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1.
Saudi Pharm J ; 28(12): 1719-1732, 2020 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-33424263

RESUMEN

Natural bioflavonoids are an essential component of dietary supplements possessing antimicrobial properties. Many of the bioflavonoids have resulted in positive antitumor, anticancer, antibacterial, antifungal, anti-inflammatory properties, but the efficacy remains low due to toxicity at the molecular level whereas antiviral property limits to negative. The synergistic link between nanoscience and flavonoid chemistry enhances the epidemiological properties of flavonoid and also diminish the antimicrobial resistivity (AMR) by forming their hybrid nanocomposites. Nanochemistry uses various nanocomposite and nanomaterials for biosensing the flavonoids and their delivery as a drug. The quercetin flavonoid and its derivatives such as rutin, and myricetin are used for sensing and drug delivery. Quercetin with 15Carbon-5Hydroxyl chemical scaffold has been explored for a few decades for the development of hybrid nanocomposite and nanomaterial with metallic as well as organic nano co-composites. This quercetin flavonoid based hybrid nanocomposites seemed to show a significant effect on In vitro and some animal model processes along with attenuating lipid peroxidation, platelet aggregation, and capillary permeability actions. This review mainly focused on the hybrid nanoscience of quercetin bioflavonoid and its application in numerous biological, material fields with a future perspective.

2.
Angew Chem Int Ed Engl ; 57(30): 9397-9401, 2018 Jul 20.
Artículo en Inglés | MEDLINE | ID: mdl-29882619

RESUMEN

The first example of a chiral cinchona-squaramide catalyzed enantioselective intramolecular aza-Michael addition for the synthesis of dihydroisoquinolines and tetrahydropyridines has been developed. In general, good yields and excellent enantioselctivities were observed. Broad classes of Michael acceptors, such as enones, esters, thioesters, and Weinreb amides, were successful substrates. The possibility of recycling the catalysts has also been demonstrated. An oxidation of combined enamine and keto functionalities on chiral dihydroisoquinolines leads to a single diastereomer of an architecturally unprecedented tetracyclic core without loss in enantioselectivity.

3.
J Org Chem ; 81(11): 4654-63, 2016 06 03.
Artículo en Inglés | MEDLINE | ID: mdl-27176883

RESUMEN

An unprecedented enantioselective intramolecular oxa-Michael reaction of enols has been described. A squaramide-containing tertiary amine based bifunctional organocatalyst efficiently activates the o-homoformyl chalcones to provide the chiral isochromenes in moderate yields and good to excellent enantioselectivities. Further, late-stage functionalizations of the vinyl ether moiety of the chiral isochromene products have also been exemplified.

4.
Angew Chem Int Ed Engl ; 55(27): 7723-7, 2016 06 27.
Artículo en Inglés | MEDLINE | ID: mdl-26894663

RESUMEN

An unprecedented enantioselective peroxyhemiacetalization/oxa-Michael addition cascade of ortho-formyl homochalcones has been developed using cinchona-alkaloid-based chiral bifunctional organocatalysts to provide cis-configured exo-peroxyacetals, a new class of organic peroxide, in good yields with excellent enantio- and diastereoselectivities. The resulting cis-configured exo-peroxyacetals were converted into the corresponding trans-configured peroxyacetals without affecting the enantioselectivity. Furthermore, the displacement of the peroxide moiety of exo-peroxyacetals with various nucleophiles has been demonstrated to afford 1,3-disubstituted isochromans with high diastereoselectivities and excellent enantioselectivities.

6.
Org Lett ; 18(20): 5220-5223, 2016 Oct 21.
Artículo en Inglés | MEDLINE | ID: mdl-27690466

RESUMEN

Disclosed herein an overall methodology constitutes an equivalent to the long sought after enantioselective intramolecular oxa-Michael (IOM) reaction of carboxylic acids. An organocatalyzed IOM reaction of in situ formed peroxy hemiacetals followed by a Kornblum DeLaMare type rearrangement cascade provides a broad class of chiral lactones in good yields and with excellent enatioselectvities. Remarkably, the pure chiral lactones are obtained without any silica gel column chromatography, and in many cases, the enantioselectivity is further increased by a simple hexane wash of the isolated solid products.

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