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Artykuły w czasopismach na temat „Cleistenolide”

Autor: Grafiati
Data publikacji: 6 września 2023

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Sprawdź 21 najlepszych artykułów w czasopismach naukowych na temat „Cleistenolide”.

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1

Schmidt, Bernd, Oliver Kunz i Anne Biernat. "Total Synthesis of (−)-Cleistenolide". Journal of Organic Chemistry 75, nr 7 (2.04.2010): 2389–94. http://dx.doi.org/10.1021/jo1002642.

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2

Ramesh, Palakuri, i H. M. Meshram. "Total synthesis of (−)-cleistenolide". Tetrahedron Letters 52, nr 19 (maj 2011): 2443–45. http://dx.doi.org/10.1016/j.tetlet.2011.01.124.

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3

Chanti Babu, Dokuburra, Kankati Ashalatha, Chitturi Bhujanga Rao, Jon Paul Selvam Jondoss i Yenamandra Venkateswarlu. "Total Synthesis of (−)-Cleistenolide". Helvetica Chimica Acta 94, nr 12 (grudzień 2011): 2215–20. http://dx.doi.org/10.1002/hlca.201100086.

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4

Samwel, Stephen, Stephen J. M. Mdachi, Mayunga H. H. Nkunya, Beatrice N. Irungu, Mainen J. Moshi, Brian Moulton i Brian S. Luisi. "Cleistenolide and Cleistodienol: Novel Bioactive Constituents of Cleistochlamys kirkii". Natural Product Communications 2, nr 7 (lipiec 2007): 1934578X0700200. http://dx.doi.org/10.1177/1934578x0700200706.

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(-)-5-Acetoxy-6-(1-benzoyloxy-2-acetoxyethyl)-pyr-3-en-2-one (cleistenolide) and (-)-2,6-diacetoxy-5-hydroxy-cyclohex-3-enylidenemethyl benzoate (cleistodienol) were isolated as novel antimicrobial and cytotoxic constituents of Cleistochlamys kirkii (Annonaceae), together with ( Z)-(+)-5-(2,3-dihydroxy-propylidene)-5 H-furan-2-one and its acetyl and benzoyl derivatives, (-)-1,6-desoxy-β-senepoxide, pinocembrin and polycarpol. Structural determination was achieved based on spectroscopic and other physical data. The structure of cleistenolide was confirmed by single crystal X-ray crystallographic analysis.
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5

Cai, Chao, Jun Liu, Yuguo Du i Robert J. Linhardt. "Stereoselective Total Synthesis of (−)-Cleistenolide". Journal of Organic Chemistry 75, nr 16 (20.08.2010): 5754–56. http://dx.doi.org/10.1021/jo101059e.

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6

Chanti Babu, Dokuburra, Jondoss Jon Paul Selavam, Dorigondla Kumar Reddy, Vanam Shekhar i Yenamandra Venkateswarlu. "Stereoselective total synthesis of (−)-cleistenolide". Tetrahedron 67, nr 21 (maj 2011): 3815–19. http://dx.doi.org/10.1016/j.tet.2011.03.107.

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7

Subba Reddy, B. V., B. Phaneendra Reddy, T. Pandurangam i J. S. Yadav. "The stereoselective total synthesis of (−)-cleistenolide". Tetrahedron Letters 52, nr 18 (maj 2011): 2306–8. http://dx.doi.org/10.1016/j.tetlet.2011.02.025.

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8

Reddy, A. Bal, B. Kumara Swamy i Jhillu Singh Yadav. "A concise total synthesis of cleistenolide". Tetrahedron: Asymmetry 27, nr 16 (wrzesień 2016): 788–90. http://dx.doi.org/10.1016/j.tetasy.2016.06.012.

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9

Mahajan, Pankaj S., Rajesh G. Gonnade i Santosh B. Mhaske. "Protecting-Group-Free Diastereoselective Total Synthesis of (±)-6-epi-Cleistenolide and Chemoenzymatic Synthesis of (-)-6-epi-Cleistenolide". European Journal of Organic Chemistry 2014, nr 36 (31.10.2014): 8049–54. http://dx.doi.org/10.1002/ejoc.201403123.

