Über das Cu2+-Bindungsvermögen einiger Aminosäuren und Peptide Metallionen und biologische Wirkung

Summary The capacity of binding copper ions of several aminoacids and peptides has been investigated. A direct colorimetric method measuring comparable values of bound Cu²⁺ has been developed.

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37. Mitteilung; 36. Mitteilung:R. Gall undH. Erlenmeyer, Helv. chim. Acta38, 1421 (1955).     

Reserpinin,ein neues Alkaloid ausRauwolfia serpentina Benth

Summary Reserpinine, a minor alkaloid ofRauwolfia serpentina Benth. accompanying Reserpine, has been isolated, and its structural formula is proposed.

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10. Mitteilung über Rauwolfia Alkaloide. — 9. Mitteilung sieheF. Bader, D. F. Dickel undE. Schlittler, Amer. Soc.76 (1954) (im Druck).     

Sauerstoff-Heteroringe. Die Konfiguration und Synthese desd,l-Homopterocarpins

Summary The racemic form of homopterocarpin (V), a constituent of red sandal-wood, has been synthesized by a method which has previously been proposed by the authors. N. M. R. spectral studies in conjunction with the examination of models have enabled the assignment of thecis configuration (V) to homopterocarpin.

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V. Mitteilung. IV. Mitteilung sieheH. Suginome, Exper.18, 161 (1962).     

Über die Alkaloide vonRauwolfia ligustrina R. & S. Raugustin,ein neues reserpinähnliches Alkaloid

Summary Twenty-one alkaloids have been identified from the root ofRauwolfia ligustrina R. & S. The more important ones are reserpine, pseudoreserpine and raugustine, a new base which is isomer to pseudoreserpine. The structure of the latter compound is discussed.

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Mitteilung über Rauwolfia-Alkaloide

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Mitteilung sieheC. F. Huebner undE. Schlittler, J. Amer. chem. Soc.79, 250 (1957).     

Über Struktur und Aktivität der den H2O2-Zerfall katalysierenden Cu2+-Komplexe. — VI. Differenzierung von nativer RNS und nativer DNS bzw. denaturierter DNS auf Grund der katalytischen Eigenschaften

Summary The catalysis of H₂O₂ decomposition by Cu²⁺-complexes of RNA and DNA has been investigated. It is shown that both complexes decompose H₂O₂, but only the Cu²⁺-RNA-system shows peroxidative activity too, e.g. only in this case the nucleotide bases are degraded. Thermal denaturation of DNA also leads to a Cu²⁺-complex with peroxidative activity, the latter being dependent on the degree of denaturation.

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V. Mitteilung:S. Petri, H. Sigel undH. Erlenmeyer, Helv. chim. Acta49, 1778 (1966).

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12. Mitteilung überMetallionen und H ₂ O ₂; 11. Mitteilung:H. Ch. Curtius, P. Anders, R. Zell, H. Sigel undH. Erlenmeyer, Helv. chim. Acta49, 2256 (1966).     

Partialsynthese des Aldosterons

Summary The preparation of the (18 11)-lactone of ⁵-3-ethylenedioxy-11-hydroxy-21-acetoxy-20-oxo-pregnen-18-oic acid (XV) is reported. Since this compound has previously been transformed into aldosterone, the reactions described represent the first partial synthesis of this important hormone from readily available 18-unsubstituted natural steroids.

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Über Steroide, 163. Mitteilung; 162. Mitteilung vgl.P. Wieland, K. Heusler undA. Wettstein, Helv. chim. Acta43 (1960), im Druck; XV. Mitteilung überSynthesen in der Aldosteron-Reihe; XIV. Mitteilung vgl.J. Schmidlin undA. Wettstein, Helv. chim. Acta42, 2636 (1959).

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Steroide und Sexualhormone, 215, Mitteilung; 214. Mitteilung vgl.B. Kamber, G. Cainelli, D. Arigoni undO. Jeger, Helv. chim. Acta43 (1960), im Druck.     

Synthese der Spiroaminoketal-Gruppierung von Solanum-Alkaloiden

Summary The ring-E opened dihydro derivatives of tomatidine and soladulcidine give the corresponding N-chloroamines with N-chlorosuccinimide. Treatment of these compounds with sodium methoxide yields the spiroaminoketal alkaloids, tomatidine and soladulcidine respectively, in high yields, probably via instable C=N-unsaturated intermediates which undergo spontaneous stereospecific cyclisation.

