keywords: medicinal plants, Chiococcaalba, Rubiaceae, kaurane, diterpene, antimicrobial.

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Extraction and Phytochemicals Determination of Traditional Medicinal Plants for Anti-microbial Susceptibility Test

Health Sciences ◽

10.15342/hs.2020.236 ◽

2020 ◽

Vol 2020 ◽

Author(s):

Firew Admasu

Keyword(s):

Antimicrobial Activity ◽

Medicinal Plants ◽

Traditional Medicine ◽

Crude Extract ◽

Susceptibility Test ◽

Plant Sample ◽

Traditional Medicinal Plants ◽

Traditional Health Care ◽

Susceptibility Tests

Abstract: The study were conducted at Dilla University, College of Natural Sciences, Biological Sciences laboratories. Background: Ethiopia is a country with many ethnic groups, cultures and beliefs which in turn have contributed to the high diversity of traditional health care knowledge and practices of traditional medicine from local growth plants, animals and minerals for various physical and mental disorders of human and livestock population that passed from generation to generation for centuries. Medicinal plants contributors to pharmaceutical, agricultural and food industries in the world. The use of medicinal plants in the industrialized societies has been traced to extraction and development of several drugs used in order to heel some diseases having inhibiting effect against pathogenic microorganism. Objective: The main objective of this study was Extraction and Phytochemicals determination of traditional medicinal plants for anti microbial susceptibility test. Methodology: The extraction and identification of some phytochemicals crude compound which used for antimicrobial susceptibility test from plant sample such as Ocimum lamiifolium (OL), Croton maerosth (Cm) and Ruta chalepesis (RC) were conducted. Plant samples are collected, powdered using mortal and pistil and extracted using ethanol and some susceptibility tests were performed to identify some phytochemicals compound. Result: The main result of Antimicrobial activity test showed that the crude extract of OL has the highest zone of inhibition. The highest yield of crude extract (38.21%) was obtained from Croton maerosth (CM) which followed by Ruta chalepesis (RC) (32.43%). However, the lowest yield (28.37%) was obtained from Oscpmum lamifolium (OL). Conclusion: Traditional Medicine is used by many people to managing numerous conditions; it’s accessible and effective on antimicrobial activity. Therefore, it plays a significant role by reducing life-threatening ailments of people and other animals.

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SYNTHESIS AND STRUCTURAL ELUCIDATION OF AMINO ACETYLENIC AND THIOCARBAMATES DERIVATIVES FOR 2-MERCAPTOBENZOTHIAZOLE AS ANTIMICROBIAL AGENTS

International Journal of Pharmacy and Pharmaceutical Sciences ◽

10.22159/ijpps.2017v9i2.15760 ◽

2017 ◽

Vol 9 (2) ◽

pp. 192

Author(s):

Aseel Alsarahni ◽

Zuhair Muhi Eldeen ◽

Elham Al-kaissi ◽

Ibrahim Al- Adham ◽

Najah Al-muhtaseb

Keyword(s):

