Bullerone, a novel sesquiterpenoid from Cyathusbulleri Brodie

1987 ◽  
Vol 65 (1) ◽  
pp. 15-17 ◽  
Author(s):  
William A. Ayer ◽  
Robert H. McCaskill
Keyword(s):  
Spectroscopic Methods ◽  
Skeletal Class ◽  
Minor Metabolite ◽  
A Minor

The structure of bullerone (3), a minor metabolite of the bird's nest fungus Cyathusbulleri Brodie, has been determined by a combination of chemical and spectroscopic methods. The possible biogenesis of bullerone, a new skeletal class of sesquiterpenoid, is discussed.

1,2-Dihydroxymintlactone, a New Nematicidal Monoterpene Isolated from the Basidiomycete Cheimonophyllum candidissimum (Berk & Curt.) Sing

1995 ◽  
Vol 50 (7-8) ◽  
pp. 473-475 ◽  
Author(s):  
Marc Stadler ◽  
Jean-Yves Fouron ◽  
Olov Sterner ◽  
Heidrun Anke
Keyword(s):  
Culture Filtrate ◽  
Nematicidal Activity ◽  
Spectroscopic Methods ◽  
Minor Metabolite ◽  
A Minor

1,2-Dihydroxymintlactone (1), a new monoterpene possessing nematicidal activity was isolated as a minor metabolite from the culture filtrate of the Basidiomycete Cheimonophyllum candidissimum , a fungus that previously has yielded nematicidal sesquiterpenes. The structure was determined by spectroscopic methods.

Dicamba Uptake, Translocation, Metabolism, and Selectivity

Weed Science ◽  
1971 ◽  
Vol 19 (1) ◽  
pp. 113-117 ◽  
Author(s):  
F. Y. Chang ◽  
W. H. Vanden Born
Keyword(s):  
Hordeum Vulgare ◽  
Root Uptake ◽  
Tartary Buckwheat ◽  
Fagopyrum Tataricum ◽  
Sinapis Arvensis ◽  
Triticum Vulgare ◽  
Wild Mustard ◽  
Minor Metabolite ◽  
Anisic Acid ◽  
A Minor

Greenhouse studies indicated that 3,6-dichloro-o-anisic acid (dicamba) or its metabolic derivative was strongly accumulated in meristematic tissues of Tartary buckwheat (Fagopyrum tataricum(L.) Gaertn.) and wild mustard (Sinapis arvensisL.) following both foliar and root uptake. In barley (Hordeum vulgareL.) and wheat (Triticum vulgareL.), it was distributed throughout the plants. Detoxification of dicamba occurred in all four species though not at equal rates, and a common major metabolite was identified chromatographically as 5-hydroxy-3,6-dichloro-o-anisic acid. A minor metabolite, 3,6-dichlorosalicylic acid, was found in barley and wheat but not in Tartary buckwheat or wild mustard. The four species tolerated dicamba treatment in the order of wheat, barley, wild mustard, and Tartary buckwheat. This ranking corresponds with the ability of the plants to detoxify dicamba and is inversely related to the extent of dicamba absorption and translocation in them.

Accumulation and Metabolism of Bromacil in Pineapple Sweet Orange (Citrus sinensis) and Cleopatra Mandarin (Citrus reticulata)

Weed Science ◽  
1981 ◽  
Vol 29 (1) ◽  
pp. 1-4 ◽  
Author(s):  
L. S. Jordan ◽  
W. A. Clerx
Keyword(s):  
Citrus Sinensis ◽  
Sweet Orange ◽  
Citrus Reticulata ◽  
Minor Metabolite ◽  
A Minor ◽  
Orange Trees ◽  
Conjugated Metabolites ◽  
Cleopatra Mandarin

Young orange [Citrus sinensis (L.) Osbeck ‘Pineapple sweet orange’] trees are more sensitive to bromacil (5-bromo-3-sec-butyl-6-methyluracil) than young mandarin (Citrus reticulata Blanco ‘Cleopatra mandarin’) trees. Pineapple sweet orange roots absorbed twice as much 14C from bromacil, and accumulated three times as much in the leaves, as did Cleopatra mandarin. The amount of conjugated metabolites formed was the same in the roots of the two cultivars, but twice as much formed in the leaves of Cleopatra mandarin as in the leaves of Pineapple sweet orange. The principle metabolite was 5-bromo-3-sec-butyl-6-hydroxymethyluracil; a minor metabolite was tentatively identified as 5-bromo-3-(3-hydroxyl-1-methylpropyl)-6-methyluracil. No 5-bromouracil was detected. Citrus cultivars differ in their ability to accumulate and metabolize bromacil into conjugated nonphytotoxic compounds.

