Synthesis and anticancer activity of new carbohydrazide derivatives bearing furan moiety

Fatih TOK, (Marmara Üniversitesi, Farmasötik Kimya Anabilim Dalı, Eczacılık Fakültesi, Başıbüyük, İstanbul, Türkiye)
Elif KAYA TİLKİ, (Anadolu Üniversitesi, Eczacılık Fakültesi, Farmakoloji Anabilim Dalı, Eskişehir, Türkiye)
Miriş DİKMEN, (Anadolu Üniversitesi, Eczacılık Fakültesi, Farmakoloji Anabilim Dalı, Eskişehir, Türkiye)
Bedia KOÇYİĞİT KAYMAKÇIOĞLU (Marmara Üniversitesi, Farmasötik Kimya Anabilim Dalı, Eczacılık Fakültesi, İstanbul, Türkiye)
Journal of research in pharmacy (online)
2 0
Yıl: 2022 Cilt: 26 Sayı: 1 Sayfa Aralığı: 13 - 19 Metin Dili: İngilizce DOI: 10.29228/jrp.98 İndeks Tarihi: 17-06-2022

Synthesis and anticancer activity of new carbohydrazide derivatives bearing furan moiety

Öz:
In this study, some new carbohydrazide derivatives bearing furan moiety were synthesized. All carbohydrazide structures have been characterized by IR, 1H-NMR and elemental analysis. Anticancer activity of compounds were investigated on A549 human lung cancer and BJ normal fibroblast cells. According to the MTT assay results, all compounds demonstrated the cytotoxic activity on A549 cells with IC50 values of 43.38-342.63 μM except compound 3g. Only the IC50 values of compound 3c was below 400 μM on BJ cells. Especially, compound 3e showed significant anticancer effects on A549 cells with IC50 value of 43.38 μM and also didn’t show cytotoxic effects on normal BJ cells.
Anahtar Kelime:

Belge Türü: Makale Makale Türü: Araştırma Makalesi Erişim Türü: Erişime Açık
  • [1] Ferlay J, Ervik M, Lam F, Colombet M, Mery L, Pineros M, Znaor A, Soerjomataram I, Bray F. Global Cancer Observatory: Cancer Today. Lyon, France: International Agency for Research on Cancer. https://gco.iarc.fr/today, (accessed June 18, 2021).
  • [2] Sung H, Ferlay J, Siegel R, Laversanne M, Soerjomataram I, Jemal A, Bray F. Global Cancer Statistics 2020: GLOBOCAN Estimates of Incidence and Mortality Worldwide for 36 Cancers in 185 Countries. CA Cancer J Clin. 2021; 71: 209-249. [CrossRef]
  • [3] Bray F, Ferlay J, Soerjomataram I, Siegel R, Torre LA, Jemal A. Global Cancer Statistics 2018: GLOBOCAN Estimates of Incidence and Mortality Worldwide for 36 Cancers in 185 Countries. CA Cancer J Clin. 2018; 68: 394-424. [CrossRef]
  • [4] Abdulnabi NM, Razzaq Al-Obaidy MMA, Tomi IH, Jaffer HJ. New calamitic mesogens derived from a furan ring: Synthesis, characterization and study of their mesomorphic behavior. J Mol Liq. 2021; 325: 114562. [CrossRef]
  • [5] Zhang H, Liu C. Synthesis and properties of furan/thiophene substituted difluoroboron b-diketonate derivatives bearing a triphenylamine moiety. Dyes Pigments. 2017; 143: 143-150. [CrossRef]
  • [6] Che J, Zheng C, Song MX, Bi Y, Liu Y, Li Y, Wu Y, Sun P, Piao H. Synthesis and antibacterial evaluation of furan derivatives bearing a rhodanine moiety. Med Chem Res. 2014; 23: 426–435. [CrossRef]
  • [7] Dige NC, Mahajan PG, Raza H, Hassan M, Vanjare BD, Hong H, Lee KH, Latip J, Seo S. Ultrasound mediated efficient synthesis of new 4-oxoquinazolin-3(4H)-yl)furan-2-carboxamides as potent tyrosinase inhibitors: Mechanistic approach through chemoinformatics and molecular docking studies. Bioorg Chem. 2019; 92: 103201. [CrossRef]
  • [8] Chohan S, Booysen IN, Mambanda A, Akerman MP. Formation, characterization and electrochemical properties of novel tetrasubstituted cobalt phthalocyanines bearing tetrahydropyran, furan and coumarin moieties. Inorg Chim Acta. 2016; 447: 183-191. [CrossRef]
  • [9] Li X, Yang X, Cui Z, Li Y, He H, Ling Y. Synthesis and Bioactivity of Novel N,N′-Diacylhydrazine Derivatives Containing Furan (II). Chin J Chem. 2010; 28: 1233—1239. [CrossRef]
  • [10] Sun G, Sun Z, Yang M, Liu X, Ma Y, Wei Y. Design, Synthesis, Biological Activities and 3D-QSAR of New N,N'- Diacylhydrazines Containing 2,4-Dichlorophenoxy Moieties. Molecules. 2013; 18: 14876-14891. [CrossRef]
  • [11] Tapanyiğit O, Demirkol O, Güler E, Erşatır M, Çam ME, Giray ES. Synthesis and investigation of anti-inflammatory and anticonvulsant activities of novel coumarin-diacylated hydrazide derivatives. Arab J Chem. 2020; 13: 9105–9117. [CrossRef]
  • [12] Khan I, Tantray MA, Hamid H, Alam MS, Kalam A, Dhulap A. Synthesis of benzimidazole based thiadiazole and carbohydrazide conjugates as glycogen synthase kinase-3b inhibitors with antidepressant activity. Bioorg Med Chem Lett. 2016; 26: 4020–4024. [CrossRe]
  • [13] Cui Z, Huang J, Li Y, Ling Y, Yang X, Chen F. Synthesis and Bioactivity of Novel N,N′-Diacylhydrazine Derivatives Containing Furan(I). Chin . Chem. 2008; 26(5): 916-922. [CrossRef]
  • [14] Shafeeulla RM, Krishnamurthy G, Bhojynaik HS, Shivarudrappa HP, Shiralgi Y. Spectral thermal cytotoxic and molecular docking studies of N’-2-hydroxybenzoyl; pyridine-4-carbohydrazide its complexes. Beni-Suef Univ J Basic Appl Sci. 2017; 6(4): 332-344. [CrossRef]
  • [15] Sun J, Lv PC, Guo FJ, Wang XY, Han X, Zhang Y, Sheng GH, Qian SS, Zhu HL. Aromatic diacylhydrazine derivatives as a new class of polo-like kinase 1 (PLK1) inhibitors. Eur J Med Chem. 2014; 81: 420-426. [CrossRef]
  • [16] Xu F, Jio Y, Wen Q, Wang X, Zhang L, Yang K, Xu W. Synthesis and biological evaluation of N-(4-hydroxy-3- mercaptonaphthalen-1-yl)amides as inhibitors of angiogenesis and tumor growth. Eur J Med Chem. 2013; 64: 377- 388. [CrossRef]
  • [17] Koçyiğit-Kaymakçıoğlu B, Yazıcı SS, Tok F, Dikmen M, Engür S, Oruç-Emre EE, İyidoğan A. Synthesis and anticancer activity of new hydrazide-hydrazones and their Pd (II) complexes. Lett Drug Des Discov. 2019; 16: 522-532. [CrossRef]
