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Journal articles on the topic 'Natural products – Structure'

Author: Grafiati

Published: 4 June 2021

Last updated: 19 February 2022

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1

Blunt, John W., Anthony R. Carroll, Brent R. Copp, Rohan A. Davis, Robert A. Keyzers, and Michèle R. Prinsep. "Marine natural products." Natural Product Reports 35, no. 1 (2018): 8–53. http://dx.doi.org/10.1039/c7np00052a.

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This review of 2016 literature describes the structures and biological activities of 1277 new marine natural products and the structure revision and absolute configuration of previously reported MNPs. The chemical diversity of 28 609 MNPs reported since 1957 is also investigated and compared to that of approved drugs.

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2

Karageorgis, George, Daniel J. Foley, Luca Laraia, Susanne Brakmann, and Herbert Waldmann. "Pseudo Natural Products—Chemical Evolution of Natural Product Structure." Angewandte Chemie International Edition 60, no. 29 (March 23, 2021): 15705–23. http://dx.doi.org/10.1002/anie.202016575.

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3

Karageorgis, George, Daniel J. Foley, Luca Laraia, Susanne Brakmann, and Herbert Waldmann. "Pseudo Natural Products—Chemical Evolution of Natural Product Structure." Angewandte Chemie 133, no. 29 (March 23, 2021): 15837–55. http://dx.doi.org/10.1002/ange.202016575.

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4

Halász, Judit, Benjamin Podányi, Lelle Vasvári-Debreczy, Anna Szabó, Félix Hajdú, Zsolt Böcskei, Judit Hegedűs-Vajda, Andrea Győrbı́ró, and István Hermecz. "Structure Elucidation of Fumagillin-Related Natural Products." Tetrahedron 56, no. 51 (December 2000): 10081–85. http://dx.doi.org/10.1016/s0040-4020(00)00979-0.

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5

Garfield, William, and R. F. Keeler. "Structure-activity relations of teratogenic natural products." Pure and Applied Chemistry 66, no. 10-11 (January 1, 1994): 2407–10. http://dx.doi.org/10.1351/pac199466102407.

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6

Hansen, Poul Erik. "NMR of Natural Products as Potential Drugs." Molecules 26, no. 12 (June 21, 2021): 3763. http://dx.doi.org/10.3390/molecules26123763.

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This review outlines methods to investigate the structure of natural products with emphasis on intramolecular hydrogen bonding, tautomerism and ionic structures using NMR techniques. The focus is on 1H chemical shifts, isotope effects on chemical shifts and diffusion ordered spectroscopy. In addition, density functional theory calculations are performed to support NMR results. The review demonstrates how hydrogen bonding may lead to specific structures and how chemical equilibria, as well as tautomeric equilibria and ionic structures, can be detected. All these features are important for biological activity and a prerequisite for correct docking experiments and future use as drugs.

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7

Hanif, Novriyandi, Anggia Murni, Chiaki Tanaka, and Junichi Tanaka. "Marine Natural Products from Indonesian Waters." Marine Drugs 17, no. 6 (June 19, 2019): 364. http://dx.doi.org/10.3390/md17060364.

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Natural products are primal and have been a driver in the evolution of organic chemistry and ultimately in science. The chemical structures obtained from marine organisms are diverse, reflecting biodiversity of genes, species and ecosystems. Biodiversity is an extraordinary feature of life and provides benefits to humanity while promoting the importance of environment conservation. This review covers the literature on marine natural products (MNPs) discovered in Indonesian waters published from January 1970 to December 2017, and includes 732 original MNPs, 4 structures isolated for the first time but known to be synthetic entities, 34 structural revisions, 9 artifacts, and 4 proposed MNPs. Indonesian MNPs were found in 270 papers from 94 species, 106 genera, 64 families, 32 orders, 14 classes, 10 phyla, and 5 kingdoms. The emphasis is placed on the structures of organic molecules (original and revised), relevant biological activities, structure elucidation, chemical ecology aspects, biosynthesis, and bioorganic studies. Through the synthesis of past and future data, huge and partly undescribed biodiversity of marine tropical invertebrates and their importance for crucial societal benefits should greatly be appreciated.