scholarly journals Cytochrome P450-mediated metabolism of N-(2-methoxyphenyl)-hydroxylamine, a human metabolite of the environmental pollutants and carcinogens o-anisidine and o-nitroanisole

2008 ◽  
Vol 1 (3-4) ◽  
pp. 218-224 ◽  
Author(s):  
Karel Naiman ◽  
Helena Dračínská ◽  
Martin Dračínský ◽  
Markéta Martínková ◽  
Václav Martínek ◽  
...  
Keyword(s):  
Cytochrome P450 ◽  
Cytochromes P450 ◽  
Environmental Pollutants ◽  
Human Metabolite ◽  
Hepatic Microsomes ◽  
Minor Metabolite ◽  
Reactive Compound ◽  
A Minor

Cytochrome P450-mediated metabolism ofN-(2-methoxyphenyl)-hydroxylamine, a human metabolite of the environmental pollutants and carcinogenso-anisidine ando-nitroanisoleN-(2-methoxyphenyl)hydroxylamine is a human metabolite of the industrial and environmental pollutants and bladder carcinogens 2-methoxyaniline (o-anisidine) and 2-methoxynitrobenzene (o-nitroanisole). Here, we investigated the ability of hepatic microsomes from rat and rabbit to metabolize this reactive compound. We found thatN-(2-methoxyphenyl)hydroxylamine is metabolized by microsomes of both species mainly too-aminophenol and a parent carcinogen,o-anisidine, whereas 2-methoxynitrosobenzene (o-nitrosoanisole) is formed as a minor metabolite. AnotherN-(2-methoxyphenyl)hydroxylamine metabolite, the exact structure of which has not been identified as yet, was generated by hepatic microsomes of rabbits, but its formation by those of rats was negligible. To evaluate the role of rat hepatic microsomal cytochromes P450 (CYP) inN-(2-methoxyphenyl)hydroxylamine metabolism, we investigated the modulation of its metabolism by specific inducers of these enzymes. The results of this study show that rat hepatic CYPs of a 1A subfamily and, to a lesser extent those of a 2B subfamily, catalyzeN-(2-methoxyphenyl)hydroxylamine conversion to form both its reductive metabolite,o-anisidine, ando-aminophenol. CYP2E1 is the most efficient enzyme catalyzing conversion ofN-(2-methoxyphenyl)hydroxylamine too-aminophenol.

Extractives of Australian timbers. XVII. The isolation, structure and synthesis of koparin (7,2',3'-Trihydroxy-4'-methoxyisoflavone)

1977 ◽  
Vol 30 (8) ◽  
pp. 1827 ◽  
Author(s):  
RC Berry ◽  
RA Eade ◽  
JJH Simes
Keyword(s):  
Spectroscopic Methods ◽  
Minor Constituent ◽  
Castanospermum Australe ◽  
A Minor

The isolation of koparin, a minor constituent of the wood of Castanospermum australe, is described. By a combination of chemical and spectroscopic methods koparin was shown to be either 7,3?,4?-tri- hydroxy-2?-methoxyisoflavone (5) or 7,2?,3?-trihydroxy-4?- methoxyisoflavone (6). The latter compound has been synthesized by demethylenation of 7-hydroxy-4?-methoxy-2?,3?-methylenedioxyiso- flavone (9) and is identical with koparin.

scholarly journals Characterization of retinoyl beta-glucuronide as a minor metabolite of retinoic acid in bile.

