Synthesis, structural and X-ray analysis evaluations and computational studies of newly tetrahydroisoquinoline derivatives as potent against microsomal prostaglandin E synthase 1

Mohamed, Shaaban K.; Karthikeyan, Subramani; Khamies, Esraa; Ahsin, Atazaz; Bakhite, Etify; S. Marae, Islam; I. El-Emary, Talaat; Mague, Joel T.; I. Said, Awad; Al-Salahi, Rashad; El Bakri, Youness

doi:10.1080/07391102.2023.2272745

Cited by 14 publications

(1 citation statement)

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“…The critical points designated by 86, 96, and 122 indicate that noncovalent interactions exist between H7 and N61, H47 and N61, and H34 and C37, respectively (Figure ). A QTAIM study is a powerful tool to investigate intra- or intermolecular hydrogen bonding of several systems. − According to QTAIM, if D–H forms a hydrogen bond with A, there should be a CP between H and A. In addition, criteria about the electron density (ρ b ) and the Laplacian of electron density (∇ 2 ρ b ) at CPs have been established by Koch and Popelier to distinguish hydrogen bonding from van der Waals interactions .…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Crystal Structure, Hirshfeld Surface Analysis, and Computational Approach of a New Pyrazolo[3,4-g]isoquinoline Derivative as Potent against Leucine-Rich Repeat Kinase 2 (LRRK2)

Bakhite,

Mohamed,

Lai

et al. 2024

ACS Omega

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5,4,9,isoquinolin-7-yl)thio)acetate (5) was synthesized, and its structure was characterized by IR, MS, and NMR ( 1 H and 13 C) and verified by a single-crystal X-ray structure determination. Compound 5 adopts a "pincer" conformation. In the crystal, the hydrogen bonds ofthick layers of molecules that are parallel to (101). The layers are linked by C−H•••π(ring) interactions. The Hirshfeld surface analysis shows that intermolecular hydrogen bonding plays a more important role than both intramolecular hydrogen bonding and π•••π stacking in the crystal. The intramolecular noncovalent interactions in 5 were studied by QTAIM, NCI, and DFT-NBO calculations. Based on structural activity relationship studies, leucine-rich repeat kinase 2 (LRRK2) was found to bind 5 and was further subjected to molecular docking studies, molecular dynamics, and ADMET analysis to probe potential drug candidacy.

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