Synthesis and Antifungal Activity of Novel Quinazolin-4(3H)-one Derivatives

REFERENCES

• Antipenko, L.; Karpenko, A.; Kovalenko, S.; Katsev, A.; Komarovska-Porokhnyavets, E.; Novikov, V.; Chekotilo, A. Synthesis of new 2-thio-[1,2,4]triazolo[1,5-c]quinazoline derivatives and its antimicrobial activity. Chem. Pharm. Bull. 2009, 57, 580–585.
   PubMed Web of Science ®Google Scholar
• Vijai, P. R.; Kumar, K. S.; Sivakumar, R.; Sam Solomon, W. D.; Jayaveera, K. N. Synthesis of quinazoline derivatives and their biological activities. Asian J. Chem. 2009, 21(9), 6656–6660.
   Web of Science ®Google Scholar
• Mathiew, B. P.; Kumar, A.; Sharma, S.; Shula, P. K.; Nath, M. Synthesis and antimicrobial activities of dihydro-2H-benzo-and naphtho-1,3-oxazine derivatives. Eur. J. Med. Chem. 2010, 45, 1502–1507.
   PubMed Web of Science ®Google Scholar
• Rohini, R.; Muralidhar, R. P.; Shanker, K.; Hu, A.; Ravinder, V. Antimicrobial study of newly synthesized 6-substituted indolo[1,2-c]quinazolines. Eur J. Med. Chem. 2010, 45, 1200–1205.
   PubMed Web of Science ®Google Scholar
• El-Hashash1, M. A.; Guirguis D. B.; El-Badry, Y. A. Synthesis and evaluation of new 2,3- and 2,4-disubstituted quinazoline derivatives as potential antibacterial and antifungal agents. Der Pharm. Chem. 2011, 3(6), 147–159.
   Google Scholar
• Tang, Z.; Zhu, Z.; Xia, Z.; Liu, H.; Chen, J.; Xiao, W.; Ou, X. Synthesis and fungicidal activity of novel 2,3-disubstituted-1,3-benzoxazines. Molecules 2012, 17, 8174–8185.
   PubMed Web of Science ®Google Scholar
• Anupama Devi, K.; Sarangapani, M.; Sriram, M. Synthesis and antimicrobial activity of some quinazolinones derivatives. Int. J. Drug Devel. Res. 2012, 4, 324–327.
   Google Scholar
• Khodarahmi, G.; Jafari, E.; Hakimelahi, G.; Abedi, D.; Khajouei, M. R.; Hassanzadeh, F. Synthesis of some new quinazolinone derivatives and evaluation of their antimicrobial activities. Iran. J. Pharmaceut. Res. 2012, 11(3), 789–797.
   PubMed Web of Science ®Google Scholar
• Islam, M.; Aljaiyash, A. A. H. Synthesis, antifungal, and antibacterial activities of 3-substituted phenyl-6-substitutedphenyl-(1,2,4)-triazolo-(4,3-b)-pyridazines. Der Pharm. Lett. 2013, 5(5), 27–34.
   Google Scholar
• Alagarsamy, V.; Solomon, V. R.; Dhanabal, K. Synthesis and pharmacological evaluation of some 3-phenyl-2-substituted-3H-quinazolin-4-one as analgesic, anti-inflammatory agents. Bioorg. Med. Chem. 2007, 15, 235–241.
   PubMed Web of Science ®Google Scholar
• Chandrikaa, P. M.; Raghu Ram Raoa, A.; Narsaiahb, B.; Bhagawan Raju, M. Quinazoline derivatives with potent anti-inflammatory and anti-allergic activities. Int. J. Chem. Sci. 2008, 6(3), 1119–1146.
   Google Scholar
• Chandregowda, V.; Kush, A. K.; Chandrasekara, R. G. Synthesis and in vitro antitumor activities of novel 4-anilinoquinazoline derivatives. Eur. J. Med. Chem. 2009, 44, 3046–3055.
   PubMed Web of Science ®Google Scholar
• Saravanan, G.; Alagarsamy, V.; Prakash, C. R. Synthesis and evaluation of antioxidant activities of novel quinazoline derivatives. Int. J. Pharm. Sci. 2010, 2, 83–86.
   Google Scholar
• Ali, M. M.; Mohamed, A. Y.; El-Bayouki, M. A. K.; Basyouni, M. W.; Abbas, Y. S. Synthesis of some new 4(3H)-quinazolinone-2-carboxaldehyde thiosemicarbazones and their metal complexes and a study on their anticonvulsant, analgesic, cytotoxic and antimicrobial activities. Eur. J. Med. Chem. 2010, 45, 3365–3373.
   PubMed Web of Science ®Google Scholar
• Abbas, E. S.; Awadallah, M. F.; Ibrahim, A. N.; Said, G. E.; Kamel, M. G. New quinazolinone–pyrimidine hybrids: Synthesis, anti-inflammatory, and ulcerogenicity studies. Eur. J. Med. Chem. 2012, 53, 141–149.
   PubMed Web of Science ®Google Scholar
• Vagdevi, H. M.; Lokesh, M. R.; Gowdarshivannanavar, B. C. Synthesis and antioxidant activity of 3-substituted Schiff bases of quinazoline-2,4-diones. Int. J. Chem. Tech Res. 2012, 4, 1527–153.
