Schiff bases of methanesulfonylhydrazine.: Synthesis, spectroscopic characterization, conformational analysis, and biological activity

被引:0
|
作者
Dodoff, NI
Özdemir, Ü
Karacan, N
Georgieva, MC
Konstantinov, SM
Stefanova, ME
机构
[1] Bulgarian Acad Sci, Inst Mol Biol, BU-1113 Sofia, Bulgaria
[2] Gazi Univ, Fac Sci & Art, Dept Chem, TR-06500 Ankara, Turkey
[3] Natl Oncol Ctr, Lab Oncogenesis, Sofia 1756, Bulgaria
[4] Med Univ Sofia, Fac Pharm, Dept Pharmacol & Toxicol, Sofia 1000, Bulgaria
[5] Bulgarian Acad Sci, Inst Microbiol, BU-1113 Sofia, Bulgaria
来源
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES | 1999年 / 54卷 / 12期
关键词
Schiff bases; methanesulfonylhydrazine; H-1 NMR data; molecular mechanics; cytotoxic activity;
D O I
暂无
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
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, H-1 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.
引用
收藏
页码:1553 / 1562
页数:10
相关论文
共 50 条
  • [21] Synthesis, spectroscopic characterization and antiproliferative evaluation in vitro of novel Schiff bases related to benzimidazoles
    Hranjec, Marijana
    Starcevic, Kristina
    Pavelic, Sandra Kraljevic
    Lucin, Pero
    Pavelic, Kresimir
    Karminski Zamola, Grace
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2011, 46 (06) : 2274 - 2279
  • [22] Synthesis and spectroscopic studies in some new Schiff bases
    Ünver, R
    SPECTROSCOPY LETTERS, 2001, 34 (06) : 783 - 791
  • [23] MICROWAVE ASSISTED SYNTHESIS AND SPECTROSCOPIC CHARACTERIZATION OF SOME NOVEL SCHIFF BASES OF CARPROFEN HYDRAZIDE
    Bordei , Alexandra Teodora
    Nuta, Diana Camelia
    Musat, Gabriela Cornelia
    Missir, Alexandru Vasile
    Caproiu, Miron Teodor
    Dumitrascu, Florea
    Zarafu, Irina
    Ionita, Petre
    Badiceanu, Carmellina Daniela
    Limban, Carmen
    Ozon, Emma Adriana
    FARMACIA, 2019, 67 (06) : 955 - 962
  • [24] Characterization, solubility and biological activity of amphihilic biopolymeric Schiff bases synthesized using chitosans
    Barbosa, Hellen F. G.
    Attjioui, Maha
    Leitao, Andrei
    Moerschbacher, Bruno M.
    Cavalheiro, Eder T. G.
    CARBOHYDRATE POLYMERS, 2019, 220 : 1 - 11
  • [25] Metal-based antibacterial and antifungal amino acid derived Schiff bases:: their synthesis, characterization and in vitro biological activity
    Chohan, Zahid H.
    Arif, M.
    Sarfraz, M.
    APPLIED ORGANOMETALLIC CHEMISTRY, 2007, 21 (04) : 294 - 302
  • [26] Studies on Synthesis, Characterization and Biological Activities of Novel Schiff Bases from amino acridone
    Habeeb, Maryam Fawzi
    Sheat, Attalla M.
    EGYPTIAN JOURNAL OF CHEMISTRY, 2023, 66 (06): : 225 - 234
  • [27] Synthesis, characterization and biological studies of sulfonamide Schiff's bases and some of their metal derivatives
    Chohan, Zahid H.
    Shad, Hazoor A.
    Supuran, Claudiu T.
    JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2012, 27 (01) : 58 - 68
  • [28] Sulfaquinoxaline-derived Schiff bases: Synthesis, characterization, biological profiling, and computational modeling
    Wajid, Muhammad
    Uzair, Muhammad
    Muhammad, Gulzar
    Shafiq, Zahid
    Siddique, Farhan
    Kaya, Savas
    Ahmad, Sajjad
    Alshabrmi, Fahad M.
    Alkhayl, Faris F. Aba
    Alatawi, Eid A.
    JOURNAL OF MOLECULAR STRUCTURE, 2025, 1321
  • [29] Synthesis, characterization, antimicrobial activity and DFT study of some novel Schiff bases
    Salihovic, Mirsada
    Pazalja, Mirha
    Halilovic, Selma Spirtovic
    Veljovic, Elma
    Mahmutovic-Dizdarevic, Irma
    Roca, Suncica
    Novakovic, Irena
    Trifunovic, Snezana
    JOURNAL OF MOLECULAR STRUCTURE, 2021, 1241
  • [30] Synthesis, characterization and biological applications of novel Schiff bases of 2-(trifluoromethoxy) aniline
    Thierry Youmbi Fonkui
    Monisola Itohan Ikhile
    Freddy Munyololo Muganza
    Marthe Carine Djuidje Fotsing
    Charmaine Arderne
    Xavier Siwe-Noundou
    Rui Werner Macedo Krause
    Derek Tantoh Ndinteh
    Patrick Berka Njobeh
    JournalofChinesePharmaceuticalSciences, 2018, 27 (05) : 307 - 323