BIOSYNTHETIC INCORPORATION OF ONE-CARBON UNITS INTO BERBERINE AND HYDRASTINE

1965 ◽  
Vol 43 (1) ◽  
pp. 133-144 ◽  
Author(s):  
Ram Nath Gupta ◽  
Ian D. Spenser
Keyword(s):  
Hydrastis Canadensis ◽  
Methyl Group ◽  
Lactone Group ◽  
Bridge Carbon ◽  
Tracer Experiments

The utilization of one-carbon precursors in the biosynthesis of hydrastine and berberine was investigated by tracer experiments with plants of Hydrastis canadensis L. The lactone group of hydrastine and the bridge carbon of berberine are shown to be derived from the S-methyl group of methionine.

Biosynthesis of Corydaline and of Ochotensimine

1974 ◽  
Vol 52 (15) ◽  
pp. 2818-2831 ◽  
Author(s):  
H. L. Holland ◽  
M. Castillo ◽  
D. B. MacLean ◽  
Ian D. Spenser
Keyword(s):  
Carbon Atom ◽  
Schmidt Reaction ◽  
Methyl Group ◽  
Exocyclic Methylene ◽  
Bridge Carbon ◽  
Methylene Group

Radioactivity from [3-14C]tyrosine and from [methyl-14C]methionine is incorporated nonrandomly into predicted positions of corydaline and ochotensimine in Corydalissolida and C. ochotensis, respectively. The methyl group of methionine supplies the C-methyl group of corydaline and the exocyclic methylene group of ochotensimine, as well as the "bridge" carbon atom and the exocyclic O- and N-attached one-carbon units of each alkaloid. Maintenance of the 3H/14C ratio of [methyl-3H,14C]methionine within these units of corydaline is consistent with incorporation of intact CH3 groups.Partial loss of 3H relative to 14C is observed in the course of a Schmidt reaction of [2-3H, 2-14C] acetate.

Use of [13C-methyl]Tropinone to follow the fate of the methyl group during calystegine formation in root cultures of Solanum dulcamara (Solanaceae)

Planta Medica ◽  
2008 ◽  
Vol 74 (09) ◽  
Author(s):  
TA Bartholomeusz ◽  
R Molinié ◽  
A Roscher ◽  
AC Freydank ◽  
B Dräger ◽  
...  
Keyword(s):  
Root Cultures ◽  
Solanum Dulcamara ◽  
Methyl Group

Prevalence of antimicrobial fungal metabolites in Hydrastis canadensis crude extracts

Planta Medica ◽  
2015 ◽  
Vol 81 (11) ◽  
Author(s):  
JM Egan ◽  
A Kaur ◽  
HA Raja ◽  
AR Brown ◽  
NH Oberlies ◽  
...  
Keyword(s):  
Fungal Metabolites ◽  
Hydrastis Canadensis ◽  
Crude Extracts

STEROIDSTRUKTUR UND LEBERTOXIZITÄT

1967 ◽  
Vol 54 (1) ◽  
pp. 73-84 ◽  
Author(s):  
H. L. Krüskemper ◽  
G. Noell
Keyword(s):  
Alkaline Phosphatase ◽  
Liver Function ◽  
Blood Coagulation ◽  
Electrophoretic Pattern ◽  
Coagulation Factors ◽  
Blood Coagulation Factors ◽  
Methyl Group ◽  
Liver Functions ◽  
Male Subjects ◽  
Androstane Derivatives

ABSTRACT In male subjects investigations have been carried out regarding the effect of C1- and C17-methylated androstane derivatives (20 mg per day, orally, two weeks) on liver functions (parameters: activities of GPT, GOT, alkaline phosphatase and cholinesterase in serum; electrophoretic pattern; blood coagulation factors V, VII, X and prothrombin; BSP-retention). In addition to the well known hepatotropic action of 17α-alkylated C-19-steroids a quasi-axial 1α-methyl configuration (in 1α-methylandrost-2-en-17β-ol) definitely increased BSP-retention and several coagulation factors. These steroid effects decreased gradually when a methyl group was introduced in C1 equatorially (1-methylandrost-1-en-17β-ol-3-one) or quasi-equatorially (1β-methylandrost-2-en-17β-ol), the latter compound completely lacking from any influence on parameters of liver function under investigation.

A Reinvestigation of the Deceptively Simple Reaction of Toluene with ●OH, and the Fate of the Benzyl Radical. I. a Combined Thermodynamic and Kinetic Study on the Competition Between ●OH Addition and Hydrogen Abstraction Reactions.

