New 5-iodoisatin-thiosemicarbazones: preparation, spectroscopic characterization, antioxidant, urease inhibition activities, DFT studies, molecular docking, and molecular dynamic simulations

Yakan, Hasan; MUĞLU, Halit; BAKIR, Temel Kan; Yenigün, Semiha; Ghayth, Amhimmid; ÇAVUŞ, Muhammet Serdar; Özen, Tevfik

doi:10.1007/s11164-025-05761-8

New 5-iodoisatin-thiosemicarbazones: preparation, spectroscopic characterization, antioxidant, urease inhibition activities, DFT studies, molecular docking, and molecular dynamic simulations

Yazarlar (7)
Hasan Yakan Ondokuz Mayis Üniversitesi, Türkiye
Doç. Dr. Halit MUĞLU Kurum Bilgileri Fen Fakültesi Kimya Kimya Özgeçmiş Sayfası İletişim Bilgileri: (366)280-1000 kastamonu Üniversitesi fen edebiyat fakültesi kimya bölümü Merkez/kastamonu Kastamonu Üniversitesi, Türkiye
Prof. Dr. Temel Kan BAKIR Kurum Bilgileri Fen Fakültesi Kimya Kimya Özgeçmiş Sayfası İletişim Bilgileri: (366)280-1000 Fen Edebiyat Fakültesi, Kimya Bölümü, Kastamonu Üniversitesi Kastamonu Üniversitesi, Türkiye
Semiha Yenigün Ondokuz Mayis Üniversitesi, Türkiye
Amhimmid Ghayth
Prof. Dr. Muhammet Serdar ÇAVUŞ Kurum Bilgileri Mühendislik ve Mimarlık Fakültesi Biyomedikal Mühendisliği Biyomekanik Özgeçmiş Sayfası İletişim Bilgileri: (366)280-2913 KASTAMONU ÜNİVERSİTESİ BİYOMEDİKAL MÜHENDİSLİĞİ BÖLÜMÜ Kastamonu Üniversitesi, Türkiye
Tevfik Özen Ondokuz Mayis Üniversitesi, Türkiye

Devamını Göster

Özet

New isatin-thiosemicarbazone compounds (1–7) were synthesized from numerous thiosemicarbazides and 5-iodoisatin with high yields and efficient methods. The compounds' structures were characterized through FT-IR, ¹H NMR, and ¹³C NMR spectroscopy, supported by elemental analysis. Density functional theory (DFT) calculations were employed to investigate the structural and electronic properties of the compounds, with a discussion on their correlation to antioxidant activity. The antioxidant potential of the synthesized compounds was evaluated in vitro using the 1,1-diphenyl-2-picryl hydrazyl (DPPH^.) free radical scavenging assay. These compounds exhibited IC50 values ranging from 15.36 ± 0.03 to 22.46 ± 0.05 μM, with compound 7 demonstrating the best antioxidant activity among them. The free radical scavenging effects of the compounds, based on their IC50 values, followed the order: 7 > 4 > 6 > 5 > 3 > 2 > 1. Urease inhibition of the samples and their interactions with urease were examined, and it was determined that compound 2 showed the best inhibition effect and interaction as 1.62 ± 0.05 µg/mL and − 7.70 kcal/mol, respectively. Molecular docking was used to ascertain how each molecule interacted with the active areas of the urease enzymes. In addition, molecular dynamics simulation was performed to determine the state of the complex it formed with the enzyme. The current study determined that in vivo biochemical tests of effective thiosemicarbazones could be used to evaluate useful application sectors such as the biological and pharmaceutical fields.

Anahtar Kelimeler

Makale Türü	Özgün Makale
Makale Alt Türü	SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale
Dergi Adı	Research on Chemical Intermediates
Dergi ISSN	0922-6168 Wos Dergi Scopus Dergi
Dergi Tarandığı Indeksler	SCI-Expanded
Dergi Grubu	Q2
Makale Dili	Türkçe
Basım Tarihi	10-2025
Sayı	1
Doi Numarası	10.1007/s11164-025-05761-8
Makale Linki	https://doi.org/10.1007/s11164-025-05761-8

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New 5-iodoisatin-thiosemicarbazones: preparation, spectroscopic characterization, antioxidant, urease inhibition activities, DFT studies, molecular docking, and molecular dynamic simulations

Akademisyenler > Muhammet Serdar ÇAVUŞ > Yayın Detayı

New 5-iodoisatin-thiosemicarbazones: preparation, spectroscopic characterization, antioxidant, urease inhibition activities, DFT studies, molecular docking, and molecular dynamic simulations

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