Antifungal Compounds in the Ethyl Acetate Soluble Fraction of the Extractives of Taiwania (Taiwania cryptomerioides Hayata) Heartwood

Holzforschung ◽  
1999 ◽  
Vol 53 (5) ◽  
pp. 487-490 ◽  
Author(s):  
Shang-Tzen Chang ◽  
Sheng-Yang Wang ◽  
Chi-Lin Wu ◽  
Yu-Chang Su ◽  
Yueh-Hsiung Kuo
Keyword(s):  
Antifungal Activity ◽  
Ethyl Acetate ◽  
Column Chromatography ◽  
Soluble Fraction ◽  
Coriolus Versicolor ◽  
Antifungal Compounds ◽  
H Nmr ◽  
Laetiporus Sulphureus ◽  
Taiwania Cryptomerioides ◽  
C Nmr

Summary This study was to isolate and identify the antifungal compounds in the ethyl acetate soluble fraction of the methanol extractives of Taiwania (Taiwania cryptomerioides Hayata) heartwood and to examine their antifungal activity. Five compounds were obtained by open column chromatography and HPLC and based upon the results from Mass, 1H-NMR, and 13C-NMR analyses. Their structures were identified, namely ferruginol, helioxanthin, savinin, taiwanin C, and hinokiol. According to the results of antifungal test, the order of antifungal index of these compounds for Coriolus versicolor (L. ex Fr.) Quel. was ferruginol > taiwanin C > savinin > hinokiol. For Laetiporus sulphureus (B. ex Fr.) Bond. it was taiwanin C > savinin > ferruginol > hinokiol.

Comparison of the Antifungal Activity of Cadinane Skeletal Sesquiterpenoids from Taiwania (Taiwania cryptomerioides Hayata) Heartwood

Holzforschung ◽  
2000 ◽  
Vol 54 (3) ◽  
pp. 241-245 ◽  
Author(s):  
Shang-Tzen Chang ◽  
Sheng-Yang Wang ◽  
Chi-Lin Wu ◽  
Pin-Fun Chen ◽  
Yueh-Hsiung Kuo
Keyword(s):  
Antifungal Activity ◽  
Essential Oils ◽  
Coriolus Versicolor ◽  
Hydroxyl Group ◽  
Molecular Configuration ◽  
Spectral Analyses ◽  
Water Distillation ◽  
Laetiporus Sulphureus ◽  
Ring Junction ◽  
Taiwania Cryptomerioides

Summary The antifungal activity of cadinane skeletal sesquiterpenoids from Taiwania (Taiwania cryptomerioides Hayata) heartwood is demonstrated. Using spectral analyses, the absolute structures of three main cadinanes, T-cadinol, T-muurolol, and α-cadinol, all isolated from Taiwania with HPLC, were identified. The amount of these cadinanes was also quantified using GC. The results showed that the total amount of cadinanes extracted from heartwood with n-C6H14 was 6.49 mg per kg of wood. This was much more than the essential oils collected by water distillation from leaves (0.04 mg/kg), sapwood (0.36 mg/kg), or heartwood (1.77 mg/kg). Moreover, results obtained from the antifungal assays demonstrated that αcadinol exhibited the highest antifungal index for both Coriolus versicolor and Laetiporus sulphureus, followed by T-cadinol and T-muurolol. As a matter of fact, α-cadinol completely inhibited the growth of C. versicolor and L. sulphureus at the level as low as 100 ppm. Further comparison of the molecular configuration of these cadinanes reveals that cadinane skeletal sesquiterpenoids with an equatorial hydroxyl group at C-9 and a trans configuration at the ring junction, such as the case for α-cadinol, exhibited the strongest antifungal activity.

