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Benzoik asit halkali yeni hibrit kalkonlarin sentezi ve biyolojik aktiviteleri

Year 2022, Volume: 6 Issue: 1, 7 - 14, 06.07.2022

Bedriye Seda Kurşun Aktar , Yusuf Sıcak , Emine Elçin Oruç-emre

https://doi.org/10.32571/ijct.1003871
Cited By: 2

Abstract

References

  • Ağalar, H.G. Pharmacognostical Investigations on Arum italicum Miller. Ph.D. Dissertation, Anadolu University, Eskişehir, 2016.
  • Hartman, R.E. Actions of bioactive phytochemicals in cell function and Alzheimer’s Disease pathology. L. Packer, H. Sies, M. Eggersdorfer, E. Cadenas Ed.; Cadenas Micronutrients and Brain Health. 2009; pp 225. CRC Press.
  • Kuşman, K. Isolation of bioactive glaucine and other alkaloids from some glaucium species grown in Turkey and quantification with high performance liquid chromatography. Ph.D. Dissertation, İstanbul University, İstanbul, 2018.
  • I. Parveen, M.D; Threadgill, J.M; Moorby, A. J Agric Food Chem, 2010, 58, 1371-1382.
  • Sıcak, Y.; Büyüksakallı, H.; Malkoçoğlu, S.; Özler, M. A.; Öztürk, M. J. Ong. Chem. Res., 2017, 3(1), 22-31.
  • Kim, Y.J.; Uyama, H. Cell Mol. Life Sci. 2005, 62, 1707-1723.
  • Modolo, L.V.; Souza, A.X.; Horta, L.P.; Araujo, D.P.; Fátima, A. J. Adv. Res. 2015, 6, 35-44.
  • Sıcak, Y.; Nadeem, S.; Aktar, B. S. K.; Emre, E. E. O.; Öztürk, M.; İyidoğan, A. K.; Demirtaş, İ. J. Ong. Chem. Res. 2017, 3(1), 32-49.
  • Dimmock, J.R.; Elias, D. W.; Beazely, M. A.; Kandepu, N. M. Bioactivities of chalcones, Curr. Med. Chem. 1999, 6, 1125-1149.
  • Detsi, A.; Majdalani, M.; Kontogiorgis, C.A.; Hadjipavlou-Litin, D.; Kefalas, P. Bioorg. Med. Chem. 2009, 17, 8073-8085.
  • Kurşun-Aktar, B. S.; Oruç-Emre, E. E.; Karaküçük-İyi̇doğan, A., Yağlioğlu, A. Ş.; Demi̇rtaş, İ.; Teki̇n, Ş. J. Res. Pharm. 2017, 21(4), 949-960.
  • Fringuelli, F.; Pizzo, F.; Vittoriani, C.; Vaccacio, L. Chem. Comm. 2004, 23, 2756-2757.
  • Selepe, M.A.; Heerden, F.R.V. Molecules. 2013, 18, 4739-4765.
  • Xu, L.; Li, L.; Xia, C.; Zhao, P. Helv. Chim. Acta. 2014, 87, 3080-3084.
  • Wu, X.F.; Neumann, H.; Spannenberg, A.; Schulz, T.; Jiao, H.J.; Beller, M. J. Am. Chem. Soc.. 2010, 132, 14596-14602.
  • Chen, M. S.; Christensen, B.; Blom, J.; Lemmich, E.; Nadelmann, L.; Fich, K.; Theander, T. G.; Kharazmi, A.; Licochalcone A. Antimicrob. Agents Chemother. 1993, 37, 2550-2556.
  • Kakati, D.; Sarma, J.C. Chem. Cent. 2011, 5, 8.
  • Rueping, M.; Bootwicha, T.; Baars, H.; Sugiono, E.Beilstein J. Org. Chem. 2011, 7, 1680-1687.
  • Schramm, O.G. Multi-component Heterocycle Syntheses Based upon Sonogashira Coupling Isomerization (Dissertation), Ruprecht-Karls University, Heidelberg, Germany, 2006.
  • Bukhari, S. N. A.; Butt, A.M.; Amjad, M.W.; Ahmad, B. A.; Shah, V.H.; Trivedi A.R. Pak. J .Pharm. Sci. 2013,16, 1368-1372.
  • Kumar, A.; Sharma, S.; Tripathi, V.D.; Srivastava, S. Tetrahedron. 2010, 66, 9445-9449.
  • Zhao, L.; Jin, H.; Sun, L.; Piao, H.; Quan, Z. Bioorg. Med. Chem Lett. 2005, 15, 5027-5029.
  • Mahapatra, D.K.; Asati, V.; Bharti, S.K. Eur. J. Med. Chem. 2015,92, 839-865.
  • Zhang, B.; Lai, Y.; Li, Y.; Shu, N.; Wang, Y.; Li, Y.; Chen, Z. Eur. J. Pharmacol. 2018, 57-67.
  • Lee, Y. S.; Lim, S. S.; Shin, K. H.; Ohuchi, Y. S. K.; Jung, S. H. Biol. Pharm. Bul. 2006, 29, 1028-1031.
  • Rizvi, S. U. F.; Siddiqui, H. L.; Johns, M.; Detorio, M.; Schinazi. R. F. Med. Chem. Res. 2012, 21, 3741-3749.
  • Israf, D. A.; Khaizurin, T. A.; Syahida, A.; Lajis, N. H.; Khozirah, S.Mol. Immunol. 2007, 44, 673-679.