   Google Scholar
• El-Azab, A. S.; Abdel-Hamide, S. G.; Sayed-Ahmed, M. M.; Hassan, G. S.; El-Hdiyah, T. M.; Al-Shabanah, O. A.; Al-Deeb, O. A.; El-Subbagh, H. I. Novel 4(3H)-quinazolinone analogs: Synthesis and anticonvulsant activity. Med. Chem. Res. 2013, 22, 2815–2827.
   Web of Science ®Google Scholar
• Zayed, M. F.; Hassan, M. H. Synthesis and biological evaluation studies of novel quinazolinone derivatives as antibacterial and anti-inflammatory agents. Saudi Pharmaceut. J. 2014, 22, 157–162.
   PubMed Web of Science ®Google Scholar
• Cao, S.; Guo, Y.; Wang, X.; Zhang, M.; Feng, Y.; Jiang, Y. Synthesis and pharmacological study of novel pyrido-quinazolone analogues as anti-fungal, antibacterial, and anticancer agents. Arch. Pharm. 2009, 342, 182.
   Web of Science ®Google Scholar
• Mhaske, S. B.; Argade, N. P. The chemistry of recently isolated naturally occurring quinazolinone alkaloids. Tetrahedron 2006, 62, 9787–9826.
   Web of Science ®Google Scholar
• Tiwari, A. K.; Mishra, A. K.; Bajpai, A.; Mishra, P.; Sharma, R. K.; Pandey, V. K.; Singh, V. K. Synthesis and pharmacological study of novel pyrido-quinazolone analogues as anti-fungal, antibacterial, and anticancer agents. Bioorg. Med. Chem. Lett. 2006, 16, 4581–4585.
   PubMed Web of Science ®Google Scholar
• Patel, M.; Mchugh, R. J.; Cordova, B. C.; Klabe, R. M.; Erickson-Viitaneen, S.; Trainor, G. I.; Ko, S. S. Synthesis and evaluation of benzoxazinones as HIV-1 reverse transcriptase inhibitors: Analogs of efavirenz (SustivaTM). Bioorg. Med. Chem. Lett. 1999, 9, 3221.
   PubMed Web of Science ®Google Scholar
• El-Hashash, M. A.; El-Badry, Y. A. Synthesis of a novel series of 2,3-disubstituted quinazolin-4(3H)-ones as a product of a nucleophilic attack at C(2) of the corresponding 4H-3,1-benzoxazin-4-one. Helv. Chim. Acta 2011, 94, 389–396.
   Web of Science ®Google Scholar
• Eissa, A. M. F.; Kouser, A. H.; Abo Riya, M.; Ramadan, S. I. M. Synthesis and reactivity of 6-iodo-4H-3,1-benzoxazin-4-one towards nitrogen nuclophiles and their antimicrobial activities. Chem. Process Engender. Res. 2013, 15, 18–27.
   Google Scholar
• Zampieri, D.; Mamolo, M. G.; Laurini, E.; Scialino, G.; Banfi, E.; Vio, L. Antifungal and antimycobacterial activity of 1-(3,5-diaryl-4,5-dihydro-1H-pyrazol-4-yl)-1H-imidazole derivatives. Bioorg. Med. Chem. 2008, 16, 4516.
   PubMed Web of Science ®Google Scholar
• Patel, N. B.; Patel, J. C.; Barat, G. G. In vitro evaluation of the antibacterial and antifungal activity of some new pyrazolyl-quinazolin-4(3H)-one derivatives. Med. Chem. Res. 2012, 21(2), 229–238.
   Web of Science ®Google Scholar
• Bekhit, A. A.; Abdel-Azeim, T. Design, synthesis and biological evaluation of some pyrazole derivatives as anti-inflammatory-antimicrobial agents. Bioorg. Med. Chem. 2004, 12, 1935.
   PubMed Web of Science ®Google Scholar
• Patel, N. B.; Patel, J. C.; Barat, G. G. Synthesis and antimicrobial activity of 2-[2-(2,6-dichlorophenyl)amino]benzyl-3-(5-substitutedphenyl-4,5-dihydro-1H-pyrazol-3-yl-amino)-6,8-dibromoquinazolin-4(3H)ones. J. Young Pharm. 2010, 2, 173–182.
   PubMedGoogle Scholar
• El-Sabbagh, O. I.; Baraka, M. M.; Ibrahim, S. M.; Pannecouque, C.; Andrei, G.; Snoeck, R. Synthesis and antiviral activity of new pyrazole and thiazole derivatives. Eur. J. Med. Chem. 2009, 44, 3746.
   PubMed Web of Science ®Google Scholar
• Hector, R. F. Compounds active against cell wall of medically important fungi. Clin. Microbiol. Rev. 1993, 6, 1–21.
   PubMed Web of Science ®Google Scholar
• Wallingford, V. H.; Krueger, P. A. Org. Synth. 1939, 19, 52.
   Google Scholar
• Bauer, A. W.; Kirby, W. W. M.; Sherris, J. C.; Turck, M. Am. J. Clin. Path. 1966, 45, 493.
   PubMed Web of Science ®Google Scholar
• Clinical and Laboratory Standard Institute. Performance Standards for Antimicrobial Disk Susceptibility Tests: Approved Standard, 9th ed.; CLSI Document M2-A9; Clinical and Laboratory Standards Institute, USA, 2006.
   Google Scholar