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1

Takada, Noboru, Sayaka Sutoh, Masuru Toyota, et al. "Methiin as a nematode attractant in Allium sativum." Canadian Journal of Chemistry 98, no. 3 (2020): 164–68. http://dx.doi.org/10.1139/cjc-2019-0338.

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Damage to garlic (Allium sativum L.) caused by nematodes (Ditylenchus destructor Thorne) is becoming a serious agricultural hazard, leading to a great loss in garlic production. Once the garlic bulbs are invaded, the pathogenic nematode drastically increases in number along with the rotting of bulbs. It was therefore conceived that nematode attractants are present in the bulbs. Based on this hypothesis, chemical investigations were performed to explore a nematode attractant in A. sativum bulbs, which resulted in the identification of methiin (S-methyl-l-cysteine S-oxide) as an attractant. Bioa
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2

Ovesná, Jaroslava, Ladislav Kučera, Jana Králová, Leona Leišová, Helena Stavělíková, and Jan Velíšek. "Genetic Diversity Among Garlic Clones as Revealed by Aflp, Phenotypic Descriptors and S-Amino Acids Level." Vegetable Crops Research Bulletin 66, no. 1 (2007): 105–16. http://dx.doi.org/10.2478/v10032-007-0013-9.

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Genetic Diversity Among Garlic Clones as Revealed by Aflp, Phenotypic Descriptors andS-Amino Acids LevelGarlic (Allium sativumL.) belongs to well known vegetables. Garlic is considered a valuable source of health benefit compounds.S-amino acids, namelyS-alk(en)yl-L-cysteine sulfoxides, are one of the major garlic constituents. We evaluated a set of garlic genetics resources representing namely valuable germplasm from Czech Republic, Slovakia, Poland and former Soviet Union. We showed that differences exist among analysed genotypes inS-amino acids (alliin/methiin) level and donors of high level
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3

Horníčková, J., R. Kubec, J. Velíšek, CejpekK, J. Ovesná, and H. Stavělíková. "Changes of S-alk(en)ylcysteine sulfoxide levels during the growth of different garlic morphotypes." Czech Journal of Food Sciences 29, No. 4 (2011): 373–81. http://dx.doi.org/10.17221/3/2011-cjfs.

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The contents of three S-alk(en)ylcysteine sulfoxides (alliin, methiin, and isoalliin) were determined in the leaves, pseudostems, and bulbs of six garlic genotypes (two flowering plant morphotypes, two semi bolters, and two scape absent morphotypes) cultivated for five consecutive years at the same location. The average levels of alliin, methiin, and isoalliin were found to be as follows: 1.92, 0.44, and 0.07 mg/g fw in the leaves, 1.57, 0.27, and 0.08 mg/g fw in the pseudostems, and 1.71, 0.20 and 0.13 mg/g fw in the bulbs, respectively. No statistically significant year-to-year differences w
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4

Horníčková, J., R. Kubec, K. Cejpek, J. Velíšek, J. Ovesná, and H. Stavělíková. "Profiles of S-alk(en)ylcysteine sulfoxides in various garlic genotypes." Czech Journal of Food Sciences 28, No. 4 (2010): 298–308. http://dx.doi.org/10.17221/135/2010-cjfs.

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The contents of major S-alk(en)ylcysteine sulfoxides (namely alliin, methiin and isoalliin) were determined in a set of 58 various garlic genotypes (22 flowering plant morphotypes, 14 semi bolting plants and 22 scape absent morphotype plants), representing the garlic collection of the Allium gene bank in the Czech Republic. The plants were cultivated in four successive years (2005–2008) and analysed immediately after harvest and subsequently after eight weeks of storage at 5°C. The total content of the three cysteine derivatives in fresh samples varied considerably between 3.
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5

Velíšek, J., and R. Kubec. "S-Substituted cysteine derivatives in production of flavour and colour." Czech Journal of Food Sciences 22, SI - Chem. Reactions in Foods V (2004): S54—S59. http://dx.doi.org/10.17221/10611-cjfs.

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A brief review of our continuous investigations on S-substituted cysteine derivatives is presented herein. It comprises a summary on nonenzymatic (thermal) decomposition of these amino acids as well as on their role in the formation of blue and pink pigments during processing of garlic and onion, respectively. The emphasis is put on four most common derivatives, namely S-methyl-, S-allyl-, S-1-propenyl- and S-propylcysteine sulfoxides (methiin, alliin, isoalliin and propiin, respectively). Our results demonstrate that these sulfur-containing amino acids are the key primary precursors in the fo
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6

Kolodiazhna, Anastasy О., Аleksei I. Skliarov, Alena A. Slastennikova, and Oleg I. Kolodiazhnyi. "Asymmetric synthesis of (S,R)- and (R,R)-methiin stereoisomers." Phosphorus, Sulfur, and Silicon and the Related Elements 195, no. 9 (2020): 713–17. http://dx.doi.org/10.1080/10426507.2020.1755972.

