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Journal articles on the topic '6-epoxy derivative'

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Published: 5 June 2025

Last updated: 1 August 2025

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1

Journal, Baghdad Science. "Synthesis and Characterization of New Heterocyclic Compounds from 2, 5- dimercapto -1, 3, 4-Thiadiazole and Their Resins." Baghdad Science Journal 13, no. 2 (2016): 275–88. http://dx.doi.org/10.21123/bsj.13.2.275-288.

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In this research, a new 1, 3, 4-Thiadiazole derivatives have been synthesized by many heterocyclic reactions. Starting from (2, 5 – dimercapto -1, 3, 4-Thiadiazole) a variety of derivatives have been synthesis. Compound (1) was synthesized by the reaction of hydrazine hydrate with carbon disulphide in absolute ethanol. The compound (1) was reacted with 1, 2-dibromoethane in presence of alkali ethanol to give the compound (2). The compound (3) was formed from the reaction of compound (2) with hydrazine hydrate. Schiff base (4) was obtained by reacting of compound (3) with the compound (p-hydrox

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2

Bratychak, Michael, Olena Astakhova, and Olena Shyshchak. "Epoxy Composites Filled with Natural Calcium Carbonate. 3. Epoxy Composites Obtained in the Presence of Monocarboxylic Derivative of Epidian-6 Epoxy Resin." Chemistry & Chemical Technology 14, no. 4 (2020): 504–13. http://dx.doi.org/10.23939/chcht14.04.504.

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A monocarboxylic derivative of Epidian-6 with free epoxy and carboxylic end groups (MCDER) has been synthesized using Epidian-6 epoxy resin and sebacic acid. The structure of MCDER was confirmed by a spectral analysis. The thermal stability of MCDER has been established and the formation of cross-linked films based on epoxy-oligomeric mixtures consisting of Epidian-5, TGM-3 oligoesteracrylate, and polyethylene polyamine has been studied in its presence. By means of IR spectroscopy, the chemistry of the mixtures formation has been established. Physico-mechanical characteristics and morphology o

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3

Bratychak, Michael, Olena Astakhova, Olena Shyshchak, Olha Zubal, Maciej Sienkiewicz, and Ostap Ivashkiv. "Epoxy Composites Filled with Natural Calcium Carbonate. 1. Epoxy Composites Obtained in the Presence of Monoperoxy Derivative of Epidian-6 Epoxy Resin." Chemistry & Chemical Technology 13, no. 3 (2019): 360–64. http://dx.doi.org/10.23939/chcht13.03.360.

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4

Bratychak, Michael, Olena Astakhova, Olena Shyshchak, Maciej Sienkiewicz, and Justyna Kucinska-Lipka. "Epoxy Composites Filled with Natural Calcium Carbonate. 2. Epoxy Composites Obtained in the Presence of Monomethacrylic Derivative of Epidian-6 Epoxy Resin." Chemistry & Chemical Technology 14, no. 3 (2020): 343–52. http://dx.doi.org/10.23939/chcht14.03.343.

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5

Bowden, BF, JC Coll, W. Patalinghug, BW Skelton, I. Vasilescu, and AH White. "Studies of Australian Soft Corals. XLII. Structure Determination of New Briaran Derivatives From Briareum steckei (Coelenterata, Octocorallia, Gorgonacea)." Australian Journal of Chemistry 40, no. 12 (1987): 2085. http://dx.doi.org/10.1071/ch9872085.

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The structure and relative stereochemistry of four new metabolites from Briareum steckei has been deduced from 2D-n.m.r. experiments at high field, and confirmed by a single-crystal X-ray determination of a minor metabolite. The new compounds are non-halogenated briaran derivatives: (1R*,2S*,3R*,5Z,7S*,8(17)Z,l0R*, llR *,12S*,14S*)- 3,14-diacetoxy- 11,12-epoxy- 18-oxobriara-5,8(17)-dien-2-yl butanoate (3), its 3-deacetoxy derivative (4), (1R*,2R*,4R*,5Z,7S*,8(17)Z,10R*, 11R *,12S*,14S*)-4,14-diacetoxy-11,12-epoxy-18-oxobriara-5,8(17)-dien-2-yl butanoate (5) and the related 2-propanoate (6). Si

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Voigt, Brunhilde, Andrea Porzel, Günter Adam, et al. "Synthesis of 2,24-Diepicastasterone and 3,24-Diepicastasterone as Potential Brassinosteroid Metabolites of the Cockroach Periplaneta americana." Collection of Czechoslovak Chemical Communications 67, no. 1 (2002): 91–102. http://dx.doi.org/10.1135/cccc20020091.

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Investigations of the metabolic conversion of the phytohormone 24-epicastasterone (1) in the cockroach Periplaneta americana (L.) required the synthesis of 2,24-diepicastasterone (4), 3,24-diepicastasterone (7b) and 2-dehydro-3,24-diepicastasterone (9) as reference standards. 2,24-Diepicastasterone (4) was synthesized from 2α,3α-epoxy derivative 2 as well as from the 2β,3β-epoxy-22,23-diol 3 by acid-catalyzed water addition to the epoxy function leading to the desired 2β,3α-trans functionality. 3,24-Diepicastasterone (7b) was prepared by NaBH4-reduction of the 3-oxo derivative 6. Upon deprotec

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7

Kazakova, Oxana B., Elena V. Tretyakova, Irina E. Smirnova, et al. "An Efficient Oxyfunctionalization of Quinopimaric Acid Derivatives with Ozone." Natural Product Communications 8, no. 3 (2013): 1934578X1300800. http://dx.doi.org/10.1177/1934578x1300800304.