Antimicrobial Activity ◽

Elemental Analysis ◽

Antimicrobial Agents ◽

Diffusion Method ◽

Benzothiazole Derivatives ◽

H Nmr ◽

Ft Ir ◽

Potential Antimicrobial Activity ◽

C Nmr

Objective: To design and synthesize amino acetylenic and thiocarbonate of 2-mercapto-1,3-benthiazoles as potential antimicrobial agents.Methods: A new series of 2-{[4-(t-amino-1-yl) but-2-yn-1-yl] sulfanyl}-1,3-benzothiazole derivatives (AZ1-AZ6), and S-1,3-benzothiazol-2-yl-O-alkyl carbonothioate derivatives were synthesised, with the aim that the target compounds show new and potential antimicrobial activity. The elemental analysis was indicated by the EuroEA elemental analyzer, and biological characterization was via IR, 1H-NMR, [13]C-NMR, DSC were determined with the aid of Bruker FT-IR and Varian 300 MHz spectrometer using DMSO-d6 as a solvent. In vitro antimicrobial activity, evaluation was done for the synthesised compounds, by agar diffusion method and broth dilution test. The minimum inhibitory concentration (MIC) and the minimum bactericidal concentration (MBC) were determined. Results: The IR, 1H-NMR, 13C-NMR, DSC and elemental analysis were consistent with the assigned structures. Compound of 2-{[4-(4-methylpiperazin-1-yl)but-2-yn-1-yl] sulfanyl}-1,3-benzothiazole (AZ1), 2-{[4-(2-methylpiperidin-1-yl)but-2-yn-1-yl]sulfanyl}-1,3-benzothiazole (AZ2), 2-{[4-(piperidin-1-yl) but-2-yn-1-yl]sulfanyl}-1, 3-benzothiazole (AZ6), S-1,3-benzothiazol-2-yl-O-ethyl carbonothioate (AZ7), and S-1,3-benzothiazol-2-yl-O-(2-methylpropyl) carbonothioate (AZ9) showed the highest antimicrobial activity against Pseudomonas aeruginosa (P. aeruginosa), AZ-9 demonstrated the highest antifungal activity against Candida albicans (C. albicans), with MIC of 31.25 µg/ml.Conclusion: These promising results promoted our interest to investigate other structural analogues for their antimicrobial activity further.

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A Natural Triglyceride from the Methanol Root Extract of Cyphostemma Adenocaule (Steud. Ex A. Rich.) Wild & R.B.Drumm

10.26434/chemrxiv.13296539 ◽

2020 ◽

Author(s):

Abdulbasit Haliru Yakubu ◽

Iliya Ibrahim ◽

Abdulqadir bukar bababe ◽

Hassan Yesufu ◽

mohammed Garba Tom

Keyword(s):

Mobile Phase ◽

Nmr Spectra ◽

Radical Scavenging Activity ◽

Radical Scavenging ◽

Solvent System ◽

Root Extract ◽

H Nmr ◽

Signal Peak ◽

Methylene Group ◽

C Nmr

Cyphostemma adenocaule (Steud. ex A. Rich.) is one of the specie plant that belongs to the family vitacea. In this study, Trilinolein was isolated and characterized from the methanol root extract of the plant. Column chromatography over silica gel granules as the stationary phase and eluted with a mobile phase mixture of n-Hex-EtA; EtA-CHCL3 and CHCL3-MeOH with gradient increasing polarity, followed by a second column using saphadex-LH20 and 100% MeOH as stationary and mobile phase vehicle respectively. TLC was developed with EtA 15: CHCL3 8: MeOH 4: H2O 1 as solvent system; sprayed with 10% H2SO4 ,Vanillin-sulphuric acid, and/ or Polyethylene glycol PEG and heat for spot detection and confirmation of bioactive principles. Compound CA1 was obtained and purified with CHCL3 to give a yellow semi-solid compound (0.23g). The 1H-NMR spectra showed 9 different signals; a signal peak of a glycerol (-CH2OCOR-) moiety on the first α-C chain and on the third αʹ-C at 4.143-4.187ppm and 4.296-4.325ppm respectively, while that of a β glycerol (-CHCOR-) at 5.286ppm. Signals of an allylic methylene group at 2.023-2.035ppm, Olefenic hydrogen group at signal peak of 5.362ppm and a diallylic methylene group at signal 2.790ppm were also observed. In the 13C NMR spectra of compound CA1, 57 carbon atoms where observed, multiple signals overlapping at a range of 14.13-34.21ppm corresponding to the aliphatic CH3 (C18), CH2 (C2, C3, C4, C5, C6, C7, C15, C16, and C17) and allylic (C8, C14) carbon atoms. Signals at 127.90-130.24ppm were assigned to the olefienic C atoms (C9, C10, C12, and C13) while signal of 172.87ppm and 173.32ppm were assigned to the carbonyl (C=O) carbon atoms (C1 and C2) respectively (Table 2). Analysis with DEPT-135, H-H COSY, HMBC and HSQC assignments of CA1 augments assignment of signals made for CA1 from 1H-NMR and 13C-NMR and corresponded to that of Trilinolein (<a href="https://pubchem.ncbi.nlm.nih.gov/#query=C57H98O6">C57H98O6</a>, MW 879.4 g/mol). The isolated compound was positive for the acrolein test for triglycerides; fat & oil and had an IC50 of 46.08µg/ml radical scavenging activity.