  • Kim, D. W.; Curtis-Long, M. J.; Yuk, H. J.; Wang, Y.; Song, Y. H.; Jeong, S. H.; Park, K. H. 2014, Food Chem. 153, 20-27.
  • Yamamoto, T.; Yoshimura, M.; Yamaguchi, F.; Kouchi, T.; Tsuji, R.; Saito, M.; Obata, A.; Kikuchi, M. Biosci. Biotechnol. Biochem. 2004, 68, 1706-1711.
  • Aoki, N.; Muko, M.; Ohta, E.; Ohta, S. J. Nat. Prod. 2008, 71, 1308-1310.
  • Birari, R. B.; Gupta, S.; Mohan, C. G.; Bhutani, K. K. Phytomedicine. 2011, 18, 795- 801.
  • Sashidhara, K.V.; Palnati, G. R.; Sonkar, R.; Avula, S. R.; Awasthi, C.; Bhatia, G. 2013, Eur. J. Med. Chem, 64, 422-431.
  • Mascarello, A.; Chiaradia, L. D.; Vernal, J.; Villarino, A.; Guido, R. V.; Perizzolo, P.; Poirier, V.; Wong, D.; Martins, P. G.; Nunes, R. J.; Yunes, R. A.; Andricopulo, A. D.; Av-Gay, Y.; Terenzi, H. Bioorg. Med. Chem. 2010, 18, 3783-3789.
  • Sashidhara, K.V.; Rao, K.B.; Kushwaha, V.; Modukuri, R.K.; Verma, R.; Murthy, P.K. Eur. J. Med. Chem. 2014, 81, 473-480.
  • Wang, M.; Xu, S.; Wu, C.; Liu, X.; Tao, H.; Huang, Y.; Liu, Y.; Zheng, P.; Zhu, W. 2016, Bioorg. Med. Chem Lett. 26, 5450–5454.
  • Tomar, V.; Bhattacharjee, G.; Rajakumar, S.; Srivastava,K.; Puri, S.K. 2010, Eur. J. Med. Chem. 45, 745-751.
  • Chen, M. S.; Christensen, B.; Blom, J.; Lemmich, E.; Nadelmann, L.; Fich, K.; Theander, T. G.; Kharazmi, A.; Licochalcone A. Antimicrob. Agents Chemother. 1993, 37, 2550-2556.
  • Abdullah, M. I.; Mahmood, A.; Madni, M.; Masood, S.; Kashif, M. Bioorg. Chem. 2014, 54, 31-37.
  • Lahtchev, K. V.; Batovska, D. I.; Parushev, S. P.; Ubiyvovk, V. M.; Sibirny, A. A. Eur. J. Med. Chem. 2008, 43, 2220-2228.
  • Sashidhara, K.V.; Avula, S.R.; Mishra, V.; Palnati, G.R.; Singh, L.R.; Singh, N.; Chhonker, Y.S.; Swamy, P.; Bhatta, R.S.; Palit, G. Eur. J. Med. Chem, 2015, 89, 638-653.
  • Bail, J.L.; Pouget, C.; Fagnere, C.; Basly, J.; Chulia, A.; Habrioux, G. Life Sci. 2001, 68, 751-761.
  • Luo, Y.; Song, R.; Li, Y.; Zhang, S.; Liu, Z.J.; Fu, J.; Zhu, H.L. Bioorg. Med. Chem Lett. 2012, 22, 3039-3043
  • Cho, S.; Kim, S.; Jin, Z.; Yang, H.; Han, D. N.; Baek, I.; Jo, J.; Cho, C.W.; Park, J.H.; Shimizu, M.; Jin, Y.H.Biochem. Biophys. Res. Commun. 2011, 413, 637-642.
  • Jamal, H.; Ansari, W.H.; Rizvi, S.J. Fund. Clin. Pharmacol. 2008, 22, 673-681.
  • Sato, Y.; He, J.; Nagai, H.; Tani, T.; Akao, T. Biol. Pharm. Bull. 2007, 30, 145-149.
  • Campos-Buzzi, F.; Padaratz, P.; Meira, A.V.; Correa, R.; Nunes, R. J.; CechinelFilho, V. Molecules. 2007, 12, 896-906.
  • Ortolan, X.R.; Fenner, B.P.; Mezadri, T.J.; Tames, D.R.; Correa, R.; Campos Buzzi, F. Craniomaxillofacial surgery. 2014, 42, 520-524.
  • Kursun Aktar, B.S.; Oruç-Emre, E.E.; Demirtas¸ I., Sahin Yaglioglu, A.; Guler, C.; Adem, S.; Karaküçük Iyidogan, A. J. Mol. Struct. 2017, 1149, 632-639.
  • Tao, X. X.; Duan, Y. T.; Chen, L. W.; Tang, D. J.; Yang, M. R.; Wang, P. F.; Xu, C.; Zhu, H. L. Bioorg. Med. Chem Lett. 2016, 677-683.
  • Ellan, G.L.; Courtney, K.D.; Andres, V.; Featherstone, R.M. Biochem Pharmacol Behaivor, 1961, 7, 88-95.
  • Hearing, V. J. Methods in Enzymology. Academic Press: New York, 1987, 142: 154-165.
  • Weaterburn, M.W. Analy Chem. 1967, 39: 971-974.
  • Daina,A.; Michielin, O.; Zoete, V. Scientific Reports, 2017, 7(), 42717.
  • Molsoft molecules in silico. http://moloft.com/mprop (accessed September 9, 2021)
  • Sıcak Y. Med. Chem. Res. 2021, 30(8), 1557-1568.
  • Sıcak, Y. Turk J Chem. 2021, DOI: 10.3906/kim-2107-27