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10

Vijaya Kumar, T., K. Suresh Babu i J. Madhusudana Rao. "A simple and efficient stereoselective synthesis of (−)-cleistenolide". Tetrahedron Letters 53, nr 14 (kwiecień 2012): 1823–25. http://dx.doi.org/10.1016/j.tetlet.2012.01.123.

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11

Benedeković, Goran, Mirjana Popsavin, Niko S. Radulović, Zorica Stojanović-Radić, Sándor Farkas, Jovana Francuz i Velimir Popsavin. "Synthesis and antimicrobial activity of (−)-cleistenolide and analogues". Bioorganic Chemistry 106 (styczeń 2021): 104491. http://dx.doi.org/10.1016/j.bioorg.2020.104491.

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12

Farkas, Sándor, Goran Benedekovic, Sladjana Stanisavljevic, Bojana Sreco-Zelenovic, Mirjana Popsavin, Velimir Popsavin i Dimitar Jakimov. "Synthesis and antiproliferative activity of (5R)-cleistenolide and analogues". Journal of the Serbian Chemical Society, nr 00 (2023): 18. http://dx.doi.org/10.2298/jsc230126018f.

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(5R)-Cleistenolide and a few related analogues have been synthesized starting from d-glucose. The key steps of the synthesis included a Z-selective Wittig olefination and an intramolecular Mitsunobu reaction with an inversion of configuration at the C-5 position. In vitro antiproliferative activity of synthesized compounds was tested on a panel of eight human tumour cells and against a single normal cell line (MRC-5). The majority of tested compounds showed strong antiproliferative effects on certain human tumour cells and all of them showed negligible toxicity to normal foetal lung fibroblasts (MRC-5). The most active compound obtained in this work is lactone 5, which in MDA-MB 231 cell culture showed the same activity as doxorubicin (IC50 0.09 ?M). Strong antiproliferative activities of analogues 2, 5 and 6 were recorded in the K562 cell line (IC50 0.21, 0.34 and 0.33 ?M, respectively), in which they showed very similar activities to doxorubicin (IC50 0.25 ?M). A performed SAR study revealed that a change in the stereochemistry at the C-5 position may increase the activity of resulting stereoisomers.
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13

Benedeković, Goran, Mirjana Popsavin, Ivana Kovačević, Vesna Kojić, Marko Rodić i Velimir Popsavin. "Synthesis, antiproliferative activity and SAR analysis of (−)-cleistenolide and analogues". European Journal of Medicinal Chemistry 202 (wrzesień 2020): 112597. http://dx.doi.org/10.1016/j.ejmech.2020.112597.

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14

Benedeković, Goran, Mirjana Popsavin, Ivana Kovačević, Vesna Kojić, Jelena Kesić, Sándor Farkas i Velimir Popsavin. "Design, synthesis and cytotoxic activity of new 6-O-aroyl (−)-cleistenolide derivatives". Tetrahedron 96 (wrzesień 2021): 132385. http://dx.doi.org/10.1016/j.tet.2021.132385.

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15

Nyandoro, Stephen S., Gasper Maeda, Joan J. E. Munissi, Amra Gruhonjic, Paul A. Fitzpatrick, Sofia Lindblad, Sandra Duffy i in. "A New Benzopyranyl Cadenane Sesquiterpene and Other Antiplasmodial and Cytotoxic Metabolites from Cleistochlamys kirkii". Molecules 24, nr 15 (29.07.2019): 2746. http://dx.doi.org/10.3390/molecules24152746.

