Relevant bibliographies by topics / Neopeltolide

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  1. Journal articles
  2. Dissertations / Theses
  3. Book chapters

Academic literature on the topic 'Neopeltolide'

Author: Grafiati
Published: 4 June 2021
Last updated: 8 February 2022

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Journal articles on the topic "Neopeltolide"

1

Scheidt, K., D. Custar, and T. Zabawa. "Synthesis of Neopeltolide." Synfacts 2008, no. 7 (July 2008): 0677. http://dx.doi.org/10.1055/s-2008-1077862.

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2

Fuwa, Haruhiko, Shinya Naito, Tomomi Goto, and Makoto Sasaki. "Total Synthesis of (+)-Neopeltolide." Angewandte Chemie 120, no. 25 (June 9, 2008): 4815–17. http://dx.doi.org/10.1002/ange.200801399.

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3

Fuwa, Haruhiko, Shinya Naito, Tomomi Goto, and Makoto Sasaki. "Total Synthesis of (+)-Neopeltolide." Angewandte Chemie International Edition 47, no. 25 (June 9, 2008): 4737–39. http://dx.doi.org/10.1002/anie.200801399.

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4

Yanagi, Shota, Tomoya Sugai, Takuma Noguchi, Masato Kawakami, Makoto Sasaki, Shinsuke Niwa, Asako Sugimoto, and Haruhiko Fuwa. "Fluorescence-labeled neopeltolide derivatives for subcellular localization imaging." Organic & Biomolecular Chemistry 17, no. 28 (2019): 6771–76. http://dx.doi.org/10.1039/c9ob01276a.

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5

Larsen, Erik M., Chia-Fu Chang, Tomoyo Sakata-Kato, Joseph W. Arico, Vince M. Lombardo, Dyann F. Wirth, and Richard E. Taylor. "Conformation-guided analogue design identifies potential antimalarial compounds through inhibition of mitochondrial respiration." Organic & Biomolecular Chemistry 16, no. 30 (2018): 5403–6. http://dx.doi.org/10.1039/c8ob01257a.

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The design, synthesis, conformational analysis, and biological evaluation of 2-methyl neopeltolide has been accomplished and shown to possess mitochondrial respiration inhibitory activity in malarial parasites.
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Athe, Sudhakar, Balla Chandrasekhar, Saumya Roy, Tapan Kumar Pradhan, and Subhash Ghosh. "Formal Total Synthesis of (+)-Neopeltolide." Journal of Organic Chemistry 77, no. 21 (October 15, 2012): 9840–45. http://dx.doi.org/10.1021/jo301425c.

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7

Vintonyak, Viktor V., and Martin E. Maier. "Formal Total Synthesis of Neopeltolide." Organic Letters 10, no. 6 (March 2008): 1239–42. http://dx.doi.org/10.1021/ol8001255.

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8

Yang, Zhen, Bingbin Zhang, Gaoyuan Zhao, Juan Yang, Xingang Xie, and Xuegong She. "Concise Formal Synthesis of (+)-Neopeltolide." Organic Letters 13, no. 21 (November 4, 2011): 5916–19. http://dx.doi.org/10.1021/ol2025718.

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9

Masiuk, Uladzimir S., Iryna V. Mineyeva, and Dzmitry G. Kananovich. "Highly Diastereoselective Chelation-Controlled 1,3-anti-Allylation of (S)-3-(Methoxymethyl)hexanal Enabled by Hydrate of Scandium Triflate." Symmetry 13, no. 3 (March 13, 2021): 470. http://dx.doi.org/10.3390/sym13030470.

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En route to the total synthesis of (+)-Neopeltolide, we explored Lewis acid-assisted diastereoselective allylation of MOM-protected 3-hydroxylhexanal with β-(2,2-diethoxyethyl)-substituted (allyl)tributylstannane. The hydrated form of scandium triflate was found to be essential for attaining high 1,3-anti-diastereoselectivity (d.r. 94:6), while the use of anhydrous catalyst resulted in a modest diastereocontrol (d.r. 76:24). The preferred 1,3-anti-selectivity in this transformation can be rationalized in the framework of the Reetz chelate model of asymmetric induction. The 1,3-anti-configuration of the product was confirmed by its conversion into the known C7-C16 building block of (+)-Neopeltolide. We also report an improved protocol for the synthesis of β-(2,2-diethoxyethyl)-substituted (allyl)tributylstannane, which can be utilized as a cost-efficient bipolar isoprenoid-type C5-building block in the synthesis of natural compounds.
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10

Cui, Yubo, Wangyang Tu, and Paul E. Floreancig. "Total synthesis of neopeltolide and analogs." Tetrahedron 66, no. 26 (June 2010): 4867–73. http://dx.doi.org/10.1016/j.tet.2010.03.066.

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Dissertations / Theses on the topic "Neopeltolide"

1

Hari, Taylor P. A. "Efforts Toward an Oxa-conjugate Addition Based Approach to (+)-Neopeltolide Synthesis." Thèse, Université d'Ottawa / University of Ottawa, 2012. http://hdl.handle.net/10393/23125.

