Progesterone Hydroxylation with Colletotrichum Lini AS3. 4486

Trypanocidal activity was found in the volatile oil of dried Dracocephalum kotschyi. GCMS analysis determined that the major constituents of the oil were geranial (35.8%), C10H14O (26.6%), limonene (15.8%) and 1,1-dimethoxy decane (14.5%). In order to isolate the unknown biologically active monoterpene, fractionation of the volatile oil was carried out by silica gel column chromatography. The structure of the oxygenated compound was confirmed to be limonene-10-al (C10H14O) by analysis of physical and spectroscopic data (1H NMR, 13C NMR, HMBC and HMQC).

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

Zeitschrift für Naturforschung B ◽

10.1515/znb-1992-1017 ◽

1992 ◽

Vol 47 (10) ◽

pp. 1444-1458 ◽

Cited By ~ 20

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.

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

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19842620 ◽

1984 ◽

Vol 49 (11) ◽

pp. 2620-2627 ◽

Cited By ~ 2

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.

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Synthesis of Some 2-Aminonitroethanes via Silica Gel-Catalyzed Nitro-Mannich Reaction

Zeitschrift für Naturforschung B ◽

10.1515/znb-2006-0918 ◽

2006 ◽

Vol 61 (9) ◽

pp. 1162-1165 ◽

Cited By ~ 4

Author(s):

Ali S. Mahasneh

Keyword(s):

Silica Gel ◽

Elemental Analysis ◽

Mannich Reaction ◽

Nmr Spectra ◽

One Pot ◽

H Nmr ◽

High Yields ◽

C Nmr

Abstract A direct one pot, three-component nitro-Mannich reaction of a nonenolizable aldehyde, aniline or one of its ring-substituted derivatives and nitromethane was carried out on silica gel surface. The products of the reaction, 2-aminonitroethane, were obtained in high yields. IR, 1H NMR, 13C NMR spectra and elemental analysis confirmed the structures of the products.

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Production, purification, and antifungal activity of the antibiotic nucleoside, tubercidin, produced by Streptomyces violaceoniger

Canadian Journal of Botany ◽

10.1139/b94-064 ◽

1994 ◽

Vol 72 (4) ◽

pp. 480-485 ◽

Cited By ~ 32

Author(s):

Byung Kook Hwang ◽

Sang Joon Ahn ◽

Surk Sik Moon

Keyword(s):

Antifungal Activity ◽

Column Chromatography ◽

Magnaporthe Grisea ◽

Phytophthora Capsici ◽

Pathogenic Fungi ◽

Broth Culture ◽

Preparative Hplc ◽

Phytophthora Blight ◽

High Antifungal Activity ◽

C Nmr

Three antibiotic substances strongly inhibitory to Phytophthora capsici or Magnaporthe grisea were isolated from the broth culture of Streptomyces violaceoniger strain A50. A butanol-soluble mixture of antibiotics from the broth were partially purified by XAD-2 column chromatography. The XAD-2 eluates inhibited the mycelial growth of P. capsici and M. grisea and the development of Phytophthora blight on pepper (Capsicum annuum L.) plants. The antibiotics were separated by silica gel column chromatography and then purified on a Sephadex LH-20 column to yield three peaks of antifungal activity: SF1A, SF1B, and SF2A. The pure antibiotic SF2A was further purified by preparative HPLC and identified as the pyrrolo[2,3-d]-pyrimidine nucleoside tubercidin based on the UV, 1H, and 13C NMR spectral data and other chemical evidence. The antibiotic SF2A and authentic tubercidin showed a high antifungal activity against the plant pathogenic fungi P. capsici, Botryosphaeria dothidea, and Rhizoctonia solani. Key words: Streptomyces violaceoniger, tubercidin, antifungal activity.

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

Holzforschung ◽

10.1515/hf.1999.080 ◽

1999 ◽

Vol 53 (5) ◽

pp. 487-490 ◽

Cited By ~ 65

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.

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Iridoids from the stems of Viburnum erosum

Holzforschung ◽

10.1515/hf-2013-0227 ◽

2014 ◽

Vol 68 (7) ◽

pp. 761-767 ◽

Cited By ~ 1

Author(s):

Seo-Ji In ◽

Kyeong-Hwa Seo ◽

Na-Young Song ◽

Myoung-Chong Song ◽

Eun-Mi An ◽

...