Cardenolide aus Ornithogalum nutans (2 n = 28), 1. Mitteilung / Cardenolides from Ornithogalum nutans (2 n = 28), Part

1992 ◽  
Vol 47 (10) ◽  
pp. 1444-1458 ◽  
Author(s):  
Roland Ferth ◽  
Andreas Baumann ◽  
Wolfgang Robien ◽  
Brigitte Kopp
Keyword(s):  
Acid Hydrolysis ◽  
Column Chromatography ◽  
Structure Elucidation ◽  
European Species ◽  
H Nmr ◽  
First Time ◽  
Hydrolysis Of ◽  
C Nmr

From leaves and bulbs of Ornithogalum nutans L. (2 n = 28), seventeen cardenolides were isolated by column chromatography, DCCC and TLC. The structure elucidation was performed by means of 1H NMR, 13C NMR, HH-Cosy, HC-Cosy and FAB-MS studies and identification of the sugar moieties by GLC after acid hydrolysis of the cardenolides. Sugar compounds were identified as digitoxose, 3-acetyl-digitoxose, 2-deoxy-allose, 6-deoxy-allose, rhamnose, xylose and apiose. Glycosides of 7β,15β, 16 α-trihydroxy-uzarigenin, 8β,16 α-dihy-droxy, 15-oxo-uzarigenin, 3 β, 11β-dihydroxy, 12-oxo, 18-nor-5 α-card-13-enolid, 11 α-hydroxygitoxigenin, 12-oxo,8, 14β-epoxy-uzarigenin, 8β-hydroxy, 15-oxo-uzarigenin and 12β-hydroxy-oleandrigenin are described for the first time, the presence of oleandrigenin-glycosides in the genus Ornithogalum was not known until now. Ornithogalum nutans L. shows a different cardenolide pattern from the second European species of the section Myogalum (LINK) PETERM. - Ornithogalum boucheanum (KUNTH) ASCHERS.

Reaction of 3,5-dicyano-2,4,4,6-tetramethyl-1,4-dihydropyridine with nitric acid

1984 ◽  
Vol 49 (11) ◽  
pp. 2620-2627 ◽  
Author(s):  
Antonín Kurfürst ◽  
Josef Kuthan
Keyword(s):  
Nitric Acid ◽  
Column Chromatography ◽  
Title Compound ◽  
Mass Spectra ◽  
Probable Mechanism ◽  
Mechanism Of Formation ◽  
H Nmr ◽  
C Nmr

Reaction of the title compound I with nitric acid in acetic afforded a mixture of products which on column chromatography afforded 5-cyano-4,4,6-trimethyl-2-nitromethylene-3-oxo-1,2,3,4-tetrahydropyridine (II), (Z)-5-(1-acetoxy-2-nitrovinyl)-3,5-dicyano-4,4-dimethyl-2-pyrazoline (III) and 3-acetoxy-3-cyano-4,4,6-trimethyl-5-oxo-2,3,4,5-tetrahydropyridazine (IV). Reaction of I with nitrating mixture in chloroform gave only the compound II. The probable mechanism of formation of compounds II, III and IV, together with their 1H NMR, 13C NMR, IR and mass spectra, is discussed.

CYTOTOXIC COMPOUND FROM ETHYL ACETATE FRACTION OF Brucea javanica (L.) Merr FRUIT AGAINST HeLa CELL LINE

2015 ◽  
Vol 11 (1) ◽  
pp. 58
Author(s):  
Nurlina Nurlina ◽  
Ari Widiyantoro
Keyword(s):  
Ethyl Acetate ◽  
Amorphous Solid ◽  
Ethyl Acetate Fraction ◽  
Assay Method ◽  
Pure Compound ◽  
Brucea Javanica ◽  
H Nmr ◽  
Cytotoxic Compound ◽  
Related Compounds ◽  
C Nmr

<p>The pure compound relatively (85 mg) was isolated from 4.5 kg <em>Brucea javanica</em> (L.) Merr. fruits sample. It was obtained from ethyl acetate fraction as a red-brownish amorphous solid of melting point 202-206 <sup>o</sup>C. Phytochemical screening of isolate showed positive result of terpenoid group. Based on analysis by UV, IR,<sup>1</sup>H-NMR and <sup>13</sup>C-NMR spectroscopy and by comparison with known related compounds, indicated that isolate is quassinoid compound named Picras 3- en- 21- oat acid, 15-(acetyloxy)-13,20- epoxy-3-(ß-D- glucopyranosyloxy)-11, 12- dihydroxy -2, 16- dioxo -, methyl ester. Cytotoxic test using MTT assay method showed that compound have IC<sub>50</sub> 9,7 µg/mL.</p>

scholarly journals Synthesis and Biological Activity of Some Novel 4-(5-Mercapto-1,3,4-thiadiazol-2-yl)-2-phenyl-5-[2-phenylvinyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