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Phytochemical investigations of ethanol root bark and stem bark extracts of Cleistochlamys kirkii (Benth.) Oliv. (Annonaceae) yielded a new benzopyranyl cadinane-type sesquiterpene (cleistonol, 1) alongside 12 known compounds (2–13). The structures of the isolated compounds were established from NMR spectroscopic and mass spectrometric analyses. Structures of compounds 5 and 10 were further confirmed by single crystal X-ray crystallographic analyses, which also established their absolute stereochemical configuration. The ethanolic crude extract of C. kirkii root bark gave 72% inhibition against the chloroquine-sensitive 3D7-strain malaria parasite Plasmodium falciparum at 0.01 μg/mL. The isolated metabolites dichamanetin, (E)-acetylmelodorinol, and cleistenolide showed IC50 = 9.3, 7.6 and 15.2 μM, respectively, against P. falciparum 3D7. Both the crude extract and the isolated compounds exhibited cytotoxicity against the triple-negative, aggressive breast cancer cell line, MDA-MB-231, with IC50 = 42.0 μg/mL (crude extract) and 9.6–30.7 μM (isolated compounds). Our findings demonstrate the potential applicability of C. kirkii as a source of antimalarial and anticancer agents.
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16

Karier, Pol, Gheorghe C. Catrinescu, Nicolas Diercxsens, Koen Robeyns, Michael L. Singleton i István E. Markó. "Total synthesis of (−)-cleistenolide and formal synthesis of herbarumin I via a diastereoselective modulable allylation". Tetrahedron 74, nr 51 (grudzień 2018): 7242–51. http://dx.doi.org/10.1016/j.tet.2018.10.063.

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17

Ghogare, Ramesh S., Sachin B. Wadavrao i A. Venkat Narsaiah. "Enantioselective construction of 6-substituted-α,β-unsaturated-δ-lactone: total synthesis of anti-bacterial agent (−)-cleistenolide". Tetrahedron Letters 54, nr 42 (październik 2013): 5674–76. http://dx.doi.org/10.1016/j.tetlet.2013.07.164.

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18

Benedeković, Goran, Ivana Kovačević, Mirjana Popsavin, Jovana Francuz, Vesna Kojić, Gordana Bogdanović i Velimir Popsavin. "New antitumour agents with α,β-unsaturated δ-lactone scaffold: Synthesis and antiproliferative activity of (−)-cleistenolide and analogues". Bioorganic & Medicinal Chemistry Letters 26, nr 14 (lipiec 2016): 3318–21. http://dx.doi.org/10.1016/j.bmcl.2016.05.044.

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19

Sartori, Suélen, Izabel Miranda, Davi de Matos, Markus Kohlhoff, Marisa Diaz i Gaspar Diaz-Muñoz. "Synthetic Studies toward (−)-Cleistenolide: Highly Stereoselective Synthesis of New γ-Lactone Subunits". Journal of the Brazilian Chemical Society, 2021. http://dx.doi.org/10.21577/0103-5053.20200227.

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This study describes the stereoselective synthesis of two new γ-lactones in 6 and 3 steps and 19 and 32% yield, respectively, directed toward the total synthesis of the natural product (−)-cleistenolide. The starting material was an enantiomerically pure diacetonide diol, derived from d-mannitol with the required stereocenters for (−)-cleistenolide synthesis. γ-Lactone syntheses were based on highly selective protection and deprotection of hydroxyls from d-mannitol. The formation of γ-lactone rings was the culmination of this approach, made possible by a Horner-Wadsworth-Emmons Z-olefination between diacetal aldehyde and ethyl 2-(bis(o-tolyloxy)phosphoryl)acetate to produce an unsaturated ester. The Z-isomer ester was highly favored in relation to the E-isomer (Z/E ratio of 94:6), allowing the formation of the γ-lactone ring under acid catalysis. This strategy precluded the use of chiral auxiliaries or catalysts for the control of stereocenters in the novel γ-lactones.
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20

Reddy, A. Bal, B. Kumara Swamy i Jhillu Singh Yadav. "ChemInform Abstract: A Concise Total Synthesis of Cleistenolide." ChemInform 47, nr 48 (listopad 2016). http://dx.doi.org/10.1002/chin.201648210.

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21

Vukic, Vladimir R., Dajana V. Vukic, Goran Benedekovic, Vesna Kojic i Velimir Popsavin. "(–)-cleistenolide and its Analogs as New Potential Antitumor Compounds Against PC-3 Cells". Pharmaceutical Chemistry Journal, 17.08.2022. http://dx.doi.org/10.1007/s11094-022-02686-z.

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