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An access to oxyfunctionalized quinopimaric acid derivatives is reported. The ozonolysis of methyl dihydroquinopimarate occurs through 1,2-cycloaddition of ozone to the bridging double bond followed by intermolecular rearrangements and formation of nontrivial 4β-hydroxy-4α,14α-epoxy-13(15)-ene derivative 2. The oxidation of methyl furfurilydene dihydroquinopimarate with ozone led to anhydride 5 and unexpected carboxymethyl substituted cyclopentane lactone 6. The structure of compound 6 was confirmed by X-Ray analysis of its methyl ester.

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8

Pranab, Ghosh, and Subba Raju. "Studies on the reaction of 16-dehydropregnenolone acetate (16-DPA) with m-chloroperbenzoic acid." Journal of Indian Chemical Society Vol. 89, Dec 2012 (2012): 1733–35. https://doi.org/10.5281/zenodo.5773506.

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Natural Product and Polymer Chemistry Laboratory, Department of Chemistry, University of North Bengal, Darjeeling-734 013, West Bengal, India <em>E-mail</em> : pizyl2@yahoo.com Fax : 91-353-2699001 <em>Manuscript received 14 December 2010, revised 23 February 2012, accepted 14 March 2012</em> Reaction of 16-DPA (1) with <em>m</em>-chloroperbenzoic acid (MCPBA) on activated silica gives selectively the 5,6- epoxy derivative 2 of 1 with an excellent yield of 91.75% whereas no selectivity was observed in solution phase reaction and a diepoxy (5,6 and 16,17 ) derivative 3 (as an isomeric mixture)

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9

Han, Xiao, Rui Chen, Mei Yang, Chuanbo Sun, Kun Wang, and Yinsong Wang. "Transparent low-flammability epoxy resins using a benzoguanamine-based DOPO derivative." High Performance Polymers 34, no. 2 (2021): 173–83. http://dx.doi.org/10.1177/09540083211049966.

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We successfully prepared a highly effective flame-retardant additive called hsalbenzoguanamine phosphaphenanthrene (HDPD) through salicylaldehyde and nitrogen-rich benzoguanamine. The introduction of HDPD into epoxy resin (EP) sharply enhanced the flame retardancy of EP/HDPD thermosets. The introduction of 6 wt% HDPD into EP succeeded in reaching the V-0 rating. Limited oxygen index results revealed the high flame-retarding performance of HDPD. Cone calorimeter test data revealed that heat and smoke released from EP/6 wt% HDPD thermoset were significantly restrained. In addition, EP/6 wt% HDPD

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Han, Xiao, Rui Chen, Mei Yang, Chuanbo Sun, Kun Wang, and Yinsong Wang. "Transparent low-flammability epoxy resins using a benzoguanamine-based DOPO derivative." High Performance Polymers 34, no. 2 (2021): 173–83. http://dx.doi.org/10.1177/09540083211049966.

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We successfully prepared a highly effective flame-retardant additive called hsalbenzoguanamine phosphaphenanthrene (HDPD) through salicylaldehyde and nitrogen-rich benzoguanamine. The introduction of HDPD into epoxy resin (EP) sharply enhanced the flame retardancy of EP/HDPD thermosets. The introduction of 6 wt% HDPD into EP succeeded in reaching the V-0 rating. Limited oxygen index results revealed the high flame-retarding performance of HDPD. Cone calorimeter test data revealed that heat and smoke released from EP/6 wt% HDPD thermoset were significantly restrained. In addition, EP/6 wt% HDPD

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11

Liu, Xiang-Hong, Xiao-Zhen Tang, Feng-Ping Miao, and Nai-Yun Ji. "A New Pyrrolidine Derivative and Steroids from an Algicolous Gibberella zeae Strain." Natural Product Communications 6, no. 9 (2011): 1934578X1100600. http://dx.doi.org/10.1177/1934578x1100600908.

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A new pyrrolidine derivative, 3-hydroxy-5-(hydroxymethyl)-4-(4′-hydroxyphenoxy)pyrrolidin-2-one (1), and eight known steroids, (22 E,24 R)-7β,8β-epoxy-3β,5α,9α-trihydroxyergosta-22-en-6-one (2, a reassigned structure of (22 E,24 R)-5α,6α-epoxy-3β,8β,14α-trihydroxyergosta-22-en-7-one), (22 E,24 R)-3β,5α,9α-trihydroxyergosta-7,22-dien-6-one (3), (22 E,24 R)-3β,5α-dihydroxyergosta-7,22-dien-6-one (4), (22 E,24 R)-ergosta-7,22-dien-3β,5α,6β-triol (5), (22 E,24 R)-ergosta-5,22-dien-3β-ol (6), (22 E,24 R)-5α,8α-epidioxyergosta-6,22-dien-3β-ol (7), (22 E,24 R)-5α,8α-epidioxyergosta-6,9(11),22-trien-3

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12

Karuso, P., and WC Taylor. "The Constituents of Marine Sponges. II. The Isolation From Aplysilla rosea (Dendroceratida) of (5R*,7S*,8R*,9S*,10R*,13S*,14S*,15S*)-15 ,17-Epoxy-17-Hydroxy-16-Oxospongian-7-Yl Butyrate (Aplyroseol-1) and Related Diterpenes (Aplyroseol-2 to Aplyroseol-6)." Australian Journal of Chemistry 39, no. 10 (1986): 1629. http://dx.doi.org/10.1071/ch9861629.

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From the red-pink encrusting marine sponge Aplysilla rosea Barrois eight spongian diterpenes were isolated. Aplyroseol-1 was shown by spectroscopic methods to be (5R*,7S*,8R*,9S*,10R*,13S*,14S*,15S*)-15,17-epoxy-17-hydroxy-16-oxospongian-7-yl butyrate (5) and aplyroseol -2 to -6 to be (6)-(10) respectively. Two lactones (11) and (12), ambliofuran and its hexahydro derivative were also identified. A steroid fraction was also isolated.

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13

Vanaltena, IA. "Terpenoids From the Brown Alga Cystophora moniliformis." Australian Journal of Chemistry 41, no. 1 (1988): 49. http://dx.doi.org/10.1071/ch9880049.

