Oxygen mediated oxidative couplings of flavones in alkaline water.

Catalyzed oxidative C-C bond coupling reactions play an important role in the chemical synthesis of complex natural products of medicinal importance. However, the poor functional group tolerance renders them unfit for the synthesis of naturally occurring polyphenolic flavones. We find that molecular oxygen in alkaline water acts as a hydrogen atom acceptor and oxidant in catalyst-free (without added catalyst) oxidative coupling of luteolin and other flavones. By this facile method, we achieve the synthesis of a small collection of flavone dimers and trimers including naturally occurring dicranolomin, philonotisflavone, dehydrohegoflavone, distichumtriluteolin, and cyclodistichumtriluteolin. Mechanistic studies using both experimental and computational chemistry uncover the underlying reasons for optimal pH, oxygen availability, and counter-cations that define the success of the reaction. We expect our reaction opens up a green and sustainable way to synthesize flavonoid dimers and oligomers using the readily available monomeric flavonoids isolated from biomass and exploiting their use for health care products and treatment of diseases.

Resin glycoside extracts from Ipomoea aquatica retard lipid digestibility of high-fat food in vitro.

Due to the considerable increase in the prevalence of obesity, there is an increased interest in developing safe and effective anti-obesity treatments from fruits and vegetables. In this study, Ipomoea aquatica, commonly known as Kang Kong in Southeast Asia was first reported to contain potent pancreatic lipase (PL) inhibitors due to resin glycosides (RG). Ipomoea aquatica extract demonstrated a dose-dependent inhibitory activity against PL with an Orlistat equivalent (OE) value of 6.86 ± 0.51 × 10-4. In vitro lipolysis study showed that consuming RG in tandem with high-fat food (butter & salad dressing) was effective in delaying enzymatic fat digestion by inhibiting PL. Pre-incubation of PL with RG extract before substrate addition also significantly enhanced their inhibitory activity. However, RG was unstable when subjected to high heat treatments (90 °C). Overall, these results provided useful knowledge of RG as PL inhibitors for body weight management.

Resin glycosides in aerial parts of Ipomoea batatas are potent lipase inhibitors: potential upcycling of sweet potato by-products to combat obesity.

Sweet potato (Ipomoea batatas) is a staple food crop that is cultivated globally. While the tubers are widely utilised in the food industry, 95-98% of sweet potato leaves (SPL) are disposed during harvesting. Hence, there is great potential to convert SPL into high-value food products through various processing techniques. In this regard, different varieties of Ipomoea batatas (Blackie, Blackheart, and Margarita) that were grown in Singapore were tested for their pancreatic lipase (PL) inhibitory activity using a high-throughput screening assay. Among them, the Margarita variety showed the highest PL inhibitory activity with an Orlistat Equivalent (OE) value of 3.83 ± 0.36 × 10-4. The kinetic study of the Margarita extract revealed a non-competitive inhibition mechanism. Overall, a series of resin glycosides (RG), responsible for the PL inhibitory activity, was characterised in Margarita Ipomoea batatas. To evaluate the effectiveness of RG under gastrointestinal conditions with high-fat food, in vitro digestion with salad dressing was performed. The in vitro digestion model showed that the consumption of RG with salad dressing was effective in delaying enzymatic fat digestion in a dose-dependent manner. The findings strongly suggested that the aerial parts of Ipomoea batatas have great potential to be upcycled into functional food to combat obesity.

Enzymatic treatment, unfermented and fermented fruit-based products: current state of knowledge.

In recent years, food manufacturers are increasingly utilizing enzymes in the production of fruit-based (unfermented and fermented) products to increase yield and maximize product quality in a cost-effective manner. Depending on the fruits and desired product characteristics, different enzymes (e.g. pectinase, cellulase, hemicellulase, amylase, and protease) are used alone or in combinations to achieve optimized processing conditions and improve nutritional and sensorial quality. In this review, the mechanisms of action and sources of different enzymes, as well as their effects on the physicochemical, nutritional, and organoleptic properties of unfermented and fermented fruit-based products are summarized and discussed, respectively. In general, the application of enzymatic hydrolysis treatment (EHT) in unfermented fruit-based product helps to achieve four main purposes: (i) viscosity reduction (easy to filter), (ii) clarification (improved appearance/clarity), (iii) better nutritional quality (increase in polyphenolics) and (iv) enhanced organoleptic characteristic (brighter color and complex aroma profile). In addition, EHT provides numerous other advantages to fermented fruit-based products such as better fermentation efficiency and enrichment in aroma. To meet the demand for new market trends, researchers and manufacturers are increasingly employing non-Saccharomyces yeast (with enzymatic activities) alone or in tandem with Saccharomyces cerevisiae to produce complex flavor profile in fermented fruit-based products. Therefore, this review also evaluates the potential of some non-Saccharomyces yeasts with enzymatic activities and how their utilization helps to tailor wines with unique aroma profile. Lastly, in view of an increase in lactose-intolerant individuals, the potential of fermented probiotic fruit juice as an alternative to dairy-based probiotic products is discussed.

Inhibition Effect of Extract of Psychotria viridiflora Stem on α-Amylase and α-Glucosidase and Its Application in Lowering the Digestibility of Noodles.

A collection of tropical medicinal plants from East Malaysia's rainforests are used by indigenous tribes for their curative properties. Despite their purported healing properties, these forest plant species are largely unexplored and hence remain virtually unknown to the outside world. In this study, antidiabetic properties of Psychotria viridiflora, a plant used to treat diabetes by a local community in Sarawak, Malaysia were investigated. Ethyl acetate (EA) extract of P. viridiflora stem was found to exhibit high starch hydrolase inhibition activity with an IC50 value of 15.4 ± 2.1 µg/ml against porcine α-amylase and an IC50 value of 32.4 ± 3.7 µg/ml against rat intestinal α-glucosidase. A complex mixture of A-type oligomeric proanthocyanidins containing (epi)fisetinidol, (epi)afzelechin, (epi)guibourtinidol, and (epi)catechin were found. These compounds may be responsible for the starch hydrolase inhibition activity. Ethyl acetate (EA) extract of P. viridiflora stem was incorporated into wheat and rice flour to reformulate noodles with slow digestibility and was assessed under in vitro simulated gastrointestinal conditions. A dose-dependent effect on digestibility was observed for both noodles upon incorporation of 1-6% (w/w) of EA extract, with noodles containing 6% (w/w) extract exhibiting the greatest reduction in digestibility. As compared to rice noodles containing 6% extract (31.16% inhibition), wheat noodles with the same extract concentration had a smaller decline in digestibility (27.25% inhibition) after 180 min. Overall, our findings highlight the potential of P. viridiflora in the prevention of postprandial hyperglycaemia.