Natural products as templates for bioactive compound libraries: Part 2. Novel modifications of vasicine (peganine) core via efficient and regioselective generation of 3-lithiodeoxyvasicine and its stereoselective addition to aliphatic ketones

Natural Product Research

Volumn 20, Issue 9, 2006, Pages 871-881

  Shevyakov, Sergey V ^a   Davydova, Olga I ^a   Kiselyov, Alex S ^a   Kravchenko, Dmitry V ^a   Ivachtchenko, Alexandre V ^b   Krasavin, Mikhail ^a  

^a Chemical Diversity Research Institute   (Russian Federation)

^b CHEMDIV INC   (United States)

Author keywords

( ) Vasicine; 4 Hydroxypiperidine; Deoxyvasicine; Direct lithiation; G Protein coupled receptors; Hydroxyalkyl; Priviledged structures; Stereoselective nucleophilic addition

Indexed keywords

1 (1,2,3,9 TETRAHYDROPYRROLO[2,1 B]QUINAZOLIN 3 YL) 1 CYCLOHEXANOL; 1 (1,2,3,9 TETRAHYDROPYRROLO[2,1 B]QUINAZOLIN 3 YL) 1 CYCLOPENTANOL; 1 BUTYL 4 (1,2,3,9 TETRAHYDROPYRROLO[2,1 B]QUINAZOLIN 3 YL) 4 PIPERIDINOL; 1 ETHYL 4 (1,2,3,9 TETRAHYDROPYRROLO[2,1 B]QUINAZOLIN 3 YL) 4 PIPERIDINOL; 1 ISOPROPYL 4 (1,2,3,9 TETRAHYDROPYRROLO[2,1 B]QUINAZOLIN 3 YL) 4 PIPERIDINOL; 1 METHYL 4 (1,2,3,9 TETRAHYDROPYRROLO[2,1 B]QUINAZOLIN 3 YL) 4 PIPERIDINOL; 1 PROPYL 4 (1,2,3,9 TETRAHYDROPYRROLO[2,1 B]QUINAZOLIN 3 YL) 4 PIPERIDINOL; 2 (1,2,3,9 TETRAHYDROPYRROLO[2,1 B]QUINAZOLIN 3 YL) 2 PROPANOL; 2 [4 HYDROXY 4 (1,2,3,9 TETRAHYDROPYRROLO[2,1 B]QUINAZOLIN 3 YL)PIPERIDINO]ACETATE; 3 (HYDROXYALKYL)DEOXYVASICINE DERIVATIVE; 3 LITHIODEOXYVASICINE; 4 (1,2,3,9 TETRAHYDROPYRROLO[2,1 B]QUINAZOLIN 3 YL) 4 HEPTANOL; 4 (1,2,3,9 TETRAHYDROPYRROLO[2,1 B]QUINAZOLIN 3 YL) 4 PIPERIDINOL; 4 (1,2,3,9 TETRAHYDROPYRROLO[2,1 B]QUINAZOLIN 3 YL)TETRAHYDRO 2H PYRAN 4 OL; 4 (TERT BUTYL) 1 (1,2,3,9 TETRAHYDROPYRROLO[2,1 B]QUINAZOLIN 3 YL) 1 CYCLOHEXANOL; 4 ALKYLCYCLOHEXANONE; 4 HYDROXY 4 (1,2,3,9 TETRAHYDROPYRROLO[2,1 B]QUINAZOLIN 3 YL) 1 CYCLOHEXANONE; 4 METHYL 1 (1,2,3,9 TETRAHYDROPYRROLO[2,1 B]QUINAZOLIN 3 YL) 1 CYCLOHEXANOL; 4 NEOPENTYL 1 (1,2,3,9 TETRAHYDROPYRROLO[2,1 B]QUINAZOLIN 3 YL) 1 CYCLOHEXANOL; 8 (1,2,3,9 TETRAHYDROPYRROLO[2,1 B]QUINAZOLIN 3 YL) 1,4 DIOXASPIRO[4.5]DECAN 8 OL; ALIPHATIC KETONE; ALKALOID; ALKANONE; DEOXYVASICINE DERIVATIVE; NATURAL PRODUCT; QUINAZOLINE DERIVATIVE; TERT BUTYL 4 HYDROXY 4 (1,2,3,9 TETRAHYDROPYRROLO[2,1 B]QUINAZOLIN 3 YL)TETRAHYDRO 1(2H)PYRIDINECARBOXYLATE; UNCLASSIFIED DRUG; VASICINE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; CRYSTAL STRUCTURE; DRUG STRUCTURE; DRUG SYNTHESIS; LIQUID CHROMATOGRAPHY; LITHIATION; MASS SPECTROMETRY; METHODOLOGY; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; RELIABILITY; STEREOCHEMISTRY; STRUCTURE ANALYSIS; ULTRAVIOLET SPECTROSCOPY; X RAY CRYSTALLOGRAPHY;

EID: 85032070194     PISSN: 14786419     EISSN: 14786427     Source Type: Journal    
DOI: 10.1080/14786410500480993     Document Type: Article

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