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7

Horie, Hideki, and Ken-ichiro Yamashita. "Non-derivatized analysis of methiin and alliin in vegetables by capillary electrophoresis." Journal of Chromatography A 1132, no. 1-2 (2006): 337–39. http://dx.doi.org/10.1016/j.chroma.2006.09.018.

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8

Horníčková, J., J. Velíšek, J. Ovesná, and H. Stavělíková. "Distribution of S-alk(en)yl-l-cysteine Sulfoxides in Garlic (Allium sativum L.)." Czech Journal of Food Sciences 27, Special Issue 1 (2009): S232—S235. http://dx.doi.org/10.17221/610-cjfs.

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This study was devoted to distribution of <I>S</I>-alk(en)yl-L-cysteine sulfoxides (particularly alliin, methiin, and isoalliin) in plants of <I>Allium sativum</I> L. and to diversity of selected groups of garlic clones representing the three basic garlic morfotypes (i.e. flowering plants, scape absent and semi-bolters – this classification is based on IPGRI descriptors). The content of <I>S</I>-alk(en)yl-L-cysteine sulfoxides, important non-volatile precursors flavour-active compounds, was determined in four parts (roots, bulbs, false stems, and leaves) of
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9

Jang, Gwang-Ju, Mi Jeong Sung, Haeng Jeon Hur, et al. "Metabolomics Analysis of the Lipid-Regulating Effect of Allium hookeri in a Hamster Model of High-Fat Diet-Induced Hyperlipidemia by UPLC/ESI-Q-TOF Mass Spectrometry." Evidence-Based Complementary and Alternative Medicine 2018 (September 27, 2018): 1–8. http://dx.doi.org/10.1155/2018/5659174.

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Hyperlipidemia is a risk factor for atherosclerotic cardiovascular disease and is a major public health concern. Allium hookeri (AH) is an Allium species containing high levels of bioactive organosulfur compounds such as methiin and cycloalliin. AH exerts hypolipidemic effects in animals fed a high-fat diet. However, there exists little information on the mechanisms underlying these effects. To address this issue, we used a metabolomic approach based on ultra-performance liquid chromatography quadrupole time-of-flight mass spectrometry to identify factors mediating the lipid-lowering effects o
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10

Seino, Teruyuki. "Effects of Processing and Preservation Conditions on Methiin and Alliin Contents of Chinese Chive Stems." Nippon Shokuhin Kagaku Kogaku Kaishi 69, no. 7 (2022): 343–52. http://dx.doi.org/10.3136/nskkk.69.352.

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11

Revtovich, S. V., V. V. Kulikova, V. S. Koval та ін. "Toxicity Study of the Pharmacological Pair of Encapsulated Citrobacter freundii C115H Methionine γ-Lyase/Methiin". Molecular Biology 58, № 6 (2024): 1063–73. https://doi.org/10.1134/s0026893324700560.

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12

Sasi, Minnu, Sandeep Kumar, Manoj Kumar, et al. "Garlic (Allium sativum L.) Bioactives and Its Role in Alleviating Oral Pathologies." Antioxidants 10, no. 11 (2021): 1847. http://dx.doi.org/10.3390/antiox10111847.

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Garlic (Allium sativa L.) is a bulbous flowering plant belongs to the family of Amaryllidaceae and is a predominant horticultural crop originating from central Asia. Garlic and its products are chiefly used for culinary and therapeutic purposes in many countries. Bulbs of raw garlic have been investigated for their role in oral health, which are ascribed to a myriad of biologically active compounds such as alliin, allicin, methiin, S-allylcysteine (SAC), diallyl sulfide (DAS), S-ally-mercapto cysteine (SAMC), diallyl disulphide (DADS), diallyl trisulfide (DATS) and methyl allyl disulphide. A s
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13

Ingallina, Cinzia, Giacomo Di Matteo, Mattia Spano, et al. "Byproducts of Globe Artichoke and Cauliflower Production as a New Source of Bioactive Compounds in the Green Economy Perspective: An NMR Study." Molecules 28, no. 3 (2023): 1363. http://dx.doi.org/10.3390/molecules28031363.

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The recovery of bioactive compounds from crop byproducts leads to a new perspective way of waste reutilization as a part of the circular economy. The present study aimed at an exhaustive metabolite profile characterization of globe artichoke and cauliflower byproducts (leaves, stalks, and florets for cauliflower only) as a prerequisite for their valorization and future implementations. The metabolite profile of aqueous and organic extracts of byproducts was analyzed using the NMR-based metabolomics approach. Free amino acids, organic acids, sugars, polyols, polyphenols, amines, glucosinolates,
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14

Moreno-Ortega, Alicia, Gema Pereira-Caro, Iziar A. Ludwig, María-José Motilva, and José Manuel Moreno-Rojas. "Bioavailability of Organosulfur Compounds after the Ingestion of Black Garlic by Healthy Humans." Antioxidants 12, no. 4 (2023): 925. http://dx.doi.org/10.3390/antiox12040925.

