In-Silico and In-Vitro Approaches to Screen the Antituberculosis Activity of Benzothiazole Analogs

Synthesis and Anti-TB Activity Screening of Pyrazole Conjugated Benzothiazole Analogs

Author(s): Mahesh Bhat and S.L. Belagali

Pp: 90-107 (18)

DOI: 10.2174/9789811494635121010009

* (Excluding Mailing and Handling)

Abstract

Hybrid derivatives have advantage over the other compounds, because they exhibit the enhanced bioactivity. In this chapter benzothiazole conjugated pyrazole hybrid compounds are taken the study. Pyrazole and benzothiazole scaffolds have their own advantage in the field of medicinal chemistry. In the present study, two series of the pyrazole conjugated benzothiazole derivatives were synthesized by Vilsmeier- Haack reaction, followed by the Schiff’s base formation. The newly synthesized compounds were screened for the in-vitro and in-silico anti-TB activities. They show moderate antibacterial and antioxidant activities. Compounds containing OH, CH3 and Cl groups exhibit the superior antibacterial activity in the series. Majority of the compounds exhibit the excellent in-vitro anti-TB activity, showing the MIC values up to 1.6 μg/mL. Some compounds were show the superior activity compared to the standard (INH and Cfx) and molecular docking studies were also carried out to know the molecular interaction with InhA protein.


Keywords: Acetophenone, Benzothiazole, Conjugation, Cyclization, Docking score, DprE1, Hybrid molecule, Imine, InhA, In-silico, In-vitro, Isoniazid, Molecular Docking, Phenyl hydrazine, Pyrazofurin, Pyrazole, Schiff’s Base, Tuberculosis, Tyrosine, Vilsmeier-Haack.

