Synthesis, Crystal Structure, Antibacterial and Antituberculosis Activities of Novel Thieno[2,3-b] [1,4] dithiine-1,1-dioxide Derivatives

被引:0
|
作者
El-Abadelah, Mustafa M. [1 ]
Al Ma'aiteh, Ata'a alhadi T. A. [2 ]
Al-Soud, Yaseen A. [2 ]
Zahraa, Jalal A. [1 ]
Khanfar, Monther A. [1 ,3 ]
Al Saoud, Hussam A. [4 ]
van Geelen, Lasse [5 ]
Kalscheuer, Rainer [5 ]
Stark, Holger [6 ]
机构
[1] Univ Jordan, Fac Sci, Chem Dept, Amman, Jordan
[2] Al al Bayt Univ, Fac Sci, Chem Dept, Al Mafraq, Jordan
[3] Univ Sharjah, Coll Sci, Dept Chem, Pure & Appl Chem Grp, Sharjah 2727, U Arab Emirates
[4] Jadara Univ, Fac Pharm, Irbid 21110, Jordan
[5] Heinrich Heine Univ Dusseldorf, Inst Pharmaceut Biol & Biotechnol, Fac Math & Nat Sci, D-40225 Dusseldorf, Germany
[6] Heinrich Heine Univ Dusseldorf, Inst Pharmaceut & Med Chem, Fac Math & Nat Sci, Univ str 1, D-40225 Dusseldorf, Germany
关键词
Synthesis; thieno[2; 3-b] [1; 4; dithiine-1; 1-dioxide; antibacterial activity;
D O I
10.47014/20.1.3
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new thieno[2,3-b][1,4]dithiine-1,1-dioxide was prepared via intramolecular cycloaddition reaction between methyl (3-sulfonyl ester of thiophene and carbon disulfide (CS2) or ethoxycabonyl isothiocyanate. A new compound methyl 2-((2,5-dichlorothiophen-3yl)sulfonyl) acetate as methyl (3-sulfonyl ester was prepared via interaction between methyl 2bromoacetate and sodium 2,5-dichlorothiophene-3-sulfinate, which utilized in the cycloaddition reactions. Compounds 17 and 19b were tested for their antibacterial activity against Staphylococcus aureus and Escherichia coli. Additionally, 17 and 19b were assessed for their antibacterial activity against Mycobacterium tuberculosis strain mc26230. The tested compounds have shown insignificant activities toward the tested bacteria (minimal inhibitory concentration > 100 mu M).
引用
收藏
页码:27 / 39
页数:13
相关论文
共 50 条
  • [1] Synthesis, Crystal Structure, Antibacterial and Antituberculosis Activities of Novel Thieno[2,3-b][1,4] dithiine-1,1-dioxide Derivatives
    El-Abadelah, Mustafa M.
    Al Ma'aiteh, Ata'a alhadi T. A.
    Al-Soud, Yaseen A.
    Zahra, Jalal A.
    Khanfar, Monther A.
    Al Saoud, Hussam A.
    van Geelen, Lasse
    Kalscheuer, Rainer
    Stark, Holger
    JORDAN JOURNAL OF CHEMISTRY, 2025, 20 : 27 - 39
  • [2] SYNTHESIS AND ANTIBACTERIAL ACTIVITIES OF SOME NEW THIENO-[2,3-B]QUINOLINES
    ABDELRAHMAN, AE
    BAKHITE, EA
    ABDELMONEAM, MI
    MOHAMED, TA
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1992, 73 (1-4): : 219 - 227
  • [3] SYNTHESIS OF PERHYDROPYRANO[2,3-B]-[1,4]DIOXIN DERIVATIVES
    WUNSCH, B
    EIDEN, F
    ARCHIV DER PHARMAZIE, 1987, 320 (09) : 882 - 882
  • [4] Synthesis of novel 5,6,7,8-tetrahydro-4H-thieno[2,3-b][1,4]-diazepine derivatives
    Cho, H
    Murakami, K
    Fujisawa, A
    Niwa, M
    Nakanishi, H
    Uchida, I
    HETEROCYCLES, 1998, 48 (08) : 1555 - 1566
  • [5] A novel synthesis of thieno[2,3-b]pyridine, pyridothienotriazine and pyridothienopyrimidine derivatives
    Abdel-Fattah, AM
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2000, 156 : 53 - 68
  • [6] Synthesis of pyrido[2,3-b][1,4] and [2,3-b][1,5] benzodiazepnes and their derivatives - A review
    Joshi, BC
    Chauhan, M
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 1996, 6 (02) : 157 - 164
  • [7] SYNTHESIS OF [1,4]BENZOXAZINO[2,3-B]PHENOXAZINES AND [1,4]BENZOTHIAZINO[2,3-B]PHENOTHIAZINES
    MITAL, RL
    JAIN, SK
    JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1971, (10): : 1875 - &
  • [8] SYNTHESIS AND STRUCTURE OF TETRAHYDROPYRANO[2,3-B]-[1,4]DIOXINES
    WUNSCH, B
    EIDEN, F
    ARCHIV DER PHARMAZIE, 1990, 323 (02) : 63 - 65
  • [9] FUNCTIONAL DERIVATIVES OF THIOPHENE .4. NEW SYNTHESIS OF H-4-THIENO[2,3-B][1,4]-BENZOTHIAZINES
    SHVEDOV, VI
    ROMANOVA, OB
    VASILEVA, VK
    PAKHOMOV, VP
    GRINEV, AN
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1973, (06): : 741 - 745
  • [10] Synthesis of thieno[2,3-b][1,5]benzoxazepine derivatives
    Kohara, T
    Tanaka, H
    Kimura, K
    Horiuchi, H
    Seio, K
    Arita, M
    Fujimoto, T
    Yamamoto, I
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2002, 39 (01) : 163 - 171