Ten flavonoid-related structures viz. heliteretifolin (1), isoxanthohumol (2), 2',4',6'-trihydroxy-3'-prenylchalcone (3), isoglabranin (4), glabranin (5), 7-methoxy-isoglabranin (6), quercetin (7), 4'-methoxyquercetin (8), 4'-methoxykaempferol (9) and mosloflavone (10) were isolated from a H. teretifolium methanolic extract and identified. One of them (compound 1) is reported for the first time from a natural source, while compounds 6, 8–10 were isolated for the first time from the genus Helichrysum. The total extract of H. teretifolium showed potent antioxidant activity. When tested for total antioxidant capacity compound 3 possesses moderate biological activity compared to 2, which displayed some of the highest TEAC values (4529.01 ± 2.44; 4170.66 ± 6.72) µM TE/g, respectively. Compounds 7 and 8 demonstrated the highest inhibitory activities on Fe2+-induced lipid peroxidation (IC50 = 2.931; 6.449 µg/mL); tyrosinase (8.092; 27.573) and elastase (43.342; 86.548). Additionally, the total antioxidant capacities measured as FRAP (4816.31 ± 7.42; 3584.17 ± 0.54) µM AAE/g, and ORAC for hydroxyl radical (7.265 ± 0.71; 6.779 ± 3.40) × 106 and peroxyl radical (17.836 ± 2.90; 12.545 ± 5.07) × 103 µM TE/g were also observed for compounds 7 and 8, respectively. In conclusion, H. teretifolium total extract represents a rich source of bioactive constituents with potent antioxidant and moderate anti-tyrosinase and anti-elastase activities that can help to avert accumulation of free radicals in the body, and could therefore be good candidates for the prevention and/or treatment of skin-related conditions, such as aging. This is the first scientific report on the chemical and biological profile of H. teretifolium.
Abstract:The ethno-medicinal approach to drug discovery represents one of the most important sources of new and safe therapeutic agents to the challenges confronting modern medicine and daily life. Many of the traditionally important medicinal plants contain active molecules or ones that serve as precursors to biosynthesised secondary metabolites to which the biological activity could be attributed. Marrubiin is one such compound and is a potential valuable compound which exists in high concentrations in many traditionally important Lamiaceae species which have demonstrated excellent pharmacological properties with commendably high safety margins. Marrubiin's attributes include a low turnover, high stability and little catabolism, which are core characteristics required for therapeutic compounds and nutraceuticals of economic importance. In addition, marrubiin is considered a potential substrate for potent active compounds viz; marrubiinic acid, and marrubenol. The contribution of marrubiin to drug discovery thus needs to be put into prospective due to its ready availability, high potential applications and ease of modification. In this short review we highlight the most important chemical and pharmacological aspects reported on marrubiin since it was discovered.
Biodiesel has attracted increasing interest and has proved to be a good substitute for fossil-based fuels due to its environmental advantages and availability from renewable resources such as refined and waste vegetable oils. Several studies have shown that biodiesel is a better fuel than the fossil-derived diesel in terms of engine performance, emissions reduction, lubricity and environmental benefits. The increasing popularity of biodiesel has generated great demand for its commercial production methods, which in turn calls for the development of technically and economically sound process technologies. This paper explores the applicability of ultrasound in the optimization of low-cost feedstock -in this case waste cooking oil -in the transesterification conversion to biodiesel. It was found that the conversion efficiency of the waste oil using ultrasound was higher than with the mechanical stirring method. The optimized variables of 6:1 methanol/oil ratio at a reaction temperature of 30 °C and a reaction time of 30 min and 0.75% KOH (wt/wt) catalyst concentration was obtained for the transesterification of the waste oil via the use of ultrasound.
The preparation of selected (Z) -2-bromomethyl-2-alkenoate esters and their subsequent reaction with acetoacetic ester-derived nucleophiles is described. Both the substrate structure and the solvent system have significant effects on the regioselectivity of these nucleophilic displacements.During the past few years there has been renewed interest in the preparation of necic acids *J and the development of a convenient ' general synthesis,' sufficiently versatile to afford closely related natural systems, as well as specific synthetic analogues, would be invaluable. Our interest in these compounds stems from a continuing study of Senecio alkaloids 4 * 5 and includes a recent description of the total synthesis of integerrinecic acid via ethyl 3-acetoxy-2-methylenebutanoate.'*t We now report the results of regioselectivity studies which clearly illustrate the potential of the title compounds as necic acid synthons.Bromination Studies.-Goldberg and Dreiding have obtained the (2)-bromo ester (4b) by treating the hydroxy ester (3b) with NBS-Me2S.'*$ We have found that reaction of the same hydroxy ester (3b) with conc. HBr-conc. H,SO, * at
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