Isolation and structure of gustastatin from the Brazilian nut tree Gustavia hexapetala.
A bioassay-guided investigation of Gustavia hexapetala led to the isolation of a new cancer cell growth inhibitor designated gustastatin (1) and four previously known cancer cell growth inhibitors that included betulinic acid (2). The structures were assigned on the basis of analyses of HRMS combined with 1D and 2D NMR data. The structure of portentol (5) was confirmed by an X-ray crystal structure determination.
Pettit
George R
GR
Cancer Research Institute, Department of Chemistry and Biochemistry, Arizona State University, Tempe, Arizona 85287-2404, USA. bpettit@asu.edu
Zhang
Qingwen
Q
Pinilla
Véronique
V
Herald
Delbert L
DL
Doubek
Dennis L
DL
Duke
James A
JA
D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D001938:Brazil; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D031381:Lecythidaceae / Q000737:chemistry*; D007941:Leukemia P388; D051379:Mice; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009828:Oleanolic Acid / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D053978:Pentacyclic Triterpenes; D010636:Phenols / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D010946:Plants, Medicinal / Q000737:chemistry*; D014197:Trees; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000094062:Betulinic Acid
D000972:Antineoplastic Agents, Phytogenic; D053978:Pentacyclic Triterpenes; D010636:Phenols; D014315:Triterpenes; C488055:gustastatin; D009828:Oleanolic Acid; C036380:beta-amyrin; D000094062:Betulinic Acid