In Vitro Leishmanicidal Activity of Different Chalcone, Phthalonitrile and Their Peripheral Tetra Zinc Phthalocyanine Derivatives

Yıl 2022, Cilt: 15 Sayı: 3, 802 - 818, 30.12.2022

Ayşe Aktaş Kamiloğlu , Şahin Direkel , Gonca Çelik

https://doi.org/10.18185/erzifbed.1150203

Öz

In this study, in vitro leishmanicidal activity of different chalcone compounds (5-8), phthalonitrile derivatives (5a-8a), and zinc phthalocyanine (5b-8b) complexes bearing chalcone compound in peripheral positions were investigated. Phthalonitrile derivatives were obtained in the reaction of 4-nitrophthalonitrile with chalcone compound obtained by the reaction of acetophenone and various aldehydes. Zinc phthalocyanine complexes containing chalcone in the peripheral position were obtained as a result of the reaction of the synthesized phthalonitrile derivative with Zn(CH₃COO)₂ metal salt. The characterization of the synthesized original compounds (8, 8a and 8b) was performed by various spectroscopic methods (IR, 1H and 13C NMR, MALDI-TOF-MS and UV-Vis). Leishmaniasis is a disease lead to by parasites of the genus Leishmania, which can result in death as well as various clinical syndromes, generally in developing countries. New drug studies are needed because the drugs used in the treatment are toxic and resistance develops against them. In this study, the leishmaniacidal activities of synthesized chalcone, phthalonitrile and phthalocyanine series substances against Leishmania infantum and Leishmania major parasites were evaluated for the first time.

Anahtar Kelimeler

Chalcone, phthalocyanine, leishmania promastigotes, anti-lesichmania

Farklı Kalkon, Ftalonitril ve Periferal Tetra Çinko Ftalosiyanin Türevlerinin In Vitro Layşmanyasidal Aktivitesi

Öz

Bu çalışmada, farklı kalkon bileşikleri (5-8), ftalonitril türevleri (5a-8a) ve periferik pozisyonlarda kalkon bileşiği taşıyan çinko ftalosiyanin (5b-8b) komplekslerinin in vitro layşmanisidal aktiviteleri araştırıldı. Asetofenon ve çeşitli aldehitlerin reaksiyonu ile elde edilen kalkon bileşikleri ile 4-nitroftalonitrilin reaksiyonundan ftalonitril türevleri elde edilmiştir. Sentezlenen ftalonitril türevinin Zn(CH₃COO)₂ metal tuzu ile reaksiyonu sonucunda periferal pozisyonda kalkon içeren çinko ftalosiyanin kompleksleri elde edilmiştir. Sentezlenen orijinal bileşiklerin (8, 8a ve 8b) karakterizasyonu çeşitli spektroskopik yöntemlerle (IR, 1H ve 13C NMR, MALDI-TOF-MS ve UV-Vis) gerçekleştirilmiştir. Layşmaniasis, genellikle gelişmekte olan ülkelerde, Layşmania cinsi parazitlerinin neden olduğu, ölüme ve çeşitli klinik sendromlara neden olabilen bir hastalıktır. Tedavide kullanılan ilaçların toksik olması ve bunlara karşı direnç gelişmesi nedeniyle yeni ilaç çalışmalarına ihtiyaç duyulmaktadır. Bu çalışmada, sentezlenen kalkon, ftalonitril ve ftalosiyanin serisi maddelerin Layşmania infantum ve Layşmania major parazitlerine karşı layşmaniasidal aktiviteleri ilk kez değerlendirilmiştir.

Anahtar Kelimeler

Kalkon, ftalosiyanin, layşmanyaz promastigotları, anti-layşmanyaz aktivite

Kaynakça

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