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      • 11. app/Models/ContentAccess.php:647
      • 12. app/Http/Controllers/ChapterController.php:1465
      • 13. vendor/laravel/framework/src/Illuminate/Routing/Controller.php:54
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      • 11. app/Models/ContentAccess.php:647
      • 12. app/Http/Controllers/ChapterController.php:1478
      • 13. vendor/laravel/framework/src/Illuminate/Routing/Controller.php:54
      • 14. vendor/laravel/framework/src/Illuminate/Routing/ControllerDispatcher.php:43
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      • 13. app/Models/UserAccess/UserAccess.php:1266
      • 14. app/Http/Controllers/ChapterController.php:1518
      • 15. vendor/laravel/framework/src/Illuminate/Routing/Controller.php:54
      • 16. vendor/laravel/framework/src/Illuminate/Routing/ControllerDispatcher.php:43
      • 17. vendor/laravel/framework/src/Illuminate/Routing/Route.php:260
    • (select j.user_access_id,j.volume_id,j.user_id,j.from_ip,j.to_ip,j.type,j.track,"Trial Access" as access_base_text, CASE j.type WHEN 111 THEN true ELSE false END as terms_popup, "S" as content_download_type, null as restricted_user_access_key, null as restricted_user_access_type, CASE j.track WHEN 0 THEN false ELSE true END as tracksAccessByVolume,"chapter" as access_level, j.chapter_id from `user_access_chapter_trail` as `j` inner join `user_access_info` as `info` on `j`.`user_access_id` = `info`.`user_access_id` where ((j.from_ip <= 314538714 and j.to_ip >=314538714 )) and ((j.from_date <= 1739835117 and j.to_date >= 1739835117 and j.perpetual= 0) or (j.from_date is null and j.to_date is null and j.perpetual= 1)) and j.chapter_id = 14604) union (select j.user_access_id,j.volume_id,j.user_id,j.from_ip,j.to_ip,j.type,j.track,"Subscribed" as access_base_text, false as terms_popup, "S" as content_download_type, null as restricted_user_access_key, null as restricted_user_access_type, CASE j.track WHEN 0 THEN false ELSE true END as tracksAccessByVolume,"chapter" as access_level, j.chapter_id from `user_access_chapter_corporate` as `j` inner join `user_access_info` as `info` on `j`.`user_access_id` = `info`.`user_access_id` where ((j.from_ip <= 314538714 and j.to_ip >=314538714 )) and ((j.from_date <= 1739835117 and j.to_date >= 1739835117 and j.perpetual= 0) or (j.from_date is null and j.to_date is null and j.perpetual= 1)) and j.chapter_id = 14604) union (select j.user_access_id,j.volume_id,j.user_id,j.from_ip,j.to_ip,j.type,j.track,"Token Based Access" as access_base_text, false as terms_popup, "R" as content_download_type, j.uc_id as restricted_user_access_key, "v" as restricted_user_access_type, CASE j.track WHEN 0 THEN false ELSE true END as tracksAccessByVolume,"chapter" as access_level, j.chapter_id from `user_access_chapter_token` as `j` inner join `user_access_info` as `info` on `j`.`user_access_id` = `info`.`user_access_id` where ((j.from_ip <= 314538714 and j.to_ip >=314538714 )) and ((j.from_date <= 1739835117 and j.to_date >= 1739835117 and j.perpetual= 0) or (j.from_date is null and j.to_date is null and j.perpetual= 1)) and j.chapter_id = 14604)
      610μsalphaeurekaselec_live_10_06_2022UserAccess.php#1266
      Backtrace
      • 13. app/Models/UserAccess/UserAccess.php:1266
      • 14. app/Http/Controllers/ChapterController.php:1549
      • 15. vendor/laravel/framework/src/Illuminate/Routing/Controller.php:54
      • 16. vendor/laravel/framework/src/Illuminate/Routing/ControllerDispatcher.php:43
      • 17. vendor/laravel/framework/src/Illuminate/Routing/Route.php:260
    • select b.banner_link, b.banner_name, b.banner_script, b.banner_remarks, b.banner_file_name, b.banner_placement, bd.content_type, bd.content_id from `tbl_banner` as `b` inner join `tbl_banner_detail` as `bd` on `bd`.`banner_id` = `b`.`banner_id` inner join `users` as `u` on `u`.`id` = `b`.`updated_by` where `b`.`banner_ebook` = 1 and `bd`.`content_type` = 'B' and `bd`.`content_id` = 3047 and `b`.`banner_from_date` <= 1739835117 and `b`.`banner_to_date` >= 1739835117 and `b`.`banner_status` = 'A' order by `b`.`banner_id` desc
      1.22msalphaeurekaselec_live_10_06_2022Banner.php#95
      Bindings
      • 0: 1
      • 1: B
      • 2: 3047
      • 3: 1739835117
      • 4: 1739835117
      • 5: A
      Backtrace
      • 13. app/Models/Banner.php:95
      • 14. app/Http/helpers.php:404
      • 17. vendor/laravel/framework/src/Illuminate/Filesystem/Filesystem.php:124
      • 18. vendor/laravel/framework/src/Illuminate/View/Engines/PhpEngine.php:58
      • 19. vendor/laravel/framework/src/Illuminate/View/Engines/CompilerEngine.php:73
    • select count(*) as aggregate from `uc_cart_products` where cart_id='0a6cfc7fb4126a387aac120894f40f7a'
      200μsalphaeurekaselec_live_10_06_2022Cart.php#271
      Backtrace
      • 15. app/Models/Cart.php:271
      • 16. view::layouts._header:260
      • 18. vendor/laravel/framework/src/Illuminate/Filesystem/Filesystem.php:124
      • 19. vendor/laravel/framework/src/Illuminate/View/Engines/PhpEngine.php:58
      • 20. vendor/laravel/framework/src/Illuminate/View/Engines/CompilerEngine.php:73
    App\Models\Keywords
    20Keywords.php#?
    App\Models\Chapter
    1Chapter.php#?
    App\Models\Ebook
    1Ebook.php#?
        _token
        RzbPM2c6SE3BUAaZhkwUjN45yTKixuYBcC7TOFwv
        uc_cart_id
        0a6cfc7fb4126a387aac120894f40f7a
        _previous
        array:1 [ "url" => "https://alpha.eurekaselect.com/chapter/14604" ]
        _flash
        array:2 [ "old" => [] "new" => [] ]
        PHPDEBUGBAR_STACK_DATA
        []
        path_info
        /chapter/14604
        status_code
        200
        
        status_text
        OK
        format
        html
        content_type
        text/html; charset=UTF-8
        request_query
        []
        
        request_request
        []
        
        request_headers
        0 of 0
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        request_cookies
        0 of 0
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        response_headers
        0 of 0
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        ClearShow all
        Date ↕MethodURLData
        #12025-02-17 23:31:57GET/chapter/146041121922