Synthesis and biological activities of new hybrid chalcones with benzoic acid ring

Year 2022, Volume: 6 Issue: 1, 7 - 14, 06.07.2022

Bedriye Seda Kurşun Aktar , Yusuf Sıcak , Emine Elçin Oruç-emre

https://doi.org/10.32571/ijct.1003871
Cited By: 2

Abstract

A series of E-4-(3-oxo-3-(substituted)prop-1-en-1-yl)benzoic acid derivatives (1-5) were synthesized by the Claisen-Schmidt condensation of various ketones with 4-formylbenzoic acid. The anticholinesterase (AChE and BChE), tyrosinase, and urease inhibition activities of the synthesized compounds (1-5) were examined. It was found that the most active compound against AChE enzyme in anticholinesterase inhibition activity was compound 1. Compound 4 was the most active compound in tyrosinase inhibition activity, while compound 3 was the most active compound in urease psychological activity.

Keywords

Chalcone Anticholinesterase activity Tyrosinase inhibitory activity Urease inhibitory activity

References

  • Ağalar, H.G. Pharmacognostical Investigations on Arum italicum Miller. Ph.D. Dissertation, Anadolu University, Eskişehir, 2016.
  • Hartman, R.E. Actions of bioactive phytochemicals in cell function and Alzheimer’s Disease pathology. L. Packer, H. Sies, M. Eggersdorfer, E. Cadenas Ed.; Cadenas Micronutrients and Brain Health. 2009; pp 225. CRC Press.
  • Kuşman, K. Isolation of bioactive glaucine and other alkaloids from some glaucium species grown in Turkey and quantification with high performance liquid chromatography. Ph.D. Dissertation, İstanbul University, İstanbul, 2018.
  • I. Parveen, M.D; Threadgill, J.M; Moorby, A. J Agric Food Chem, 2010, 58, 1371-1382.
  • Sıcak, Y.; Büyüksakallı, H.; Malkoçoğlu, S.; Özler, M. A.; Öztürk, M. J. Ong. Chem. Res., 2017, 3(1), 22-31.
  • Kim, Y.J.; Uyama, H. Cell Mol. Life Sci. 2005, 62, 1707-1723.
  • Modolo, L.V.; Souza, A.X.; Horta, L.P.; Araujo, D.P.; Fátima, A. J. Adv. Res. 2015, 6, 35-44.
  • Sıcak, Y.; Nadeem, S.; Aktar, B. S. K.; Emre, E. E. O.; Öztürk, M.; İyidoğan, A. K.; Demirtaş, İ. J. Ong. Chem. Res. 2017, 3(1), 32-49.
  • Dimmock, J.R.; Elias, D. W.; Beazely, M. A.; Kandepu, N. M. Bioactivities of chalcones, Curr. Med. Chem. 1999, 6, 1125-1149.
  • Detsi, A.; Majdalani, M.; Kontogiorgis, C.A.; Hadjipavlou-Litin, D.; Kefalas, P. Bioorg. Med. Chem. 2009, 17, 8073-8085.
  • Kurşun-Aktar, B. S.; Oruç-Emre, E. E.; Karaküçük-İyi̇doğan, A., Yağlioğlu, A. Ş.; Demi̇rtaş, İ.; Teki̇n, Ş. J. Res. Pharm. 2017, 21(4), 949-960.
  • Fringuelli, F.; Pizzo, F.; Vittoriani, C.; Vaccacio, L. Chem. Comm. 2004, 23, 2756-2757.
