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Natural Product Research
Formerly Natural Product Letters
Volume 32, 2018 - Issue 15
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Research Article

New angular oxazole-fused coumarin derivatives: synthesis and biological activities

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Pages 1824-1831 | Received 18 Aug 2017, Accepted 03 Nov 2017, Published online: 20 Nov 2017

References

  • Balaswamy G, Srinivas K, Pradeep P, Sarangapani M. 2012. Synthesis, characterization and antimicrobial activity of novel substituted benzoxazole derivatives. Int J Chem Sci. 10:619–626.
  • Belal M, Khan AT. 2016. Synthesis of fused oxazole-containing coumarin derivatives via oxidative cross coupling reaction using a combination of CuCl2 and TBHP. RSC Adv. 6:18891–18894.10.1039/C5RA27993C
  • Boulogne I, Petit P, Ozier-Lafontaine H, Desfontaines L, Loranger-Merciris G. 2012. Insecticidal and antifungal chemicals produced by plants: a review. Environ Chem Lett. 10:325–347.10.1007/s10311-012-0359-1
  • Caboni P, Saba M, Oplos C, Aissani N, Maxia A, Menkissoglu-Spiroudi U, Casua L, Ntallia N. 2014. Nematicidal activity of furanocoumarins from parsley against Meloidogyne spp. Pest Manage Sci. 71:1099–1105.
  • Desjardins AE, Spencer GF, Plattner RD. 1989. Tolerance and metabolism of furanocoumarins by the phytopathogenic fungus Gibberellapulicaris (Fusarium sambucinum). Phytochemistry. 28:2963–2969.10.1016/0031-9422(89)80262-6
  • Guan A, Qin Y, Wang J, Li B. 2013. Synthesis and insecticidal activity of novel dihalopropene derivatives containing benzoxazole moiety: a structure–activity relationship study. J Fluorine Chem. 156:120–123.10.1016/j.jfluchem.2013.09.003
  • Guo N, Wu J, Fan J, Yuan P, Shi Q, Jin K, Cheng W, Zhao X, Zhang Y, Li W, et al. 2014. In vitro activity of isoimperatorin, alone and in combination, against Mycobacterium tuberculosis. Lett Appl Microbiol. 58:344–349.10.1111/lam.2014.58.issue-4
  • Imramovsky A, Kozic J, Pesko M, Stolarikova J, Vinsova J, Kralova K, Jampilek J. 2014. Synthesis and antimycobacterial and photosynthesis-inhibiting evaluation of 2-[(E)-2-substituted-ethenyl]-1,3-benzoxazoles. Sci. World J. 2014:7059–7073.
  • Jyothi M, Ramchander M. 2013. Antibacterial and antifungal activity of some newly substituted benzoxazoles. Int J Chem Tech Res. 5:2425–2428.
  • Kamal A, Srinivasa Reddy K, Naseer A, Khan M, Rajesh VCRNCS, Janaki Ramaiah M, Pushpavalli SNCVL, Srinivas C, Pal-Bhadra M, Chourasia M, et al. 2010. Synthesis, DNA-binding ability and anticancer activity of benzothiazole/benzoxazole–pyrrolo[2,1-c][1,4]benzodiazepine conjugates. Bioorg Med Chem. 18:4747–4761.10.1016/j.bmc.2010.05.007
  • Khatune NA, Islam ME, Haque ME, Khondkar P, Rahman MM. 2004. Antibacterial compounds from the seeds of Psoralea corylifolia. Fitoterapia. 75:228–230.10.1016/j.fitote.2003.12.018
  • Ma HJ, Li YH, Zhao QF, Zhang T, Xie RL, Mei XD, Ning J. 2010. Synthesis and herbicidal activity of novel N-(2,2,2)-trifluoroethylpyrazole derivatives. J Agric Food Chem. 58:4356–4360.10.1021/jf9042166
  • Morison WL. 1999. Phototherapy and photochemotherapy: an update. Semin Cutan Med Surg. 18:297–306.10.1016/S1085-5629(99)80029-7