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Solanum-Alkaloide. XIII. Mitteilung. XII. Mitteilung:K. Schreiber undH. Ripperger, Exper.16, 536 (1960).     

Nachweis von Scilliglaucosidin in den Zwiebeln vonBowiea volubilis Harvey

Summary Hellebrigenin was converted to Scilliglaucosidin-19-ol and 3-Epi-Scilliglaucosidin-19-ol. This proves the correctness of the assumption ofStoll et al. ³ that the aldehydic group of Scilliglaucosidin is in position C-10.Comparison of a reduction product of Nabogenin, a substance isolated earlier from the bulbs ofBowiea volubilis Harvey, with Scilliglaucosidin-19-ol and 3-Epi-Scilliglaucosidin-19-ol showed its identity with the first named compound. This proves that the so called Nabogenin was a mixture consisting mainly of Scilliglaucosidin.

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8. Mitteilung über die Glykoside vonBowiea vocubilis Harvey und 162. Mitteilung über Glykoside und Aglykone.

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7. Mitt.:A. Katz, Helv. chim. Acta38, 1565 (1955).

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161. Mitt.:H. Kündig-Hegedüs undO. Schindler, Helv. chim. Acta39, 904 (1956).     

Über die Orientierung bei der Kondensation von Benzil mit monosubstituierten Guanidinen

Summary Condensation of benzil with two monosubstituted guanidines in the presence of 50 mol% of potassium hydroxide leads to the formation of 2-(subst. imino)-4, 4-diphenyl-imidazolidin-5-ones (Ia, b); by reduction of the potassium hydroxide used the formation of these products is more or less driven back in favour of the formation of 3-substituted 5, 5-diphenyl-glycocyamidines (Ic, d). A possible explanation for these orientation phenomena is given.

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5. Mitteilung über Hydantoine, Thiohydantoine und Glykocyamidine².

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4. Mitteilung sieheK. Lempert undJ. Breuer Chem. Ber.92, 1710 (1959).     

Nachweis von Corticosteroiden in menschlicher Placenta und Isolierung von 16α-Hydroxytestosteron

Summary The occurrence of cortisol, cortisone, 20-dihydrometabolites of cortisone and several other steroidlike compounds in fresh placental tissue is described. Neither aldosterone, corticosterone nor 11-dehydrocorticosterone has been found. One of the most abundant compounds present has been identified as 16-hydroxy-testosterone.

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184. Mitteilung über Steroide. 183. Mitteilung:E. H. Wehrli, M. Cereghetti, K. Schaffner, J. Urech undE. Vischer, Helv. chim. Acta44, im Druck (1961).     

Neuere Auffassungen über den Mechanismus der Blutgerinnung

Summary The most important facts and conceptions regarding the mechanism of blood coagulation, supplemented by our own as yet unpublished findings, are represented in a schematically simplified Table. The process of co-agulation is subdivided into five phases, i.e. the prephase (vasoconstriction, agglutination), the first principal phase (formation of thromboplastin), the second principal phase (formation of thrombin), the third principal phase (formation of fibrin), as well as a post-phase (retraction, fibrinolysis). In this new scheme, recently discovered clotting factors and the various inhibitors could easily be incorporated into the classical picture of Morawitz. The scheme is explained briefly.

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9. Mitteilung über Probleme der Blutgerinnung.—8. Mitteilung sieheR. Marbet undA. Winterstein, Die Medizinische1954, 877.     

Über Pflanzenwachstumsregulatoren

Summary Experiments withColeus Blumei andTropaeolum showed that triazine compounds inhibit the photosynthesis, and, consequently, prevent the accumulation of starch. The chloroplasts of starchfree coleus leaves kept on a solution containing sugars and simazine are able to form starch again.

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Mitteilung (siehe auch die zwei folgenden ArbeitenExer undRoth).     

Zur Biogenese des Xanthocillins,II1: Die Herkunft des Stickstoffs der Isonitril-Gruppen

Summary The incorporation of tyrosine-2-¹⁴C-¹⁵N into xanthocillin X (I) byPenicillium notatum Westling has been investigated showing that nitrogen of the isocyano groups originates from tyrosine, which is incorporated as C₆-C₂-N-unit.

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1. Mitteilung:H. Achenbach undH. Grisebach, Z. Naturforsch.20b, 137 (1965).     