2019 ◽  
Author(s):  
Zoi Salta ◽  
Agnie M. Kosmas ◽  
Marc E. Segovia ◽  
Martina Kieninger ◽  
Oscar Ventura ◽  
...  
Keyword(s):  
Density Functional ◽  
Room Temperature ◽  
Hydrogen Abstraction ◽  
Reaction Rates ◽  
Composite Model ◽  
Alternative Mechanism ◽  
Radical Intermediate ◽  
Experimental Conditions ◽  
Methyl Group ◽  
Benzyl Radical

This work reports density functional and composite model chemistry calculations performed on the reactions of toluene with the hydroxyl radical. Both experimentally observed H-abstraction from the methyl group and possible additions to the phenyl ring were investigated. Reaction enthalpies and heights of the barriers suggest that H-abstraction is more favorable than ●OH addition to the ring. The calculated reaction rates at room temperature and the radical-intermediate product fractions support this view. This is somehow contradictory with the fact that, under most experimental conditions, cresols are observed in a larger concentration than benzaldehyde. Since the accepted mechanism for benzaldehyde formation involves H-abstraction, a contradiction arises that begs for an explanation. In this first part of our work we give the evidences that support the preference of hydrogen abstraction over ●OH addition and suggest an alternative mechanism which shows that cresols can actually arise also from the former reaction and not only from the latter.

A Reinvestigation of the Deceptively Simple Reaction of Toluene with ●OH, and the Fate of the Benzyl Radical. I. a Combined Thermodynamic and Kinetic Study on the Competition Between ●OH Addition and Hydrogen Abstraction Reactions.

2019 ◽  
Author(s):  
Zoi Salta ◽  
Agnie M. Kosmas ◽  
Marc E. Segovia ◽  
Martina Kieninger ◽  
Oscar Ventura ◽  
...  
Keyword(s):  
Density Functional ◽  
Room Temperature ◽  
Hydrogen Abstraction ◽  
Reaction Rates ◽  
Composite Model ◽  
Alternative Mechanism ◽  
Radical Intermediate ◽  
Experimental Conditions ◽  
Methyl Group ◽  
Benzyl Radical

This work reports density functional and composite model chemistry calculations performed on the reactions of toluene with the hydroxyl radical. Both experimentally observed H-abstraction from the methyl group and possible additions to the phenyl ring were investigated. Reaction enthalpies and heights of the barriers suggest that H-abstraction is more favorable than ●OH addition to the ring. The calculated reaction rates at room temperature and the radical-intermediate product fractions support this view. This is somehow contradictory with the fact that, under most experimental conditions, cresols are observed in a larger concentration than benzaldehyde. Since the accepted mechanism for benzaldehyde formation involves H-abstraction, a contradiction arises that begs for an explanation. In this first part of our work we give the evidences that support the preference of hydrogen abstraction over ●OH addition and suggest an alternative mechanism which shows that cresols can actually arise also from the former reaction and not only from the latter.

Spatial Variability of Physical Parameters and Processes in Two Field Soils

1991 ◽  
Vol 22 (5) ◽  
pp. 327-340 ◽  
Author(s):  
K. Høgh Jensen ◽  
J. C. Refsgaard
Keyword(s):  
Transport Model ◽  
Flow Direction ◽  
Measurement Data ◽  
Flow Simulation ◽  
Solute Concentration ◽  
Conclusive Evidence ◽  
Physical Parameters ◽  
Effective Parameters ◽  
The Mean ◽  
Tracer Experiments

A numerical analysis of solute transport in two spatially heterogeneous fields is carried out assuming that the fields are composed of ensembles of one-dimensional non-interacting soil columns, each column representing a possible soil profile in statistical terms. The basis for the analysis is the flow simulation described in Part II (Jensen and Refsgaard, this issue), which serves as input to a transport model based on the convection-dispersion equation. The simulations of the average and variation in solute concentration in planes perpendicular to the flow direction are compared to measurements obtained from tracer experiments carried out at the two fields. Due to the limited amount of measurement data, it is difficult to draw conclusive evidence of the simulations, but reliable simulations are obtained of the mean behaviour within the two fields. The concept of equivalent soil properties is also tested for the transport problem in heterogeneous soils. Based on effective parameters for the retention and hydraulic conductivity functions it is possible to predict the mean transport in the two experimental fields.

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