Schiff Bases of Methanesulfonylhydrazine. Synthesis, Spectroscopic Characterization, Conformational Analysis, and Biological Activity-Reference-Cited by-同舟云学术

Schiff Bases of Methanesulfonylhydrazine. Synthesis, Spectroscopic Characterization, Conformational Analysis, and Biological Activity

Published:1999-12-01 Issue:12 Volume:54 Page:1553-1562
ISSN:1865-7117
Container-title:Zeitschrift für Naturforschung B
language:en
Short-container-title:

Author:

Dodoff Nicolay I.¹,Özdemir Ümmühan²,Karacan Nurcan²,Georgieva Milka Ch.³,Konstantinov Spiro M.⁴,Stefanova Miglena E.⁵

Affiliation:

1. Institute of Molecular Biology, Bulgarian Academy of Sciences, Acad. G. Bonchev Street, Block 21, 1113 Sofia, Bulgaria

2. Department of Chemistry, Faculty of Science and Art, Gazi University, Teknikokullar, 06500 Ankara, Turkey

3. Laboratory of Oncogenesis, National Oncological Center, 6 Plovdivsko Pole Street, 1756 Sofia, Bulgaria

4. Department of Pharmacology and Toxicology, Faculty of Pharmacy, Medical University of Sofia, 2 Dunav Street, 1000 Sofia, Bulgaria

5. Institute of Microbiology, Bulgarian Academy of Sciences, Acad. G. Bonchev Street, Block 26, 1113 Sofia, Bulgaria

Abstract

Three novel Schiff bases: salicylaldehyde methanesulfonylhydrazone (1), 2-hydroxyacetophenone methanesulfonylhydrazone (2) and 2-hydroxy-1-naphthaldehyde methanesulfonylhydrazone (3) have been synthesized. Compounds 1-3, as well as acetone methanesulfonylhydrazone (4) have been characterized by TLC, 1H NMR and IR spectra. The spectroscopic results for 1-3 have revealed the presence of an intramolecular hydrogen bond between the hydroxyl group and the imine N atom. The conformational isomerism of 1-4 with respect to the rotations around the SN and NN bonds have been studied by the method of molecular mechanics. Compounds 1-4 and methanesulfonylhydrazine exhibit antibacterial and cytotoxic effects.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

Link

https://www.degruyter.com/document/doi/10.1515/znb-1999-1213/pdf

Cited by 39 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Photochemical Reaction of Metal Carbonyls [M(CO)6 (M=Cr,Mo,W)] with 2-acetyl-5-chlorothiophenemethanesulfonylhydrazone;Natural and Applied Sciences Journal;2019-06-30

2. Synthesis and Characterization of Metal Carbonyls M(CO)_6 (M=Cr,Mo,W) with Indole -3-carboxyaldehydemethanesulfonylhydrazone;Natural and Applied Sciences Journal;2018-12-29

3. Synthesis, characterization, spectroscopic properties, DFT calculations and antimicrobial activities of p-toluenesulfonamide,N,N′-1,3-propanediylbis(ptspr) and [Cu(II) (phenanthroline)2]ptspr;Journal of Molecular Structure;2018-12

4. Synthesis, crystal structure, spectroscopic characterization and theoretical calculations of (Z)-N-(naphthalen-2-yl)-1-(5-nitrothiophen-2-yl)methanimine;Journal of Molecular Structure;2017-11

5. Spectroscopic (FT–IR and UV–Vis) and theoretical (HF and DFT) investigation of 2-Ethyl-N-[(5-nitrothiophene-2-yl)methylidene]aniline;Journal of Molecular Structure;2016-04