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New Guaianolide-Type Sesquiterpene Lactones from Inula verbascifolia

Zeitschrift für Naturforschung C ◽

10.1515/znc-2013-5-602 ◽

2013 ◽

Vol 68 (5-6) ◽

pp. 175-180

Author(s):

Abou El-Hamd H. Mohamed ◽

Hosam-Eldin H. Mahmoud ◽

Fathy F. Abdellatif ◽

Yousif S. Mohamed ◽

Ahmed A. Ahmed

Keyword(s):

Sesquiterpene Lactones ◽

Spectroscopic Methods ◽

H Nmr ◽

Aerial Parts ◽

C Nmr

The aerial parts of Inula verbascifolia afforded two new guaianolide-type sesquiterpene lactones. Their structures were determined by spectroscopic methods (IR, MS, 1H NMR, 13C NMR, DEPT, 1H-1H COSY, HMQC, and HMBC).

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13C-NMR-Spektroskopie an polycyclischen Aromaten, II. Die 13C-NMR-Spektren von 1- und 2-Fluornaphthalin. Überprüfung der Signalzuordnung und Untersuchung der Substituenteneffekte auf die chemischen Verschiebungen / 13C NMR Spectroscopy of Polycyclic Aromatics, II. The 13C NMR Spectra of 1- and 2-Fluoronaphthalene. Reexamination of Signal Assignments and Investigation of Substituent Effects on Chemical Shifts

Zeitschrift für Naturforschung B ◽

10.1515/znb-1975-9-1026 ◽

1975 ◽

Vol 30 (9-10) ◽

pp. 788-793 ◽

Cited By ~ 14

Author(s):

Ludger Ernst

Keyword(s):

13C Nmr ◽

Nmr Spectra ◽

Chemical Shifts ◽

Double Resonance ◽

Substituent Effects ◽

13C Nmr Spectroscopy ◽

Polycyclic Aromatics ◽

H Nmr ◽

Iterative Analysis ◽

C Nmr

During a reinvestigation of the 13C NMR spectra of 1-fluoronaphthalene (1) and of 2-fluoronaphthalene (2) at 20 and 25.16 MHz, uncertainties that existed in the literature about signal assignments for 1 could be cleared. In the spectral analyses for 2 given so far, five out of ten signals were incorrectly assigned. The corrected assignment is supported by extensive 13C{1H} double resonance experiments, by recording of proton-coupled 13C and 13C{19F} spectra and by off-resonance 13C{1H} noise-decoupling. The results show a strong + M-effect of the fluorine substituents on 13C chemical shifts similar to the effects of OH and OCH3 groups. 1H NMR spectra of 1 and 2 could be partially assigned by decoupling of the 19F resonances and by iterative analysis.

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Neue Untersuchung über Inhaltsstoffe aus Aloe-und Rhamnus-Arten, XV [1] Homonataloin A und B aus Aloe lateritia: Reindarstellung, Konstitutions-und Konfigurationsaufklärung der Diastereomeren / A New Investigation on Constituents of Aloe and Rhamnus Species, XV [1] Hom onataloins A and B from Aloe lateritia: Isolation, Structure and Configurational Determ ination of the Diastereomers

Zeitschrift für Naturforschung C ◽

10.1515/znc-1991-3-403 ◽

1991 ◽

Vol 46 (3-4) ◽

pp. 177-182 ◽

Cited By ~ 3

Author(s):

Hans-W. Rauwald ◽

Deo-D. Niyonzima

Keyword(s):