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The alga Cystophora moniliformis contains two new bisnorsesquiterpenes, (5E,9E)-5,6-epoxy-6,10,14-trimethylpentadeca-9,13-dien-2-one (3) and its cyclized derivative (4), and the (2E) and (2Z) isomers of geranylgeranal epoxide, (5) and (6), respectively. The structures of the new compounds were deduced by spectroscopic means. Geranylacetone (1) was the major metabolite present in the alga.

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14

Bowden, BF, JC Coll, and IM Vasilescu. "Studies of Australian Soft Corals. XLVI. New Diterpenes From a Briareum Species (Anthozoa, Octocorallia, Gorgonacea)." Australian Journal of Chemistry 42, no. 10 (1989): 1705. http://dx.doi.org/10.1071/ch9891705.

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The structures and relative stereochemistry of nine new briaran -based diterpenes from a Briareum species have been deduced from 2-D n.m.r. experiments at high field, and nuclear Overhauser effect experiments. The new compounds are (1R*2R*,3R*,5Z,7S*,8S*,9S*,10S*,11R*,-12S*,14S*,17R*)-2,3,14-triacetoxy-8,17:11,12-bisepoxy-9-hydroxybriar-5-en-18-one (5), (1R* ,2R* ,3R* ,5Z*,7S*,8S* ,9S*,10S*,11R*,12S*, 14S*, 17R*)-3,14-diacetoxy-2-butyryloxy-8,17:11,12-bisepoxy-9-hydroxybriar-5-en-18-one (6),(1R*,2R*,3R*,5Z,7S*,8S*,9S*,10S*,11R*,12S*,14S)-2,3,14-triacetoxy-11,12-epoxybriara-5,8(17)-dien-18-one(

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15

Dabovic, Milan, Ivanka Petrovic, Natalija Krstic та Ljubinka Lorenc. "Peracids oxidation of cholesta-5,8-dien-3β-yl acetate". Journal of the Serbian Chemical Society 65, № 11 (2000): 769–72. http://dx.doi.org/10.2298/jsc0011769d.

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Expoxidation of cholesta-5,8-dien-3?-yl acetate (1) with peracids takes place preferentially at the more highly substituted ?8-olefinic double bond to give: (a) with monoperphthalic acid, 8?,9?-epoxycholest-5-en-3?-yl acetate (2) (in 39 % yield) and 9?-hydroxy-5?,6?-epoxycholest-8(14)-en-3?-yl acetate (3) (in 30 % yield); and (b) with m-chloroperbenzoic acid, the 8?,9?-epoxide 2 (64 %) and 5?,6?-epoxy derivative 3 (20%). Some chemical transformations of the obtained epoxides are described.

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16

Djurendić, Evgenija A., Marina P. Zaviš, Marija N. Sakač, Vesna V. Kojić, Gordana M. Bogdanović, and Katarina M. Penov Gaši. "Synthesis and Biological Evaluation of Some A,D-Ring Modified 16,17-Secoandrostane Derivatives." Collection of Czechoslovak Chemical Communications 73, no. 5 (2008): 627–36. http://dx.doi.org/10.1135/cccc20080627.

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Starting from 3β-hydroxy-17-oxo-16,17-secoandrost-5-ene-16-nitrile (1), the new 16,17-secoandrostane derivatives 2-11 were synthesized. Protection of the 17-oxo function of compound 1 with ethylene glycol yielded compounds 2 and 3. The Oppenauer oxidation of 2 or oxidation with H2O2 in alkaline conditions gave the respective compounds 4 and 10. Epoxidation of compound 4 yielded a mixture of 4α,5α- and 4β,5β-epoxides 5 and 6 and a mixture of 4α,5α- and 4β,5β-epoxy-carboxamides 7 and 8. Opening of the oxirane ring of a mixture of compounds 5 and 6 with formic acid afforded the 4-hydroxy derivati

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Burgueño-Tapia, Eleuterio, Azucena González-Coloma, Darío Martín-Benito, and Pedro Joseph-Nathan. "Antifeedant and Phytotoxic Activity of Cacalolides and Eremophilanolides." Zeitschrift für Naturforschung C 62, no. 5-6 (2007): 362–66. http://dx.doi.org/10.1515/znc-2007-5-608.

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The antifeedant effect of six cacalolides and six eremophilanolides was tested against the herbivorous insects Spodoptera littoralis, Leptinotarsa decemlineata, and Myzus persicae. The test compounds included several natural products isolated from Senecio madagascariensis (14-isovaleryloxy-1,2-dehydrocacalol methyl ether, 4), S. barba-johannis (13-hydroxy-14-oxocacalohastine, 5; 13-acetyloxy-14-oxocacalohastine, 6) and S. toluccanus [6-hydroxyeuryopsin, 7; 1(10)-epoxy-6-hydroxyeuryopsin, 9; toluccanolide A, 11] and the derivatives cacalol methyl ether (1); cacalol acetate (2); 1-acetyloxy-2-me

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18

Chudzik, Joanna, Dariusz M. Bieliński, Michael Bratychak, et al. "Influence of Modified Epoxy Resins on Peroxide Curing, Mechanical Properties and Adhesion of SBR, NBR and XNBR to Silver Wires. Part I: Application of Monoperoxy Derivative of Epoxy Resin (PO)." Materials 14, no. 5 (2021): 1320. http://dx.doi.org/10.3390/ma14051320.

