Author(s): Deepak Kardile, Mrunal Shirsat

Email(s): kardiledeepak@gmail.com

DOI: 10.5958/0974-360X.2020.00993.2   

Address: Deepak Kardile*, Mrunal Shirsat
Department of Pharmaceutical Sciences, Madhav University, Pindwara-307026, (Rajasthan) India.
*Corresponding Author

Published In:   Volume - 13,      Issue - 12,     Year - 2020


ABSTRACT:
In this present investigation to study of novel pyridincarbonitrile mercaptobenzimidazole derivatives was efficiently synthesized, which is further characterized and authenticated by using TLC, different spectral data such as IR and 1HNMR. The newly synthesized derivatives were tested against in vitro antimicrobial and antitubercular activities. The result shows that the titled compounds shown average antibacterial activity against gram-positive Bacillus Subtilis, gram-negative Escherichia Coli as compared to standard ciprofloxacin. Compounds DPK4B1d2 and DPK4B1d7 shown potent antifungal activity against Aspergillus Niger as compared to standard fluconazole. Antitubercular activity tested against mycobacterium tuberculosis, compound DPK4B1d2 showed potent activity and also, rest of the compounds showed moderate activities in the comparison of standard such as Pyrazinamide, Ciprofloxacin, and Streptomycin.


Cite this article:
Deepak Kardile, Mrunal Shirsat. Synthesis and in vitro Evaluation of Pyridincarbonitrile Mercaptobenzimidazole Derivatives as a potent biological agent. Research J. Pharm. and Tech. 2020; 13(12):5705-5710. doi: 10.5958/0974-360X.2020.00993.2


