Antibacterial Flavanones and Dihydrochalcones from Macaranga trichocarpa

Abstract Previously we had isolated two prenylated flavanones and two prenylated dihydrochalcones, macatrichocarpins A-D (1 - 4), from the acetone extract of the leaves of Macaranga trichocarpa. Reexamination of the fractions containing minor components resulted in the isolation of four more flavonoid derivatives, including two new prenylated dihydrochalcones, oxymacatrichocarpin C (5) and isomacatrichocarpin C (6). The structures of these compounds were determined by the analysis of UV, NMR, and mass spectral data. The eight isolated flavonoids were tested on eight pathogenic bacteria and found to be mostly moderate antibacterial agents, with the lowest MIC value of 26.5 μM achieved by the flavanone macatrichocarpin A (1) against Bacillus subtilis.

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Two Pyrones with Antibacterial Activities from Alpinia malaccensis

Natural Product Communications ◽

10.1177/1934578x1601100928 ◽

2016 ◽

Vol 11 (9) ◽

pp. 1934578X1601100 ◽

Cited By ~ 1

Author(s):

Tita Juwitaningsih ◽

Lia D Juliawaty ◽

Yana M. Syah

Keyword(s):

Spectral Data ◽

Pathogenic Bacteria ◽

Antibacterial Activities ◽

Acetone Extract ◽

Mass Spectral Data ◽

Mass Spectral

A new pyrone derivative, malakavalactone (2), was isolated from the acetone extract of Alpinia malaccensis fruits, along with a known compound kavalactone (1). The structure of the new compound was determined based on NMR and mass spectral data. Compounds 1 and 2 showed weak antibacterial activities against eight pathogenic bacteria.

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Prenylated 9,10-dihydrophenanthrenes from Macaranga javanica

Zeitschrift für Naturforschung B ◽

10.1515/znb-2015-0062 ◽

2015 ◽

Vol 70 (9) ◽

pp. 659-663 ◽

Cited By ~ 2

Author(s):

Aulia Ilmiawati ◽

Euis H. Hakim ◽

Yana M. Syah

Keyword(s):

Spectral Data ◽

Pathogenic Bacteria ◽

Antibacterial Properties ◽

Acetone Extract ◽

Mass Spectral Data ◽

Mass Spectral ◽

Phytochemical Investigation ◽

First Time

AbstractPhytochemical investigation of the acetone extract of Macaranga javanica leaves afforded three new prenylated 9,10-dihydrophenanthrenes, macajavanicins A–C (1–3). Structures of these compounds were elucidated mainly by NMR and mass spectral data. Along with compounds 1–3, two known prenylated dihydrostilenes, laevifolins A and B (4, 5), were also isolated. The presence of these new 9,10-dihydrophentanthrene derivatives is the first time in the genus Macaranga, and its chemotaxonomic significances are briefly discussed. The antibacterial properties of compounds 1–5 against eight pathogenic bacteria are also described.

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Aureobasidin, New Antifouling Metabolite from Marine-Derived Fungus Aureobasidium sp

Natural Product Communications ◽

10.1177/1934578x0900400315 ◽

2009 ◽

Vol 4 (3) ◽

pp. 1934578X0900400 ◽

Cited By ~ 1

Author(s):

Ahmed Abdel-Lateff ◽

Ehab S. Elkhayat ◽

Mostafa A. Fouad ◽

Tatsufumi Okino

Keyword(s):

Escherichia Coli ◽

Bacillus Subtilis ◽

Candida Albicans ◽

Spectral Data ◽

2D Nmr ◽

Enoic Acid ◽

Mass Spectral Data ◽

Mass Spectral ◽

Fungistatic Activity ◽

Aureobasidium Sp

Two antifouling compounds, aureobasidin (1), a new ester with an unusual 4,6-dihydroxydecanoic acid residue, and (3 R,5 S)-3,5-dihydroxydecanoic acid (2), were isolated from the marine-derived fungus Aureobasidium sp., in addition to (5 R,3 Z)-5-hydroxydec-3-enoic acid (3) and ( R)-3-hydroxydecanoic acid (4). The structures were unambiguously established by IR, 1D and 2D NMR spectroscopic and mass spectral data. Compounds 1-3 were found to be active against Bacillus subtilis, Escherichia coli and Staphyllococcus aureus. Compound 3 showed fungistatic activity against Candida albicans.

