Stability of the 1,4-bis(2′-haloethyl)-1,4-diazabicyclo[2.2.1]heptane dication

1981 ◽  
Vol 59 (2) ◽  
pp. 217-221 ◽  
Author(s):  
George R. Pettit ◽  
Donald P. Gieschen ◽  
William E. Pettit ◽  
Thomas E. Rawson
Keyword(s):  
Ion Exchange ◽  
Relative Stability ◽  
Heterocyclic System ◽  
Rapid Preparation ◽  
Anticancer Properties ◽  
Convenient Synthesis ◽  
Neutral Conditions ◽  
Derivatives Of

Certain derivatives of the 1,4-bis(2′-haloethyl)-1,4-diazabicyclo[2.2.1]heptane dication system ranging from dibromide 2b to ethanesulfonate 2g were found to be quite stable under essentially neutral conditions. A very convenient synthesis of 1,4-bis(2′-chloroethyl)-1,4-diazabicyclo [2.2.1]heptane dichloride (2d) was developed in order to compare the relative stability of this system with that of dibromide 2b. While dichloride 2d was found to be less stable than dibromide 2b, it did prove very useful for rapid preparation of other anion derivatives such as dinitrate 2e, dihydrogen dimaleate 2h, diperiodate 2i, tetrachloroplatinate 2j, and tetrachloroaurate 2k. At temperatures near 150 °C, or upon ignition (in the open) or gentle shock, diperiodate2i detonated violently. The ethanesulfonate 2g was obtained from diperchlorate 2a employing an ion-exchange procedure. Stabilization of dication 2 provides an unusual heterocyclic system with exceptional anticancer properties.

Relative stability of G-quadruplex structures: Interactions between the human Bcl2 promoter region and derivatives of carbazole and diphenylamine

Biopolymers ◽  
2014 ◽  
Vol 101 (10) ◽  
pp. 1038-1050 ◽  
Author(s):  
Sheh-Yi Sheu ◽  
Chao-Hsien Huang ◽  
Jia-Kai Zhou ◽  
Dah-Yen Yang
Keyword(s):  
Relative Stability ◽  
Promoter Region ◽  
G Quadruplex ◽  
Derivatives Of

A convenient eco-friendly system for the synthesis of 5-sulfenyl tetrazole derivatives of indoles and pyrroles employing CeCl3·7H2O in PEG-400

RSC Advances ◽  
2014 ◽  
Vol 4 (65) ◽  
pp. 34519-34530 ◽  
Author(s):  
Margiani P. Fortes ◽  
Mariana M. Bassaco ◽  
Teodoro S. Kaufman ◽  
Claudio C. Silveira
Keyword(s):  
Peg 400 ◽  
Convenient Synthesis ◽  
Derivatives Of ◽  
Tetrazole Derivatives

The use of CeCl3·7H2O in PEG-400 for the convenient synthesis of 5-sulfenyl tetrazoles derived from indoles and pyrroles, is reported. The scope and limitations of the transformation were also studied.

scholarly journals Novel O-alkyl Derivatives of Naringenin and Their Oximes with Antimicrobial and Anticancer Activity

Molecules ◽  
2019 ◽  
Vol 24 (4) ◽  
pp. 679 ◽  
Author(s):  
Joanna Kozłowska ◽  
Ewa Grela ◽  
Dagmara Baczyńska ◽  
Agnieszka Grabowiecka ◽  
Mirosław Anioł
Keyword(s):  
Cancer Cell Line ◽  
Human Colon ◽  
Colon Cancer Cell Line ◽  
Human Colon Cancer ◽  
Anticancer Properties ◽  
Alkyl Derivatives ◽  
Ic50 Values ◽  
Oxime Derivatives ◽  
Derivatives Of ◽  
Ht 29

In our investigation, we concentrated on naringenin (NG)—a widely studied flavanone that occurs in citrus fruits. As a result of a reaction with a range of alkyl iodides, 7 novel O-alkyl derivatives of naringenin (7a–11a, 13a, 17a) were obtained. Another chemical modification led to 9 oximes of O-alkyl naringenin derivatives (7b–13b, 16b–17b) that were never described before. The obtained compounds were evaluated for their potential antibacterial activity against Escherichia coli, Staphylococcus aureus, and Bacillus subtilis. The results were reported as the standard minimal inhibitory concentration (MIC) values and compared with naringenin and its known O-alkyl derivatives. Compounds 4a, 10a, 12a, 14a, 4b, 10b, 11b, and 14b were described with MIC of 25 µg/mL or lower. The strongest bacteriostatic activity was observed for 7-O-butylnaringenin (12a) against S. aureus (MIC = 6.25 µg/mL). Moreover, the antitumor effect of flavonoids was examined on human colon cancer cell line HT-29. Twenty-six compounds were characterized as possessing an antiproliferative activity stronger than that of naringenin. The replacement of the carbonyl group with an oxime moiety significantly increased the anticancer properties. The IC50 values below 5 µg/mL were demonstrated for four oxime derivatives (8b, 11b, 13b and 16b).

A CONVENIENT SYNTHESIS OF DERIVATIVES OF 1,3,2- DIOXAPHOSPHOCANE-2-SULFIDE WITH BIOACITIVITY VIA LAWESSON'S REAGENT

2001 ◽  
Vol 7 (1) ◽  
Author(s):  
Yanping Luo ◽  
Liangnian He ◽  
Mingwu Ding ◽  
Guangfu Yang ◽  
Aihong Luo ◽  
...  
Keyword(s):  
Lawesson’S Reagent ◽  
Convenient Synthesis ◽  
Lawesson's Reagent ◽  
Derivatives Of

scholarly journals An Appraisal of Developments in Allium Sulfur Chemistry: Expanding the Pharmacopeia of Garlic

Molecules ◽  
2019 ◽  
Vol 24 (21) ◽  
pp. 4006 ◽  
Author(s):  
Peter Rose ◽  
Philip Keith Moore ◽  
Matthew Whiteman ◽  
Yi-Zhun Zhu
Keyword(s):  
Biological Effects ◽  
Sulfur Compounds ◽  
Biological Assessment ◽  
Nutrient Metabolism ◽  
Sulfur Chemistry ◽  
Anticancer Properties ◽  
Metabolic Systems ◽  
Models Of Disease ◽  
Synthetic Derivatives ◽  
Derivatives Of

Alliums and allied plant species are rich sources of sulfur compounds that have effects on vascular homeostasis and the control of metabolic systems linked to nutrient metabolism in mammals. In view of the multiple biological effects ascribed to these sulfur molecules, researchers are now using these compounds as inspiration for the synthesis and development of novel sulfur-based therapeutics. This research has led to the chemical synthesis and biological assessment of a diverse array of sulfur compounds representative of derivatives of S-alkenyl-l-cysteine sulfoxides, thiosulfinates, ajoene molecules, sulfides, and S-allylcysteine. Many of these synthetic derivatives have potent antimicrobial and anticancer properties when tested in preclinical models of disease. Therefore, the current review provides an overview of advances in the development and biological assessment of synthetic analogs of allium-derived sulfur compounds.

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