Chemical Shifts ◽

Optical Rotation ◽

Coupling Constants ◽

Cd Spectra ◽

Large Coupling ◽

H Nmr ◽

Leaf Exudate ◽

Hydroxyl Protons ◽

Nmr Signals ◽

C Nmr

From the leaf exudate of Aloe lateritia ENGLER the C-glucosyl com pounds homonataloin, aloeresin A and aloesin (synon. aloeresin B) were isolated together with the anthraquinone nataloeem odin-8-methylether and spectroscopically identified. Hom onataloin, widely distributed in Aloe species, was separated into homonataloin A and B by combined TLC and DCCC. In their 1 D and 2D 1H NMR spectra only the shifts of the 2′-hydroxyl protons of both glucosyl residues differ significantly, indicative of 10 S (A) resp. 10 S (B) configurations. In both com pounds the anthrone is in β-position of the D-glucopyranosyl, as determined by the large coupling constants of the anomeric protons. The 13C NMR signals are unambiguously assigned by the use of DEPT, APT and gated-decoupling methods. Only the chemical shifts of C -11 and C -14 show significant differences between both diastereomers due to the adjacent 2′-sugar hydroxyls. The two homonataloins differ mostly in optical rotation and circulardichroism due to different configurations at C - 10 of the anthrone part. The absolute configurations of the diastereomers are determined by correlation of their CD spectra with the CD spectra of the structural analogues 7-hydroxyaloins A and B, which shows that hom onataloin A is the 10 S, 1′S-compound and that homonataloin B has 10 R, 1′S-configuration.

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Synthesis, Characterization, and Biological Activity of Novel Schiff and Mannich Bases of 4-Amino-3-(N-phthalimidomethyl)-1,2,4-triazole-5-thione

Journal of Chemistry ◽

10.1155/2013/638520 ◽

2013 ◽

Vol 2013 ◽

pp. 1-8 ◽

Cited By ~ 5

Author(s):

Uzma Yunus ◽

Moazzam H. Bhatti ◽

Naima Rahman ◽

Nosheen Mussarat ◽

Shazia Asghar ◽

...

Keyword(s):

Antimicrobial Activity ◽

Enterobacter Cloacae ◽

Mannich Bases ◽

Fungal Strain ◽

Fine Tuning ◽

Antimicrobial Compounds ◽

Gram Negative ◽

H Nmr ◽

Positive Strain ◽

C Nmr

The present work describes the syntheses and antimicrobial activity studies of a series of novel Schiff bases (4a–4i) and their Mannich bases (5a–5h) starting from 4-amino-3-(N-phthalimido-methyl)-1,2,4-triazole-5-thione (3). All the synthesized compounds were characterized by IR,1H-NMR,13C-NMR, and MS. All the synthesized compounds were screened for four Gram-negative strains, one Gram-positive strain of bacteria, and one diploid fungal strain. In general the antimicrobial activity increased remarkably on the introduction of azomethine functionality in parent triazole (3). The antimicrobial activity further improved when morpholine group was added to them except forEnterobacter cloacae, where loss of activity was observed. The results are promising and show that the fine tuning of the structures (5a, 5b, 5e, 5f,and5h) can lead to some new antimicrobial compounds.

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Synthesis and characterization of several series of 4-acyl-1-[2-aryl-1-diazenyl]piperazines

Canadian Journal of Chemistry ◽

10.1139/cjc-2014-0242 ◽

2014 ◽

Vol 92 (9) ◽

pp. 838-848 ◽

Cited By ~ 1

Author(s):

Vanessa Renee Little ◽

Keith Vaughan

Keyword(s):

