Substanzen mit antineoplastischer Wirksamkeit V. Solvolyse einiger γ-Aryl-α,β-dihalogen-Δα,β-crotonlactone

Semonský, M.; Ročková, E.; Zikán, V.; Kakáč, B.; Jelinek, Viola C.

doi:10.1135/cccc19630377

Cited by 13 publications

(6 citation statements)

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“…Z-3-Aroylacrylic acids have been isolated in solid state in cyclic or open form [9,10,[106][107][108][109], but in solution the equilibrium is displaced in favor of the ring form. In a number of Z-3-(4-X-benzoyl)-3-methylacrylic acids, a good linear correlation has been obtained between KT constants and inductive (O"[) and resonance (O"~) constants of the substituent X:…”

Section: Footnotes Tomentioning

confidence: 99%

“…Following spectroscopic investigations amides of Z-3-formyl [240], Z-3-acetyl [20,[308][309][310], Z-3-acyl (R 1 = alkyl) [311][312][313][314], and Z-3-aroylacrylic [9,10,109,216,308,[315][316][317] acids are cyclic (85B) irrespective of the substituents at the nitrogen atom and at the ethylene bond.…”

Section: -mentioning

confidence: 99%

“…Thus, there is a good correspondence between the tautomeric equilibria of acylcarboxylic acids and the isomer distribution of products of Fischer-Speier esterification reactions carried out under thermodynamic control [29], as has been shown in the case of esterifications [96,101,346], and 8-acyl-1-naphthoic [40] acids for which the ring-chain equilibrium is shifted toward a cyclic form (see Table 3) in the esterification mainly form cyclic esters. The isomerizations (rearrangements) (4B) to (4A) (levulinic [140,340], 2-aroylbenzoic [80,356], Z-3aroylacrylic [10,108], and 8-aroyl-1-naphthoic [356] esters) proceeding in the presence of acid or alkaline catalysts are reflecting the thermodynamically more stable isomer of the equilibrium (4A) +:t (4B).…”

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confidence: 99%

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Intramolecular Reversible Addition Reactions to the C=O Group

Valters¹,

Flitsch

1985

Ring-Chain Tautomerism

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confidence: 99%

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confidence: 99%

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Intramolecular Reversible Addition Reactions to the C=O Group

Valters¹,

Flitsch

1985

Ring-Chain Tautomerism

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“…by Semonsky and co-workers (11) in the course of studies on the can cerostatic effective y-4-methoxyphenyl-ot,/?-dichloro zP'Acrotonolactone (8,9) and of its a,/?-dibromoanalogue (10,11). It could be pre sumed that their biological effect was due to the product of their hydrolysis, i.e.…”

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confidence: 99%

“…the above mentioned acid in case of dibromolactone and an analogous /f-chloro acid in case of dichlorolactone. MBBA was recommended for the clinical investigation by J elinek and Se monsky (11,4). In this report the effect of MBBA on the number of Yoshida ascites sarcoma cells as well as on the nucleic acids content in the tu mour cells was followed and at the same time their morphological changes were studied.…”

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confidence: 99%

Cancerostatic Agents XXI. Morphological Changes of the Rat Yoshida Ascites Cells after the Administration of MBBA. The Effect of MBBA on the Amount of Nucleic Acids in these Tumour Cells

Veselá¹,

Semonský²,

Jelinek³

et al. 1967

Chemotherapy

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A phase I study of cytembena

Frytak

Moertel

Schutt

et al. 1976

Cancer

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Twenty-two patients were given progressively increasing doses of Cytembena to determine toxicity patterns and to establish a dosage which produces definite but clinically tolerable toxicity when the drug is given by intravenous injections in a 5-day intensive course. Toxicity consisted primarily of nausea, vomiting, arm pain, and transiently decreased renal function. At higher doses, an "autonomic-storm" phenomenon was observed consisting of hypertension, tachycardia, tachypnea, hyperperistalsis, frequent explosive defecation, facial flushing and paresthesias, and chest pain with accompanying ischemic EKG changes. There was no evidence of mucocutaneous, hepatic, or hematologic toxic effects. Toxicity was dose-related, first being recognized at a daily dose of 300 mg/m2 and becoming clinically intolerable at a daily dose of 475 mg/m2. No permanent damage was observed in any of the organ systems monitored. An acceptable treatment regimen for most patients is 400 mg/m2/day for 5 days. Patient discomfort can be reduced by dividing each day's dose into two intravenous injections given at an interval of at least 6 hours. Coronary artery disease and impaired renal function should be contraindications to Cytembena therapy, and caution should be employed in the patients with significant impairment of liver function. Two of 22 patients, both with far-advanced carcinoma and previous chemotherapy failures, showed a favorable objective response to Cytembena therapy. Phase II studies to assess the magnitude of the drug's antineoplastic activity seem warranted.

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Substanzen mit antineoplastischer Wirksamkeit V. Solvolyse einiger γ-Aryl-α,β-dihalogen-Δα,β-crotonlactone

Cited by 13 publications

References 0 publications

Intramolecular Reversible Addition Reactions to the C=O Group

Intramolecular Reversible Addition Reactions to the C=O Group

Cancerostatic Agents XXI. Morphological Changes of the Rat Yoshida Ascites Cells after the Administration of MBBA. The Effect of MBBA on the Amount of Nucleic Acids in these Tumour Cells

A phase I study of cytembena

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