Studies towards the synthesis of ertugliflozin from l-Arabinose

Triantakonstanti, Virginia V.; Mountanea, Olga G.; Papoulidou, Kyriaki-Eleni C.; Andreou, Thanos; Koftis, Theocharis V.; Gallos, John K.

doi:10.1016/j.tet.2018.08.005

Cited by 6 publications

(2 citation statements)

References 15 publications

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“…It produces renal glycosuria and blocks intestinal and renal glucose reabsorption by inhibiting the sodium-glucose symporters located there [ 11 , 12 ]. Recently, ertugliflozin arrived as the newest synthetic GLT-2 (glucose transporter-2) inhibitor to receive FDA approval for the treatment of diabetes [ 13 , 14 ].…”

Section: Introductionmentioning

confidence: 99%

Plants Secondary Metabolites as Blood Glucose-Lowering Molecules

2021

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Recently, significant advances in modern medicine and therapeutic agents have been achieved. However, the search for effective antidiabetic drugs is continuous and challenging. Over the past decades, there has been an increasing body of literature related to the effects of secondary metabolites from botanical sources on diabetes. Plants-derived metabolites including alkaloids, phenols, anthocyanins, flavonoids, stilbenoids, saponins, tannins, polysaccharides, coumarins, and terpenes can target cellular and molecular mechanisms involved in carbohydrate metabolism. In addition, they can grant protection to pancreatic beta cells from damage, repairing abnormal insulin signaling, minimizing oxidative stress and inflammation, activating AMP-activated protein kinase (AMPK), and inhibiting carbohydrate digestion and absorption. Studies have highlighted many bioactive naturally occurring plants’ secondary metabolites as candidates against diabetes. This review summarizes the current knowledge compiled from the latest studies published during the past decade on the mechanism-based action of plants-derived secondary metabolites that can target various metabolic pathways in humans against diabetes. It is worth mentioning that the compiled data in this review will provide a guide for researchers in the field, to develop candidates into environment-friendly effective, yet safe antidiabetics.

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Section: Introductionmentioning

confidence: 99%

Plants Secondary Metabolites as Blood Glucose-Lowering Molecules

2021

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“…1-Bromo-4-chloro-5-(4-ethoxybenzyl)benzene (1c). 16 In a 25 mL round-bottom flask were placed 2-propanol (1.50 mL) and (5-bromo-2-chlorophenyl)(4-ethoxyphenyl)methanone (5c) (250 mg, 0.740 mmol), and the mixture was warmed to 50 °C. To this was added BF 3 •Et 2 O (0.180 mL, 1.47 mmol) followed by finely shredded aluminum foil (Nippaku Foil, Mitsubishi Aluminium Corporation, 496 mg, 18.4 mmol).…”

Section: -( 4 -F L U O R O P H E N Y L ) T H I O P H E N -2 -Y L ) ( ...mentioning

confidence: 99%

New Synthesis of Diarylmethanes, Key Building Blocks for SGLT2 Inhibitors

et al. 2023

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Synthesis of diarylmethanes, a key building block for SGLT2 inhibitors, has been developed through ketone synthesis by Friedel–Crafts acylation with TiCl4, followed by reduction with TiCl4/NaBH4. The new protocol proceeded more cleanly than the previous methods employing AlCl3 and BF3·OEt2/Et3SiH to provide the diarylmethanes corresponding to canagliflozin, empagliflozin, and luseogliflozin in a highly expedient and affordable manner. In the case of a diarylmethane for the synthesis of dapagliflozin, the reduction step took place by an alternative method using InCl3/Al/BF3·OEt2.

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