1980 ◽  
Vol 77 (6) ◽  
pp. 3230-3233 ◽  
Author(s):  
M. H. Zile ◽  
H. K. Schnoes ◽  
H. F. DeLuca
Keyword(s):  
Retinoic Acid ◽  
Minor Metabolite ◽  
A Minor

Metabolism of Δ24-sterols by yeast mutants blocked in removal of the C-14 methyl group

1978 ◽  
Vol 56 (8) ◽  
pp. 794-800 ◽  
Author(s):  
A. M. Pierce ◽  
R. B. Mueller ◽  
A. M. Unrau ◽  
A. C. Oehlschlager
Keyword(s):  
Normal Growth ◽  
Resistant Mutant ◽  
Growth Conditions ◽  
Methyl Group ◽  
Substrate Preferences ◽  
Minor Metabolite ◽  
Methyl Sterols ◽  
A Minor ◽  
Yeast Mutants ◽  
Sterol Methyltransferase

We have investigated the metabolism of exogenously provided Δ24-sterols by whole cell cultures of a polyene-resistant mutant (D10) of Candida albicans blocked at removal of the C-14 methyl group. Comparison of the relative efficiencies of transmethylation at C-24 of selected sterol substrates revealed the following substrate preferences of the Candida Δ24-sterol methyltransferase (EC 2.1.1.41): zymosterol > 4α-methylzymosterol > 14α-methylzymosterol. Exogenous 4,4-dimethylzymosterol was not transmethylated by mutant D10. Incorporation of the 14C-labelled methyl group of S-adenosyl-L-[methyl-14C]methionine into the sterols of a D10 culture preloaded with zymosterol indicated that zymosterol was a better (40 ×) substrate than endogenous lanosterol. Feeding zymosterol to D10 and a polyene-resistant strain of Saccharomyces cerevisiae (Nys-P100) that was also blocked at removal of the C-14 methyl group gave 24-methyl sterols possessing Δ22 and ring B unsaturation. Mutant D10 was able to produce ergosterol from zymosterol whereas Nys-P100 produced ergosta-7,22-dienol. When grown in the presence of 3 μM 25-aza-24,25-dihydrozymosterol, a known inhibitor of the Δ24-sterol methyltransferase, Nys-P100 accumulated 14α-methylzymosterol, a minor metabolite in this mutant under normal growth conditions and hitherto unidentified as a yeast sterol.

Epimer of 7-deoxyaklavinone

1981 ◽  
Vol 46 (9) ◽  
pp. 2129-2135 ◽  
Author(s):  
Josef V. Jizba ◽  
Petr Sedmera ◽  
Jindřich Vokoun ◽  
Margita Blumauerová ◽  
Zdenko Vaněk
Keyword(s):  
Natural Compounds ◽  
Cd Spectra ◽  
Minor Metabolite ◽  
A Minor ◽  
C Nmr

The structure (9R,10S)-7-deoxyaklavinone (VII) was assigned to a minor metabolite isolated from Streptomyces coeruleorubidus on the basis of 1H, 13C NMR and CD spectra. Evidence that compounds II and VII, isomeric with 7-deoxyaklavinone, are natural compounds is presented.

scholarly journals Identification of the Herboxidiene Biosynthetic Gene Cluster in Streptomyces chromofuscus ATCC 49982

2012 ◽  
Vol 78 (6) ◽  
pp. 2034-2038 ◽  
Author(s):  
Lei Shao ◽  
Jiachen Zi ◽  
Jia Zeng ◽  
Jixun Zhan
Keyword(s):  
Gene Cluster ◽  
Genome Sequencing ◽  
Fermentation Broth ◽  
Biosynthetic Gene Cluster ◽  
The Novel ◽  
Biosynthetic Gene ◽  
Content Type ◽  
Minor Metabolite ◽  
Streptomyces Chromofuscus ◽  
A Minor

ABSTRACTThe 53-kb biosynthetic gene cluster for the novel anticholesterol natural product herboxidiene was identified inStreptomyces chromofuscusATCC 49982 by genome sequencing and gene inactivation. In addition to herboxidiene, a biosynthetic intermediate, 18-deoxy-herboxidiene, was also isolated from the fermentation broth ofS. chromofuscusATCC 49982 as a minor metabolite.

19-Deoxydideacetylfusicoccin, a minor metabolite ofFusicoccum amygdali Del

1974 ◽  
Vol 30 (8) ◽  
pp. 844-845 ◽  
Author(s):  
A. Ballio ◽  
C. G. Casinovi ◽  
V. d'Alessio ◽  
G. Grandolini ◽  
G. Randazzo ◽  
...  
Keyword(s):  
Minor Metabolite ◽  
A Minor
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