Yıl 2018, Cilt 6, Sayı 2, Sayfalar 179 - 184 2018-08-03

Synthesis of Novel Thio-Substituted Aminonaphthoquinones
Synthesis of Novel Thio-Substituted Aminonaphthoquinones

Mahmut YILDIZ [1] , Amaç Fatih Tuyun [2]

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Novel thio-substituted aminonaphthoquinones were synthesized by the reactions of 2-(4-(trifluoromethyl)phenylamino)-3-chloronaphthalene-1,4-dione (3a) and 2-(3-(trifluoromethyl)phenylamino)-3-chloronaphthalene-1,4-dione (3b) with various thiol compounds such as ethanethiol (4a), methyl 2-mercaptoacetate (4b), ethyl 2-mercaptoacetate (4c). 2,3-dichloro-1,4-naphthoquinone (1) was reacted with aryl amines (2a, 2b) containing trifluoromethyl group to give compounds 3a and 3b by applying a method published in literature. Finally, obtained novel compounds (5a-5f) were characterized via IR, 1H NMR, 13C NMR, and MS techniques. Based on previous studies in the literature, it is expected that some potential biological activities of new compounds could find application in medicinal chemistry.

Novel thio-substituted aminonaphthoquinones were synthesized by the reactions of 2-(4-(trifluoromethyl)phenylamino)-3-chloronaphthalene-1,4-dione (3a) and 2-(3-(trifluoromethyl)phenylamino)-3-chloronaphthalene-1,4-dione (3b) with various thiol compounds such as ethanethiol (4a), methyl 2-mercaptoacetate (4b), ethyl 2-mercaptoacetate (4c). 2,3-dichloro-1,4-naphthoquinone (1) was reacted with aryl amines (2a, 2b) containing trifluoromethyl group to give compounds 3a and 3b by applying a method published in literature. Finally, obtained novel compounds (5a-5f) were characterized via IR, 1H NMR, 13C NMR, and MS techniques. Based on previous studies in the literature, it is expected that some potential biological activities of new compounds could find application in medicinal chemistry.

  • [1] G.J. Kapadia, M.A. Azuine, V. Balasubramanian and R. Sridhar, “Aminonaphthoquınones-A Novel Class Of Compounds With Potent Antimalarial Activity Against Plasmodium Falciparum” Pharmacol Res., Vol. 43, No. 4, pp. 363-367, 2001.
  • [2] P.J. O’Brien, “Molecular mechanisms of quinone cytotoxicity” Chem Biol Interact., Vol. 80, pp. 1-41, 1991.
  • [3] D.W. Lamson and S.M. Plaza, “The anticancer effects of vitamin K” Altern Med Rev., Vol. 8, pp. 303-318, 2003.
Birincil Dil en
Konular Mühendislik
Yayımlanma Tarihi Mayıs
Dergi Bölümü Makaleler
Yazarlar

Yazar: Mahmut YILDIZ (Sorumlu Yazar)
Kurum: GEBZE TECHNICAL UNIVERSITY
Ülke: Turkey


Yazar: Amaç Fatih Tuyun
Kurum: Istanbul University
Ülke: Turkey


Bibtex @araştırma makalesi { apjes373934, journal = {Akademik Platform Mühendislik ve Fen Bilimleri Dergisi}, issn = {}, eissn = {2147-4575}, address = {Akademik Platform}, year = {2018}, volume = {6}, pages = {179 - 184}, doi = {10.21541/apjes.373934}, title = {Synthesis of Novel Thio-Substituted Aminonaphthoquinones}, key = {cite}, author = {YILDIZ, Mahmut and Tuyun, Amaç Fatih} }
APA YILDIZ, M , Tuyun, A . (2018). Synthesis of Novel Thio-Substituted Aminonaphthoquinones. Akademik Platform Mühendislik ve Fen Bilimleri Dergisi, 6 (2), 179-184. DOI: 10.21541/apjes.373934
MLA YILDIZ, M , Tuyun, A . "Synthesis of Novel Thio-Substituted Aminonaphthoquinones". Akademik Platform Mühendislik ve Fen Bilimleri Dergisi 6 (2018): 179-184 <http://dergipark.gov.tr/apjes/issue/38735/373934>
Chicago YILDIZ, M , Tuyun, A . "Synthesis of Novel Thio-Substituted Aminonaphthoquinones". Akademik Platform Mühendislik ve Fen Bilimleri Dergisi 6 (2018): 179-184
RIS TY - JOUR T1 - Synthesis of Novel Thio-Substituted Aminonaphthoquinones AU - Mahmut YILDIZ , Amaç Fatih Tuyun Y1 - 2018 PY - 2018 N1 - doi: 10.21541/apjes.373934 DO - 10.21541/apjes.373934 T2 - Akademik Platform Mühendislik ve Fen Bilimleri Dergisi JF - Journal JO - JOR SP - 179 EP - 184 VL - 6 IS - 2 SN - -2147-4575 M3 - doi: 10.21541/apjes.373934 UR - http://dx.doi.org/10.21541/apjes.373934 Y2 - 2018 ER -
EndNote %0 Akademik Platform Mühendislik ve Fen Bilimleri Dergisi Synthesis of Novel Thio-Substituted Aminonaphthoquinones %A Mahmut YILDIZ , Amaç Fatih Tuyun %T Synthesis of Novel Thio-Substituted Aminonaphthoquinones %D 2018 %J Akademik Platform Mühendislik ve Fen Bilimleri Dergisi %P -2147-4575 %V 6 %N 2 %R doi: 10.21541/apjes.373934 %U 10.21541/apjes.373934
ISNAD YILDIZ, Mahmut , Tuyun, Amaç Fatih . "Synthesis of Novel Thio-Substituted Aminonaphthoquinones". Akademik Platform Mühendislik ve Fen Bilimleri Dergisi 6 / 2 (Ağustos 2018): 179-184. http://dx.doi.org/10.21541/apjes.373934