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The research was aimed at checking the effect of monoperoxy derivative of epoxy resin (PO) on the possibility of rubber crosslinking and a subsequent adhesion of the modified rubber to silver wires. Three of the commonly industrially used rubbers were selected for the study: styrene-butadiene rubber (SBR), acrylonitrile-butadiene rubber (NBR) and carboxylated acrylonitrile-butadiene rubber (XNBR), together with the popular, commercially available Epidian 6 epoxy resin, subjected to the functionalization. An improvement in the adhesion of rubbers to silver wires was observed when using the modi

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Ruiz-Vásquez, Liliana, Matías Reina, Víctor Fajardo, Matías López, and Azucena González-Coloma. "Insect Antifeedant Components of Senecio fistulosus var. fistulosus—Hualtata." Plants 8, no. 6 (2019): 176. http://dx.doi.org/10.3390/plants8060176.

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From a bioactive methanolic extract of Senecio fistulosus, the antifeedant effects of the alkaloidal and non-alkaloidal fractions were tested against the insects Spodoptera littoralis, Myzus persicae and Rhopalosiphum padi, with the non-alkaloidal fraction being antifeedant. The phytochemical study of the non-alkaloidal fraction of S. fistulosus, resulted in the isolation of four compounds, two 9-oxo-furanoeremophilanes (1, 2), an eremophilanolide, 1β,10β-epoxy-6-acetoxy-8α-hydroxy-eremofil-7(11)-en-8β,12-olide (3) and a maaliol derivative (4). The alkaloidal fraction yielded two known pyrroli

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20

Chen, Jibing, Yanfeng Liu, Yong She, et al. "The Effect of Epoxy Resin on the Infiltration of Porous Metal Parts Formed through Laser Powder Bed Fusion." Journal of Composites Science 8, no. 3 (2024): 99. http://dx.doi.org/10.3390/jcs8030099.

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Laser powder bed fusion (L-PBF) additive manufacturing technology can print multi-material parts with multiple functions/properties, and has great potential for working in harsh application environments. However, the metal blank formed by sintering metal powder material with binder added through L-PBF has an obvious porous structure and insufficient mechanical properties, and few studies have been conducted studying this. In this paper, epoxy resin was used to impregnate the blank of porous metal parts formed by L-PBF with iron-based powder material at a certain temperature, and a cross-linked

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Castro-Méndez, Albina, Jesús Sandoval-Ramírez та Sylvain Bernès. "A derivative of diosgenin: (25R)-23-acetyl-3β-bromo-16β-acetoxy-22,26-epoxy-5α-cholest-22-en-6-one". Acta Crystallographica Section E Structure Reports Online 58, № 6 (2002): o606—o608. http://dx.doi.org/10.1107/s1600536802007754.

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22

Yamanashi, Haruto, William E. Boeglin, Christophe Morisseau, et al. "Catalytic activities of mammalian epoxide hydrolases with cis and trans fatty acid epoxides relevant to skin barrier function." Journal of Lipid Research 59, no. 4 (2018): 684–95. http://dx.doi.org/10.1194/jlr.m082701.

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Lipoxygenase (LOX)-catalyzed oxidation of the essential fatty acid, linoleate, represents a vital step in construction of the mammalian epidermal permeability barrier. Analysis of epidermal lipids indicates that linoleate is converted to a trihydroxy derivative by hydrolysis of an epoxy-hydroxy precursor. We evaluated different epoxide hydrolase (EH) enzymes in the hydrolysis of skin-relevant fatty acid epoxides and compared the products to those of acid-catalyzed hydrolysis. In the absence of enzyme, exposure to pH 5 or pH 6 at 37°C for 30 min hydrolyzed fatty acid allylic epoxyalcohols to fo

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Ashour, Ahmed, Asmaa E. Sherif, Selwan M. El-Sayed та ін. "Tetraenone A: A New β-Ionone Derivative from Tetraena aegyptia". Metabolites 13, № 12 (2023): 1202. http://dx.doi.org/10.3390/metabo13121202.

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In this study, the chemical investigation of Tetraena aegyptia (Zygophyllaceae) led to the identification of a new megastigmene derivative, tetraenone A ((2S, 5R, 6R, 7E)-2-hydroxy-5,6-dihydro-β-ionone) (1), along with (3S, 5R, 6S, 7E)-3-hydroxy-5,6-epoxy-5,6-dihydro-β-ionone- (2), 3,4-dihydroxy-cinnamyl alcohol-4-glucoside (3), 3β,19α-dihydroxy-ursan-28-oic acid (4), quinovic acid (5), p-coumaric acid (6), and ferulic acid (7), for the first time. The chemical structures of 1–7 were confirmed by analysis of their 1D and 2D NMR and HRESIMS spectra and by their comparison with the relevant lite

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Ng, Michelle C. H., Van Hoan Tran, Rujee Kyokajee Duke, et al. "Lipid Profile of Fresh and Aged Wollemia nobilis Seeds: Omega-3 Epoxylipid in Older Stored Seeds." Lipidology 1, no. 2 (2024): 92–104. http://dx.doi.org/10.3390/lipidology1020007.

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Wollemi pine, Wollemia nobilis W. G. Jones, K. D. Hill & J. M. Allan (Araucariaceae) was discovered in a remote canyon 150 km north-west of Sydney, Australia. As fewer than 100 adult trees of this plant survive in the wild, efforts to conserve this species have included seed storage. Fresh and stored seeds were analysed for yield and composition of the seed oil. The seed kernels, from both fresh and stored seed, were rich in oil with contents of 42% and 48%, respectively. The fatty acid profile of Wollemi pine seed oil was determined by GC-MS analyses of fatty acid methyl ester derivatives

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Wang, Lifang, Hack Sun Choi, Yan Su, et al. "7S,15R-Dihydroxy-16S,17S-Epoxy-Docosapentaenoic Acid, a Novel DHA Epoxy Derivative, Inhibits Colorectal Cancer Stemness through Repolarization of Tumor-Associated Macrophage Functions and the ROS/STAT3 Signaling Pathway." Antioxidants 10, no. 9 (2021): 1459. http://dx.doi.org/10.3390/antiox10091459.

