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Bioactivity-directed investigation of root extract of Derris scandens has led to the isolation and characterization of a new benzil derivative (11), along with ten known compounds (1-10). Their structures were determined on the basis of extensive spectroscopic (IR, MS, 1D and 2D NMR) data analysis and by comparison with the literature data. The insect antifeedant activity and growth inhibitory studies of these compounds were investigated against castor semilooper pest, Achaea janata using a no-choice laboratory bioassay. Several of the isolates displayed potent feeding deterrence and were also toxic or caused developmental abnormalities following topical administration. The new compound, derrisdione A was moderately active with an antifeedant index of 58.6+/-1.7% at 10microg/cm(3) against A. janata.
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http://dx.doi.org/10.1016/j.bmcl.2009.11.103 | DOI Listing |
Angew Chem Int Ed Engl
August 2025
Shanghai Frontiers Science Center for Drug Target Identification and Delivery, National Key Laboratory of Innovative Immunotherapy and Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, School of Pharmaceutical Sciences, Shanghai Jiao Tong University, Shanghai, 200240, China.
Despite their prevalence in bioactive molecules, the stereoselective construction of α-azaaryl-α-hydroxycarboxylates remains a formidable challenge. Notably, although the benzilic ester rearrangement (BER) is an efficient approach to α-hydroxycarboxylates, asymmetric catalytic BER remains poorly developed, largely due to poor stereorecognition of the vicinal diketone substituents by common chiral catalysts. In response to these issues, here we report a copper-catalyzed asymmetric BER of azaarene-derived 1,2-diketones with simple alcohols to give diverse α-azaaryl-α-hydroxy esters.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
August 2025
Center for AIE Research, Guangdong Provincial Key Laboratory of New Energy Materials Service Safety, College of Materials Science and Engineering, Shenzhen University, Shenzhen, Guangdong, 518060, China.
Biisoquinoline scaffolds with unique photophysical properties and latent axial chirality have received considerable attention in medical chemistry, asymmetric catalysis, and materials science. However, limited by the large synthetic difficulties, functional biisoquinoline-containing polymers (BCPs) have rarely been reported. Furthermore, the construction of optically active BCPs via asymmetric catalytic polymerization have not been achieved so far.
View Article and Find Full Text PDFJ Org Chem
August 2025
School of Pharmaceutical and Chemical Engineering, Taizhou University, 1139 Shifu Road, Taizhou 318000, China.
A new method to synthesize α-CFH carbinols has been developed through the photoredox-catalyzed direct radical hydromonofluoromethylation of benzils/isatins, 9-fluoren-9-one, 2-methylisoindoline-1,3-dione, etc., using bench-stable HCFSONa. It was further applied to the synthesis of a bioactive isatin-derived molecule.
View Article and Find Full Text PDFAdv Ther
September 2025
Gastroenterology Department, Federal University of Sao Paulo, Sao Paulo, Brazil.
Trospium chloride (TCL) is a quaternary amine derived from atropine, classified as an oral anticholinergic, the class of drugs most commonly used in the treatment of overactive bladder syndrome (OAB) and detrusor overactivity (DO). It is a large and hydrophilic molecule, with a low water-oil partition coefficient, which hinders the passage through lipid membranes and has demonstrated poor penetration into the central nervous system (CNS), generally without deleterious effects on the cognitive functions of healthy patients or those already with dementia. This molecule is excreted practically unchanged in the urine, and the metabolized part undergoes spontaneous hydrolysis.
View Article and Find Full Text PDFOrg Lett
June 2025
Shanghai Key Laboratory of Functional Materials Chemistry, Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237, China.
(Vinyl triflimide)benziodolium salts were developed as new hypervalent iodine reagents. A cascade of diarylation/oxidation reactions with the benziodolium salts was accomplished in the presence of palladium catalysts. The reaction exhibits extensive compatibility with readily available arylboronic acids, giving a diverse array of benzyl derivatives in good yields.
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