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Journal : The Journal of Pure and Applied Chemistry Research

 1 
Design, Synthesis, and In Silico Study of Two N-Substituted Pyrazinamide Analogs as Potential Antituberculosis Agents Zulqurnain, Muhammad; Wati, First Ambar; Nurjanah, Ana; Kavin, Layli Adha Nadira; Afifah, Rizqi Nur; Suyatno; Santoso, Mardi
The Journal of Pure and Applied Chemistry Research Vol. 14 No. 1 (2025): Edition January-April 2025
Publisher : Chemistry Department, The University of Brawijaya

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.21776/ub.jpacr.2025.014.01.7939

Abstract

Tuberculosis (TB) is an infectious yet often overlooked disease that remains a significant global challenge. Pyrazinamide (PZA), a key drug in the first-line TB treatment regimen, is used to reduce the duration of therapy, making it a compound of great interest for further exploration. Two pyrazine-2-carboxamide analogs have been successfully synthesized and reported, followed by an in-silico evaluation of their potency as antituberculosis agents. Yamaguchi reagent was employed as a coupling agent between pyrazine-2-carboxylic acid and corresponding amine, yielding N-(cyclohexylmethyl) pyrazine-2-carboxamide (D) and N-(4-cyclooctyl) pyrazine-2-carboxamide (E) in 60% and 55%, respectively. The molecular docking analysis of compounds (D) and (E) demonstrated lower binding energies (-7.65 and -7.37 kcal/mol, respectively), in comparison with the standard TB drugs, pyrazinamide and isoniazid. Additionally, ADME and pharmacokinetics evaluations revealed that compounds (D) and (E) meet the essential criteria for oral drug candidacy. These findings suggest that the pyrazinamide analogs (D) and (E) hold significant potential as promising antimycobacterial agents for tuberculosis therapy.
Co-Authors Abdullah, Abduljabbar Abni, Septia Rizqi Nur Achadi Budi Santosa Adibah Belva Adelia Afifah, Rizqi Nur Agung Septiadi Agustini, Ni Made Sri AGUSTYA PRATIWI, MASYITHA Anas Ahmadi Anas Ahmadi Arif Adi Saputro Artadiyanti, Ni Made Novi Asrori, Muhamad Zainul AYU ANJARSARI, PUTRI AYU RISWATI, MARDIYAH Bachtera Indarto, Bachtera Bambang Yulianto Billah, A.A.M Bramantoro, Ardianto Caecilia Putri Gennosa Cahyaningsih, Ayu Marlina Danti I, Dania Rithma Danur Bagaskoro Satria Ulung Darni DEVI QORIAYUNI, RIZKY Diah Utami Lutfiani Didik Imam Margatot Djoko Widodo Dody Hartanto Dwi Riyanti Ety Fitriyani Feriandi, Yoga Ardian fitriana, ika Gatut Yudoyono Gontjang Prajitno Hary Hermawan Heni Pujiastuti Hidayati, Dian IRWANSYAH Islamiati, Zuha Nur Kavin, Layli Adha Nadira Kendis Hutamia Kriswanto, Didi Manik, Toba Sastrawan Mardi Santoso Masyithah Maghfirah Rizam Moh. Yusril Hermansya Mohammad, Nhelbourne K. MUFID, YAN Muhammad Assegaf Baalwi Muhammad Rizky Irawan Muhammad Zahidi Muthmainnah, Melania Suweni Muntini NABILAH, AMALIA Nafilah Azhar Anindita Nahak, Theresia Wilmince Naim, Haniifan Muhammad Nandaita Miftahul Lael Nasori Nugroho, Dhimas Setyo Nurjanah, Ana Pamukhti, Bagas Biyanzah Drajad Pradikta, Zendy Purwaningsih, Sriyani Purwati Anggraini, Purwati Rafiq, Abdul Ragil Marghubi Rahmatika, Nuniek Ranthy Pancasasti, Ranthy Rikke Kurniawati RONI Rudiana Agustini Salsabila, Ti’laili Satria Tegar Ade Purnama Setya Yuwana Sintha Amelia Sanada Siti Partini Suardiman Siti Rahma Soleman Sudikan, Setya Yuwana Suhartono Sukirman Supratno, Haris Susi Maulida, Susi Susilo Indrawati Suwandana, Engkin Syamsul Sodiq Tengsoe Tjahjono, Tengsoe Tursilowati, Diyah Ayu Indah Urip Zaenal Fanani Virgiawan Rambu Rabana Wantini Wati, First Ambar Widowati, Azza Nuriah Wijaya Gati , Norman Yohana, Nabilla Yuliana, Rohmah Yunianika, Ika Tri Yuniseffendri Zulqurnain, Muhammad