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The consumption of black garlic has been related to a decreased risk of many human diseases due to the presence of phytochemicals such as organosulfur compounds (OSCs). However, information on the metabolization of these compounds in humans is limited. By means of ultra-high-performance liquid chromatography coupled with high-resolution mass spectrometry (UHPLC-HRMS), this study aims to determine the OSCs and their metabolites excreted in urine 24 h after an acute intake of 20 g of black garlic by healthy humans. Thirty-three OSCs were identified and quantified, methiin (17,954 ± 6040 nmol), i
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15

Bernaert, Nathalie, Lien Goetghebeur, Hervé De Clercq, et al. "Influence of Cultivar and Harvest Time on the Amounts of Isoalliin and Methiin in Leek (Allium ampeloprasum var.porrum)." Journal of Agricultural and Food Chemistry 60, no. 44 (2012): 10910–19. http://dx.doi.org/10.1021/jf302132a.

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16

Xia, Shi-Wei, Lin-Feng Hang, Siyad Ali, et al. "Biosynthesis and Metabolism of Garlic Odor Compounds in Cultivated Chinese Chives (Allium tuberosum) and Wild Chinese Chives (Allium hookeri)." International Journal of Molecular Sciences 23, no. 13 (2022): 7013. http://dx.doi.org/10.3390/ijms23137013.

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Chinese chives is a popular herb vegetable and medicine in Asian countries. Southwest China is one of the centers of origin, and the mountainous areas in this region are rich in wild germplasm. In this study, we collected four samples of germplasm from different altitudes: a land race of cultivated Chinese chives (Allium tuberosum), wide-leaf chives and extra-wide-leaf chives (Allium hookeri), and ovoid-leaf chives (Allium funckiaefolium). Leaf metabolites were detected and compared between A. tuberosum and A. hookeri. A total of 158 differentially accumulated metabolites (DAM) were identified
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17

Abdelrahman, Mostafa, Sho Hirata, Takuya Mukae, et al. "Comprehensive Metabolite Profiling in Genetic Resources of Garlic (Allium sativum L.) Collected from Different Geographical Regions." Molecules 26, no. 5 (2021): 1415. http://dx.doi.org/10.3390/molecules26051415.

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Garlic (Allium sativum) is the second most important Allium crop that has been used as a vegetable and condiment from ancient times due to its characteristic flavor and taste. Although garlic is a sterile plant that reproduces vegetatively through cloves, garlic shows high biodiversity, as well as phenotypic plasticity and environmental adaptation capacity. To determine the possible mechanism underlying this phenomenon and to provide new genetic materials for the development of a novel garlic cultivar with useful agronomic traits, the metabolic profiles in the leaf tissue of 30 garlic accessio
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18

Lyon, S. B., L. Buonocore, and M. Miller. "Naturally occurring methylation inhibitor: DNA hypomethylation and hemoglobin synthesis in human K562 cells." Molecular and Cellular Biology 7, no. 5 (1987): 1759–63. http://dx.doi.org/10.1128/mcb.7.5.1759-1763.1987.

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A naturally occurring methylation inhibitor isolated from rabbit liver and named methinin inhibits a number of methyltransferases. Methinin is a low-molecular-weight compound (1,400) that has an active amine group. This compound inhibits the DNA methyltransferase of human erythroleukemia cells (K562) in vitro. When the K562 cells were grown in medium containing methinin, fetal hemoglobin was produced. Small but detectable amounts of adult hemoglobin were also produced. Methinin was not toxic to these cells. The overall rate of genomic DNA methylation was reduced by 60% in cells grown in medium
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19

Lyon, S. B., L. Buonocore, and M. Miller. "Naturally occurring methylation inhibitor: DNA hypomethylation and hemoglobin synthesis in human K562 cells." Molecular and Cellular Biology 7, no. 5 (1987): 1759–63. http://dx.doi.org/10.1128/mcb.7.5.1759.

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A naturally occurring methylation inhibitor isolated from rabbit liver and named methinin inhibits a number of methyltransferases. Methinin is a low-molecular-weight compound (1,400) that has an active amine group. This compound inhibits the DNA methyltransferase of human erythroleukemia cells (K562) in vitro. When the K562 cells were grown in medium containing methinin, fetal hemoglobin was produced. Small but detectable amounts of adult hemoglobin were also produced. Methinin was not toxic to these cells. The overall rate of genomic DNA methylation was reduced by 60% in cells grown in medium
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20

Keith Philips, T., and Michael A. Ivie. "The Methiini of the West Indies (Coleoptera: Cerambycidae) with notes on the circum-Caribbean species." Insect Systematics & Evolution 29, no. 1 (1998): 57–87. http://dx.doi.org/10.1163/187631298x00203.

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AbstractThe Methiini of the West Indies are revised. Cyanomethia pseudothonalmus, new genus, new species and Methia jamaicensis new species are described. Methia pusilla, M. constricticollis, M. impressicollis, M. insularum, M. pallida, M. pulchra, M. punctata, and M. rhizophorae are new synonyms of M. necydalea. Keys to genera of Methiini and species of Methia in the West Indies are given and the biology and morphological variation of the genus Methia discussed. A phylogenetic analysis of the Methiini is conducted to determine relationships among the genera, and the zoogeographic patterns of
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21

Barrangou-Poueys-Darlas, Malcolm, Marie Gerardin, Sylvie Deheul, et al. "Poppers Use and High Methaemoglobinaemia: ‘Dangerous Liaisons’." Pharmaceuticals 14, no. 10 (2021): 1061. http://dx.doi.org/10.3390/ph14101061.

