Hypertension is a global health concern with increased morbidity and mortality. It is well-known that the angiotensin-converting enzyme 1 (ACE1) plays a crucial role in regulating blood pressure and hence targeted for the treatment of hypertension and hypertensive diseases. This study aims to understand the molecular interactions of diaosmin and hesperidin with ACE1. Both the phytochemicals diaosmin and hesperidin were found to be present in Artocarpus altilis leaf, as evident from the HR-LCMS analysis. The diosmin and hesperidin were analyzed for their binding affinities for the active site of human ACE1 (PDB1086) by in silico molecular docking. Diosmin and hesperidin exhibited higher binding affinities for ACE1 active site, with the binding energy of -13.8 and -13.1 kcal/mol, respectively. Diosmin interacted with amino acid residues such as His353, Gln281, Val379, His383, Tyr523, Zn701, His410, and His513, whereas hesperidin interacted with Gln281, His353, His513, Tyr523, Zn701, His383, His410, Val379, and Glu376. These results suggest the stronger binding of diosmin and hesperidin to the ACE1, and offer their therapeutic potential. Further investigations to understand their therapeutic benefits in managing hypertensive diseases are essential.