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Relevant bibliographies by topics / Natural Products - Stereochemistry

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Journal articles

Academic literature on the topic 'Natural Products - Stereochemistry'

Author: Grafiati

Published: 4 June 2021

Last updated: 6 September 2023

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Journal articles on the topic "Natural Products - Stereochemistry"

1

Pattan, S. R., S. S. Kadam, S. A. Nirmal, D. K. Thakur, J. S. Pattan, and G. M. Nazeruddin. "SCOPE FOR THE DEVELOPMENT OF SPECTROSCOPIC METHODS IN DETERMINATION OF STEREOCHEMISTRY OF NATURAL PRODUCTS." INDIAN DRUGS 49, no. 02 (2012): 5–11. http://dx.doi.org/10.53879/id.49.02.p0005.

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India is a rich country in terms of biodiversity & natural products, but very little work is carried out on stereochemical & spectroscopic studies of natural products. Isomers of natural products are found to be active, but the detection of stereochemical/spectral data is not effectively achieved. There is tremendous scope for spectroscopic methods in the determination of stereochemistry of some novel natural products particularly on J based approach (coupling constant values) which reveals about configuration, conformation and reactivity. Coupling varies with the angle between bonds,

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2

Matulja, Dario, Karlo Wittine, Nela Malatesti, et al. "Marine Natural Products with High Anticancer Activities." Current Medicinal Chemistry 27, no. 8 (2020): 1243–307. http://dx.doi.org/10.2174/0929867327666200113154115.

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This review covers recent literature from 2012-2019 concerning 170 marine natural products and their semisynthetic analogues with strong anticancer biological activities. Reports that shed light on cellular and molecular mechanisms and biological functions of these compounds, thus advancing the understanding in cancer biology are also included. Biosynthetic studies and total syntheses, which have provided access to derivatives and have contributed to the proper structure or stereochemistry elucidation or revision are mentioned. The natural compounds isolated from marine organisms are divided i

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3

Cadelis, Melissa M., Brent R. Copp, and Siouxsie Wiles. "A Review of Fungal Protoilludane Sesquiterpenoid Natural Products." Antibiotics 9, no. 12 (2020): 928. http://dx.doi.org/10.3390/antibiotics9120928.

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Natural products have been a great source for drug leads, due to a vast majority possessing unique chemical structures. Such an example is the protoilludane class of natural products which contain an annulated 5/6/4-ring system and are almost exclusively produced by fungi. They have been reported to possess a diverse range of bioactivities, including antimicrobial, antifungal and cytotoxic properties. In this review, we discuss the isolation, structure elucidation and any reported bioactivities of this compound class, including establishment of stereochemistry and any total syntheses of these

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4

Brimble, Margaret, and Daniel Furkert. "Chemistry of Bis-Spiroacetal Systems: Natural Products, Synthesis and Stereochemistry." Current Organic Chemistry 7, no. 14 (2003): 1461–84. http://dx.doi.org/10.2174/1385272033486404.

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5

Hanessian, S., Roberto Margarita, Adrian Hall, Shawn Johnstone, M. Tremblay, and L. Parlanti. "New and old challenges in total synthesis. From concept to practice." Pure and Applied Chemistry 75, no. 2-3 (2003): 209–21. http://dx.doi.org/10.1351/pac200375020209.

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The total synthesis of dysinosin A, a novel member of the aeruginosin group of marine natural products is discussed. The stereocontrolled synthesis also confirms the proposed structure and absolute stereochemistry of the natural product.

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6

Bobeica, Silvia C., Lingyang Zhu, Jeella Z. Acedo, Weixin Tang, and Wilfred A. van der Donk. "Structural determinants of macrocyclization in substrate-controlled lanthipeptide biosynthetic pathways." Chemical Science 11, no. 47 (2020): 12854–70. http://dx.doi.org/10.1039/d0sc01651a.

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To understand factors that determine ring pattern and stereochemistry of thioether cyclization of lanthipeptide natural products, the structures of five prochlorosins (blue) and two enterococcal cytolysins (red) were determined by NMR spectroscopy.

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7

Osei Akoto, Clement, and Jon D. Rainier. "Concise Seven-Membered Oxepene/Oxepane Synthesis – Structural Motifs in Natural and Synthetic Products." Synthesis 51, no. 18 (2019): 3529–35. http://dx.doi.org/10.1055/s-0037-1611838.

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This work outlines a suitable method for the synthesis of oxepane skeleton using iterative C-glycoside technology on the oxepene intermediate, which was synthesized utilizing Wilkinson’s catalyst [Rh(PPh3)3Cl] to generate the isomerized product in a linear synthetic manner. The central core of the oxepene motif was achieved via an olefin metathesis reaction using the Grubbs second-generation and Schrock catalysts. The synthesis of the functionalized oxepane having the desired adriatoxin E-ring relative stereochemistry was achieved starting from commercially available homopropargylic alcohol.

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8

Nasir, Shah Bakhtiar, Noorsaadah Abd Rahman, and Chin Fei Chee. "Enantioselective Syntheses of Flavonoid Diels-Alder Natural Products: A Review." Current Organic Synthesis 15, no. 2 (2018): 221–29. http://dx.doi.org/10.2174/1570179414666170821120234.

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Background: The Diels-Alder reaction has been widely utilised in the syntheses of biologically important natural products over the years and continues to greatly impact modern synthetic methodology. Recent discovery of chiral organocatalysts, auxiliaries and ligands in organic synthesis has paved the way for their application in Diels-Alder chemistry with the goal to improve efficiency as well as stereochemistry. Objective: The review focuses on asymmetric syntheses of flavonoid Diels-Alder natural products that utilize chiral ligand-Lewis acid complexes through various illustrative examples.

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9

Irabuena, Camila, Laura Posada, Luciana Rey, et al. "Synthesis of Cyclotetrapeptides Analogues to Natural Products as Herbicides." Molecules 27, no. 21 (2022): 7350. http://dx.doi.org/10.3390/molecules27217350.

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The synthesis of cyclotetrapeptides analogues of the natural products tentoxin and versicotide D was achieved in good yield by solid phase peptide synthesis (SPPS) of their linear precursors and solution phase cyclization. All the cyclopeptides and several open precursors were evaluated as herbicides. Five cyclopeptides and five lineal peptides showed a significant inhibition (>70%) of Ryegrass seed’s radicle growth at 67 μg/mL. The evaluation at lower concentrations (4–11 μM) indicates two cyclopeptides analogs of tentoxin, which present one (N-Methyl-d-Phe), and two N-MeAA (N-Methyl-Ala a

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10

Li, Barbara T. Y., Jonathan M. White, and Craig A. Hutton. "Synthesis of the Leu - Trp Component of the Celogentin Family of Cyclic Peptides Through a C - H Activation - Cross-Coupling Strategy." Australian Journal of Chemistry 63, no. 3 (2010): 438. http://dx.doi.org/10.1071/ch10033.

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A bioinspired approach to the central leucine(C3)–tryptophan(C6) cross-linked moiety present in the celogentin family of cyclic peptide natural products was achieved. The key transformation was enabled through a palladium-catalyzed C–H activation–cross-coupling of leucine quinoline amide and 6-iodotryptophan derivatives. X-Ray crystallographic analysis of a β-(indol-6-yl)-leucine derivative confirms the stereochemistry of the cross-linked adduct matches that of the natural products. The method enables the preparation of the Leu–Trp adduct as a single stereoisomer from l-leucine and l-tryptopha

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