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Poppers are legal and largely used in France despite severe side effects, such as methaemoglobinaemia (MetHbia). Our work aimed to assess the prevalence of poppers consumers among patients with a MetHbia higher than or equal to 5% in French university hospitals and its evolution before and after the legalization of poppers in France. We conducted a national multicentre observational retrospective study. All patients for whom at least one MetHbia measurement was performed from 2012 to 2017 in university hospitals where the French addictovigilance network (FAN) is implanted were included. For ea
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22

Michat, Mariano C., Yves Alarie, Patricia L. M. Torres, and Yoandri S. Megna. "Larval morphology of the diving beetle Celina and the phylogeny of ancestral hydroporines (Coleoptera:Dytiscidae:Hydroporinae)." Invertebrate Systematics 21, no. 3 (2007): 239. http://dx.doi.org/10.1071/is06037.

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Phylogenetic relationships within diving beetles (Dytiscidae) are imperfectly known. In particular, some authors have considered that the tribe Methlini is included in the subfamily Hydroporinae (a large group including about half of the dytiscid species worldwide), whereas others have argued in favour of excluding Methlini from the Hydroporinae and giving it subfamilial rank. Larval characters have been underutilised in phylogenetic studies, mainly because the larvae of many taxa within the family are still unknown. The larval morphology of the dytiscid tribe Methlini, in particular, remains
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23

Bezark, Larry G., and Antonio Santos-Silva. "Notes, synonymy and description in American Methiini (Coleoptera, Cerambycidae, Cerambycinae)." Zootaxa 4565, no. 1 (2019): 71–79. https://doi.org/10.11646/zootaxa.4565.1.5.

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Lingafelter, Steven W. "Methiini and Oemini (Coleoptera: Cerambycidae: Cerambycinae) of Hispaniola." Coleopterists Bulletin 64, no. 3 (2010): 265–69. https://doi.org/10.1649/0010-065x-64.3.265.14.

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Lingafelter, Steven W. (2010): Methiini and Oemini (Coleoptera: Cerambycidae: Cerambycinae) of Hispaniola. The Coleopterists Bulletin 64 (3): 265-269, DOI: 10.1649/0010-065x-64.3.265.14, URL: http://dx.doi.org/10.1649/0010-065x-64.3.265.14
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Wan, Peter, Beverly Barker, Li Diao, Maike Fischer, Yijian Shi, and Cheng Yang. "1995 Merck Frosst Award Lecture Quinone methides: relevant intermediates in organic chemistry." Canadian Journal of Chemistry 74, no. 4 (1996): 465–75. http://dx.doi.org/10.1139/v96-051.

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ortho and para-Quinone methides (2-methylene-3,5-cyclohexadien-1-one and 4-methylene-2,5-cyclohexadien-1-one, respectively) are intermediates in a variety of important chemical systems. In particular, o-quinone methides are useful in synthesis for the construction of chroman ring systems. A brief account of the relevance of quinone methide chemistry will be provided. This is followed by a review of recent studies from our laboratory on efficient methods for the photogeneration of quinone methides, concentrating on the use of hydroxy-substituted benzyl alcohols in aqueous media. It is shown tha
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26

NASCIMENTO, FRANCISCO E. DE L., and FREDDY BRAVO. "Review of Acangassuini Galileo & Martins, 2001 (Insecta, Coleoptera, Cerambycidae), with description of a new genus and species, and description of two new species in the tribes Methiini Thomson, 1860 and Oemini Lacordaire, 1868." Zootaxa 4379, no. 4 (2018): 576. http://dx.doi.org/10.11646/zootaxa.4379.4.9.

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Acangassuini is reviewed. Acangarana gen. nov. is described for A. santossilvai sp. nov. from Brazil. In addition, two species are newly described from Brazil: Methia flavomera sp. nov. (Methiini) and Stenoeme furca sp. nov. (Oemini).
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Lukeman, Matthew, Duane Veale, Peter Wan, V. Ranjit N. Munasinghe, and John ET Corrie. "Photogeneration of 1,5-naphthoquinone methides via excited-state (formal) intramolecular proton transfer (ESIPT) and photodehydration of 1-naphthol derivatives in aqueous solution." Canadian Journal of Chemistry 82, no. 2 (2004): 240–53. http://dx.doi.org/10.1139/v03-184.

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The photochemistry of naphthols 1, 2, 4, 5 and 9, and phenol 10 has been studied in aqueous solution with the primary aim of exploring the viability of such compounds for naphthoquinone and quinone methide photogeneration, along the lines already demonstrated by our group for phenol derivatives. 1-Naphthol (1) is known to be substantially more acidic than 2-naphthol (2) in the singlet excited state (pKa* = 0.4 and 2.8, respectively) and it was expected that this difference in excited-state acidity might be manifested in higher reactivity of 1-naphthol derivatives for photochemical reactions re
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28

Beghidja, Noureddine, Samir Benayache, Fadila Benayache, David W. Knight, and Benson M. Kariuki. "Crystal structure of pseudoguainolide." Acta Crystallographica Section E Crystallographic Communications 71, no. 3 (2015): o162. http://dx.doi.org/10.1107/s2056989015002510.