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Colorectal cancer is a highly malignant cancer that is inherently resistant to many chemotherapeutic drugs owing to the complicated tumor-supportive microenvironment (TME). Tumor-associated macrophages (TAM) are known to mediate colorectal cancer metastasis and relapse and are therefore a promising therapeutic target. In the current study, we first confirmed the anti-inflammatory effect of 7S,15R-dihydroxy-16S,17S-epoxy-docosapentaenoic acid (diHEP-DPA), a novel DHA dihydroxy derivative synthesized in our previous work. We found that diHEP-DPA significantly reduced lipopolysaccharide (LPS)-ind

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Mishchenko, Natalia P., Elena A. Vasileva, Andrey V. Gerasimenko, Valeriya P. Grigorchuk, Pavel S. Dmitrenok, and Sergey A. Fedoreyev. "Isolation and Structure Determination of Echinochrome A Oxidative Degradation Products." Molecules 25, no. 20 (2020): 4778. http://dx.doi.org/10.3390/molecules25204778.

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Echinochrome A (Ech A, 1) is one of the main pigments of several sea urchin species and is registered in the Russian pharmacopeia as an active drug substance (Histochrome®), used in the fields of cardiology and ophthalmology. In this study, Ech A degradation products formed during oxidation by O2 in air-equilibrated aqueous solutions were identified, isolated, and structurally characterized. An HPLC method coupled with diode-array detection (DAD) and mass spectrometry (MS) was developed and validated to monitor the Ech A degradation process and identify the appearing compounds. Five primary ox

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NUMAZAWA, Mitsuteru, and Mii TACHIBANA. "Aromatase Inactivation by a Suicide Substrate, Androst-5-ene-4,7,17-trione: The 5.BETA.,6.BETA.-Epoxy-19-oxo Derivative, as a Possible Reactive Electrophile Irreversibly Binding to the Active Site." Biological & Pharmaceutical Bulletin 20, no. 5 (1997): 490–95. http://dx.doi.org/10.1248/bpb.20.490.

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Gutmann, Alexandra, Nicole Bobrowski, Marcello Liotta, and Thorsten Hoffmann. "Bromine speciation in volcanic plumes: new in situ derivatization LC-MS method for the determination of gaseous hydrogen bromide by gas diffusion denuder sampling." Atmospheric Measurement Techniques 14, no. 10 (2021): 6395–406. http://dx.doi.org/10.5194/amt-14-6395-2021.

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Abstract. The chemical characterization of volcanic gas emissions gives insights into the interior of volcanoes. Bromine species have been correlated with changes in the activity of a volcano. In order to exploit the volcanic bromine gases, we need to understand what happens to them after they are outgassed into the atmosphere. This study aims to shed light on the conversion of bromospecies after degassing. The method presented here allows for the specific analysis of gaseous hydrogen bromide (HBr) in volcanic environments. HBr is immobilized by reaction with 5,6-epoxy-5,6-dihydro-[1,10]-phena

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Gutmann, Alexandra, Nicole Bobrowski, Marcello Liotta, and Thorsten Hoffmann. "Bromine speciation in volcanic plumes: new in situ derivatization LC-MS method for the determination of gaseous hydrogen bromide by gas diffusion denuder sampling." Atmospheric Measurement Techniques 14, no. 10 (2021): 6395–406. http://dx.doi.org/10.5194/amt-14-6395-2021.

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Abstract. The chemical characterization of volcanic gas emissions gives insights into the interior of volcanoes. Bromine species have been correlated with changes in the activity of a volcano. In order to exploit the volcanic bromine gases, we need to understand what happens to them after they are outgassed into the atmosphere. This study aims to shed light on the conversion of bromospecies after degassing. The method presented here allows for the specific analysis of gaseous hydrogen bromide (HBr) in volcanic environments. HBr is immobilized by reaction with 5,6-epoxy-5,6-dihydro-[1,10]-phena

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Amaral, Cristina, Georgina Correia-da-Silva, Cristina Ferreira Almeida, et al. "An Exemestane Derivative, Oxymestane-D1, as a New Multi-Target Steroidal Aromatase Inhibitor for Estrogen Receptor-Positive (ER+) Breast Cancer: Effects on Sensitive and Resistant Cell Lines." Molecules 28, no. 2 (2023): 789. http://dx.doi.org/10.3390/molecules28020789.

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Around 70–85% of all breast cancer (BC) cases are estrogen receptor-positive (ER+). The third generation of aromatase inhibitors (AIs) is the first-line treatment option for these tumors. Despite their therapeutic success, they induce several side effects and resistance, which limits their efficacy. Thus, it is crucial to search for novel, safe and more effective anti-cancer molecules. Currently, multi-target drugs are emerging, as they present higher efficacy and lower toxicity in comparison to standard options. Considering this, this work aimed to investigate the anti-cancer properties and t

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Dračínský, Martin, Václav Richtr, Václav Křeček, Jan Sejbal, Jiří Klinot та Miloš Buděšínský. "Preparation and Conformational Study of 19β,28-Epoxy-18α-olean-5-ene Derivatives". Collection of Czechoslovak Chemical Communications 71, № 3 (2006): 387–410. http://dx.doi.org/10.1135/cccc20060387.

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New oleanane type triterpenoids with the 5(6) double bond were prepared using partial demethylation on carbon C-4. The starting compound was 23-hydroxybetulin (1b) and the key reaction was the methylation of 19β,28-epoxy-24-nor-18α-olean-4-en-3-one (3b). The 5(6) double bond was used in preparation of new derivatives with an epoxy or oxo substituent in ring B. The conformation of ring A of new type 3-oxo oleanane derivatives with a double bond or a substituent on ring B was elucidated from vicinal coupling constants of hydrogen atoms in positions 1 and 2.

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Klinotová, Eva, Jitka Čermáková, Martin Rejzek та ін. "Reaction of 18β,19β-Epoxylupan-21-one Derivatives with Acids: A Way to 21,22-Disubstituted Lup-18-ene Triterpenoids". Collection of Czechoslovak Chemical Communications 64, № 2 (1999): 329–47. http://dx.doi.org/10.1135/cccc19990329.

