Das Wachstum einiger Rattenimpftumoren und des Brown-Pearce-Kanichentumors auf entmilzten M�usen

Frohberg, H.

doi:10.1007/bf00524492

Z Krebs-forsch

1956

DOI: 10.1007/bf00524492

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Das Wachstum einiger Rattenimpftumoren und des Brown-Pearce-Kanichentumors auf entmilzten M�usen

H. Frohberg

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1957

1991

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Cited by 3 publications

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“…As indicated by the torsion angles values, the B-rings (piperidine rings) are in the half chair form with a plane of symmetry going through the atoms C6 and Clla. Duax asymmetry parameters 9 ) (calculated from the torsion angles) for these planes of symmetry equal~Cm (1) =13.05°and~Cm (2) =12.26°, respectively, for molecule 1 and 2. The piperazinone rings (C rings) have a screw conformation with 2-fold axis bisecting CI-N2 and C4-N5 bonds and asymmetry parameters equal aC2 (1) = 5.85°and~C2 (2) =3.52°, respectively, for both molecules.…”

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Conformation of cis‐4‐Hydroxy‐praziquantel and its crystal and molecular structure

Karolak‐Wojciechowska

Kwiatkowski

Kieć‐Kononowicz

et al. 1991

Archiv der Pharmazie

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479The crystal structureof racemiccis-4-0H-PZQ -the main metabolite of the anthelmintic drug Praziquantel -has been determined by X-ray analysisand refined to R = 0.064. In the unit cell there are two independent molecules. but with a similar confonnation. The molecules of the same enantiomer (joined by H-bonds) fonn in the crystal a column along a-axis direction. Molecular mechanics calculations indicate that the conformation in the solid state does not correspond to the energy minimum and there are two lower energy confonnations. Thus, in solutions these two confonners can most probably exist. Their concentration in solutions dependson the solvent polarity and the value of the dipole moment for the respective fonn of the molecule.Praziquantel (PZQ), an anthelmintic drug showing broad trematocidal and cestocidal activityl,2), is a pyrazino[2,1-a] isoquinolin-4-one derivative possessing an asymmetric center. The anthelmintic activity is mainly concerned with the (-)-R-enantiomer 3 -5). In our previous work 6 ) we have described the spectral properties of PZQ and some related derivatives of pyrazino[2,I-a]isoquinolin-4-0ne. We have obtained acyl (aromatic and alicy.clic) derivatives of pyrazino[2,I-a]isoquinolin-4-one. In IH_NMR spectra of aryl derivatives the signals were very broad and the 13C_NMR signals were difficult to assign. In 13C_NMR spectra of alicyclic derivatives measured in MeOD two sets of signals exist with nearly equal intensities for nearly all carbons whereas in CDCh one pair of signals is more intensive. We have presumed that these results were connected with dynamic properties of the pyrazin-4-one ring or with the rotation around the N-2 -C-12 bond. Taking into account the above results it seemed interesting to continue investigations on the preferred conformations of these compounds on the basis of x-ray data. In the pharmacological studies was stated that 4-0H-PZQ is the main metabolite of pzQI,7), so as a representative compound racemic 2-(4-cis-hydroxy-cyclohexylcarbonyl)-1,2,3,6,7,II bhexahydr0-4H-pyrazino-[2,I-cx]-isoquinolin-4-0ne (cis-4-0H-PZQ) was chosen. The stereoselective synthesis of cis-4-OH-PZQ was described 8 ).

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“…2). The link in the columns are two H-bonds, the one mentioned above and the second one between 016 1 -HI6, I and 04 (i) with symmetry cod (i) 2+x,y,z and equal 2.916(2) A[angle equal to 172.9 (2) 0]. It is necessary to point out that atom 012 is not used in Hbond formation.…”

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Conformation of cis‐4‐Hydroxy‐praziquantel and its crystal and molecular structure

Karolak‐Wojciechowska

Kwiatkowski

Kieć‐Kononowicz

et al. 1991

Archiv der Pharmazie

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�ber die Peroxydase-Wirkung der Milz normaler und tumortragender Ratten

Hasselquist

1957

Z Krebs-forsch

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Beeinflussung der Metastasenh�ufigkeit durch Resistenzminderung

Kallenbach

1962

Arch. f. klin. Chir

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Im Hinblick auf diese Fortsehritte der Chirurgie und der Strahlenheilkunde sind die Verbesserungen der Heilergebnisse in der Krebs -~ behandlung nur bescheiden zu nennen. Eine Analyse der gegenw/~rtigen Lage in der Krebsheilkunde ergibt, dag die Sehwierigkeiten, die eine weitere Verbesserung der Heilerfolge verhindern, nieht in der Bek~mpfung des Prim/~rtumors selbst liegen. Es ist heute m6glich, ganze 0rgane und Organgruppen, die vom Tumor befallen sind, zu entfernen. Die RSntgenvor-und -nachbestrahlung macht lokale Rezidive seltener. Die sehlechten heutigen Heflergebnisse werden hervorgerufen, weft es uns noch nieht gelingt, die Tumormetastasen geniigend zu beherrschen. Die Durehsieht der Sektionsbefunde yon Krebskranken, die in den Jahren 1953--1957 an der GSttinger Chirurgischen Klinik wghrend der ersten 6 postoperativen Woehen ad exitum kamen, ergab, dag bei 56 anseheinend radikal Operierten noeh in 33% der F~tlle niehtentfernte Metastasen gefunden wurden. Bei den zahlenmgl~ig wiehtigen Magenkrebsen wurden 23 % und bei den Bronehialkrebsen sogar 58 % Metastasen naehgewiesen.Langenbecks Arch. kiln. Chir., lid. 300 30b

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Das Wachstum einiger Rattenimpftumoren und des Brown-Pearce-Kanichentumors auf entmilzten M�usen

Cited by 3 publications

References 10 publications

Conformation of cis‐4‐Hydroxy‐praziquantel and its crystal and molecular structure

Conformation of cis‐4‐Hydroxy‐praziquantel and its crystal and molecular structure

�ber die Peroxydase-Wirkung der Milz normaler und tumortragender Ratten

Beeinflussung der Metastasenh�ufigkeit durch Resistenzminderung

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