Characteristic of alkylated chalcones from Angelica keiskei on influenza virus neuraminidase inhibition

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 18, 2011, Pages 5602-5604

  Park, Ji Young ^a,c   Jeong, Hyung Jae ^a   Kim, Young Min ^a   Park, Su Jin ^a   Rho, Mun Chual ^a   Park, Ki Hun ^b   Ryu, Young Bae ^a   Lee, Woo Song ^a  

^a Korea Research Institute of Bioscience and Biotechnology (KRIBB)   (South Korea)

^b Gyeongsang National University   (South Korea)

^c Chonnam National University   (South Korea)

Author keywords

Alkylated chalcone; Angelica keiskei; H1N1; Neuraminidase

Indexed keywords

2 HYDROXY 3 METHYL 3 BUTENYLALKYL; 4 HYDROXYDERRICIN; 6 HYDROXYL 3,7 DIMETHYL OCTA 2,7 DIENYL; 6,6 DIMETHOXY 3 METHYLHEX 2 ENYL; ALKYL GROUP; ANGELICA EXTRACT; CHALCONE DERIVATIVE; DIMETHYLALLYL; GERANYL; SIALIDASE; UNCLASSIFIED DRUG; XANTHOANGELOL B; XANTHOANGELOL D; XANTHOANGELOL F; XANTHOANGELOL G; XANTHOKEISTAL A;

ALKYLATION; ANGELICA; ANGELICA KEISKEI; ARTICLE; DRUG SCREENING; DRUG STRUCTURE; ENZYME INHIBITION; HETERONUCLEAR MULTIPLE BOND CORRELATION; HYDROLYSIS; INFLUENZA VIRUS; NUCLEAR MAGNETIC RESONANCE; SUBSTITUTION REACTION;

ANGELICA; CHALCONES; DOSE-RESPONSE RELATIONSHIP, DRUG; ENZYME INHIBITORS; MOLECULAR STRUCTURE; NEURAMINIDASE; ORTHOMYXOVIRIDAE; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

ANGELICA KEISKEI; ORTHOMYXOVIRIDAE;

EID: 80051918923     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2011.06.130     Document Type: Article

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20. 2O (80 g), successively. The EtOAc fraction (19 g) was chromatographed over a silica gel column (10 × 30 cm, 230-400 mesh; Merk) eluting with gradient solvent n-hexane/EtOAc (30:1 → 1:1), to yield ten subfractions (fr.1-fr.10) based on TLC profile. Fraction 4 (1.0 g) was chromatographed over a Sephadex LH-20 column (2 × 90 cm) using MeOH as eluting solvent to give four subfractions (fr.41-fr.44); Subfraction 44 (214 mg) was resubjected to RP-18 (ODS-A, 12 nm, S-150 mM, YMC) chromatography to yield give compound 2 (18 mg) and compound 4 (12 mg). Subfraction 43 (140 mg) was separated through chromatography on a RP-C18 chromatography column and preparative-HPLC to yield compounds 3 and 6. Fraction 5 (1.9 g) was chromatographed over a Sephadex LH-20 column (2 × 90 cm) using MeOH as eluting solvent to give six subfractions (fr.51-fr.55); fr.54 was separated through chromatography on a RP-C18 chromatography column to give compounds 1 and 5.