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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 23, Number 12
BKCSDE 23(12)
December 20, 2002

Title	Solid-state Characterization of the HIV Protease Inhibitor
Author	Yongae Kim, Aeri Kim
Keywords	HIV protease inhibitor, 13C solid-state NMR, Solution NMR, FT-IR, Chemical shift
Abstract	The LB71350, (3S, 4R)-Epoxy-(5S)-[[N-(1-methylethoxy)carbonyl]-3-(methylsulfonyl)-L-valinyl]amino]-N-[2-methyl-(1R)-[(phenyl)carbonyl]propyl-6-phenylhexanamide, is a novel HIV protease inhibitor. Its equilibrium solubility at room temperature was less than 40 ㎍/mL. It was speculated that the low aqueous solubility might be due to the high crystalline lattice energy resulting from intermolecular hydrogen bonds. The present study was carried out to learn the solid-state characteristics of LB71350 using analytical methods such as NMR, FT-IR and XRD. ¹³C Solid-state NMR, solution NMR, and FT-IR spectra of the various solid forms of LB71350 were used to identify the conformation and structure of the solid forms. The chemical shifts of ¹³C solid-state NMR spectra suggest that the crystalline form might have 3 intermolecular hydrogen bondings between monomers.
Page	1729 - 1732
Full Text	PDF

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