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(+)-Neopeltolide is a highly potent marine polyketide natural product with activity against multiple cancer cell lines in vitro. The nanomolar range of antifungal and anticancer cytotoxicity in this tetrahydropyran (THP)-containing polyketide, combined with its limited natural supply, has led to several syntheses. In this study, the feasibility of an oxa-Michael conjugate addition route to cis-2,6-THP rings is examined through the efforts toward a total synthesis of the macrocyclic core of (+)-neopeltolide using a highly convergent route. This study is based on the successful preliminary results with a simple 14-member ring model system and the synthesis of the key aldehyde intermediate shown below. The highlighted transformation of this synthesis will be a transannular oxa-conjugate addition to generate the cis-2,6-tetrahydropyran ring system. This route also highlights a highly convergent Wittig coupling to generate the full carbon framework of (+)-neopeltolide. One of the key goals of this project is to compare this synthesis with a chemo-enzymatic total synthesis that relies on chemistry catalyzed by polyketide synthase enzymes in the late stage of the synthesis.
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2

Vintonyak, Viktor. "Syntheses and biological evaluation of Cruentaren A and neopeltolide as well as their analogues." [S.l. : s.n.], 2008.

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3

Cadou, Romain F. "Studies in cyclic ether synthesis : Part one: Domino cyclisations to cyclic ethers -- Part two: Synthetic studies towards neopeltolide." Thesis, University of St Andrews, 2010. http://hdl.handle.net/10023/1025.

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Tetrahydrofuran (THF) and tetrahydropyran (THP) rings are commonly found in a wide range of natural products and biologically active compounds. In total synthesis, the formation of THF/THP motifs is often the key step but existing methods often involve numerous steps and low overall efficiencies. Part one of this thesis details the development of a practical method for the synthesis of THF rings by the controlled mono-addition/cyclisation of organolithium species to C2-symmetric diepoxides (Scheme A-1). This method can also be applied to the synthesis of bis-THF rings from triepoxides and has potential applications in more complex cascade reactions. A similar cyclisation process providing THF rings from epoxyaldehydes is also described. Part two of this thesis details our efforts towards the synthesis of the marine macrolide neopeltolide. Wright and co-workers reported the isolation of neopeltolide 211 from a deep-water sponge of the family neopeltidae off the north coast of Jamaica. The structure, which was assigned by NMR and HRMS studies and reassigned by total synthesis, contains a 14-membered macrolactone, a 2,6-cis THP ring and an unsaturated oxazole side-chain. Chapter four describes the synthesis of the C2-C8 and C9-C16 fragments (Scheme A-2). Chapter five details our initial attempts in the coupling of subunits 268 and 320, as well as a revised synthetic strategy that allowed us to successfully couple C2-C9 alkyne 347 with C10-C16 aldehyde 348 and the preparation of an advanced intermediate 364 (Scheme A-3).
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Hari, Taylor P. A. "Chemoenzymatic Synthesis of Polyketide Natural Products." Thesis, Université d'Ottawa / University of Ottawa, 2018. http://hdl.handle.net/10393/37220.

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Polyketide secondary metabolites constitute a structurally-diverse and clinically-important family of natural products. The wide range of biological activities represented by these substrates have contributed to therapeutic agents with annual sales exceeding $20B USD. Large multi-domain proteins called polyketide synthases (PKSs) use simple building blocks to generate highly-oxygenated and stereochemically-rich frameworks with astonishing selectivity. These substrates often feature rigidifying biases imposed by macrocyclic lactones and substituted heterocycles, which can impact their bioactive conformation. The work of this dissertation combines synthetic chemistry and biochemistry to investigate chemoenzymatic production of macrocyclic polyketide natural products. Research focused on validating a transannular oxa-conjugate addition strategy to assembly 2,6-cis-tetrahydropyran (THP) ring systems, as demonstrated by synthesis of the macrocyclic core to neopeltolide. Ultimately, we wish to apply this chemistry to de novo PKS pathways for rapid, reliable, and sustainable production of THP-bearing products like neopeltolide, and toward building SAR libraries. Additionally, a second study probed the specificity of the macrolactonizing thioesterase (TE) domain from the 6-deoxyerythronolide B (DEBS) biosynthetic pathway. This pathway is the paradigm for type-I PKS systems, and is responsible for producing the macrolide core of erythromycin. Our on-going research evaluates the limits of promiscuity within this specific catalytic domain, to characterize the structural elements required to accurately predict macrolactonization. The long-term goal of this study is to assess the potential applicability of DEBS TE as a generalized cyclization biocatalyst for combinatorial biochemistry and chemoenzymatic research.
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Vintonyak, Viktor V. [Verfasser]. "Syntheses and biological evaluation of cruentaren A and neopeltolide as well as their analogues = Synthesen und biologische Evaluierung der Makrolide Cruentaren A und Neopeltolid sowie deren Analoga / vorgelegt von Viktor V. Vintonyak." 2008. http://d-nb.info/990544338/34.

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Book chapters on the topic "Neopeltolide"

1

"Synthesis and Biological Activity of Promising Azole Marine Products: Largazole and Neopeltolide." In Chemistry and Pharmacology of Naturally Occurring Bioactive Compounds, 195–218. CRC Press, 2013. http://dx.doi.org/10.1201/b13867-11.

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