  • Selepe, M.A.; Heerden, F.R.V. Molecules. 2013, 18, 4739-4765.
  • Xu, L.; Li, L.; Xia, C.; Zhao, P. Helv. Chim. Acta. 2014, 87, 3080-3084.
  • Wu, X.F.; Neumann, H.; Spannenberg, A.; Schulz, T.; Jiao, H.J.; Beller, M. J. Am. Chem. Soc.. 2010, 132, 14596-14602.
  • Chen, M. S.; Christensen, B.; Blom, J.; Lemmich, E.; Nadelmann, L.; Fich, K.; Theander, T. G.; Kharazmi, A.; Licochalcone A. Antimicrob. Agents Chemother. 1993, 37, 2550-2556.
  • Kakati, D.; Sarma, J.C. Chem. Cent. 2011, 5, 8.
  • Rueping, M.; Bootwicha, T.; Baars, H.; Sugiono, E.Beilstein J. Org. Chem. 2011, 7, 1680-1687.
  • Schramm, O.G. Multi-component Heterocycle Syntheses Based upon Sonogashira Coupling Isomerization (Dissertation), Ruprecht-Karls University, Heidelberg, Germany, 2006.
  • Bukhari, S. N. A.; Butt, A.M.; Amjad, M.W.; Ahmad, B. A.; Shah, V.H.; Trivedi A.R. Pak. J .Pharm. Sci. 2013,16, 1368-1372.
  • Kumar, A.; Sharma, S.; Tripathi, V.D.; Srivastava, S. Tetrahedron. 2010, 66, 9445-9449.
  • Zhao, L.; Jin, H.; Sun, L.; Piao, H.; Quan, Z. Bioorg. Med. Chem Lett. 2005, 15, 5027-5029.
  • Mahapatra, D.K.; Asati, V.; Bharti, S.K. Eur. J. Med. Chem. 2015,92, 839-865.
  • Zhang, B.; Lai, Y.; Li, Y.; Shu, N.; Wang, Y.; Li, Y.; Chen, Z. Eur. J. Pharmacol. 2018, 57-67.
  • Lee, Y. S.; Lim, S. S.; Shin, K. H.; Ohuchi, Y. S. K.; Jung, S. H. Biol. Pharm. Bul. 2006, 29, 1028-1031.
  • Rizvi, S. U. F.; Siddiqui, H. L.; Johns, M.; Detorio, M.; Schinazi. R. F. Med. Chem. Res. 2012, 21, 3741-3749.
  • Israf, D. A.; Khaizurin, T. A.; Syahida, A.; Lajis, N. H.; Khozirah, S.Mol. Immunol. 2007, 44, 673-679.
  • Kim, D. W.; Curtis-Long, M. J.; Yuk, H. J.; Wang, Y.; Song, Y. H.; Jeong, S. H.; Park, K. H. 2014, Food Chem. 153, 20-27.
  • Yamamoto, T.; Yoshimura, M.; Yamaguchi, F.; Kouchi, T.; Tsuji, R.; Saito, M.; Obata, A.; Kikuchi, M. Biosci. Biotechnol. Biochem. 2004, 68, 1706-1711.
  • Aoki, N.; Muko, M.; Ohta, E.; Ohta, S. J. Nat. Prod. 2008, 71, 1308-1310.
  • Birari, R. B.; Gupta, S.; Mohan, C. G.; Bhutani, K. K. Phytomedicine. 2011, 18, 795- 801.
  • Sashidhara, K.V.; Palnati, G. R.; Sonkar, R.; Avula, S. R.; Awasthi, C.; Bhatia, G. 2013, Eur. J. Med. Chem, 64, 422-431.
  • Mascarello, A.; Chiaradia, L. D.; Vernal, J.; Villarino, A.; Guido, R. V.; Perizzolo, P.; Poirier, V.; Wong, D.; Martins, P. G.; Nunes, R. J.; Yunes, R. A.; Andricopulo, A. D.; Av-Gay, Y.; Terenzi, H. Bioorg. Med. Chem. 2010, 18, 3783-3789.
  • Sashidhara, K.V.; Rao, K.B.; Kushwaha, V.; Modukuri, R.K.; Verma, R.; Murthy, P.K. Eur. J. Med. Chem. 2014, 81, 473-480.