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The lactone ring in the title molecule, C15H22O3(systematic name: 3,4a,8-trimethyldodecahydroazuleno[6,5-b]furan-2,5-dione), assumes an envelope conformation with the methine C atom adjacent to the the methine C atom carrying the methyl substituent being the flap atom. The other five-membered ring adopts a twisted conformation with the twist being about the methine–methylene C—C bond. The seven-membered ring is based on a twisted boat conformation. No specific interactions are noted in the the crystal packing.
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Vlasak, Josef, T. Keith Philips, and Michael A. Ivie. "Notes on the Methiini (Coleoptera: Cerambycidae) of the West Indies." Coleopterists Bulletin 72, no. 4 (2018): 691–99. https://doi.org/10.1649/0010-065X-72.4.691.

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Vlasak, Josef, Philips, T. Keith, Ivie, Michael A. (2018): Notes on the Methiini (Coleoptera: Cerambycidae) of the West Indies. The Coleopterists Bulletin 72 (4): 691-699, DOI: 10.1649/0010-065X-72.4.691, URL: http://dx.doi.org/10.1649/0010-065x-72.4.691
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Caracelli, Ignez, Julio Zukerman-Schpector, Henrique J. Traesel, Paulo R. Olivato, Mukesh M. Jotani, and Edward R. T. Tiekink. "2-[(4-Chlorophenyl)sulfanyl]-2-methoxy-1-phenylethan-1-one: crystal structure and Hirshfeld surface analysis." Acta Crystallographica Section E Crystallographic Communications 74, no. 5 (2018): 703–8. http://dx.doi.org/10.1107/s2056989018006072.

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The title compound, C15H13ClO2S, comprises (4-chlorophenyl)sulfanyl, benzaldehyde and methoxy residues linked at a chiral methine-C atom (the crystal is racemic). A twist in the methine-C—C(carbonyl) bond [O—C—C—O torsion angle = 19.3 (7)°] leads to a dihedral angle of 22.2 (5)° between the benzaldehyde and methine+methoxy residues. The chlorobenzene ring is folded to lie over the O atoms, with the dihedral angle between the benzene rings being 42.9 (2)°. In the crystal, the carbonyl-O atom accepts two C—H...O interactions with methyl- and methine-C—H atoms being the donors. The result is an h
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Bicalho, Keylla U., Mariana M. Santoni, Philipp Arendt, et al. "CYP712K4 Catalyzes the C-29 Oxidation of Friedelin in the Maytenus ilicifolia Quinone Methide Triterpenoid Biosynthesis Pathway." Plant and Cell Physiology 60, no. 11 (2019): 2510–22. http://dx.doi.org/10.1093/pcp/pcz144.

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Abstract The native Brazilian plant Maytenus ilicifolia accumulates a set of quinone methide triterpenoids with important pharmacological properties, of which maytenin, pristimerin and celastrol accumulate exclusively in the root bark of this medicinal plant. The first committed step in the quinone methide triterpenoid biosynthesis is the cyclization of 2,3-oxidosqualene to friedelin, catalyzed by the oxidosqualene cyclase friedelin synthase (FRS). In this study, we produced heterologous friedelin by the expression of M. ilicifolia FRS in Nicotiana benthamiana leaves and in a Saccharomyces cer
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BEZARK, LARRY G., and ANTONIO SANTOS-SILVA. "Notes, synonymy and description in American Methiini (Coleoptera, Cerambycidae, Cerambycinae)." Zootaxa 4565, no. 1 (2019): 71. http://dx.doi.org/10.11646/zootaxa.4565.1.5.

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Tessaropa Haldeman, 1847 is considered a junior synonym of Methia Newman, 1842. Notes on Methia carioca (Martins, 1981) and M. elongata (Galileo & Martins, 2009) are provided. A new species, M. similis sp. nov., is described from Ecuador, becoming the second species of Methiini known in the country.
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Nascimento, Francisco E. De L., and Freddy Bravo. "Review of Acangassuini Galileo & Martins, 2001 (Insecta, Coleoptera, Cerambycidae), with description of a new genus and species, and description of two new species in the tribes Methiini Thomson, 1860 and Oemini Lacordaire, 1868." Zootaxa 4379, no. 4 (2018): 576–84. https://doi.org/10.11646/zootaxa.4379.4.9.

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Nascimento, Francisco E. De L., Bravo, Freddy (2018): Review of Acangassuini Galileo & Martins, 2001 (Insecta, Coleoptera, Cerambycidae), with description of a new genus and species, and description of two new species in the tribes Methiini Thomson, 1860 and Oemini Lacordaire, 1868. Zootaxa 4379 (4): 576-584, DOI: 10.11646/zootaxa.4379.4.9
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BEZARK, LARRY G., and ANTONIO SANTOS-SILVA. "A new genus and new species of Neotropical Cerambycinae (Coleoptera, Cerambycidae)." Zootaxa 5194, no. 4 (2022): 585–94. http://dx.doi.org/10.11646/zootaxa.5194.4.7.

