Final solution on the long-standing structural arguments on the c-3 stereochemistries of three glucoindole alkaloids: Palicoside, dolichantoside, and isodolichantoside - Through chemical conversions and spectroscopic studies

Tetrahedron Letters

Volumn 39, Issue 42, 1998, Pages 7737-7740

  Ohmori, Osamu ^a   Kumazawa, Kyoko ^a   Hoshino, Hiroyuki ^a   Suzuki, Takako ^a   Morishima, Yuka ^a   Kohno, Hiroko ^a   Kitajima, Mariko ^a   Sakai, Shin Ichiro ^a   Takayama, Hiromitsu ^a   Aimi, Norio ^a  

^a CHIBA UNIVERSITY   (Japan)

Author keywords

Alkaloids; Circular dichroism; Indoles; Stereochemistry

Indexed keywords

ALKALOID; DOLICHANTOSIDE; GLUCOINDOLE ALKALOID; PALICOSIDE; STRICTOSIDINE; UNCLASSIFIED DRUG; VINCOSIDE;

ARTICLE; CHEMICAL BINDING; CHEMICAL STRUCTURE; PHYTOCHEMISTRY; SPECTROSCOPY; STEREOCHEMISTRY; STEREOISOMERISM; STRUCTURE ANALYSIS;

EID: 0032532796     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01686-4     Document Type: Article

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16. +). CD spectrum ; λ nm(Δε) in MeOH: 213(-2.70), 216(0), 223(+6.30), 228(0), 237(-22.80), 266(0), 287(+0.90), 289(+0.30), 294(+1.20).
17. ext nm(Δε) in MeOH: 210.6 (0), 222.8 (+14.3), 228.9 (0), 237.4 (-25.5), 276.4 (-0.86), 286.8 (-0.17), 290.2 (-0.90), 293.2 (0), 297.6 (+0.65), 338.6 (0).
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20. ext nm(Δε) in MeOH: 220(+6.02), 221(0), 232(-20.76), 260(0), 282(-0.33), 285(0), 288(-0.66), 291(0).
21. b-Me), 2.73 (m H20), 2.18 (m H14), 2.09 (m H14). CD spectrum: λ nm(Δε) in MeOH: 222(+17.49), 236(-30.36), 282(-1.32), 285(-0.66), 289(-1.98), 293(0).
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