4-Hydroxy-25-desoxyneorollinicin, a new bistetrahydrofuranoid acetogenin from Rollinia papilionella.
4-Hydroxy-25-desoxyneorollinicin, a new linear bistetrahydrofuranoid acetogenin, has been isolated from Rollinia papilionella. The structure was elucidated from high resolution mass spectral and nmr data. The relative stereochemistry of six of the eight stereogenic centers was established by analysis of the 1H-nmr spectra of the triacetate of 2. In addition, the relative stereochemistry of seven of the eight stereogenic centers of rollinicin, a previously reported bistetrahydrofuranoid acetogenin, was established by analysis of the 1H nmr spectra of the triacetate of 1 and the mass spectra of the tristrimethylsilyl ether of 1.
Abreo
M J
MJ
Department of Chemistry, Virginia Commonwealth University, Richmond 23284-2006.
Sneden
A T
AT
D000107:Acetylation; D000230:Adenocarcinoma / Q000473:pathology; D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification* / Q000494:pharmacology; D003110:Colonic Neoplasms / Q000473:pathology; D005663:Furans / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D007783:Lactones / Q000302:isolation & purification* / Q000494:pharmacology; D007941:Leukemia P388 / Q000473:pathology; D008175:Lung Neoplasms / Q000473:pathology; D009682:Magnetic Resonance Spectroscopy; D010946:Plants, Medicinal / Q000032:analysis*; D051381:Rats; D013237:Stereoisomerism; D014407:Tumor Cells, Cultured / Q000187:drug effects*
D000972:Antineoplastic Agents, Phytogenic; D005663:Furans; D007783:Lactones; C061635:4-hydroxy-25-desoxyneorollinicin