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8

Krivdin, Leonid, and Valentin Semenov. "COMPUTATIONAL NMR OF NATURAL PRODUCTS." Modern Technologies and Scientific and Technological Progress 1, no. 1 (May 17, 2021): 38–39. http://dx.doi.org/10.36629/2686-9896-2021-1-1-38-39.

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A review of the literature data on the calculation of NMR parameters in a large number of natural compounds: alkaloids, terpenes, lactones, lactams, peptides is carried out in order to study their structure, as well as various stereochemical and stereoelectronic effects

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9

Sabatier, Jean-Marc. "Special Issue “Structure–Activity Relationship of Natural Products”." Molecules 22, no. 5 (April 27, 2017): 697. http://dx.doi.org/10.3390/molecules22050697.

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10

Miyashita, Kazuyuki, and Takeshi Imanishi. "Syntheses of Natural Products Having an Epoxyquinone Structure." Chemical Reviews 105, no. 12 (December 2005): 4515–36. http://dx.doi.org/10.1021/cr040613k.

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11

Tian, Xia, James J. Jaber, and Scott D. Rychnovsky. "Synthesis and Structure Revision of Calyxin Natural Products." Journal of Organic Chemistry 71, no. 8 (April 2006): 3176–83. http://dx.doi.org/10.1021/jo060094g.

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12

Biemann, Klaus. "Structure Determination of Natural Products by Mass Spectrometry." Annual Review of Analytical Chemistry 8, no. 1 (July 22, 2015): 1–19. http://dx.doi.org/10.1146/annurev-anchem-071114-040110.

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13

Fernández-González, C., C. Palazuelos, and D. Pérez-García. "The natural rearrangement invariant structure on tensor products." Journal of Mathematical Analysis and Applications 343, no. 1 (July 2008): 40–47. http://dx.doi.org/10.1016/j.jmaa.2008.01.016.

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14

Molinski, Tadeusz F. "Microscale methodology for structure elucidation of natural products." Current Opinion in Biotechnology 21, no. 6 (December 2010): 819–26. http://dx.doi.org/10.1016/j.copbio.2010.09.003.

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15

Chhetri, Bhuwan Khatri, Serge Lavoie, Anne Marie Sweeney-Jones, and Julia Kubanek. "Recent trends in the structural revision of natural products." Natural Product Reports 35, no. 6 (2018): 514–31. http://dx.doi.org/10.1039/c8np00011e.

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16

Rollinger, J., T. Langer, and H. Stuppner. "Strategies for Efficient Lead Structure Discovery from Natural Products." Current Medicinal Chemistry 13, no. 13 (June 1, 2006): 1491–507. http://dx.doi.org/10.2174/092986706777442075.

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17

Hu, Dennis X., David M. Withall, Gregory L. Challis, and Regan J. Thomson. "Structure, Chemical Synthesis, and Biosynthesis of Prodiginine Natural Products." Chemical Reviews 116, no. 14 (June 17, 2016): 7818–53. http://dx.doi.org/10.1021/acs.chemrev.6b00024.

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18

Steinbeck, Christoph. "Recent developments in automated structure elucidation of natural products." Natural Product Reports 21, no. 4 (2004): 512. http://dx.doi.org/10.1039/b400678j.

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19

Hanessian, Stephen. "Structure-based synthesis: From natural products to drug prototypes." Pure and Applied Chemistry 81, no. 6 (May 5, 2009): 1085–91. http://dx.doi.org/10.1351/pac-con-08-07-12.

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X-ray crystallographic data available from complexes of natural and synthetic molecules with the enzyme thrombin has led to the design and synthesis of truncated and hydrid molecules exhibiting excellent inhibition in vitro. The design element has also been extended to the synthesis and in vitro inhibition of a series of achiral molecules deploying aromatic and heterocyclic core motifs with appropriately functionalized appendages that provide excellent binding interactions at the S1, S2, and S3 sites of thrombin. Excellent selectivity for thrombin over trypsin has also been observed. Thus, studies in total synthesis of highly active natural aeruginosins have inspired further work toward truncated and hybrid analogs with excellent inhibitory activities. Structure-based organic synthesis has guided our research from natural products toward unnatural drug-like prototypes.

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20

Nugroho, Alfarius Eko, and Hiroshi Morita. "Computationally-assisted discovery and structure elucidation of natural products." Journal of Natural Medicines 73, no. 4 (May 15, 2019): 687–95. http://dx.doi.org/10.1007/s11418-019-01321-8.