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Synthesis, Characterization and Evaluation of Azetidinylquinolines and Thiazolidinylquinolines as Antibacterial Agents

International Journal of Pharmaceutical Sciences and Nanotechnology ◽

10.37285/ijpsn.2014.7.3.5 ◽

2014 ◽

Vol 7 (3) ◽

pp. 2536-2543

Author(s):

Shalabh Sharma ◽

Kuldeep K Saxena

Keyword(s):

Antibacterial Activity ◽

Spectral Data ◽

1H Nmr ◽

Elemental Analysis ◽

Antibacterial Agents ◽

Mass Spectral Data ◽

Standard Drug ◽

Mass Spectral ◽

New Compounds

Several molecules were synthesized like 8-ethoxy-4-methyl-2-amino-(3’-chloro-2’-oxo-4’-substitutedaryl-1’-azeti-dinyl)-quinolines 8-12 and 8-ethoxy-4-methyl-2-amino-(2’-substitutedaryl-4’-oxo-1’,3’-thiazolidin-3’-yl)quinolines 13-17 from 8-ethoxy-4-methyl-2-(substitutedarylidenylimino amino)-quinolines 3-7, and screened to evaluate their antibacterial activity against numerous strains of bacteria in vitro. The structures of new compounds were established on the basis of their elemental analysis, IR, 1H-NMR and mass spectral data. The results showed that three compounds 10, 11 and 16 were found to exhibit promising antibacterial activity as compared to the standard drug amphicillin.

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Synthesis and study of some new N-substituted imide derivatives as potential antibacterial agents

Chemical Papers ◽

10.2478/s11696-010-0049-z ◽

2010 ◽

Vol 64 (5) ◽

Cited By ~ 2

Author(s):

Abd Khalil ◽

Moged Berghot ◽

Moustafa Gouda

Keyword(s):

Antimicrobial Activity ◽

Spectral Data ◽

13C Nmr ◽

Antibacterial Agents ◽

Mass Spectral Data ◽

1H And 13C Nmr ◽

Mass Spectral ◽

Starting Compound

AbstractDibenzobarrelene (I) was used as a starting compound for the synthesis of some new 3a,4,9,9a-tetrahydro-4,9-[1,2]benzeno-1H-benzo[f]isoindole-1,3(2H)-diones, N-substituted with: 4-toluenesulfonyloxy, III; butoxy, IV; 3-bromopropoxy, V; 3-(4-phenylpiperazin-1-yl)propoxy, VI; 3-chloro-3-oxopropyl, VIII; 3-(4-phenylpiperazin-1-yl)-3-oxopropyl, IXa; 3-(4-methylpiperazin-1-yl)-3-oxopropyl, IXb; 3-oxo-3-(piperidin-1-yl)propyl, X; 3-morpholino-3-oxopropyl, XI; 3-phenylamino-3-oxopropyl, XII; 2-acetylaminoethyl, XIV; 2-aminoethyl, XV, and 2-acetoxyethyl, XVI. Newly synthesized compounds were characterized by IR, 1H and 13C NMR, and mass spectral data. Selected products were tested for antimicrobial activity.

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Antibacterial and antifungal two phenolic sesquiterpenes from Dysoxylum densiflorum

Zeitschrift für Naturforschung C ◽

10.1515/znc-2019-0072 ◽

2020 ◽

Vol 75 (1-2) ◽

pp. 1-5

Author(s):

Ni Komang T. Dharmayani ◽

Tsuyoshi Yoshimura ◽

Elvira Hermawati ◽

Lia D. Juliawaty ◽

Yana M. Syah

Keyword(s):

