Komponen yang aktif daripada segi biologi 26(a-j) and 27(a-j) yang mempunyai terbitan piperidone telah disintesis dengan mengabungkan terbitan asetofenon dengan pelbagai terbitan 3,5-bis(arylidenepiperidin)-4-on dengan kehadiran K2CO3 sebagai pemangkin dibawah tindak balas penggantian nukleofilik. Sebatian yang disintesis diperolehi dengan purata hasil 58.00-89.90 % dan dicirikan secara menyeluruh dengan IR, 1H NMR, 13C NMR, DEPT dan analisis unsur. Struktur sebatian selanjutnya dikenal pasti dengan teknik spektroskopi 2D NMR (COSY, HSQC dan HMBC) dan juga kristalografi sinar X. Sebatian yang disintesis disaring secara maya menggunakan struktur model homologi Wilchapong melalui kajian pendokan molekul dengan menggunakan AutoDock 4.2.5 untuk mendedahkan mekanisme interaksi ikatan dan orientasi sebatian terhadap protease DENV2 NS2BNS3. New biologically active compounds 26(a-j) and 27(a-j) comprising piperidone derivatives were synthesized by incorporating acetophenone derivatives with varies of 3,5-bis(arylidenepiperidine)-4-one derivatives in the presence of K2CO3 as catalyst under nucleophilic substitution reaction. The synthesized compounds were obtained in the range of 58.0-89.9 % yields and were fully characterized by IR, 1H NMR, 13C NMR, DEPT and elemental analysis. The structures of some compounds were further confirmed by 2D NMR (COSY, HSQC and HMBC) spectroscopic techniques as well as X-ray crystallography. The synthesized compounds were virtually screened using Wilchapong homology model structure through molecular docking study by AutoDock 4.2.5 to disclose the binding interaction mechanism and orientation of the compounds towards DENV2 NS2BNS3 protease.