New Terpenoids from the Roots of Melia azedarach

2002 ◽  
Vol 55 (4) ◽  
pp. 291 ◽  
Author(s):  
S. Faizi ◽  
A. Wasi ◽  
B. S. Siddiqui ◽  
A. Naz
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Mass Spectroscopy ◽  
Melia Azedarach ◽  
Spectroscopic Methods ◽  
Two Dimensional ◽  
Root Extracts ◽  
13C Nuclear Magnetic Resonance ◽  
Rare Class ◽  
Nuclear Magnetic

Two new terpenoids, bakayanolide (1) and 2α-hydroxy-3β-methoxy-6-oxo-13α,14β,17α-lanosta-7,24-dien-21,16β-olide (2), together with the known compounds 6β-hydroxy-3-oxo-13α,14β,17α-lanosta-7,24-dien-21,16β-olide (3), sendanolactone (4), kulactone (5), and β-sitosterol have been isolated from the ethanolic root extracts of Melia azedarach. Triterpenoids (4), (5), and β-sitosterol have been identified previously from M. azedarach, while it is the first instance of the isolation of (3) from this source. The identity of these compounds was established through extensive spectroscopic methods (infrared and mass spectroscopy, 1H and 13C nuclear magnetic resonance) as well as appropriate two-dimensional nuclear magnetic resonance experiments. Bakayanolide (1) belongs to the rare class of C11 odd terpenes. Compounds (3) and (4) possessed moderate cytotoxic activity against KB cell lines.

Quantitative 13C N.M.R. Assay and Assignment of Mixtures from Lipase Digestion of Propane-1,2-diol Dibutyrate

1999 ◽  
Vol 52 (2) ◽  
pp. 123 ◽  
Author(s):  
Charmian J. O'Connor ◽  
Richard H. Barton
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Polarization Transfer ◽  
Correlation Spectroscopy ◽  
Two Dimensional ◽  
13C Nuclear Magnetic Resonance ◽  
Inductive Effects ◽  
Nuclear Magnetic

13C nuclear magnetic resonance (n.m.r.) spectra were obtained at 50 and 100 MHz for mixtures of propanediol, propane-1,2-diol dibutyrate, propane-1,2-diol 1-butyrate and propane-1,2-diol 2-butyrate in CDCl3. Distortionless enhancement by polarization transfer (DEPT) and two-dimensional 13C–1H correlation spectroscopy were used to confirm shift assignments. Spectra for the 1- and 2-monoesters showed strongly different inductive effects due to the position of the butyryl chain. These experiments demonstrate the desirability of using 13C n.m.r. rather than 1H n.m.r. spectroscopy in quantitative speciation of acylated diol complex hydrolysis mixtures.

scholarly journals Triterpenoid Saponins From the Root Bark of Haplocoelum congolanum

2019 ◽  
Vol 14 (5) ◽  
pp. 1934578X1985136 ◽  
Author(s):  
David Pertuit ◽  
Anne-Claire Mitaine-Offer ◽  
Tomofumi Miyamoto ◽  
Chiaki Tanaka ◽  
Duy Khang Tran ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Spectroscopic Methods ◽  
Root Bark ◽  
Two Dimensional ◽  
Triterpenoid Saponins ◽  
One Dimensional ◽  
Nuclear Magnetic

Two undescribed triterpenoid saponins together with 5 known ones were isolated from the root bark of Haplocoelum congolanum Hauman. Their structures were elucidated by spectroscopic methods including one-dimensional and two-dimensional nuclear magnetic resonance experiments in combination with mass spectrometry as 3- O-(4- O-[3-hydroxy-3-methylglutaryl])-α-l-arabinopyranosyl-(1→3)-α-l-rhamnopyranosyl-(1→2)-[β-d-glucopyranosyl-(1→4)]-α-l-arabinopyranosyloleanolic acid and 3- O-α-l-arabinofuranosyl-(1→3)-α-l-rhamnopyranosyl-(1→2)-[β-d-glucopyranosyl-(1→4)]-α-l-arabinopyranosyloleanolic acid.

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