2010 ◽  
Vol 7 (2) ◽  
pp. 545-550
Author(s):  
Kumar Sanjeev S. Lamani ◽  
Oblennavar Kortesh
Keyword(s):  
Antibacterial Activity ◽  
Biological Activity ◽  
Antifungal Activity ◽  
Elemental Analysis ◽  
Mass Spectra ◽  
Antimicrobial Properties ◽  
H Nmr ◽  
Efficient Route ◽  
C Nmr

A novel and efficient route have been designed for the synthesis of 4-(5-mercapto-1,3,4-thiadiazol-2-yl)-2-phenyl-5-[2-phenylvinyl]-2,4-dihydro-3H-1,2,4-triazol-3-one. All the synthesized compound were characterized by elemental analysis, IR,1H NMR,13C NMR and mass spectra. All the synthesized products were evaluated for their antibacterial activity againstB. SubtilisandE.Coliand antifungal activity againstA. nigerandC.Albicanrespectively. The results indicate that the present compounds may serve as better fungicides when compared to bactericides. The synthesized compounds have turned to be wonder by possessing antimicrobial properties.

Progesterone Hydroxylation with Colletotrichum Lini AS3. 4486

2011 ◽  
Vol 343-344 ◽  
pp. 1070-1073 ◽  
Author(s):  
Yan Jun Shen ◽  
Hua Sun ◽  
Yu Wan Fu ◽  
Chu Yang Xu ◽  
Min Wang
Keyword(s):  
Silica Gel ◽  
Column Chromatography ◽  
Broth Culture ◽  
H Nmr ◽  
Culture Supernatants ◽  
C Nmr

The biotransformation of progesterone by Colletotrichum lini AS3. 4486 was studied. The formation of the product was monitored by HPLC. Product was purified from broth culture supernatants by silica gel column chromatography and identified as 7β,12β-dihydoxylprogesterone with MS, 1H NMR, 13C NMR and NOE.

scholarly journals Secondary Metabolites from the Fungus Emericella Nidulans

2013 ◽  
Vol 8 (9) ◽  
pp. 1934578X1300800 ◽  
Author(s):  
Amer H. Tarawneh ◽  
Francisco León ◽  
Mohamed M. Radwan ◽  
Luiz H. Rosa ◽  
Stephen J. Cutler
Keyword(s):  
Mass Spectrometry ◽  
Antifungal Activity ◽  
Secondary Metabolites ◽  
Cryptococcus Neoformans ◽  
Nmr Studies ◽  
Emericella Nidulans ◽  
H Nmr ◽  
Antileishmanial Activities ◽  
C Nmr

A new polyketide derivative koninginin H (1), has been isolated from the fungus Emericella nidulans, together with koninginin E (2), koninginin A (3), trichodermatide B (4), citrantifidiol (5), (4 S,5 R)-4-hydroxy-5-methylfuran-2-one (6), the glycerol derivatives gingerglycolipid B (7), (2 S)-bis[9 Z,12 Z]-1- O, 2- O-dilinoleoyl-3- O-[α-D-galactopyranosyl-(1″→6′)β-D-galactopyranosyl]glycerol (8), (2 S)-bis[9 Z,12 Z]-1- O, 2- O-dilinoleoyl-3- O-β-D-galactopyranosylglycerol (9), the cerebroside flavuside B (10), and the known sterols β-sitosterol glucoside and ergosta-5,7,22-trien-3-ol. Their structures were established by extensive NMR studies (1H NMR, 13C NMR, DEPT, 1H–1H COSY, HSQC, HMBC) and mass spectrometry. The antibacterial, antimalarial, antifungal and antileishmanial activities of compounds 1–10 were examined and the results indicated that compound 4 showed good antifungal activity against Cryptococcus neoformans with an IC50 value of 4.9 μg/mL.