Pathogenic Bacteria ◽

Antifungal Agents ◽

Inhibitory Concentration ◽

Antibacterial Properties ◽

Acetone Extract ◽

Mass Spectral Data ◽

Mass Spectral ◽

Antifungal Properties ◽

Antibacterial And Antifungal ◽

Dysoxylum Densiflorum

AbstractA new phenolic sesquiterpene, dysoxyphenol (1), and the known sesquiterpene, 7R,10S-2-hydroxycalamenene (2), were isolated from the acetone extract of Dysoxylum densiflorum seeds. The structures of these compounds were determined based on physical, Nuclear Magnetic Resonance, and mass spectral data. Both compounds were evaluated for their antibacterial and antifungal properties against seven pathogenic bacteria and two wood-rotting fungi, respectively. The results showed that both compounds have significant antibacterial properties only against Bacillus subtilis (Minimum Inhibitory Concentration 28 μM), while in the antifungal evaluation compound 1 was found to be more active than compound 2. Therefore, compound 1 has promising antifungal properties that can be developed further for finding new antifungal agents.

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Green Synthetic Protocol for (E)-1-Aryl-3-(2-morpholinoquinolin- 3-yl)prop-2-en-1-ones and Their Antimicrobial Activity

Asian Journal of Chemistry ◽

10.14233/ajchem.2019.21968 ◽

2019 ◽

Vol 31 (9) ◽

pp. 1895-1898

Author(s):

Relangi Siva Subrahmanyam ◽

Venkateswara Rao Anna

Keyword(s):

Antimicrobial Activity ◽

Spectral Data ◽

1H Nmr ◽

13C Nmr ◽

Mass Spectral Data ◽

In Vitro Antimicrobial Activity ◽

Mass Spectral ◽

Fungal Organisms

We report here an easy, efficient and green synthetic protocol for the (E)-1-aryl-3-(2-morpholinoquinolin-3-yl)prop-2-en-1-ones by the Claisen-Schmidt condensation of 2-morpholinoquinoline-3-carbaldehyde and different substituted acetophenones by using 1-butyl-3-methylimidazolium tetrafluoroborate (Bmim)BF4. The compounds were characterized by using 1H NMR, 13C NMR and mass spectral data and screened there in vitro antimicrobial activity against different bacterial and fungal organisms.

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N-(2-(1H-Indol-3-yl)ethyl)-2-(6-methoxynaphthalen-2-yl)propanamide

Molbank ◽

10.3390/m1187 ◽

2021 ◽

Vol 2021 (1) ◽

pp. M1187

Author(s):

Stanimir Manolov ◽

Iliyan Ivanov ◽

Dimitar Bojilov

Keyword(s):

Spectral Data ◽

13C Nmr ◽

Title Compound ◽

High Yield ◽

Mass Spectral Data ◽

Mass Spectral

The title compound was obtained in high yield in the reaction between tryptamine and naproxen. The newly synthesized naproxen derivative was fully analyzed and characterized via 1H, 13C-NMR, UV, IR, and mass spectral data.

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(1R,4S,5S)-5-((3-Hydroxypropyl)amino)-4-((1-Methyl-1H-tetrazol-5-yl)thio)Cyclopent-2-en-1-ol

Molbank ◽

10.3390/m1199 ◽

2021 ◽

Vol 2021 (2) ◽

pp. M1199

Author(s):

Milene A. G. Fortunato ◽

Filipa Siopa ◽

Carlos A. M. Afonso

Keyword(s):

Spectral Data ◽

13C Nmr ◽

Ring Opening ◽

Environmentally Friendly ◽

Mass Spectral Data ◽

Mass Spectral ◽

Excellent Yield ◽

Ring Opening Reaction ◽

Nucleophilic Ring Opening

Using environmentally friendly conditions, the nucleophilic ring-opening reaction of 6-azabicyclo[3.1.0]hex-3-en-2-ol with 1-methyl-1H-tetrazole-5-thiol provided a novel thiol-incorporated aminocyclopentitol, (1R,4S,5S)-5-((3-hydroxypropyl)amino)-4-((1-methyl-1H-tetrazol-5-yl)thio)cyclopent-2-en-1-ol, in excellent yield (95%). The newly synthesized compound was analyzed and characterized via 1H, 13C-NMR, HSQC, and mass spectral data.

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