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Depending on the conditions and the acid employed, 18β,19β-epoxy-28-hydroxy- 21-oxolupan-3β-yl acetate (2a) and 18β,19β-epoxy-21-oxolupane-3β,28-diyl diacetate (2b) on treatment with acid gave three types of products: (i) 28-nor derivatives: 21-oxo-28-norlupa-16,18-dien-3β-yl acetate (6), 19β-hydroxy-21-oxo-28-norlup-17-en-3β-yl acetate (7) and 17ξ-hydroxy-21-oxo-28-norlup-18-en-3β-yl acetate (8), (ii) lupa-12,18-dien-21-ones 4a and 4b, and (iii) 22β-substituted lup-18-en-21-one derivatives of the type 5. The formation of 22β-substituted derivatives of the type 5 probably proceeds in the enol

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Ma, Lichun, Yingying Zhu, Guangshun Wu, et al. "Hydroxyl-Terminated Triazine Derivatives Grafted Graphene Oxide for Epoxy Composites: Enhancement of Interfacial and Mechanical Properties." Polymers 11, no. 11 (2019): 1866. http://dx.doi.org/10.3390/polym11111866.

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An effective approach to the fabrication of progressive epoxy nanocomposites by the incorporation of hydroxyl-terminated dendrimers functionalized graphene oxide (GO-TCT-Tris) is reported. The relationship between surface grafting, chemical construction, morphology, dispersion, and interfacial interaction as well as the corresponding mechanical properties of the composites were studied in detail. It was shown that hydroxyl-terminated triazine derivatives have been resoundingly bonded onto the GO surface through covalent bonding, which effectively improved the dispersion and compatibility of GO

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Stojakowska, Anna, Janusz Malarz, and Wanda Kisiel. "Thymol Derivatives from a Root Culture of Inula helenium." Zeitschrift für Naturforschung C 59, no. 7-8 (2004): 606–8. http://dx.doi.org/10.1515/znc-2004-7-827.

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AbstractA root culture of Inula helenium L. was established from leaf explants of aseptic seedlings. An ethanol extract from the lyophilised roots was fractionated using different chromatographic techniques (CC, TLC). The main secondary metabolites found in the root culture were two thymol derivatives: 10-isobutyryloxy-8,9- epoxy-thymol isobutyrate (1) and 10-isobutyryloxy-6- methoxy-8,9-epoxy-thymol isobutyrate (2). The compounds were identified by spectral methods. Quantification of compound 1 in plant material was done by analytical RP-HPLC.

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Atta, Ayman M., Ayman El-Faham, Hamad A. Al-Lohedan, and Abdelrahman O. Ezzat. "Modified Epoxy with Chitosan Triazine Dihydrazide Derivatives for Mechanical and Corrosion Protection of Steel." Coatings 10, no. 12 (2020): 1256. http://dx.doi.org/10.3390/coatings10121256.

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Modification of the curing exothermic reaction of epoxy resin with polyamine (PA) hardeners by new chemically bonded fillers to improve the mechanical properties and anticorrosion performances of the epoxy coatings is the main goal for wide applications of epoxy coatings. In this work, the chemical structure of chitosan was modified with triazine hydrazide moiety that contains primary, secondary, and tertiary amine groups to act as activator and dangling chain linkers during the curing of epoxy/PA system. Different molecular masses of chitosan were modified with triazine dihydrazide moiety (Ch

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Tišlerová, Iva, Eva Klinotová, Jiří Klinot, Jan Sejbal, Martin Rejzek, and Stanislav Hilgard. "Preparation of E-Secolupane Acids and Lactones." Collection of Czechoslovak Chemical Communications 68, no. 4 (2003): 751–78. http://dx.doi.org/10.1135/cccc20030751.

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Anhydrides of 3β,28-diacetoxy-21,22-secolup-18-ene-21,22-dioic acid (1) and (19R)-3β,28-diacetoxy-18β,19-epoxy-21,22-secolupane-21,22-dioic acid (11) undergo alkaline hydrolysis yielding the corresponding dicarboxylic acids. Depending on reaction conditions, these acids are further transformed yielding various lactones, liberating C-28 hydroxymethyl group, or undergoing decarboxylation leading to nor derivatives. This method has been used to prepare a diverse series of E-secolupane derivatives including lactonoacids (e.g. 2 and 15), lactones (4, 16 and 17), 28-nor derivatives (3 and 6) and 21,

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Kovacevic, Strahinja, Milica Karadzic-Banjac, Jasmina Anojcic, et al. "The analysis of chromatographic behavior of homoandrostane derivatives in reversed-phase ultra-high performance liquid chromatography." Acta Periodica Technologica, no. 52 (2021): 147–58. http://dx.doi.org/10.2298/apt2152147k.

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Homoandrostane derivatives, as compounds with significant bioactivity, were studied in terms of their chromatographic behavior in reversed-phase ultra-high performance liquid chromatography (RP-UHPLC). In the present study, five androstane derivatives from the series of homoandrostanes were analyzed, including: 3?-hydroxy-17-oxa-17a-homoandrost-5-en-16-one, 3?,5?-dihydroxy-17- oxa-17a-homoandrostane-6,16-dione, 17-oxa-5?,6?-epoxy-17a-homoandrostane-3,16-dione, 5?-hydroxy- 17-oxa-17a-homoandrostane-6,16-dione-3?-yl acetate and 3?-hydroxy-17-oxa-5?,6?-epoxy-Dhomoandrostan- 16-one. The compounds

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Sejbal, Jan, Martina Homolová, Iva Tišlerová та Václav Křeček. "Preparation and Conformational Analysis of 1,2-Seco Derivatives of 19β,28-Epoxy-18α-oleanane". Collection of Czechoslovak Chemical Communications 65, № 8 (2000): 1339–56. http://dx.doi.org/10.1135/cccc20001339.