scholarly journals Pregnane Derivatives from Potentilla evestita

2011 ◽  
Vol 6 (8) ◽  
pp. 1934578X1100600
Author(s):  
Rehan Khan ◽  
Farah Siddiq ◽  
Itrat Fatima ◽  
Shazia Yasmeen ◽  
Aman Karim ◽  
...  
Keyword(s):  
Ethyl Acetate ◽  
Natural Product ◽  
Nmr Spectra ◽  
Soluble Fraction ◽  
First Time ◽  
C Nmr

A new pregnane derivative, 2,6β,7β-trihydroxy-4-methyl-19-norpregna-1,3,5(10)-trien-17-one, has been isolated from the ethyl acetate soluble fraction of Potentilla evestita along with a pregnane derivative, 11α,17α,21-trihydroxypregna-4,16(22)-diene-3,20-dione, that is reported for the first time as a natural product. Their structures were elucidated with the aid of 1H and 13C NMR spectra and by COSY, HMQC, HMBC and NOESY experiments.

scholarly journals Synthesis of (E)-(4-(Aryl)phenyl)(3-(2-(1-phenyl-3-(thiophen-2-yl)-1Hpyrazol-4-yl)vinyl)benzofuran-2-yl)methanones by Claisen Schmidt-Suzuki Cross Coupling and their Antibacterial and Antifungal Activity

2017 ◽  
Vol 61 (3) ◽  
Author(s):  
Ashok Dongamanti ◽  
Mohammad Ziauddin ◽  
Bommidi Vijaya Lakshmi ◽  
Madderla Sarasija
Keyword(s):  
Antifungal Activity ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Bacterial Strains ◽  
Mass Spectral ◽  
H Nmr ◽  
Cross Coupling Reaction ◽  
Antibacterial And Antifungal ◽  
C Nmr

A series of ten novel (<em>E</em>)-(4-(aryl)phenyl)(3-(2-(1-phenyl-3- (thiophen-2-yl)-1<em>H</em>-pyrazol-4-yl)vinyl)benzofuran-2-yl)methanones (<strong>7a-j</strong>) derivatives were prepared by traditional Claisen-Schmidt and Suzuki cross-coupling reaction under conventional and microwave irradiation conditions. The structures of all the newly synthesized compounds were established on the basis of FTIR, <sup>1</sup>H NMR, <sup>13</sup>C NMR, mass spectral data and elemental analysis. The products were assayed for their <em>in vitro</em> antibacterial activity against different types of bacterial strains. Further the antifungal activity was examined by inhibitory action against three fungal strains such as <em>Aspergillus niger</em>, <em>Aspergillus flavus</em> and <em>Fusarium oxysporum</em>.

scholarly journals IDENTIFIKASI STRUKTUR SENYAWA ANTIJAMUR DARI RUMPUT LAUT

2014 ◽  
Vol 2 (1) ◽  
pp. 27
Author(s):  
Rahmawati Rahmawati
Keyword(s):  
Antifungal Activity ◽  
Ethyl Acetate ◽  
Benzene Ring ◽  
Aspergillus Flavus ◽  
Sclerotium Rolfsii ◽  
Antifungal Compounds ◽  
Active Compounds ◽  
Activity Test ◽  
Antifungal Effects ◽  
Benzene Extract

Screening of plants antifungal compounds from Algae has been resulted. Screening was preceded by extraction of its fresh substance with benzene, methanol, and chloroform solvents and followed examination towards fungi Fusarium oxysforum, Sclerotium rolfsii, Aspergillus flavus, and Pythium spp. The antifungal effects were tested by well methode in potato dextrosa agar (PDA) medium. Analysis compound of benzene extract with preparative TLC methode (n-hexene : ethyl acetate : methanol = 7 : 2 : 1) obtained 5 compounds. Antifungal activity test of the fractions was done by the disk diffution methode with PDA medium. Identification of active compounds with spectroscophy method (IR and NMR) indicated the benzene extract analogue with fungicide Metalaxyl with the benzene ring and substituens of ester, alkyl, and amide. Identification of fractions showed that the compounds analogue with fungicides belong to carboxamide with the main substituen of benzene ring and ester/aldehids formed, alkyl, and  amide.

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