Keyword(s):

Carboxylic Acid ◽

Ethyl Acetate ◽

Silica Gel ◽

Column Chromatography ◽

Spectroscopic Data ◽

2D Nmr ◽

Butyl Alcohol ◽

Chemical Structures ◽

Etoac Fraction ◽

C Nmr

Abstract Two new iridoids were isolated and identified to three known ones, namely, loganic acid (2), sweroside (3), and 7-O-tigloylsecologanol (4), from the stems of Viburnum erosum. Dried stems of V. erosum were extracted with 80% methanol (MeOH), and the concentrated extract was partitioned successively with ethyl acetate (EtOAc), n-butyl alcohol (n-BuOH), and H2O. Five compounds were isolated after repeated silica gel (SiO2), octadecyl SiO2 (ODS), and Sephadex LH-20 column chromatography of the EtOAc fraction. The chemical structures of the compounds were determined based on spectroscopic data from 1H- and 13C-NMR, DEPT, and 2D-NMR (gCOSY, gHSQC, gHMBC) data. The new iridoids were identified as 3,7-dihydroxy-8-methyl-cyclopenta[c]pyran-4-carboxylic acid (1) and rel-(1S,5R,9S)-9-ethenyl-1-(β-D-glucopyrinosyloxy)-5,9-dihydro-5-{2-[(2-methylbut-2-enoyl)oxy]ethyl}-1H-pyran-4-carboxylic acid (5) and named viburnin and epi-7-O-tigloylsecologanolic acid, respectively. This is the first report of the isolation of these five iridoids from V. erosum.

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(6R,9S)-6″-(4″-Hydroxybenzoyl)-Roseoside, a New Megastigmane Derivative from Ouratea polyantha and its Effect on Hepatic Glucose-6-phosphatase

Natural Product Communications ◽

10.1177/1934578x1200700802 ◽

2012 ◽

Vol 7 (8) ◽

pp. 1934578X1200700 ◽

Cited By ~ 1

Author(s):

Jairo Bermúdez ◽

María Rodríguez ◽

Masahisa Hasegawa ◽

Freddy González-Mujica ◽

Sandra Duque ◽

...

Keyword(s):

Benzoic Acid ◽

Column Chromatography ◽

High Speed ◽

Inhibitory Effect ◽

Countercurrent Chromatography ◽

Analytical Column ◽

H Nmr ◽

Hepatic Glucose ◽

Counter Current ◽

C Nmr

A new megastigmane derivative, (6 R,9 S)–6′-(4″-hydroxybenzoyl)-roseoside (1) and two known compounds, the biflavoneagathisflavone (2) and 4-hydroxy-benzoic acid (3) were isolated and purified from leaves and stems of Ouratea polyantha Engl. Agathisflavone was isolated in a single high-speed counter-current chromatography run, while the megastigmane was purified in two steps, by using a combination of high-speed countercurrent chromatography and analytical column chromatography. All structures were elucidated on the basis of spectral evidence and comparison with literature data. Compound 1 was characterized by [α]D20, UV-Vis, IR, MS, 1H NMR, 13C NMR, HMQC, HMBC, COSY and NOESY. Compounds 1 and 2 showed an inhibitory effect of 63.6 and 13.7% on the G-6-Pase intact microsomes, respectively.

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Chemical Composition of the Essential Oil from Corsican Mentha aquatica - Combined Analysis by GC(RI), GC-MS and 13C NMR Spectroscopy

Natural Product Communications ◽

10.1177/1934578x1100601018 ◽

2011 ◽

Vol 6 (10) ◽

pp. 1934578X1100601 ◽

Cited By ~ 1

Author(s):

Sylvain Sutour ◽

Félix Tomi ◽

Pascale Bradesi ◽

Joseph Casanova

Keyword(s):

Chemical Composition ◽

Nmr Spectroscopy ◽

Essential Oil ◽

Silica Gel ◽

Column Chromatography ◽

13C Nmr ◽

13C Nmr Spectroscopy ◽

Combined Analysis ◽

Mentha Aquatica ◽

C Nmr

The essential oil (EO) of M. aquatica L. growing wild in Corsica was isolated by dry vapor distillation and submitted to combined analysis by column chromatography over silica gel, GC(RI), GC-MS and 13C NMR spectroscopy. The composition was dominated by oxygenated monoterpenes and characterized by the occurrence of menthofuran (50.7%) as the major component. In parallel, seven laboratory-distilled oil samples isolated from individual plants collected in Corsica were analyzed by GC(RI) and 13C NMR spectroscopy. Only quantitative differences were observed between the samples. Beside the usual terpenes, various p-menthane lactones (mintlactone, isomintlactone, hydroxymintlactone, menthofurolactone and epimenthofurolactone) have been identified in all the oil samples.

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Progesterone Side-Chain Cleavage by Aspergillus versicolor

Advanced Materials Research ◽

10.4028/www.scientific.net/amr.781-784.1164 ◽

2013 ◽

Vol 781-784 ◽

pp. 1164-1167

Author(s):

Hai Ying Yang ◽

Hai Ling Su ◽

Gang Du ◽

Guang Jian Shen ◽

Jing Xian Sun ◽

...

Keyword(s):

Melting Point ◽

Column Chromatography ◽

Optical Rotation ◽

Side Chain ◽

Spectroscopic Methods ◽

Aspergillus Versicolor ◽

Side Chain Cleavage ◽

H Nmr ◽

Chain Cleavage ◽

C Nmr

Side chain cleavage of progesterone occurred in the biotransformation by Aspergillus versicolor. The conversion products were purified by column chromatography with ether/EtOAc and characterized by spectroscopic methods including 1H NMR, 13C NMR, IR, UV, MS and physical constants such as melting point and optical rotation. Those conversion products were identified as testosterone, androstenedione and androstenediendione.

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