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One new genus and three species are described and illustrated: Sulcogracilia mexicana new genus and species from Nuevo León, Mexico (Graciliini); Methia nigra sp. nov. from Quetzaltenango, Guatemala (Methiini) and Euderces lineatus from the State of Mexico, in Mexico (Tillomorphini). The new species of Euderces is included in a previous key.
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35

Sugumaran, M., H. Dali та V. Semensi. "The mechanism of tyrosinase-catalysed oxidative decarboxylation of α-(3,4-dihydroxyphenyl)-lactic acid". Biochemical Journal 277, № 3 (1991): 849–53. http://dx.doi.org/10.1042/bj2770849.

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Mushroom tyrosinase, which is known to catalyse the conversion of o-diphenols into o-benzoquinones, has been shown to catalyse the oxidative decarboxylation of 3,4-dihydroxymandelic acid [Sugumaran (1986) Biochemistry 25, 4489-4492]. To account for this unusual reaction, a quinone methide intermediate has been proposed. Since all attempts to trap this intermediate ended in vain, mechanistic studies were designed to support the formation of this transient product. Replacement of the alpha-proton in 3,4-dihydroxymandelic acid with a methyl group generates alpha-(3,4-dihydroxyphenyl)-lactic acid,
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36

Zhong, Jia-liang, Jia-wei Hou, Li-hong Liu, and He Liu. "Crystal structure of 1,7,8,9-tetrachloro-4-(2-fluorobenzyl)-10,10-dimethoxy-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione." Acta Crystallographica Section E Crystallographic Communications 71, no. 1 (2015): o32. http://dx.doi.org/10.1107/s2056989014026279.

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In the title compound, C17H12Cl4FNO4, the configuration of the cycloalkene skeleton isendo,cis. The benzene ring is twisted by 71.01 (11)° from the attached pyrrolidine ring. In the crystal, one of the methine groups of the fused-ring system forms a weak C—H...O hydrogen bond. The other methine groups participates in a C—H...F interaction to the same adjacent molecule. Together, these generate [010] chains.
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37

ZHU, Jianjun, Stephen G. WITHERS, Paul B. REICHARDT, Edward TREADWELL та Thomas P. CLAUSEN. "Salicortin: a repeat-attack new-mechanism-based Agrobacterium faecalis β-glucosidase inhibitor". Biochemical Journal 332, № 2 (1998): 367–71. http://dx.doi.org/10.1042/bj3320367.

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Salicortin, a natural product abundant in most members of the Salicaceae family, is a mechanism-based inactivator of Agrobacterium faecalis β-glucosidase. Inactivation is delayed in the presence of competitive inhibitors, thereby demonstrating the requirement for an enzyme-bound salicortin before inactivation. Product studies suggest that inactivation proceeds via a quinone methide intermediate formed by the fragmentation of the aglycone of salicortin while it is bound to the enzyme. Tryptic digest and HPLC/MS studies confirm the role of quinone methide attack and also show that the enzyme und
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38

Kolmakov, Kirill A., and A. Jerry Kresge. "Synthesis of possible o-thioquinone methide precursors." Canadian Journal of Chemistry 86, no. 2 (2008): 119–23. http://dx.doi.org/10.1139/v07-142.

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Investigating the synthetic accessibility of o-thioquinone methide precursors containing electron donating groups, we prepared four methyl- and methoxy-substituted 2H-benzo[b]thiete derivatives by means of flash vacuum pyrolysis of the corresponding benzooxathiinone species. Methyl- and methoxy-substituted substrates proved to be compatible with the pyrolysis protocol. The pyrolysis can be performed at considerably lower temperatures and with higher yields than in previously reported syntheses of nonsubstituted 2H-benzo[b]thiete. Under proper conditions the reaction products can be isolated in
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39

Nellaiappan, K., R. Ramakrishnan, and M. Jameela Banu. "Evidence for the presence of quinone methide isomerase in the metacercarial cyst of Microphallus sp. (Trematoda: Microphallidae)." Parasitology 103, no. 2 (1991): 299–303. http://dx.doi.org/10.1017/s0031182000059576.

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The white colour of the cyst wall of the metacercaria of Microphallus sp., even in the presence of dihydroxy phenol and phenoloxidase, is due to proteins generated through a possible quinone methide interaction. The quinone methide isomerase converts the phenoloxidase mediated quinone into β-hydroxy catechol. Formation of catechol from quinone by cyst extracts was observed spectrophotometrically and chromatographically. This enzyme is involved in detoxification of excess quinone and β-sclerotization of the cyst wall.
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40

Thierbach, Michael, and Anja Vomberg. "Permethrin in Schutzkleidung – Nutzen versus Gefährdung im europäischen Normentwurf/Permethrin in protective clothing – benefits versus hazards in the European draft standard." Gefahrstoffe 82, no. 03-04 (2022): 63–66. http://dx.doi.org/10.37544/0949-8036-2022-03-04-17.