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Oxidation of 19β,28-epoxy-18α-oleanan-3-one (1) with chromium(VI) oxide in acetic acid leads to the formation of the 1β,3β;19β,28-diepoxy-3-hydroxy-1,2-seco-18α-oleanano- 2,1α-lactone (2). Its structure follows from spectral data, molecular modelling. Lactone 2 was converted to its acetate 3, methyl 19β,28-epoxy-1,3-dioxo-1,2-seco-18α-oleanan-2-oate (4) and to the stereoisomers at C(3) of methyl 1,3;19β,28-diepoxy-1-oxo-1,2-seco-18α-oleanan-2-oate (6 and 7) and dimethyl 19β,28-epoxy-3-hydroxy-1,2-seco-18α-oleanan-1,2-dioate (8 and 9). Lactone 2 reacts slowly with diazomethane which is indicati

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39

Murniati, Murniati, Erin Ryantin Gunawan, Dedy Suhendra, Dina Asnawati, and Pujana Qurba. "Sintesis Senyawa-Senyawa Epoksi dari Asam Lemak Minyak Nyamplung (Calophyllum inophyllum L.)." Jurnal Riset Kimia 13, no. 1 (2022): 89–99. http://dx.doi.org/10.25077/jrk.v13i1.447.

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Epoxidation is a reaction of a carbon double bond with active oxygen, which results in the addition of an oxygen atom, converting the original double bond into a three-membered epoxide (oxirane) ring. Generally, the raw material for making epoxy comes from petroleum. Nyamplung kernel oil is a non-edible oil that can be used as an alternative raw material for making epoxy derivatives. The purpose of this study was to determine the optimum conditions and characterization of epoxy materials. The fatty acids of Nyamplung kernel oil were reacted formic acid and hydrogen peroxide with sulfuric acid

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40

Yan, Wei, Ming-Qiu Zhang, Jie Yu, Sheng-Qiang Nie, Dai-Qin Zhang, and Shu-Hao Qin. "Synergistic Flame-retardant Effect of Epoxy Resin Combined with Phenethyl-bridged DOPO Derivative and Graphene Nanosheets." Chinese Journal of Polymer Science 37, no. 1 (2018): 79–88. http://dx.doi.org/10.1007/s10118-019-2175-6.

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41

Kvasnica, Miroslav, Iva Tišlerová, Jan Šarek, Jan Sejbal та Ivana Císařová. "Preparation of New Oxidized 18-α-Oleanane Derivatives". Collection of Czechoslovak Chemical Communications 70, № 9 (2005): 1447–64. http://dx.doi.org/10.1135/cccc20051447.

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19β,28-Epoxy-4,5-seco-3,5-cyclo-18α-olean-3(5)-ene (2) is an appropriate compound for oxidations, which lead to new oxidized compounds with potential biological activities. Several oxidations were used such as epoxidation, allylic oxidation, oxidative cleavage of double bond and other ones. From the starting compound epoxides 3a, 3b and unsaturated ketone 4 were prepared. This ketone was further oxidized to diketone 6 and anhydride 7. The double bonds of all unsaturated compounds were cleaved with ruthenium tetroxide to afford new A-seco oleananes. The structure and stereochemistry of the comp

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42

S., Chavan Awinash, and Rathod Seema P. "Synthesis of 1-(5-Chloro-2-Hydroxyphenyl)-3-(2-Chloro Phenyl)-1-Oxo-2, 3-Epoxy Propane Derivatives as Antimicrobial Agents." Der Pharma Chemica 14, no. 12 (2022): 4. https://doi.org/10.4172/0975-413X.14.12.25-28.

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Epoxides are the natural phytoconstituents with several biological significance such as Anti-inflammatory, Antioxidant, Anticancer and Antimicrobial activity. The Series 1-(5-chloro-2-hydroxyphenyl)-3-(2-chloro phenyl)-1-oxo-2,3-epoxy propane derivatives was designed and synthesized from 1-(5-chloro-2-hydroxyphenyl)-3-(2-chlorophenyl)-prop-2-en-1-one. Current research work screened forIv-vitroanti-bacterial activity against Escherichia coli, Staphylococcus aureus (Pathogens obtained from animal), Xanthomonas citri and Xanthomonas malvacearum (Pathogens obtained from plant). The compound SAC-3

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Kalashnikov, Aleksandr Ivanovich, Dar'ya Aleksandrovna Kulagina, Valeriy Viktorovich Malykhin та Sergey Viktorovich Sysolyatin. "DEVELOPMENT OF A METHOD FOR PRODUCING (-)-17-ALLYL-4,5Ά-EPOXY-3,14-DIHYDROXYMORPHINAN-6-ONE". chemistry of plant raw material, № 4 (14 грудня 2021): 299–305. http://dx.doi.org/10.14258/jcprm.20210410458.

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Naloxone ((-)-17-allyl-4,5ά-epoxy-3,14-dihydroxymorphinan-6-one) is a pure opiate antagonist of a competitive type devoid of morphine-like activity and is widely used in clinical practice. The main raw material for the production of naloxone is thebaine, which is extracted from plant materials. This study presents a seven-step process for preparing naloxone with a yield of 35% (based on thebaine). Previously known methods of obtaining are characterized by the yield of the target product in terms of thebaine not higher than 20%. The greatest losses are recorded at the stage of obtaining o

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Dikusar, E. A., E. A. Akishina, N. A. Zhukovskaya, et al. "Synthesis of Formylphenyl 1-Oxo-1,2,3,6,7,7a-hexahydro-3a,6-epoxyisoindole-7-carboxylates and Their (E)-1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-yliminomethyl Derivatives." Žurnal obŝej himii 94, no. 7 (2024): 786–804. https://doi.org/10.31857/s0044460x24070016.