REFERENCES:
1    Morse SS. Factors in the Emergence of Infectious Diseases. Emerging Infectious Disease.1995; 1:7-15.
2    Matsos A, Johnston IN. Chemotherapy-induced cognitive impairments: A systematic review of the animal literature. Neuroscience and Biobehavioral Reviews. 2019; 102: 382-399.
3    Saeed S, Rashid N, Jones PG, Ali M, Hussain R. Synthesis, characterization and biological evaluation of some thiourea derivatives bearing benzothiazole moiety as potential antimicrobial and anticancer agents. European Journal of Medicinal Chemistry. 2010; 45: 1323–1331.
4    Taramian S, Mahfoozi L, Soodm M. Antibiotic Resistance Trend of Uro pathogens in a Tertiary Teaching Hospital in Rasht, Iran, a Longitudinal Study. International journal of pharmaceutical and Phytopharmacological research. 2019; 9(1), 98-102.
5    Randhawa MA, Bawadekji A, Al Ali M, Oueslati MH, Jamith BW. Antimicrobial effects of methanolic extract of salvia officinal is l, including MRSA and multidrug resistant acinetobacter baumannii. International journal of pharmaceutical and Phytopharmacological research. 2018; 8(4), 1-5.
6    Salehi NA, Motamedifar M. Antibiotic sensitivity profile of the bacterial isolates from the blood samples of the patients in different wards of a major referral hospital, shiraz, Iran. 2019; Pharmacophore, 10(2), pp. 30-36.
7    Mohanty SK, Khuntia A, Yellasubbaiah N, Ayyanna C, Sudha BN, Harika MS. Design, synthesis of novel azo derivatives of benzimidazole as potent antibacterial and antitubercular agents. Beni-Suef University Journal of Basic and Applied Sciences. 2018; 7: 646-651.
8    Knudson SE, Kumar K, Awasthi D, Ojima I, Slayden RA. In vitro-in vivo activity relationship of substituted benzimidazole cell division inhibitors with activity against Mycobacteria tuberculosis. Tuberculosis. 2014; 94 (3):271-276.
9    Yoon YK, Ali MA, Wei AC, Choon TS. Synthesis and evaluation of antimycobacterial activity of new benzimidazole aminoesters. European Journal of Medicinal Chemistry. 2015; 93:614-624.
10    Yoon YK, Ali MA, Wei AC, Shirazi AN, Parang K, Choon TS. Benzimidazoles as new scaffold of sirtuin inhibitors: Green synthesis, in vitro studies, molecular docking analysis and evaluation of their anti-cancer properties. European Journal of Medicinal Chemistry. 2014; 83:448-454.
11    Yajnanarayana HR, Miclmel AG, Joseph S. X-ray crystal structure and reactions of 2-cyano-1, 3-dibenzoyl-2, 3-dihydrobenzimidazole, a novel reissert compound. Tekahedmn Letters. 1991; 32:2997-3000.
12    Chen J, Qu J, Zhang Y, Chen Y, Liu N, Chen B. Metal-free construction of tricyclic or tetracyclic compounds-acid-promoted synthesis of benzo[4,5] imidazo [2,1-a] isoindole and 1,2-dialkyl-2,3-dihydrobenzimidazoles.Tetrahedron.2013; 69:316-319.
13    Chen GF, Dong XY. Facile and Selective Synthesis of 2-Substituted Benzimidazoles Catalyzed by FeCl3/Al2O3. European Journal of Medicinal Chemistry. 2012; 9 (1): 289-293.
14    Keri RS, Hiremathad A, Budagumpi S, Nagaraja BM. Comprehensive Review in Current Developments of Benzimidazole – Based Medicinal Chemistry. Chem Biol Drug Des. 2015; 86 (1):19-65.
15    Sridevi CH, Balaji K, Naidu A, Sudhakaran R. Synthesis of some phenylpyrazolo benzimidazolo quinoxaline derivatives as potent antihistaminic agents. European Journal of Medicinal Chemistry. 2010; 7: 234-238.
16    Ranjith PK, Rajeesh P, Haridas KR, Susanta NK, Row TN, Rishikesan R. Design and synthesis of positional isomers of 5 and 6-bromo-1-[(phenyl) sulfonyl]-2-[(4-nitrophenoxy) methyl]-1H-benzimidazoles as possible antimicrobial and antitubercular agents. Bioorg Med Chem Lett. 2013; 23: 5228–5234.
17    Arora RK, Kaur N, Bansal Y, Bansal G. Novel coumarin-benzimidazole derivatives as antioxidants and safer anti-inflammatory agents. Acta Pharm Sin B. 2014; 4: 368–375.
18    Pan T, He X, Chen B, Chen H, Geng G, Luo H. Development of benzimidazole derivatives to inhibit HIV-1 replication through protecting APOBEC3G protein. European Journal of Medicinal Chemistry. 2015; 95: 500-513.
19    Vasantha K, Basavaraja swamy G, Rai MV, Boja P, Pai VR, Shruthi N. Rapid ‘one-pot’ synthesis of a novel benzimidazole-5-carboxylate and its hydrazone derivatives as potential anti-inflammatory and antimicrobial agents. Bioorg Med Chem Lett. 2015; 25: 1420-1426.
20    Gaba M, Gaba P, Uppal D, Dhingra N, Bahia MS. Silakari O. Benzimidazole derivatives: search for GI-friendly anti-inflammatory analgesic agents. Acta Pharm Sin B. 2015; 5:337-342.
21    Wen J, Luo Y, Zhang H, Zhao H, Zhou C, Cai G. A green and convenient approach toward benzimidazole derivatives and their antimicrobial activity. Chin Chem Lett. 2016; 27: 391–394.
22    Bansal Y, Silakari O. The therapeutic journey of Benzimidazoles: a review. Bioorganic and Medicinal Chemistry. 2012; 20: 6208-6236.
23    Haque RA, Budagumpi S, Choo SY, Choong MK, Lokesh BE, Sudesh K. Nitrile functionalized Hg (II) - and Ag (I)-N-heterocyclic carbene complexes: synthesis, crystal structures, nuclease and DNA binding activities. Appl Organometal Chem. 2012; 26: 689-700.
24    Ansari KF, Lal C. Synthesis physicochemical properties and antimicrobial activity of some new benzimidazole derivatives. European Journal of Medicinal Chemistry. 2009; 44: 4028-4033.
25    Park SJ, Lee JC, Lee K. A Facile Synthesis of 4-Hydroxycoumarin and 4-Hydroxy-2-quinolone Derivatives. Bull Korean Chemical Society. 2007; 28 (7): 1203-1205.
26    Alaqeel SI. Synthetic approaches to benzimidazole from o-phenylenediamine: A literature review. Journal of Saudi chemical society. 2017; 21: 229–237.
27     Pharmacopoeia of India, Ministry of Health Department New Delhi: Govt. of India; 1996; 2: A-88.
28    Parish T, Stroker NG. Mycobacteria Protocols: Methods in molecular Biology. Totowa NJ: Humana Press Totowa. 1998; 101: 395–422.
29     Rodriguez AMC, Lopez SEC, Sanmartin J, Pelagatti P, Zani F. Copper complexes of imidazole-2-pyrrole-2- and indol-3-carbaldehyde thiosemicarbazones: inhibitory activity against fungi and bacteria. J Inorg Biochem. 2005; 99: 2231–2239.
30    Emami S, Falhati M, Banifafemi A, Shafiee A. Stereoselective synthesis and antifungal activity of (Z)-Trans-3-azolyl-2-methylchromanone oxime ethers. Bioorganic and Medicinal Chemistry. 2004; 12: 5881-5889.
31    Perez C, Anesini C. In vitro antimicrobial activity of Argentine folk medicinal plants against Salmonella typhii. Journal of Ethnopharmacology. 1994; 44: 41-46.
32    Kalalbandi VKA, Seetharamappa J, Katrahalli U, Bhat KG. Synthesis, crystal studies, anti-tuberculosis and cytotoxic studies of 1-[(2E)-3-phenylprop-2-enoyl]-1Hbenzimidazole derivatives. European Journal of Medicinal Chemistry. 2014; 79:194-202.
33    Vera K, Lenka Z, Waisser K, Jarmila K. Synthesis and antimycobacterial activity of 1, 2, 4-triazole 3-benzylsulfanyl derivatives. IL Farmaco. 2004; 59: 279-288.
34    Wang S, Eisenberg D. Crystal structures of a pantothenate synthetase from M. tuberculosis and its complexes with substrates and a reaction intermediate. Protein Sci. 2003; 12:1097–10108.
35    Collins LA, Franzblau SG. Microplate Alamar blue assay versus BACTEC 460 system for high-throughput screening of compounds against mycobacterium tuberculosis and mycobacterium avium. Antimicrobial agents Chemotherapy. 1997; 41:1004–1009.

