3-Oxo-12alpha-hydroxyfriedelane from Maytenus gonoclada: structure elucidation by (1)H and (13)C chemical shift assignments and 2D-NMR spectroscopy.
The compounds 3-oxofriedelane (1), 3beta-hydroxyfriedelane (2), 3,11-dioxofriedelane (3), 3,16-dioxofrie delane (4) and 3-oxo-12alpha-hydroxyfriedelane (5) were isolated from the hexane extract of Maytenus gonoclada Mart. (Celastraceae) leaves. Structural formula and the stereochemistry of the new pentacyclic triterpene 3-oxo-12alpha-hydroxyfriedelane (5) were established through (1)H and (13)C NMR and DEPT 135 spectral data including 2D experiments (HMBC, HMQC, COSY, and NOESY) and mass spectrometry (GC-MS).
Oliveira
Mauro Lúcio G
ML
NEPLAM - Departamento de Química, ICEx, Universidade Federal de Minas Gerais, Av. Antônio Carlos, 6627, Pampulha, CEP 31270-901, Belo Horizonte, Minas Gerais, Brazil.
Duarte
Lucienir Pains
LP
Silva
Grácia Divina F
GD
Filho
Sidney Augusto Vieira
SA
Knupp
Vagner Fernandes
VF
Alves
Fernando Gomes P
FG
D002240:Carbohydrate Sequence; D002247:Carbon Isotopes; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D029755:Maytenus / Q000737:chemistry*; D009587:Nitrogen Isotopes; D014315:Triterpenes / Q000737:chemistry*
C525101:3-oxo-12alpha-hydroxyfriedelane; D002247:Carbon Isotopes; D009587:Nitrogen Isotopes; D014315:Triterpenes