Synthesis, antimicrobial and cytotoxicity studies of novel undecenoic acid-based triazolothiadiazole derivatives

被引:0
作者
Venepally, Vijayendar [1 ,4 ]
Sirisha, K. [2 ,4 ]
Kumar, C. Ganesh [2 ,4 ]
Krishna, E. Vamshi [3 ,4 ]
Mishra, Sunil [3 ,4 ]
Jala, Ram Chandra Reddy [1 ,4 ]
机构
[1] CSIR, Indian Inst Chem Tevhnol, Ctr Lipid Res, Hyderabad 500007, India
[2] CSIR, Med Chem & Pharmacol Div, Indian Inst Chem Technol, Hyderabad 500007, India
[3] CSIR, Pharmacol & Toxicol Div, Indian Inst Chem Teclmol, Hyderabad 500007, India
[4] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India
来源
INDIAN JOURNAL OF CHEMISTRY | 2022年 / 61卷 / 04期
关键词
Undecenoic acid; triazolothiadiazole; antimicrobial; cytotoxic; promising activities; PHARMACOLOGICAL-ACTIVITIES; HETEROCYCLIC-COMPOUNDS; ANTICANCER; SYSTEM;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In the present study, synthesis, antimicrobial and cytotoxic activity studies of 3,6-disubstituted-[1,2,4]triazolo [3,4-b][1,3,4]thiadiazole series compounds have been carried out. Compounds 6d, 6i, 6k, 6p, 6q, 6r, 6s and 6t exhibit promising activity with MIC value of 3.9 mu g/mL against some of the tested bacterial strains. Compounds 6r and 6s consistently show promising minimum bactericidal concentration activity with MBC value of 7.8 mu g/mL against Staphylococcus aureus MTCC 96 strain. Cytotoxic evaluation study claims that most of the compounds exhibit significant cytotoxicity against all the studied cancer cell lines. Particularly, compounds 6c, 6k, 6l, 6n and 6t against HeLa cell line and compounds 6c and 6h against B16-F10 cell line exhibit promising activities with IC50 values ranging from 6.34 to 9.99 mu M. Further, most of the compounds are non-toxic against Chinese hamster ovary cell (CHO-K1) normal cell.
引用
收藏
页码:420 / 430
页数:11
相关论文
共 35 条
  • [1] PREPARATION AND CHARACTERIZATION OF DERIVATIVES OF ISORICINOLEIC ACID AND THEIR ANTIMICROBIAL ACTIVITY
    AHMED, SM
    AHMAD, F
    OSMAN, SM
    [J]. JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1985, 62 (11) : 1578 - 1580
  • [2] Synthesis and anti-inflammatory, analgesic, ulcerogenic and lipid peroxidation activities of some new 2-[(2,6-dichloroanilino) phenyl]acetic acid derivatives
    Amir, M
    Shikha, K
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2004, 39 (06) : 535 - 545
  • [3] Condensed bridgehead nitrogen heterocyclic system: Synthesis and pharmacological activities of 1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazole derivatives of ibuprofen and biphenyl-4-yloxy acetic acid
    Amir, Mohd
    Kumar, Harish
    Javed, S. A.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2008, 43 (10) : 2056 - 2066
  • [4] Amsterdam D., 1996, ANTIBIOTICS LAB MED, V4th, P52
  • [5] Evaluation of in vivo cytogenetic toxicity of europium hydroxide nanorods (EHNs) in male and female Swiss albino mice
    Bollu, Vishnu Sravan
    Nethi, Susheel Kumar
    Dasari, Rama Krishna
    Rao, Soma Shiva Nageshwara
    Misra, Sunil
    Patra, Chitta Ranjan
    [J]. NANOTOXICOLOGY, 2016, 10 (04) : 413 - 425
  • [6] Synthesis and antimicrobial activities of some new [1,2,4] triazolo[3,4-b][1,3,4]thiadiazoles and [1,2,4]triazolo[3,4-b][1,3,4]thiadiazines
    Demirbas, N
    Demirbas, A
    Karaoglu, SA
    Çelik, E
    [J]. ARKIVOC, 2005, : 75 - 91
  • [7] Antimicrobial properties of 1-monoacylglycerols prepared from undecanoic (C11:0) and undecenoic (C11:1) acid
    Dolezalova, Magda
    Janis, Rahula
    Svobodova, Hana
    Kasparkova, Vera
    Humpolicek, Petr
    Krejci, Jiri
    [J]. EUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY, 2010, 112 (10) : 1106 - 1114
  • [8] SYNTHESIS OF SOME S-TRIAZOLES WITH POTENTIAL ANALGETIC AND ANTIINFLAMMATORY ACTIVITIES
    GEORGE, T
    MEHTA, DV
    TAHILRAMANI, R
    DAVID, J
    TALWALKER, PK
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1971, 14 (04) : 335 - +
  • [9] Grant N, 1998, PHARMAZIE, V53, P543
  • [10] CHEMOTHERAPEUTIC PROPERTIES OF HETEROCYCLIC-COMPOUNDS - MONOCYCLIC COMPOUNDS WITH 5-MEMBERED RINGS
    GRUNBERG, E
    TITSWORTH, EH
    [J]. ANNUAL REVIEW OF MICROBIOLOGY, 1973, 27 : 317 - 346