Recomonded Articles:

Author(s): Umesh Kumar, Rakesh Narang, Surendra Kumar Nayak, Sachin Kumar Singh, Vivek Gupta

DOI: 10.5958/0974-360X.2017.00425.5         Access: Open Access Read More

Author(s): Rakhi Mehra, Renu Makhija, Neera Vyas

DOI: Not Available         Access: Open Access Read More

Author(s): Koushika Das, Pranit Krishna, Avipsha Sarkar, Shanmuga Sundari Ilangovan, Shampa Sen

DOI: 10.5958/0974-360X.2017.00267.0         Access: Open Access Read More

Author(s): Ankit Patel, Pankaj Kushwah, Sujit Pillai, Ajay Raghuvanshi, Nitin Deshmukh

DOI: 10.5958/0974-360X.2017.00013.0         Access: Open Access Read More

Author(s): Raj Kumar R, Praveen D, Palani Shanmugasundaram

DOI: 10.5958/0974-360X.2016.00164.5         Access: Open Access Read More

Author(s): Dhanalekshmi UnniKrishnan Nair, MP Saraswathy, Narra Kishore, Neelakanta Reddy Pully

DOI: Not Available         Access: Open Access Read More

Author(s): Pooja Thakur, Chirag Chopra, Daljeet Singh Dhanjal, Reena Singh Chopra

DOI: 10.5958/0974-360X.2017.00466.8         Access: Open Access Read More

Author(s): Som K. Madhvi, Manik Sharma, Javaid Iqbal, Mohd Younis

DOI: 10.5958/0974-360X.2019.00785.6         Access: Open Access Read More

Author(s): Sandeep DS, Narayana Charyulu R, Prashant Nayak, Aliss Maharjan, Indira Ghalan

DOI: 10.5958/0974-360X.2016.00163.3         Access: Open Access Read More

Author(s): Pankaj Kumar, Jennifer Fernandes, Abhishek Kumar

DOI: 10.5958/0974-360X.2017.00023.3         Access: Open Access Read More

Author(s): Md Kamal Hossain, Kamrun Nahar, Parisa Shokryazdan, Norhani Abdullah, Kaiser Hamid, Mohammed Faseleh Jahromi

DOI: 10.5958/0974-360X.2017.00530.3         Access: Open Access Read More

Author(s): Neha Rajput, Dinesh Sachan, Shikha Gangwar, Dipti Sachan

DOI: Not Available         Access: Open Access Read More

Author(s): S. Krishnakumar, R. Divya, N.R. Kanchana Devi, G. Keerthana, A. Ancy Judi

DOI: 10.5958/0974-360X.2017.00234.7         Access: Open Access Read More

Author(s): Das Biswajit, Dash Suvakanta, Choudhury Ramesh Chandra

DOI: Not Available         Access: Open Access Read More

Research Journal of Pharmacy and Technology (RJPT) is an international, peer-reviewed, multidisciplinary journal.... Read more >>>

RNI: CHHENG00387/33/1/2008-TC                     
DOI: 10.5958/0974-360X 

0.38
2018CiteScore
 
56th percentile
Powered by  Scopus


SCImago Journal & Country Rank


Recent Articles




Tags