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Ein Normentwurf zu mit Per- methrin behandelter Schutzkleidung zum Schutz gegen Zeckenstiche legte für den Wirkstoffgehalt Werte fest, die über die von der World Health Organization (WHO) empfohlenen Grenzwerte hinausgingen. Die Kommission Arbeitsschutz und Normung (KAN) hat sich auf Initiative der Sozialversicherung für Landwirtschaft, Forsten und Gartenbau (SVLFG) für eine Verbesserung des Normentwurfs eingesetzt und regt weitere Forschung zu dem Thema an.
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41

Sugumaran, M., H. Dali, and V. Semensi. "Mechanistic studies on tyrosinase-catalysed oxidative decarboxylation of 3,4-dihydroxymandelic acid." Biochemical Journal 281, no. 2 (1992): 353–57. http://dx.doi.org/10.1042/bj2810353.

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Mushroom tyrosinase, which is known to convert a variety of o-diphenols into o-benzoquinones, has been shown to catalyse an unusual oxidative decarboxylation of 3,4-dihydroxymandelic acid to 3,4-dihydroxybenzaldehyde [Sugumaran (1986) Biochemistry 25, 4489-4492]. The mechanism of this reaction was re-investigated. Although visible-region spectral studies of the reaction mixture containing 3,4-dihydroxymandelic acid and tyrosinase failed to generate the spectrum of a quinone product during the steady state of the reaction, both trapping experiments and non-steady-state kinetic experiments provi
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42

Ketuly, Kamal Aziz, A. Hamid A. Hadi та Seik Weng Ng. "3-Iodo-8β,9α,14α-estra-1,3,5(10)-trien-17-one". Acta Crystallographica Section E Structure Reports Online 65, № 6 (2009): o1195. http://dx.doi.org/10.1107/s1600536809014603.

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In the title compound, C18H21IO, the cyclohexane ring adopts a chair conformation, whereas the cyclopentane ring and the ten-membered tetraline portions each adopt an envelope conformation. For the five-membered ring, the methine C atom deviates by 0.638 (4) Å (r.m.s. of the four other atoms is 0.005 Å) and for the ten-membered ring, the methine C atom constituting the flap deviates by 0.671 (3) Å (r.m.s. of the other nine atoms is 0.066 Å).
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43

Caracelli, Ignez, Julio Zukerman-Schpector, Henrique J. Traesel, Paulo R. Olivato, Mukesh M. Jotani, and Edward R. T. Tiekink. "2-[(4-Bromophenyl)sulfanyl]-2-methoxy-1-phenylethan-1-one: crystal structure, Hirshfeld surface analysis and computational chemistry." Acta Crystallographica Section E Crystallographic Communications 75, no. 6 (2019): 816–22. http://dx.doi.org/10.1107/s2056989019006765.

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The title compound, C15H13BrO2S, comprises three different substituents bound to a central (and chiral) methine-C atom, i.e. (4-bromophenyl)sulfanyl, benzaldehyde and methoxy residues: crystal symmetry generates a racemic mixture. A twist in the molecule is evident about the methine-C—C(carbonyl) bond as evidenced by the O—C—C—O torsion angle of −20.8 (7)°. The dihedral angle between the bromobenzene and phenyl rings is 43.2 (2)°, with the former disposed to lie over the oxygen atoms. The most prominent feature of the packing is the formation of helical supramolecular chains as a result of met
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44

Pettigrew, Jeremy D., Rebecca P. Freeman, and Peter D. Wilson. "Total synthesis of (–)-xyloketal D and its enantiomer — Confirmation of absolute stereochemistry." Canadian Journal of Chemistry 82, no. 11 (2004): 1640–48. http://dx.doi.org/10.1139/v04-138.

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The total synthesis of (–)-xyloketal D and its enantiomer have been achieved by the reaction of an ortho-quinone methide with (4R)- and (4S)-4,5-dihydro-2,4-dimethylfuran via a diastereoselective inverse electron demand Diels–Alder reaction. This total synthesis confirmed the absolute stereochemistry of the natural product. The ortho-quinone methide was generated by reaction of an appropriately functionalized Mannich base with methyl iodide. The Mannich base was prepared in one step from 2,4-dihydroxyacetophenone, formaldehyde, and morpholine. The enantiomeric dihydrofurans were prepared from
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45

Patel, Anjan, Francesco Mazzini, Thomas Netscher та Thomas Rosenau. "A Novel Dimer of α-Tocopherol". Research Letters in Organic Chemistry 2008 (21 вересня 2008): 1–4. http://dx.doi.org/10.1155/2008/742590.