Über Peptidsynthesen,XLIV. Synthese von Ser4-Glu(NH2)8-Oxytocin (Glumitocin)

Summary Ser⁴-Glu(NH₂)⁸-Oxytocin has been synthesized. The identity of the synthetic compound with the neurohypophysal hormone (Glumitocin) recently isolated from species of cartilaginous is demonstrated.

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Über Peptidsynthesen XLIII. Mitteilung,E. Klieger, Experientia23, 620 (1967).     

Umwandlung von radioaktivem Cortexon in Aldosteron durch Nebennieren-Enzyme

Summary Cortexone labeled in the 21-position with C¹⁴ yielded radioactive Aldosterone through incubation with beef adrenal homogenate. Its activity, due entirely to the 21 carbon atom, showed that about 48% of the Aldosterone had arisen from a direct conversion of cortexone without intermediate degradation. The low yield by weight in this conversion suggests, however, that cortexone is not the only natural precursor for Aldosterone in the adrenal.The radioactivity of the corticosterone obtained showed that about 84% of it originated from added cortexone. Lack of radioactivity of the hydrocortisone confirmed that it does not essentially result from cortexone.

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134. Mitteilung über Steroide. Auszugsweise vorgetragen am 3. August 1955 anlässlich des 3. Internat. Kongresses für Biochemie in Brüssel. 133. Mitteilung sieheE. Vischer, Ch. Meystre undA. Wettstein, Helv. chim. Acta38, 1502 (1955).     

Glucodigifucosid,Neo-Glucodigifucosid und Digitoxigenin-allomethylosid aus den Blättern vonDigitalis lanata Ehrh

Summary The primary glycosides, glucodigifucoside and neo-glucodigifucoside, were isolated from the extract ofDigitalis lanata leaves. They are isomeric glucosides of digiproside and differ in the position of attachment of thed-glucose residue. Digitoxigenin-allomethylosid was isolated from the leaves after enzymatic decomposition.

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23. Mitteilung über Herzglykoside; unter der ausgezeichneten experimentellen Mitarbeit vonH. Gerlach.     

Ultramikromethoden. Darstellung von Diazomethan; Methylierung von Fettsäuren mittlerer Kettenlänge

Summary A device for the small-scale generation of diazomethane is described, as well as the methylation by this reagent of nanogram amounts of the following fatty acids: butyric, caproic, caprylic, capric, lauric.

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3. Mitteilung:S. Huwyler, Experientia28, 1393 (1972).

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Herrn Prof. Dr.M. Viscontini danke ich für wertvolle Diskussionen und dem Schweizerischen Nationalfonds zur Förderung der wissenschaftlichen Forschung für die finanzielle Unterstützung.     

Ultramikromethoden. Katalytische Hydrierung

Summary The catalytic hydrogenation of 1 ng of 1-hexadecene is described. The method is applicable to other 1-alkenes, and probably also to other kinds of unsaturated compounds, provided they fall into a definite range of volatility.

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4. Mitteilung: Experientia29, 735 (1973).

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Herrn Prof. Dr.M. Viscontini danke ich für wertvolle Diskussionen und dem Schweizerischen Nationalfonds zur Förderung der wissenschaftlichen Forschung für die finanzielle Unterstützung.     

β-Ergokryptine,a new alkaloid of the ergotoxine group

Zusammenfassung Es wird die Isolierung eines neuen Isomeren des Ergokryptins beschrieben, das sich von diesem nur durch den Ersatz des Leucin-Restes durch den Isoleucin-Rest im Peptidteil des Moleküls unterscheidet. Das neue Isomere soll als-Ergokryptin und das früher beschriebene Alkaloid als-Ergokryptin bezeichnet werden. Die beiden Isomeren, ebenso ihre Dihydro-Derivate, unterscheiden sich pharmakologisch nur ganz unwesentlich.

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Mitteilung über Mutterkornalkaloide (65. Mitteilung:H. Ott, A. Hofmann andA. J. Frey, J. Am. chem. Soc.88, 1251 (1966)).     

Neue Totalsynthese einer razemischen Doisynolsäure

Summary A new synthesis is described of a crystalline 7-methyl-doisynolic acid showing a strong estrogenic activity. This acid is probably identical with the stereoisomer C ofAnner andMiescher. Demethylation of this methoxyacid yields a new doisynolic acid of mp. 113–117° (hemihydrate).

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XIII. MitteilungSynthetische Versuche in der Gruppe der östrogenen Hormone; XII. Mitteilung siehe Chem. listy50, 2004 (1956).