Scopus
Solvent-free synthesis of new α-olefinated nitriles with enzyme inhibition evaluation and potent antioxidant activities: In Vitro and In Silico evaluations
Journal of Molecular Structure · Aralık 2025
Makale Bilgileri
DergiJournal of Molecular Structure
Yayın TarihiAralık 2025
Cilt / Sayfa1346
Scopus ID2-s2.0-105009813615
Özet
α-olefinated nitriles are one of the widely used building blocks for a range of commercial organic products like pigments, dyes, pharmaceuticals, agrochemical, polyamides, and light emitting diodes. In this work, we have focused on the simple, solvent-free base-mediated reaction between aldehyde and benzyl cyanide to synthesize 17 α-olefinated nitriles, with six new compounds analogues. By eliminating waste and streamlining the environmentally friendly synthesis process, the solvent-free approach increases overall reaction efficiency. <sup>1</sup>H NMR, <sup>13</sup>C NMR, FTIR spectroscopy, and mass spectrometry confirmed the structure and purity of the synthesized compounds. In vivo inhibitory activities of the synthsized compounds against five key enzymes including acetylcholinesterase (AChE), butyrylcholinesterase (BChE), α-amylase, α-glucosidase, and tyrosinase were, however, a varying inhibitory potential was observed. In phosphomolybdenum antioxidant assay, compound IPMB exhibit promising IC<inf>50</inf> value of 1.48 mM, surpassing Trolox; the reference standard. IPB with an IC<inf>50</inf> of 0.87 mM proved to be most active in the CUPRAC assay. These results coordinated well with their simulation studies where overall binding affinities ranged from -5.90 to -11.40, with the most potential shown by IPB, IPMB and IPDB. Moreover, α-olefinated nitriles mentioned in this work have never been tested for their biological potential before. This work paves the way for the discovery of potential antioxidant compounds to be utilised in pharmaceutical and cosmetics industry by highlighting the significance of a green synthesis technique and a wide range of biological evaluation.
Yazarlar (11)
1
Rabbia Ahmad
2
Mamona Nazir
3
Ashfaq Mahmood Qureshi
4
Muhammad Saleem
5
Syed Adnan Ali Shah
6
Fayrouz El Maddah
ORCID: 0000-0002-1464-7062
7
Saba Tauseef
8
Muhammad Imran Tousif
9
Gokhan Zengin
ORCID: 0000-0001-6548-7823
10
Mahreen Mukhtar
11
Wajid Raza
Anahtar Kelimeler
Antioxidant activities
Docking Studies
Enzyme inhibition activities
Solvent-free synthesis
Α-olefinated alkenyl nitriles
Kurumlar
Eberhard Karls Universität Tübingen
Tubingen Germany
Egyptian Drug Authority
Giza Egypt
Selçuk Üniversitesi
Selçuklu Turkey
The Government Sadiq College Women University Bahawalpur
Bahawalpur Pakistan
The Islamia University of Bahawalpur
Bahawalpur Pakistan
Universiti Teknologi MARA
Shah Alam Malaysia
University of Education
Lahore Pakistan
University of Karachi
Karachi Pakistan