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21

Harborne, Jeffrey B. "Studies in natural products chemistry, volume VB, structure elucidation:." Phytochemistry 29, no. 9 (January 1990): 3063. http://dx.doi.org/10.1016/0031-9422(90)87146-l.

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22

Li, Gao-Wei, Han Liu, Feng Qiu, Xiao-Juan Wang, and Xin-Xiang Lei. "Residual Dipolar Couplings in Structure Determination of Natural Products." Natural Products and Bioprospecting 8, no. 4 (June 25, 2018): 279–95. http://dx.doi.org/10.1007/s13659-018-0174-x.

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23

Herzon, Seth. "Emergent Properties of Natural Products." Synlett 29, no. 14 (August 9, 2018): 1823–35. http://dx.doi.org/10.1055/s-0037-1610242.

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Emergence is the phenomenon by which novel properties arise from the combination of simpler fragments that lack those properties at their given levels of hierarchal complexity. Emergence is a centuries-old concept that is commonly invoked in biological systems. However, the penetration of this idea into chemistry, and studies of natural products in particular, has been more limited. In this article I will describe how the perspective of emergence provided a framework to elucidate the complex properties of two classes of natural products – the diazofluorene antitumor agent lomaiviticin A and the genotoxic bacterial metabolites known as colibactins, and sets the stage for a third class of molecules – antibiotics derived from the fungal metabolite pleuromutilin. Embracing the idea of emergence helped us to connect the aggregate reactivities of the colibactins and lomaiviticin A with their biological phenotypes. Emergence is a top-down approach to natural products and complements the classical bottom-up analysis of functional group structure and reactivity. It is a useful intellectual framework to study the complex evolved properties of natural products.1 Introduction2 Diazofluorenes3 Precolibactins and Colibactins4 Pleuromutilins5 Discussion and Conclusion

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24

Smith, Laura K., and Ian R. Baxendale. "Total syntheses of natural products containing spirocarbocycles." Organic & Biomolecular Chemistry 13, no. 39 (2015): 9907–33. http://dx.doi.org/10.1039/c5ob01524c.

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25

Speck, Klaus, and Thomas Magauer. "The chemistry of isoindole natural products." Beilstein Journal of Organic Chemistry 9 (October 10, 2013): 2048–78. http://dx.doi.org/10.3762/bjoc.9.243.

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This review highlights the chemical and biological aspects of natural products containing an oxidized or reduced isoindole skeleton. This motif is found in its intact or modified form in indolocarbazoles, macrocyclic polyketides (cytochalasan alkaloids), the aporhoeadane alkaloids, meroterpenoids from Stachybotrys species and anthraquinone-type alkaloids. Concerning their biological activity, molecular structure and synthesis, we have limited this review to the most inspiring examples. Within different congeners, we have selected a few members and discussed the synthetic routes in more detail. The putative biosynthetic pathways of the presented isoindole alkaloids are described as well.

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26

Cadelis, Melissa M., Brent R. Copp, and Siouxsie Wiles. "A Review of Fungal Protoilludane Sesquiterpenoid Natural Products." Antibiotics 9, no. 12 (December 19, 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 natural products. A total of 180 protoilludane natural products, isolated in the last 70 years, from fungi, plant and marine sources are covered, highlighting their structural diversity and potential in drug discovery.

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27

Che, Chun-Tao, and Hongjie Zhang. "Plant Natural Products for Human Health." International Journal of Molecular Sciences 20, no. 4 (February 15, 2019): 830. http://dx.doi.org/10.3390/ijms20040830.

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The aim of this Special Issue on “Plant Natural Products for Human Health” is to compile a series of scientific reports to demonstrate the medicinal potential of plant natural products, such as in vitro and in vivo activities, clinical effects, mechanisms of action, structure-activity relationships, and pharmacokinetic properties. With the global trend growing in popularity for botanical dietary supplements and phytopharmaceuticals, it is hoped that this Special Issue would serve as a timely reference for researchers and scholars who are interested in the discovery of potentially useful molecules from plant sources for health-related applications.

