Guttikonda Nagarjuna Reddy, Venkatanarayana Muvvala, Haridasyam Sharath Babu
Department of Chemistry, GITAM School of Science, GITAM (Deemed to be University), Hyderabad, Telangana, 502329, India.
Curr Org Synth. 2025;22(5):581-589. doi: 10.2174/0115701794327619240924100026.
The origin, synthesis, characterization and docking studies of (Z)-7- ((1R,2R,3R,5S)-3,5-dihydroxy-2-((R,1E,4E)-3-hydroxy-5-phenylpenta-1,4-dien-1- yl)cyclopentyl)-N-ethylhept-5-enamide, an impurity generated in the preparation of an antiglaucoma agent-Bimatoprost has been described.
This impurity was controlled by employing 30% Pd/C, and the impurity level was brought to the permissible level, i.e., 0.03% (ICH guidelines) in the final drug preparation of Bimatoprost.
Finally, induced-fit docking calculations were performed to theoretically evaluate the binding efficiencies of these inhibitors in the crystal structure of Prostaglandin F synthase (PGFS).
There are negligible differences in RMSD and docking scores between the two ligands, which amount to only 0.18 Å and 0.313 kcal/mol, respectively. These findings strongly indicate that both ligands are likely to exhibit similar biological functions and efficiencies.
已描述了在抗青光眼药物比马前列素制备过程中产生的杂质（Z）-7-（（1R，2R，3R，5S）-3，5-二羟基-2-（（R，1E，4E）-3-羟基-5-苯基戊-1，4-二烯-1-基）环戊基）-N-乙基庚-5-烯酰胺的起源、合成、表征及对接研究。
通过使用30%钯碳来控制该杂质，并将杂质水平在比马前列素的最终药物制剂中降至允许水平，即0.03%（ICH指南）。
最后，进行了诱导契合对接计算，以从理论上评估这些抑制剂在前列腺素F合酶（PGFS）晶体结构中的结合效率。
两种配体之间的均方根偏差（RMSD）和对接分数差异可忽略不计，分别仅为0.18 Å和0.313 kcal/mol。这些发现有力地表明，两种配体可能具有相似的生物学功能和效率。