  • Reddy LM, Prakash TB, Padmaja A, Padmavathi V. 2015. Synthesis and antimicrobial activity of pyrazolyl benzoxazoles, benzothiazoles and benzimidazoles. Med Chem Res. 24:970–979.10.1007/s00044-014-1180-0
  • Sardari S, Mori Y, Horita K, Micetich RG, Nishibe S, Daneshtalab M. 1999. Synthesis and antifungal activity of coumarins and angular furanocoumarins. Bioorg Med Chem. 7:1933–1940.10.1016/S0968-0896(99)00138-8
  • Seenaiah D, Rekha T, Padmaja A, Padmavathi V. 2017. Synthesis and antimicrobial activity of pyrimidinyl bis(benzazoles). Med Chem Res. 26:431–441.10.1007/s00044-016-1758-9
  • Shikishima Y, Takaishi Y, Honda G, Ito M, Takfda Y, Kodzhimatov OK, Ashurmetov O, Lee KH. 2001. Chemical constituents of Prangosts chimganica; structure elucidation and absolute configuration of coumarin and furanocoumarin derivatives with anti-HIV activity. Chem Pharm Bull. 49:877–880.10.1248/cpb.49.877
  • Shimomura H, Sashida Y, Nakata H, Kawasaki J, Ito Y. 1982. Plant growth regulators from Heracleum lanatum. Phytochemistry. 21:2213–2215.10.1016/0031-9422(82)85180-7
  • Shokoohinia Y, Sajjadi SE, Gholamzadeh S, Fattahi A, Behbahani M. 2014. Antiviral and cytotoxic evaluation of coumarins from Prangos ferulacea. Pharm Biol. 52:1543–1549.10.3109/13880209.2014.907322
  • Sommer PSM, Almeida RC, Schneider K, Beil W, Süssmuth RD, Fiedler HP. 2008. Nataxazole, a new benzoxazole derivative with antitumor activity produced by streptomyces sp. Tü 6176. J Antibiot. 61:683–686.10.1038/ja.2008.97
  • Song PP, Zhao J, Liu ZL, Duan YB, Hou YP, Zhao CQ, Wu M, Wei M, Wang NH, Lv Y, Han ZJ. 2017. Evaluation of antifungal activities and structure–activity relationships of coumarin derivatives. Pest Manage Sci. 73:94–101.10.1002/ps.2017.73.issue-1
  • Srinivas A, VidyaSagar J, Raju J, Rama G, Sarangapani M. 2010. Design, synthesis and biological evaluation of benzoxazole derivatives as cyclooxygenase inhibitors. Der Pharma Chemica. 2:189–199.
  • Tugba EB, Yildiz İ, Selda OO. 2016. Synthesis, molecular docking and antimicrobial evaluation of novel benzoxazole derivatives. Med Chem Res. 25:553–567.
  • Villegas AM, Peralta KD, Tapia CG, Marı′n KC, Catala′n LE. 2015. Antiphytopathogenic activity of Psoralea glandulosa (Fabaceae) against Botrytis cinerea and Phytophthora cinnamomi. Nat Prod Res. 29:6586–6588.
  • Xiao WL, Li SH, Shen YH, Niu XM, Sun HD. 2007. Two new coumarin glucosides from the roots of Angelica apaensis and their anti-platelet aggregation activity. Arch Pharmacal Res. 30:799–802.10.1007/BF02978827
  • Yang C, Zhi X, Xu H. 2015. Synthesis of benzoxazole derivatives of honokiol as insecticidal agents against Mythimna separata Walker. Bioorg Med Chem Lett. 25:2217–2219.10.1016/j.bmcl.2015.03.052
  • Youssef MA, Sherif SMA, Elkady AMA, Hamouda SES. 2010. Synthesis of some new benzoxazole acetonitrile derivatives and evaluation of their herbicidal effiency. J Anim Sci. 12:1080–1090.
  • Zhang T, Xie R, Zhang T, Mei X, Yang J, Ning J. 2013. Design, synthesis and bioactivities of novel oxime ether derivatives. J Pestic Sci. 38:88–90.10.1584/jpestics.D13-001
  • Zhou J, Xie G, Yan X. 2011. Encyclopedia of traditional Chinese medicines-molecular structures, pharmacological activities, natural sources and applications. Heidelberg: Springer.

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