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28

Burns, Darcy C., Eugene P. Mazzola, and William F. Reynolds. "The role of computer-assisted structure elucidation (CASE) programs in the structure elucidation of complex natural products." Natural Product Reports 36, no. 6 (2019): 919–33. http://dx.doi.org/10.1039/c9np00007k.

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29

Akachukwu, Ibezim, Olujide O. Olubiyi, Ata Kosisochukwu, Mbah C. John, and Nwodo N. Justina. "Structure-Based Study of Natural Products with Anti-Schistosoma Activity." Current Computer-Aided Drug Design 13, no. 2 (April 17, 2017): 91–100. http://dx.doi.org/10.2174/1573409913666170119114859.

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30

Moss, Serge, Günter Bovermann, Regis Denay, Julien France, Christian Guenat, Lukas Oberer, Monique Ponelle, and Harald Schröder. "Efficient Structure Elucidation of Natural Products in the Pharmaceutical Industry." CHIMIA International Journal for Chemistry 61, no. 6 (June 27, 2007): 346–49. http://dx.doi.org/10.2533/chimia.2007.346.

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31

Whitlock, H. W. "On the Structure of Total Synthesis of Complex Natural Products." Journal of Organic Chemistry 63, no. 22 (October 1998): 7982–89. http://dx.doi.org/10.1021/jo9814546.

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32

Garson, Mary J., and Jamie S. Simpson. "Marine isocyanides and related natural products ? structure, biosynthesis and ecology." Natural Product Reports 21, no. 1 (2004): 164. http://dx.doi.org/10.1039/b302359c.

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33

H. Pfisterer, Petra, Gerhard Wolber, Thomas Efferth, Judith M. Rollinger, and Hermann Stuppner. "Natural Products in Structure-Assisted Design of Molecular Cancer Therapeutics." Current Pharmaceutical Design 16, no. 15 (May 1, 2010): 1718–41. http://dx.doi.org/10.2174/138161210791164027.

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34

SMITH, D. L., Y. M. LIU, and K. V. WOOD. "ChemInform Abstract: Structure Elucidation of Natural Products by Mass Spectrometry." ChemInform 23, no. 27 (August 21, 2010): no. http://dx.doi.org/10.1002/chin.199227316.

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35

Reibarkh, Mikhail, Thomas P. Wyche, Josep Saurí, Tim S. Bugni, Gary E. Martin, and R. Thomas Williamson. "Structure elucidation of uniformly 13C labeled small molecule natural products." Magnetic Resonance in Chemistry 53, no. 12 (November 25, 2015): i. http://dx.doi.org/10.1002/mrc.4384.

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36

Remers, William A. "Natural Products as Probes for Nucleic Acid Structure and Sequence." Journal of Natural Products 48, no. 2 (March 1985): 173–92. http://dx.doi.org/10.1021/np50038a001.

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37

Ichikawa, S., and A. Matsuda. "Chemistry and Structure-Activity Relationship of Antibacterial Nucleoside Natural Products." Nucleic Acids Symposium Series 52, no. 1 (September 1, 2008): 77–78. http://dx.doi.org/10.1093/nass/nrn039.

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38

ISHIBASHI, MASAMI. "Ocean natural products with the unique cyclization addition type structure." Kagaku To Seibutsu 31, no. 10 (1993): 659–64. http://dx.doi.org/10.1271/kagakutoseibutsu1962.31.659.

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39

KURAMOCHI, Kouji. "Synthetic and Structure-Activity Relationship Studies on Bioactive Natural Products." Bioscience, Biotechnology, and Biochemistry 77, no. 3 (March 23, 2013): 446–54. http://dx.doi.org/10.1271/bbb.120884.

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40

Winter, Dana K., David L. Sloman, and John A. Porco Jr. "Polycyclic xanthone natural products: structure, biological activity and chemical synthesis." Natural Product Reports 30, no. 3 (2013): 382. http://dx.doi.org/10.1039/c3np20122h.

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41

Linington, Roger G., Julia Kubanek, and Hendrik Luesch. "New methods for isolation and structure determination of natural products." Natural Product Reports 36, no. 7 (2019): 942–43. http://dx.doi.org/10.1039/c9np90023c.

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The Natural Product Reports themed issue on New Methods for Isolation and Structure Determination of Natural Products is introduced by the Guest Editors, Roger Linington, Julia Kubanek and Hendrik Luesch.

