The title compound, C(13)H(11)NO(2), crystallizes with two mol-ecules in the asymmetric unit. The crystal packing is stabilized by N-H⋯O hydrogen bonds, which link the mol-ecules into chains along [10[Formula: see text]], and weak C-H⋯O inter-actions.
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http://dx.doi.org/10.1107/S1600536812000517 | DOI Listing |
Org Lett
June 2024
Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400076, India.
The iron-mediated hydrogen atom transfer (HAT) reaction is efficaciously employed for the synthesis of dihydropyrroloindoles and dihydropyrrolizines via 5-- radical cyclization where indoles and pyrroles are used as an acceptor. This radical approach has also been extended for the synthesis of tetrahydrocyclopenta[]indolones via the Baldwin-disfavored 5-- cyclization pathway. The formal synthesis of bruceolline J and the total synthesis of bruceollines E and H have been expeditiously carried out by employing the former strategy.
View Article and Find Full Text PDFData Brief
February 2024
Herbal Medicine Research Centre, Institute for Medical Research, National Institutes of Health, No. 1 Jalan Setia Murni U13/52, Seksyen U13, Setia Alam, 40170 Shah Alam, Selangor Darul Ehsan, Malaysia.
This article presents two types of phytochemical data obtained from (L.) Merr. roots, a medicinal plant belonging to the Simaroubaceae family.
View Article and Find Full Text PDFOrg Biomol Chem
January 2023
Department of Chemical Sciences, Indian Institute of Science Education and Research (IISER) Mohali, Sector 81, S. A. S. Nagar, Punjab 140306, India.
We describe a metal-free strategy to access various α-arylidene cyclopenta[]indoles phosphine-catalysed (3 + 2) annulation of α,β-ynones and 3-nitroindoles. For the first time, the rearomatisation of the indole nucleus was observed in such an annulative transformation. The method was extended to the synthesis of an antimalarial natural product, bruceolline E.
View Article and Find Full Text PDFHeliyon
May 2022
Biological Sciences Division, Poornaprajna Institute of Scientific Research, Bidalur Post, Devanahalli, Bangalore Rural, 562110, India.
The present study aims to find the effective natural enzyme inhibitors against alpha-amylase and alpha-glucosidase from the array of compounds identified in plants of the Simaroubaceae family using molecular docking and ADME/Toxicity studies. Among the 218 compounds docked against seven enzymes, buddlenol-A and citrusin-B showed the best binding energies (kcal/mol) of -7.830 and -7.
View Article and Find Full Text PDFJ Nat Prod
August 2017
Dipartimento di Chimica "U. Schiff", Università degli Studi di Firenze, Via della Lastruccia 13, 50019, Sesto Fiorentino (FI), Italy.
The first total synthesis of the natural product bruceolline I, isolated in small quantities from the ethanol extract of Brucea mollis stems, was achieved in 29% yield over nine steps and with high enantiomeric purity (>98%). The key step of the process is the tandem gold-catalyzed rearrangement/Nazarov reaction of a propargylic acetate derivative. This synthesis provides a sufficient amount of synthesized bruceolline I for further bioassays.
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