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Formylphenyloxohydroepoxyisoindole carboxylates were prepared by the reaction of 4-hydroxy-3-methoxy-, 4-hydroxy-3-ethoxy- and 3-hydroxy-4-methoxybenzaldehydes with substituted isoindolecarboxylic acids {2-methyl-1-oxo-1,2,3,6,7,7a-hexahydro-3a,6-epoxyisoindole-7-carboxylic, 2-(3,4-dimethoxyphenethyl)1-oxo-1,2,3,6,7,7a-hexahydro-3a,6-epoxyisoindole-7-carboxylic, 2-(benzo[d][1,3]dioxol-5-ylmethyl)-1-oxo1,2,3,6,7,7a-hexahydro-3a,6-epoxyisoindole-7-carboxylic, 6-oxo-3,4,6,6a,7,8-hexahydro-2H,10bH-8,10a-epoxy[1,3]oxazino[2,3-a]isoindole-7-carboxylic, 2-(2,3-dichlorobenzyl)-1-oxo-1,2,3,6,7,7a-hexah

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45

Costa, Margarida, Laura Coello, Ralph Urbatzka, Marta Pérez, and Margret Thorsteinsdottir. "New Aromatic Bisabolane Derivatives with Lipid-Reducing Activity from the Marine Sponge Myrmekioderma sp." Marine Drugs 17, no. 6 (2019): 375. http://dx.doi.org/10.3390/md17060375.

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The previously reported 1-(2,4-dihydroxy-5-methylphenyl)ethan-1-one (1), (1’Z)-2-(1’,5’-dimethylhexa-1’,4’-dieny1)-5-methylbenzene-1,4-diol (2), and 1,8-epoxy-1(6),2,4,7,10-bisaborapentaen-4-ol (5) together with four new structures of aromatic bisabolane-related compounds (3, 4, 6, 7) were isolated from the marine sponge Myrmekioderma sp. Compounds 1, 2, and 5 were identified based on spectral data available in the literature. The structures of the four new compounds were experimentally established by 1D and 2D-NMR and (−)-HRESIMS spectral analysis. Cytotoxic and lipid-reducing activities of t

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46

Georghiou, Paris E., та Yi Ren. "The chemistry of 5β,6β-epoxy-4,4-dimethylcholest-1-en-3-one. Approaches to the synthesis of 1α,5α-cyclosteroids. Part II". Canadian Journal of Chemistry 71, № 3 (1993): 364–70. http://dx.doi.org/10.1139/v93-054.

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Epoxidation of 4,4-dimethylcholesta-1,5-dien-3-one (9) with MCPBA gives a mixture of the corresponding epimeric 5α,6α and 5β,6β epoxides. The major product is the 5β,6β epimer 6, in contradiction to what has been reported by others. The unambiguous assignment of the structures of these epoxides is based upon NMR NOED experiments. The chemistry of the 5β,6β epoxide is described in the context of unsuccessful attempts at synthesizing the corresponding 1α,5α cyclosteroids. Reductive methods using lithium – liquid ammonia, lithium–ethylamine, or tri-n-butyl- or tri-phenyltin–AIBN gave products in

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47

Bustos-Brito, Celia, Valeria Vázquez-Heredia, Fernando Calzada, et al. "Antidiarrheal Thymol Derivatives from Ageratina glabrata. Structure and Absolute Configuration of 10-Benzoyloxy-8,9-epoxy-6-hydroxythymol Isobutyrate." Molecules 21, no. 9 (2016): 1132. http://dx.doi.org/10.3390/molecules21091132.

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48

Kasyan, Lilija, Andrey Kasyan, Igor Tarabara, et al. "Azabrendanes V. Synthesis and reactions of stereoisomeric exo- and endo-5-aminomethylbicyclo[2.2.1]hept-2-ene-based ureas." Open Chemistry 6, no. 2 (2008): 161–74. http://dx.doi.org/10.2478/s11532-008-0012-9.

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AbstractA number of stereoisomeric ureas (N-[aryl(benzyl, or cycloalkyl)carbamoyl]-exo(endo)-5-aminomethylbicyclo[2.2.1]hept-2-enes) have been synthesized from bicyclo[2.2.1]hept-2-en-exo(endo)-5-carbonitrile by reduction with lithium aluminum hydride and subsequent reaction of the resulting amines with aryl (benzyl, or cycloalkyl) isocyanates. Regioselective alkylation of stereoisomeric ureas has been performed with benzyl chloride under liquid/solid phase-transfer catalysis. The outcome of the reactions of ureas with peroxy acids is dependent upon the orientation of substituents in the bicyc

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49

Wünsch, Bernhard, and Heike Diekmann. "Synthesis of (1S,5S)-4,5-Dihydro-1,5-epoxy-1H-2-benzoxocin-6(3H)-one from (S)-Malic Acid Derivatives." Liebigs Annalen 1996, no. 1 (2006): 69–76. http://dx.doi.org/10.1002/jlac.199619960111.

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Tretyakova, Elena, Irina Smirnova, Oxana Kazakova та ін. "New Molecules of Diterpene Origin with Inhibitory Properties toward α-Glucosidase". International Journal of Molecular Sciences 23, № 21 (2022): 13535. http://dx.doi.org/10.3390/ijms232113535.

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The incidence of diabetes mellitus (DM), one of the most common chronic metabolic disorders, has increased dramatically over the past decade and has resulted in higher rates of morbidity and mortality worldwide. The enzyme, α-Glucosidase (α-GLy), is considered a therapeutic target for the treatment of type 2 DM. Herein, we synthesized arylidene, heterocyclic, cyanoetoxy- and propargylated derivatives of quinopimaric acid (levopimaric acid diene adduct with p-benzoquinone) 1–50 and, first, evaluated their ability to inhibit α-GLy. Among the tested compounds, quinopimaric acid 1, 2,3-dihydroquin

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