  • Wang, M.; Xu, S.; Wu, C.; Liu, X.; Tao, H.; Huang, Y.; Liu, Y.; Zheng, P.; Zhu, W. 2016, Bioorg. Med. Chem Lett. 26, 5450–5454.
  • Tomar, V.; Bhattacharjee, G.; Rajakumar, S.; Srivastava,K.; Puri, S.K. 2010, Eur. J. Med. Chem. 45, 745-751.
  • Chen, M. S.; Christensen, B.; Blom, J.; Lemmich, E.; Nadelmann, L.; Fich, K.; Theander, T. G.; Kharazmi, A.; Licochalcone A. Antimicrob. Agents Chemother. 1993, 37, 2550-2556.
  • Abdullah, M. I.; Mahmood, A.; Madni, M.; Masood, S.; Kashif, M. Bioorg. Chem. 2014, 54, 31-37.
  • Lahtchev, K. V.; Batovska, D. I.; Parushev, S. P.; Ubiyvovk, V. M.; Sibirny, A. A. Eur. J. Med. Chem. 2008, 43, 2220-2228.
  • Sashidhara, K.V.; Avula, S.R.; Mishra, V.; Palnati, G.R.; Singh, L.R.; Singh, N.; Chhonker, Y.S.; Swamy, P.; Bhatta, R.S.; Palit, G. Eur. J. Med. Chem, 2015, 89, 638-653.
  • Bail, J.L.; Pouget, C.; Fagnere, C.; Basly, J.; Chulia, A.; Habrioux, G. Life Sci. 2001, 68, 751-761.
  • Luo, Y.; Song, R.; Li, Y.; Zhang, S.; Liu, Z.J.; Fu, J.; Zhu, H.L. Bioorg. Med. Chem Lett. 2012, 22, 3039-3043
  • Cho, S.; Kim, S.; Jin, Z.; Yang, H.; Han, D. N.; Baek, I.; Jo, J.; Cho, C.W.; Park, J.H.; Shimizu, M.; Jin, Y.H.Biochem. Biophys. Res. Commun. 2011, 413, 637-642.
  • Jamal, H.; Ansari, W.H.; Rizvi, S.J. Fund. Clin. Pharmacol. 2008, 22, 673-681.
  • Sato, Y.; He, J.; Nagai, H.; Tani, T.; Akao, T. Biol. Pharm. Bull. 2007, 30, 145-149.
  • Campos-Buzzi, F.; Padaratz, P.; Meira, A.V.; Correa, R.; Nunes, R. J.; CechinelFilho, V. Molecules. 2007, 12, 896-906.
  • Ortolan, X.R.; Fenner, B.P.; Mezadri, T.J.; Tames, D.R.; Correa, R.; Campos Buzzi, F. Craniomaxillofacial surgery. 2014, 42, 520-524.
  • Kursun Aktar, B.S.; Oruç-Emre, E.E.; Demirtas¸ I., Sahin Yaglioglu, A.; Guler, C.; Adem, S.; Karaküçük Iyidogan, A. J. Mol. Struct. 2017, 1149, 632-639.
  • Tao, X. X.; Duan, Y. T.; Chen, L. W.; Tang, D. J.; Yang, M. R.; Wang, P. F.; Xu, C.; Zhu, H. L. Bioorg. Med. Chem Lett. 2016, 677-683.
  • Ellan, G.L.; Courtney, K.D.; Andres, V.; Featherstone, R.M. Biochem Pharmacol Behaivor, 1961, 7, 88-95.
  • Hearing, V. J. Methods in Enzymology. Academic Press: New York, 1987, 142: 154-165.
  • Weaterburn, M.W. Analy Chem. 1967, 39: 971-974.
  • Daina,A.; Michielin, O.; Zoete, V. Scientific Reports, 2017, 7(), 42717.
  • Molsoft molecules in silico. http://moloft.com/mprop (accessed September 9, 2021)
  • Sıcak Y. Med. Chem. Res. 2021, 30(8), 1557-1568.
  • Sıcak, Y. Turk J Chem. 2021, DOI: 10.3906/kim-2107-27
There are 56 citations in total.