  • [18] Tok F, Koçyiğit-Kaymakçıoğlu B, İlhan R, Yılmaz S, Ballar-Kırmızıbayrak P, Taşkın-Tok T. Design, synthesis, biological evaluation and molecular docking of novel molecules to PARP-1 enzyme. Turk J Chem. 2019; 43: 1290- 1305. [CrossRef]
  • [19] Mosmann T. Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J Immunol Methods. 1983; 65(1–2): 55–63. [CrossRef]
  • [20] Dikmen M, Özturk N, Özturk Y. The Antioxidant Potency of Punicagranatum L. Fruit Peel Reduces Cell Proliferation and Induces Apoptosis on Breast Cancer. J Med Food. 2011; 14(12): 1638-1646. [CrossRef]
  • [21] Daina A, Michielin O, Zoete V. SwissADME: A free web tool to evaluate pharmacokinetics, drug-likeness and medicinal chemistry friendliness of small molecules. Sci Rep. 2017; 7: 42717. [CrossRef]
APA Tok F, Kaya Tilki E, DİKMEN M, Kaymakcioglu B (2022). Synthesis and anticancer activity of new carbohydrazide derivatives bearing furan moiety. , 13 - 19. 10.29228/jrp.98
Chicago Tok Fatih,Kaya Tilki Elif,DİKMEN Miris,Kaymakcioglu Bedia Synthesis and anticancer activity of new carbohydrazide derivatives bearing furan moiety. (2022): 13 - 19. 10.29228/jrp.98
MLA Tok Fatih,Kaya Tilki Elif,DİKMEN Miris,Kaymakcioglu Bedia Synthesis and anticancer activity of new carbohydrazide derivatives bearing furan moiety. , 2022, ss.13 - 19. 10.29228/jrp.98
AMA Tok F,Kaya Tilki E,DİKMEN M,Kaymakcioglu B Synthesis and anticancer activity of new carbohydrazide derivatives bearing furan moiety. . 2022; 13 - 19. 10.29228/jrp.98
Vancouver Tok F,Kaya Tilki E,DİKMEN M,Kaymakcioglu B Synthesis and anticancer activity of new carbohydrazide derivatives bearing furan moiety. . 2022; 13 - 19. 10.29228/jrp.98
IEEE Tok F,Kaya Tilki E,DİKMEN M,Kaymakcioglu B "Synthesis and anticancer activity of new carbohydrazide derivatives bearing furan moiety." , ss.13 - 19, 2022. 10.29228/jrp.98
ISNAD Tok, Fatih vd. "Synthesis and anticancer activity of new carbohydrazide derivatives bearing furan moiety". (2022), 13-19. https://doi.org/10.29228/jrp.98
APA Tok F, Kaya Tilki E, DİKMEN M, Kaymakcioglu B (2022). Synthesis and anticancer activity of new carbohydrazide derivatives bearing furan moiety. Journal of research in pharmacy (online), 26(1), 13 - 19. 10.29228/jrp.98
Chicago Tok Fatih,Kaya Tilki Elif,DİKMEN Miris,Kaymakcioglu Bedia Synthesis and anticancer activity of new carbohydrazide derivatives bearing furan moiety. Journal of research in pharmacy (online) 26, no.1 (2022): 13 - 19. 10.29228/jrp.98
MLA Tok Fatih,Kaya Tilki Elif,DİKMEN Miris,Kaymakcioglu Bedia Synthesis and anticancer activity of new carbohydrazide derivatives bearing furan moiety. Journal of research in pharmacy (online), vol.26, no.1, 2022, ss.13 - 19. 10.29228/jrp.98
AMA Tok F,Kaya Tilki E,DİKMEN M,Kaymakcioglu B Synthesis and anticancer activity of new carbohydrazide derivatives bearing furan moiety. Journal of research in pharmacy (online). 2022; 26(1): 13 - 19. 10.29228/jrp.98
Vancouver Tok F,Kaya Tilki E,DİKMEN M,Kaymakcioglu B Synthesis and anticancer activity of new carbohydrazide derivatives bearing furan moiety. Journal of research in pharmacy (online). 2022; 26(1): 13 - 19. 10.29228/jrp.98
IEEE Tok F,Kaya Tilki E,DİKMEN M,Kaymakcioglu B "Synthesis and anticancer activity of new carbohydrazide derivatives bearing furan moiety." Journal of research in pharmacy (online), 26, ss.13 - 19, 2022. 10.29228/jrp.98
ISNAD Tok, Fatih vd. "Synthesis and anticancer activity of new carbohydrazide derivatives bearing furan moiety". Journal of research in pharmacy (online) 26/1 (2022), 13-19. https://doi.org/10.29228/jrp.98
Sayfa Oluşturulma Tarihi
23-04-2024 23:16

İLETİŞİM

TÜBİTAK ULAKBİM TR Dizin

Yüzüncüyıl, İşçi Blokları Mahallesi

Muhsin Yazıcıoğlu Caddesi No:51/C

06530 Çankaya / ANKARA +90 (312) 298 92 00

trdizin@tubitak.gov.tr

TÜBİTAK ULAKBİM Ulusal Akademik Ağ ve Bilgi Merkezi Cahit Arf Bilgi Merkezi © Tüm Hakları Saklıdır. Gizlilik Politikası Kullanım Şartları