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42

Birch, G. G. "Studies in natural products chemistry, volume 7: Structure and chemistry." Food Chemistry 41, no. 2 (January 1991): 238–39. http://dx.doi.org/10.1016/0308-8146(91)90047-r.

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43

Feng, Xidong, and Marshall M. Siegel. "FTICR-MS applications for the structure determination of natural products." Analytical and Bioanalytical Chemistry 389, no. 5 (August 14, 2007): 1341–63. http://dx.doi.org/10.1007/s00216-007-1468-8.

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44

Liu, Hong, Yang Li, Mingke Song, Xiaojian Tan, Feng Cheng, Suxin Zheng, Jianhua Shen, et al. "Structure-Based Discovery of Potassium Channel Blockers from Natural Products." Chemistry & Biology 10, no. 11 (November 2003): 1103–13. http://dx.doi.org/10.1016/j.chembiol.2003.10.011.

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45

Mujumdar, Prashant, Silvia Bua, Claudiu T. Supuran, Thomas S. Peat, and Sally-Ann Poulsen. "Synthesis, structure and bioactivity of primary sulfamate-containing natural products." Bioorganic & Medicinal Chemistry Letters 28, no. 17 (September 2018): 3009–13. http://dx.doi.org/10.1016/j.bmcl.2018.04.038.

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46

Zhou, Xi, Yongquan Li, and Xin Chen. "Computational identification of bioactive natural products by structure activity relationship." Journal of Molecular Graphics and Modelling 29, no. 1 (August 2010): 38–45. http://dx.doi.org/10.1016/j.jmgm.2010.04.007.

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47

Berlinck, Roberto G. S., and Stelamar Romminger. "The chemistry and biology of guanidine natural products." Natural Product Reports 33, no. 3 (2016): 456–90. http://dx.doi.org/10.1039/c5np00108k.

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48

Ige, Oladeji O., Lasisi E. Umoru, and Sunday Aribo. "Natural Products: A Minefield of Biomaterials." ISRN Materials Science 2012 (May 7, 2012): 1–20. http://dx.doi.org/10.5402/2012/983062.

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The development of natural biomaterials is not regarded as a new area of science, but has existed for centuries. The use of natural products as a biomaterial is currently undergoing a renaissance in the biomedical field. The major limitations of natural biomaterials are due to the immunogenic response that can occur following implantation and the lot-to-lot variability in molecular structure associated with animal sourcing. The chemical stability and biocompatibility of natural products in the body greatly accounts for their utilization in recent times. The paper succinctly defines biomaterials in terms of natural products and also that natural products as materials in biomedical fields are considerably versatile and promising. The various types of natural products and forms of biomaterials are highlighted. Three main areas of applications of natural products as materials in medicine are described, namely, wound management products, drug delivery systems, and tissue engineering. This paper presents a brief history of natural products as biomaterials, various types of natural biomaterials, properties, demand and economic importance, and the area of application of natural biomaterials in recent times.

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49

Jarmusch, Alan K., and R. Graham Cooks. "Emerging capabilities of mass spectrometry for natural products." Nat. Prod. Rep. 31, no. 6 (2014): 730–38. http://dx.doi.org/10.1039/c3np70121b.

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Mass spectrometry has a rich history in natural products research. This is likely to grow as new in situ methods of bioprospecting, structure analysis, molecular imaging, and rapid small-scale MS synthesis take hold.

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50

Fun, Hoong Kun, Suchada Chantrapromma, and Nawong Boonnak. "Single Crystal X-Ray Structural Determination: A Powerful Technique for Natural Products Research and Drug Discovery." Advanced Materials Research 545 (July 2012): 3–15. http://dx.doi.org/10.4028/www.scientific.net/amr.545.3.

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Drug discovery from natural products resources have been extensively studied. The most important step in the discovery process is the identification of compounds with interesting biological activity. Single crystal X-ray structure determination is a powerful technique for natural products research and drug discovery in which the detailed three-dimensional structures that emerge can be co-related to the activities of these structures. This article shall present (i) co-crystal structures, (ii) determination of absolute configuration and (iii) the ability to distinguish between whether a natural product compound is a natural product or a natural product artifact. All these three properties are unique to the technique of single crystal X-ray structure determination.

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