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Decomposition of the complex 4, formed between the α-tocopherol ortho-quinone methide (2) and NMMO, by fast heating from −78∘C to 70∘C in inert solvents produces a novel α-tocopherol dimer with 6H,12H-dibenzo[b,f][1,5]dioxocine structure (5) which—in contrast to the well-known spiro-dimer of α-tocopherol (3)—is symmetrical. This is the first example of a direct reaction of the highly transient zwitterionic, aromatic precursor 2a in the formation of the ortho-quinone methide 2.
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BOTERO, JUAN PABLO, LARRY BEZARK, and ANTONIO SANTOS-SILVA. "Neoxela: A new replacement name for Xela Botero, Bezark & Santos-Silva, 2020 (Coleoptera, Cerambycidae, Lamiinae)." Zootaxa 5169, no. 6 (2022): 599. http://dx.doi.org/10.11646/zootaxa.5169.6.6.

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Recently, Botero, Bezark & Santos-Silva (2020) described a new genus of Methiini (Cerambycinae), Xela, for their new species Xela tysoni, from Guatemala. Currently, the genus remains monotypic and the species is known only from their type locality. Unfortunately, the authors did not realize that the name had already been used for a trilobite species (Xela drena Jell, 1990). Herein, we propose a new replacement name for the genus.
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47

Migneault, David, Michael A. Bernstein, and Cheuk K. Lau. "Preparation of ortho-hydroxyalkylanilines as ortho-quinone methide imine precursors via an aminoborane complex." Canadian Journal of Chemistry 73, no. 9 (1995): 1506–13. http://dx.doi.org/10.1139/v95-186.

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A general process for ortho-specific hydroxyalkylation of secondary anilines has been developed. N-Methylanilinochlorophenylboranes react readily with aryl aldehydes, and with α,β-unsaturated or saturated aliphatic aldehydes to give the corresponding ortho-hydroxyalkylanilines in good yield. Thermolysis of the latter generated the corresponding ortho-quinone methide imine, which can participate in an electrocyclic or intramolecular [4 + 2] cycloaddition reaction to give various dihydro- and tetrahydroquinoline derivatives. Application of the method to the syntheses of 5-aza analogs of hexahydr
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48

Mastalerz, Harold, Taj Mohammad, and Martin S. Gibson. "A 2-methylthio-3,5-diaryl-1,3,4-thiadiazolium cation; its reactions, and further exploration of the chemistry of 2-alkyl-3,5-diaryl-1,3,4-thiadiazolium cations." Canadian Journal of Chemistry 65, no. 12 (1987): 2713–16. http://dx.doi.org/10.1139/v87-450.

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Activation of a representative 3,5-diaryl-1,3,4-thiadiazole-2-thione by thione S-methylation gives a cation that is readily susceptible to nucleophilic substitution. Reactions with diethyl malonate, ethyl acetoacetate, acetylacetone, cyclopentan-1,3-dione, or 3-ethylrhodanine under basic conditions lead to β,β-disubstituted methine bases and (or) β-substituted methine bases in cases where deacetylation occurs under the reaction conditions. This cation and the 2-alkyl-3,5-diaryl-1,3,4-thiadiazolium cation are convenient sources of a series of neutral and cationic dyes containing the 1,3,4-thiad
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49

Gupta, Ajay K., Ali Ben-Mahmud, Lisa J. Kamphuis, et al. "Methine bases in the benzothiazole, benzoselenazole, and quinoline series, and geometry and conformational preferences of their acyl derivatives." Canadian Journal of Chemistry 73, no. 8 (1995): 1278–86. http://dx.doi.org/10.1139/v95-157.

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Dimeric structures 2a–c are confirmed for the "methine bases" obtained from 2-methylbenzo-thiazolium and -selenazolium salts and aqueous sodium hydroxide, whereas monomeric structures 3 are confirmed for methine bases similarly derived from 2-methylquinolinium salts. The latter monomers dimerize slowly on standing. Monomeric methine bases 6–9, too hindered to dimerize, are described. 2-Acetonylidene-2,3-dihydro-3-methylbenzothiazole 10a and related compounds are assigned (Z) configurations on the basis of NOE difference spectra. Molecular mechanics calculations predict a slightly higher steric
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50

ET, Oğuzhan. "BÂKÎ’NİN “SÜNBÜL KASİDESİ”Nİ YÖNELİM METAFORLARI ÜZERİNDEN OKUMAK." Hacettepe Üniversitesi Türkiyat Araştırmaları Dergisi (HÜTAD), no. 38/Özel Sayı (July 7, 2023): 77–87. http://dx.doi.org/10.20427/turkiyat.1238993.

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Çağdaş metafor teorisinin kurucuları George Lakoff ve Mark Johnson, metafor kavramını bilişsel düzeyde ele almış ve bu kavramı yapı metaforları, yönelim metaforları ve ontolojik metaforlar olmak üzere üç kısma ayırmıştır. Yönelim metaforları; yukarı-aşağı, içeri-dışarı, ön-arka, merkez-çevre gibi uzay/mekân istikametleriyle ilişkili metaforlardır. Bu tür metaforlarda kavramlar, sözü edilen istikametlere göre organize edilmiştir. Bu çalışmada Bâkî’nin, hocası Karamanlı Mehmet Efendi için yazdığı “sünbül” redifli kasidesi, yönelim metaforları açısından ele alınmıştır. Kasidenin nesip bölümünde i
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