Details

Primary Language English
Subjects Engineering
Journal Section Research Articles
Authors

Bedriye Seda Kurşun Aktar 0000-0002-1492-3266

Yusuf Sıcak 0000-0003-2339-5837

Emine Elçin Oruç-emre 0000-0001-6840-9660

Publication Date July 6, 2022
Published in Issue Year 2022 Volume: 6 Issue: 1

Cite

APA Kurşun Aktar, B. S., Sıcak, Y., & Oruç-emre, E. E. (2022). Synthesis and biological activities of new hybrid chalcones with benzoic acid ring. International Journal of Chemistry and Technology, 6(1), 7-14. https://doi.org/10.32571/ijct.1003871
AMA Kurşun Aktar BS, Sıcak Y, Oruç-emre EE. Synthesis and biological activities of new hybrid chalcones with benzoic acid ring. Int. J. Chem. Technol. July 2022;6(1):7-14. doi:10.32571/ijct.1003871
Chicago Kurşun Aktar, Bedriye Seda, Yusuf Sıcak, and Emine Elçin Oruç-emre. “Synthesis and Biological Activities of New Hybrid Chalcones With Benzoic Acid Ring”. International Journal of Chemistry and Technology 6, no. 1 (July 2022): 7-14. https://doi.org/10.32571/ijct.1003871.
EndNote Kurşun Aktar BS, Sıcak Y, Oruç-emre EE (July 1, 2022) Synthesis and biological activities of new hybrid chalcones with benzoic acid ring. International Journal of Chemistry and Technology 6 1 7–14.
IEEE B. S. Kurşun Aktar, Y. Sıcak, and E. E. Oruç-emre, “Synthesis and biological activities of new hybrid chalcones with benzoic acid ring”, Int. J. Chem. Technol., vol. 6, no. 1, pp. 7–14, 2022, doi: 10.32571/ijct.1003871.
ISNAD Kurşun Aktar, Bedriye Seda et al. “Synthesis and Biological Activities of New Hybrid Chalcones With Benzoic Acid Ring”. International Journal of Chemistry and Technology 6/1 (July 2022), 7-14. https://doi.org/10.32571/ijct.1003871.
JAMA Kurşun Aktar BS, Sıcak Y, Oruç-emre EE. Synthesis and biological activities of new hybrid chalcones with benzoic acid ring. Int. J. Chem. Technol. 2022;6:7–14.
MLA Kurşun Aktar, Bedriye Seda et al. “Synthesis and Biological Activities of New Hybrid Chalcones With Benzoic Acid Ring”. International Journal of Chemistry and Technology, vol. 6, no. 1, 2022, pp. 7-14, doi:10.32571/ijct.1003871.
Vancouver Kurşun Aktar BS, Sıcak Y, Oruç-emre EE. Synthesis and biological activities of new hybrid chalcones with benzoic acid ring. Int. J. Chem. Technol. 2022;6(1):7-14.

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