AI Article Synopsis
- - New enantiomeric indolone alkaloids, (+)- and (-)-Tedanine, were discovered in a marine sponge species, along with nine other compounds.
- - The chemical structures and absolute configurations of (+)- and (-)-Tedanine were identified using spectroscopic methods and quantum chemical calculations.
- - These compounds are the first indolone alkaloids reported from this sponge genus, and their cytotoxic and antibacterial properties were analyzed.
Article Abstract
(+)- and (-)-Tedanine [(+)- and (-)-], a pair of new enantiomeric indolone alkaloids, along with nine compounds (-) were isolated from the marine sponge sp. The structures of (+)- and (-)- including absolute configurations were determined by spectroscopic analysis and quantum chemical calculation. Compounds (+)- and (-)- were the first examples of indolone alkaloids isolated from this genus. In addition, the cytotoxic and antibacterial activities of these compounds were also evaluated.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1080/10286020.2023.2244432 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Voagafries A-E, undescribed indole alkaloids with anti-glioma activity from Voacanga africana.
Phytochemistry
December 2024
School of Pharmaceutical Science & Yunnan Provincial Key Laboratory of Pharmacology for Natural Products, Kunming Medical University, Kunming, 650500, China; Yunnan College of Modern Biomedical Industry, Kunming Medical University, Kunming, 650500, China. Electronic address:
Voagafries A-E, five undescribed monoterpenoid indole alkaloids (MIAs), were isolated from the stem bark of Voacanga africana. Voagafrie A (1) has a unique 6/5/5/6/6 spiral ring skeleton with an indolone-fused 9-oxo-3-aza-tricyclo[6,3,1,0]-12-alkane-10-carbonyllactone. Voagafrie B (2) is a rare 5,6-seco diazine scaffold, whereas voagafrie C (3) possesses an octahydropyrrolo[2,3-b] pyrrole-fused 2,8-diazabicyclo[3.
View Article and Find Full Text PDFRecent advances in the oxidative activation of the C2-C3 π bond of indoles and its applications.
Org Biomol Chem
December 2024
Zhejiang Engineering Research Center of Fat-Soluble Vitamin, Shaoxing 312000, China.
The oxidative C2-C3 π bond activation strategy is the most efficient tool to synthesize oxygen-containing indoline, which frequently appears in natural products with various biological activities as structural units. Recently, the oxidation-induced cascade strategy through oxygenation activation of the indolic C2-C3 π bond of indoles has received much attention for its use in efficiently establishing complex indoline with oxygen-containing molecular architectures, and holds tremendous potential in the total synthesis of indole alkaloids. It can be carried out using potential activated indole radical cations or imine cation intermediates produced oxidative C2-C3 π bond activation of indole with various nucleophiles or ring-forming reagents by employing simple and non-decorated indoles as starting substrates.
View Article and Find Full Text PDFAg-Catalyzed Domino Decarboxylative Alkylation/Dearomative Annulation: Entry to Fused-Pyrido[4,3-]Indolones.
Org Lett
October 2024
Department of Analytical & Structural Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India.
Here we report the development of unprecedented silver-catalyzed intramolecular annulations of -acrolyl-2-(3-indolyl) benzimidazoles with alkyl carboxylic acids to construct complex fused-pentacyclic alkaloid scaffolds. Divergent reactivities are noticed with altered groups at C2-indole of the substrate. The reaction proceeds through decarboxylative alkylation, followed by dearomative annulation in a domino manner with excellent diastereoselectivity.
View Article and Find Full Text PDFRecent advances in oxidative dearomatization involving C-H bonds for constructing value-added oxindoles.
Org Biomol Chem
September 2024
Green Pharmaceuticals and Processes Research Centre, Shaoxing University, Shaoxing, 312000, China.
Exploring three-dimensional chemical space is an important research objective of organic synthetic chemistry. Oxidative dearomatization (ODA) is one of the most important and powerful tools for realizing this goal, because it changes and removes aromatic structures from aromatic compounds to increase levels of saturation and stereoisomerism by direct addition reactions between functional groups with aromatic cores under oxidative conditions. As a hot topic in indole chemistry, the synthetic value of the oxidative dearomatization of indoles has been well recognized and has witnessed rapid development recently, since it could provide convenient and unprecedented access to fabricate high-value-added three-dimensional oxindole skeletons, such as C-quaternary indolones, polycycloindolones and spiroindolones, and be widely applied to the total synthesis of these oxindole alkaloids.
View Article and Find Full Text PDFSynthetic account on indoles and their analogues as potential anti-plasmodial agents.
Mol Divers
May 2024
Department of Pharmaceutical Chemistry and Quality Assurance, L. M. College of Pharmacy, Navrangpura, Ahmedabad, 380 009, Gujarat, India.
Malaria caused by P. falciparum, has been recognized as one of the major infectious diseases causing the death of several patients as per the reports from the World Health Organization. In search of effective therapeutic agents against malaria, several research groups have started working on the design and development of novel heterocycles as anti-malarial agents.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!