Epiglobulol

Volatile constituents from the leaves of Callicarpa japonica Thunb. and their antibacterial activities.[Pubmed:14969531]

J Agric Food Chem. 2004 Feb 25;52(4):781-7.

Volatile substances of Callicarpa japonica Thunb. were examined for their antibacterial activities against six foodborne microorganisms using the optical densitometer Bioscreen C. Extracts of C. japonica were obtained by simultaneous steam distillation and solvent extraction (SDE), and those extracted for 1.5 and 2.0 h at pH 6.0 strongly inhibited the growth of Bacillus cereus and Salmonella typhimurium; the content of the volatile substances of leaves at these pH levels were 543.1 and 706.7 mg/kg, respectively. All foodborne microorganisms tested were strongly inhibited by the addition of >8% (v/v) of the SDE extracts to broth medium. The major volatile components of the SDE extracts obtained at 1.5 h and pH 6.0 were gamma-caryophyllene, 1-octen-3-ol, 2-hexenal, germacrene B, and aromadendrene II, with corresponding peak areas of 44.14, 15.6, 9.86, 5.24, and 4.01%, respectively, and major antibacterial components were 1-octen-3-ol and 2-hexenal. Among the 32 materials identified as volatile flavor components, 2-hexenal, 2,4-hexadienal, 1-octen-3-ol, 2,4-heptadienal, and Epiglobulol strongly inhibited microorganism growth. In particular, 2-hexenal (107.52 mg/L) and 1-octen-3-ol (678.64 mg/L) inhibited the growth of most microorganisms tested by >90%.

Eudismic analysis of tricyclic sesquiterpenoid alcohols: lead structures for the design of potent inhibitors of the human UDP-glucuronosyltransferase 2B7.[Pubmed:17706742]

Bioorg Chem. 2007 Oct;35(5):386-400.

The epimeric tricyclic sesquiterpenoid alcohols globulol, Epiglobulol, cedrol, epicedrol, longifolol, and isolongifolol were investigated in their ability to inhibit the recombinant human UDP-glucuronosyltransferase (UGT) 2B7. The stereoisomers displayed rapidly reversible competitive inhibition, which was substrate-independent. Longifolol and its stereoisomer isolongifolol displayed the lowest competitive inhibition constants (K(ic)) of 23 and 26 nM, respectively. The K(ic) values of cedrol and its epimer epicedrol were 0.15 and 0.21 microM, those of globulol and Epiglobulol were 5.4 and 4.0 microM, respectively. The diastereomeric alcohols exhibited nearly identical affinities toward UGT2B7 indicating that the spatial arrangement of the hydroxy group had no influence on the dissociation of the enzyme-terpenoid complex. The high affinities stemmed presumably from mere hydrophobic interactions between the hydrocarbon scaffold of the terpenoid alcohol and the binding site of the enzyme. Glucuronidation assays revealed that there were large differences in the rates at which the epimeric alcohols were conjugated. Therefore, the spatial arrangement of the hydroxy group controlled the rate of the UGT2B7-catalyzed reaction. The introduction of a methyl group into the side chain of isolongifolol and longifolol increased the steric hindrance. As a result, the rate of the UGT2B7-catalyzed reaction was decreased by more than 88%. The findings indicated that the rate of the UGT2B7-catalyzed glucuronidation is significantly controlled by stereochemical and steric factors. Considering the high inhibition levels exerted by the tricyclic sesquiterpenoid alcohols, these compounds might serve as valuable lead structures for the design of potent inhibitors for UGT2B7.

Evaluation of bioactive compounds and antioxidant potential of hydroethanolic extract of Moringa oleifera Lam. from Rajasthan, India.[Pubmed:28250599]

Physiol Mol Biol Plants. 2017 Jan;23(1):239-248.

Moringa oleifera Lam., the miracle tree, is widely used as a traditional medicine. The analyses of phytochemicals and antioxidant potential of hydroethanolic extract of various plant parts of M. oleifera revealed that leaves possessed the highest content of total phenolics (9.58 mg/g), beta-carotene (14.10 mg/g) and lycopene (2.60 mg/g). Flowers and bark showed the highest content of total flavonoids (3.5 mg/g) and anthocyanin (52.80 mg/g), respectively. Leaves also showed maximum antioxidant potential using nitric oxide scavenging assay (IC50 - 120 microg/ml) and deoxyribose degradation assay (IC50-178 microg/ml). Highest DPPH radical scavenging activity was observed in flowers (IC50-405 microg/ml). The GC-MS study revealed the presence of 29, 36 and 24 compounds in bark, leaf and flower, respectively. The major constituent identified were Epiglobulol (41.68% in bark), phytol (23.54% in leaf) and beta-sitosterol (15.35% in flower).The phytochemicals identified possess several therapeutic activity, including antioxidant potential, which was confirmed through earlier reports. Moreover, the presence of 1,1,3-triethoxubutane in all the plant parts analyzed, projects it as an important source of waste water treatment as hydrophobic modifiers.