High Resolution ◽

Ir Spectroscopy ◽

Chemical Shifts ◽

Synthesis And Characterization ◽

Model Compounds ◽

Primary Aromatic Amine ◽

Piperazine Ring ◽

H Nmr ◽

C Nmr

Five series of a novel class of 4-acyl-1-[2-aryl-1-diazenyl]piperazines have been synthesized and characterized: the 4-acetyl-1-[2-aryl-1-diazenyl]piperazines [series 1]; the 4-cyclohexylcarbonyl-1-[2-aryl-1-diazenyl]piperazines [series 2]; the 4-benzoyl-1-[2-aryl-1-diazenyl]piperazines [series 3]; the benzyl 4-[2-aryl-1-diazenyl]-1-piperazinecarboxylates [series 4]; and the t-butyl 4-[2-aryl-1-diazenyl]-1-piperazinecarboxylates [series 5]. The compounds were synthesized by diazotization of a primary aromatic amine and subsequent coupling to an appropriate secondary amine: 1-acetylpiperazine [series 1]; 1-(cyclohexylcarbonyl)-piperaizine [series 2]; 1-benzoylpiperazine [series 3]; benzyl 1-piperazinecarboxylate [series 4]; and t-butyl piperazine-1-carboxylate (1-BOC-piperazine) [series 5]. The compounds of series 1–5 were characterized by 1H NMR, 13C NMR, high-resolution MS and IR spectroscopy. The model compounds 1,4-di[2-aryl-1-diazenyl]piperazines, and ethyl 4-[2-aryl-1-diazenyl]-1-piperazinecarboxylates were used to facilitate the assignment of the chemical shifts specific to the piperazine ring carbons. HSQC spectra of select compounds established the correlation between proton and carbon resonance signals.

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Flavonoids from Ficaria verna Huds.

Zeitschrift für Naturforschung C ◽

10.1515/znc-2002-5-606 ◽

2002 ◽

Vol 57 (5-6) ◽

pp. 440-444 ◽

Cited By ~ 19

Author(s):

Michał Tomczyk ◽

Jan Gudej ◽

Marek Sochacki

Keyword(s):

Spectroscopic Methods ◽

H Nmr ◽

Flavonoid Compounds ◽

Phytochemical Investigation ◽

C Nmr ◽

Ficaria Verna

A phytochemical investigation of the flowers and leaves of Ficaria verna Huds. (Ranunculaceae) yielded four additional known flavonoid compounds including: kaempferol 3-O-β-ᴅ- (6ʺ-α-ʟ-rhamnopyranosyl)-glucopyranoside (nicotiflorin), apigenin 8-C-β-ᴅ-glucopyranoside (vitexin), luteolin 8-C-β-ᴅ-glucopyranoside (orientin) and apigenin 8-C-β-ᴅ-(2ʺ-O-β-ᴅ-glucopyranosyl)- glucopyranoside (flavosativaside). The characterisation of these compounds was achieved by various chromatographic and spectroscopic methods (UV, 1H NMR, 13C NMR and MS).

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Approach for the Synthesis of Potent Antimicrobials Containing Pyrazole, Pyrimidine and Morpholine Analogues

International Letters of Chemistry Physics and Astronomy ◽

10.18052/www.scipress.com/ilcpa.69.87 ◽

2016 ◽

Vol 69 ◽

pp. 87-96 ◽

Cited By ~ 1

Author(s):

Nisheeth C. Desai ◽

Bonny Y. Patel ◽

Bharti P. Dave

Keyword(s):

Antimicrobial Activity ◽

Dilution Method ◽

Mass Spectral ◽

H Nmr ◽

Sar Studies ◽

Mueller Hinton ◽

Morpholine Derivatives ◽

Mueller Hinton Broth ◽

C Nmr

The present study is in the interest of some synthesized novel derivatives containing 4-(1,3-diphenyl-1H-pyrazol-4-yl)-N-(morpholinomethyl)-6-arylpyrimidin-2-amines pooled with different bio-active heterocycles such as pyrazole, pyrimidine and morpholine derivatives. The structures of newly synthesized compounds were elucidated by IR, 1H NMR, 13C NMR and mass spectral data. The synthesized compounds were evaluated for their in vitro antimicrobial activity against different bacterial and fungal strains using Mueller-Hinton Broth dilution method. On the basis of SAR studies, it was observed that the presence of electron withdrawing groups remarkably enhanced the antimicrobial activity of synthesized compounds.

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