DocumentCode :
3137849
Title :
Stigmasterol from a Pandanus and Myrmecodia species
Author :
Abdul, I.W. ; Mohamad, N.F.H. ; Mizaton, H.H. ; Mohsin, H.F. ; Ponto, T.
Author_Institution :
Fac. of Pharmacy, Univ. Teknol. MARA, Shah Alam, Malaysia
fYear :
2011
fDate :
6-7 June 2011
Firstpage :
1
Lastpage :
3
Abstract :
The isolation of compounds 1 and 2, respectively from two unrelated plants [a Pandanus (Pandanaceae) and a Myrmecodia (Rubiaceae)] is presented. According to the Nuclear Magnetic Resonance (NMR) spectroscopy, both biomolecules could be a triterpene. The NMR data from P. tectorius´ phytosterol was compared, where a mixture of stigmasterol:β-sitosterol (2:1) was reported. However, the signals for an exo-methylene group likewise in Pandanus´ antitubercular tirucallane, did not appear in the 1H-NMR spectrum of 1 and 2 (500 MHz, δH 0.5-5.5 ppm, CDCl3). Furthermore, the 13C-NMR spectroscopy (125 MHz, δC 10-141 ppm, CDCl3) suggested 1 and 2 as a non-ketosteroid of possibly 29 carbon atoms. Both equally could be an aglycon triterpenoid, due to the absence of 13C-NMR signals at δC 60-110, which are carbons´ signals, assigned for sugar moieties. However, one 13C-NMR peak at δC 71.81 and 71.82 [C-3 (OH)] was detected, respectively for 1 and 2. Therefore, the occurrence of a hydroxylated stigmastane-like molecule was proposed. Instead, two sets of -C=C- bonds (1: δC 140.76; 129.29 and 138.29; 121.70); (2: δC 140.78; 129.31 and 138.29; 121.70) were observed. From 2D NMR spectra, 1 was recognised as stigmata-(5,22)-diene-3-ol or stigmasterol. Stigmasterol was also reported from a Hydnophytum species, another epiphytic myrmecophytes associated with Myrmecodia. Recrystallizations were performed to purify crystal 2 (13.4 mg colorless needles; Rf = 0.2), which was also proposed as a type-1 molecule. In short, stigmasterol was identified as the major non-polar component from these two plant extracts.
Keywords :
biological NMR; bonds (chemical); botany; cellular biophysics; molecular biophysics; molecular configurations; recrystallisation; β-sitosterol; 2D NMR spectra; Hydnophytum species; P. tectorius phytosterol; Pandanaceae; Pandanus antitubercular tirucallane; Rubiaceae; aglycon triterpenoid; biomolecules; bonds; carbon atoms; colorless needles; epiphytic myrmecophytes; exo-methylene group; hydroxylated stigmastane-like molecule; mass 13.4 mg; myrmecodia species; nonketosteroid; nonpolar component; nuclear magnetic resonance spectroscopy; recrystallizations; stigmasterol; stigmata-(5,22)-diene-3-ol; sugar moieties; triterpene; type-1 molecule; Myrmecodia; Pandanus; stigmasterol;
fLanguage :
English
Publisher :
ieee
Conference_Titel :
Humanities, Science & Engineering Research (SHUSER), 2011 International Symposium on
Conference_Location :
Kuala Lumpur
Print_ISBN :
978-1-4577-0263-1
Type :
conf
DOI :
10.1109/SHUSER.2011.6008492
Filename :
6008492
Link To Document :
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