“…Fractions that showed antifungal activity with the same R f values on TLC were pooled and further purified by preparative layer and column chromatography. The active compounds were identified as 5-phenyl-1,3-pentadiyne ( 1 ), methyleugenol ( 2 ), and capillarin ( 3 ), respectively, by comparison of 1 H and 13 C NMR and GC−MS data with those reported in the literature ( , ). …”
The isolation and structure elucidation of antifungal constituents of the steam-distilled essential oil fraction of Artemisia dracunculus are described. Antifungal activities of 5-phenyl-1,3-pentadiyne and capillarin against Colletrotichum fragariae, Colletrotichum gloeosporioides, and Colletrotichum acutatum are reported for the first time. The relative abundance of 5-phenyl-1,3-pentadiyne is about 11% of the steam-distilled oil, as determined by GC-MS. Methyleugenol was also isolated and identified as an antifungal constituent of the oil.
“…Fractions that showed antifungal activity with the same R f values on TLC were pooled and further purified by preparative layer and column chromatography. The active compounds were identified as 5-phenyl-1,3-pentadiyne ( 1 ), methyleugenol ( 2 ), and capillarin ( 3 ), respectively, by comparison of 1 H and 13 C NMR and GC−MS data with those reported in the literature ( , ). …”
The isolation and structure elucidation of antifungal constituents of the steam-distilled essential oil fraction of Artemisia dracunculus are described. Antifungal activities of 5-phenyl-1,3-pentadiyne and capillarin against Colletrotichum fragariae, Colletrotichum gloeosporioides, and Colletrotichum acutatum are reported for the first time. The relative abundance of 5-phenyl-1,3-pentadiyne is about 11% of the steam-distilled oil, as determined by GC-MS. Methyleugenol was also isolated and identified as an antifungal constituent of the oil.
“…The known compounds were identified as a stigma-5-en-3-ol (3) and b-sistosterol (4) (Fouotsa et al 2013), g-fagarine (5) (Rapoport & Tjan Gwan Hiem 1960), a-amyrin (6) (Ndom et al 2001), 3b-hydroxy-olean-12-ene (7) (Seo et al 1975), didymin (8) (Mohamed 2004), lupeol (9) (Wansi et al 2008), lupenone (10) (Atta-Ur-Rahman 1994), scoparone (11) (Ulubelen et al 1984), evoxanthidine (12) (Govindanchari et al 1967) and (roeharmine) (13) (Gözler & Shamma 1990) ( Figure S3). …”
Fractionation of the methanol extract of the leaves of Oricia renieri and Oricia suaveolens (Rutaceae) led to the isolation of 13 compounds including the hitherto unknown furoquinoline alkaloid named 6,7-methylenedioxy-5-hydroxy-8-methoxy-dictamnine (1) and a flavanone glycoside named 5-hydroxy-4'-methoxy-7-O-[α-L-rhamnopyranosyl(1‴→5″)-β-D-apiofuranosyl]-flavanoside (2), together with 11 known compounds (3-13). The structures of the compounds were determined by comprehensive analyses of their 1D and 2D NMR, mass spectral data and comparison. All compounds isolated were examined for their activity against human carcinoma cell lines. The alkaloids 1, 5, 12, 13 and the phenolic 2, 8, 11 tested compounds exhibited non-selective moderate cytotoxic activity with IC50 8.7-15.9 μM whereas compounds 3, 4, 6, 7, 9 and 10 showed low activity.
“…A total of 45 fractions of 100 mL each were collected and combined on the basis of their TLC profile. Fractions 10–25 were further purified over silica gel column (25–40 μm, 2.5 cm × 30.0 cm) with CH 2 Cl 2 -acetone (4: 1) mixture to afford scoparone C 11 H 10 O 4 ( 21 ; 8.7 mg; m/z: 206; mp: 144°C) [24]. Fraction D was further chromatographed on silica gel column, using CH 2 Cl 2 –acetone mixture as eluent, then the recrystallization in CH 2 Cl 2 -acetone (6:4) gave umbelliferone C 9 H 6 O 3 ( 22 ; 11.0 mg; m/z: 162; mp:230-232°C) [25].…”
BackgroundMultidrug resistance is a worrying cause of treatment failure in bacterial infections. The search of bioactive constituents from medicinal plants against multidrug resistant (MDR) bacteria has significantly evolved in the two last decades. In the present study, twenty-two compounds (three terpenoids, eleven phenolics and eight alkaloids) isolated from three Cameroonian medicinal plants, namely Garcinia nobilis, Oricia suaveolens and Balsamocitrus camerunensis, as well as the crude extracts were tested for their antibacterial activities against Mycobacterium tuberculosis and Gram-negative bacteria amongst which were MDR active efflux pumps expressing phenotypes.MethodsThe microplate alamar blue assay (MABA) and the broth microdilution methods were used to determine the minimal inhibitory concentrations (MIC) and minimal bactericidal concentrations (MBC) of the studied samples.ResultsThe results of the MIC determinations indicate that, the best crude extract was that from G. nobilis (GNB), its inhibitory effects being noted against 12 of the 14 tested bacteria. The extract of GNB also exhibited better anti-tuberculosis (MIC of 128 μg/ml M. tuberculosis against ATCC 27294 strain) and antibacterial (MIC of 64 μg/ml against Escherichia coli ATCC10536) activities compared to the extracts of O. suaveolens and B. camerunensis. Interestingly, 4-prenyl-2-(3,7-dimethyl-2,6-octadienyl)-1,3,5,8-tetrahydroxyxanthone (2), isolated from the most active extract GNB, also showed the best activity amongst compounds, inhibiting the growth of all the fourteen tested microorganisms. The lowest MIC value obtained with compound 2 was 8 μg/ml against M. tuberculosis ATCC 27294 and M. tuberculosis clinical MTCS2 strains. Other compounds showed selective activities with 11 of the 14 tested bacteria being sensitive to the xanthone, morusignin I (5) and the alkaloid, kokusaginine (13).ConclusionsThe results of the present investigation provide evidence that the crude extract from G. nobilis, O. suaveolens and B. camerunensis as well as some of their compounds, and mostly compound 2 (isolated from G. nobilis,) could be considered as interesting natural antibacterial products.
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