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Journal articles on the topic 'Cuparenes'

Author: Grafiati

Published: 4 June 2021

Last updated: 14 February 2022

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1

OKANO, KOUJI, HIROSHI SUEMUNE, and KIYOSHI SAKAI. "Formal syntheses of (-)-.ALPHA.- and (+)-.BETA.-cuparenones, cuparene, and laurene." CHEMICAL & PHARMACEUTICAL BULLETIN 36, no. 4 (1988): 1379–85. http://dx.doi.org/10.1248/cpb.36.1379.

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2

Abad, Antonio, Consuelo Agulló, Manuel Arnó, Ana C. Cuñat, M. Teresa García та Ramón J. Zaragozá. "Enantioselective Synthesis of Cuparane Sesquiterpenes. Synthesis of (−)-Cuparene and (−)-δ-Cuparenol". Journal of Organic Chemistry 61, № 17 (1996): 5916–19. http://dx.doi.org/10.1021/jo960463g.

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3

ABAD, A., C. AGULLO, M. ARNO, A. C. CUNAT, M. T. GARCIA та R. J. ZARAGOZA. "ChemInform Abstract: Enantioselective Synthesis of Cuparane Sesquiterpenes. Synthesis of (-) -Cuparene and (-)-δ-Cuparenol." ChemInform 28, № 6 (2010): no. http://dx.doi.org/10.1002/chin.199706175.

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4

Fuganti, Claudio, and Stefano Serra. "Cuparene Sesquiterpenes: Synthesis of (+)-3-Hydroxycuparene and (+)-Cuparene." Journal of Organic Chemistry 64, no. 23 (1999): 8728–30. http://dx.doi.org/10.1021/jo9909148.

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5

Fuganti, Claudio, and Stefano Serra. "ChemInform Abstract: Cuparene Sesquiterpenes: Synthesis of (+)-3-Hydroxycuparene and (+)-Cuparene." ChemInform 31, no. 12 (2010): no. http://dx.doi.org/10.1002/chin.200012195.

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6

Ollivier, Jean, Pier Piras, Francesco Secci, and Angelo Frongia. "Convenient Formal Synthesis of (±)-Cuparene, (±)-Enokipodins A and B, and (±)-Cuparene-1,4-Quinone." Synthesis 2007, no. 7 (2007): 999–1002. http://dx.doi.org/10.1055/s-2007-965951.

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7

Srikrishna, A., G. Satyanarayana, and K. R. Prasad. "RCM‐Based Approach to (±)‐Cuparene." Synthetic Communications 37, no. 9 (2007): 1511–16. http://dx.doi.org/10.1080/00397910701229214.

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8

Ishibashi, Hiroyuki, Taru Su So, Hiroshi Nakatani, Kenjiro Minami, and Masazumi Ikeda. "A short synthesis of (±)-cuparene." J. Chem. Soc., Chem. Commun., no. 12 (1988): 827–28. http://dx.doi.org/10.1039/c39880000827.

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9

Zhao, Xue Zhi, Yan Xing Jia, and Yong Qiang Tu. "An Efficient Synthetic Approach to the Aromatic Sesquiterpenoids via a Smi2-Promoted Construction of Quaternary Centre." Journal of Chemical Research 2003, no. 2 (2003): 54–55. http://dx.doi.org/10.3184/030823403103173101.

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The total synthesis of the natural (±)-cuparene (1) and (±)-herbertene (2) has been carried out in eight steps from 2-cyclohexen-1-one (3) via a key quaternary carbon centre construction using a SmI2-promoted rearrangement of 2,3-epoxy alcohol.

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10

Kladi, Maria, Constantinos Vagias, Giovanni Furnari, Dimitri Moreau, Christos Roussakis, and Vassilios Roussis. "Cytotoxic cuparene sesquiterpenes from Laurencia microcladia." Tetrahedron Letters 46, no. 34 (2005): 5723–26. http://dx.doi.org/10.1016/j.tetlet.2005.06.076.

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11

Aavula, Bhasker Reddy, Qi Cui та Eugene A. Mash. "Synthesis of (S)-(−)-β-cuparenone and (S)-(−)-cuparene". Tetrahedron: Asymmetry 11, № 23 (2000): 4681–86. http://dx.doi.org/10.1016/s0957-4166(00)00457-2.

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12

Wang, Ya-Qi, Li Bao, Xiao-Li Yang, et al. "Four New Cuparene-Type Sesquiterpenes from Flammulina velutipes." Helvetica Chimica Acta 95, no. 2 (2012): 261–67. http://dx.doi.org/10.1002/hlca.201100289.

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13

Favaloro, Frank G., Christina A. Goudreau, Bradford P. Mundy, Thomas Poon, Sergei V. Slobodzian, and Bruce L. Jensen. "NATURAL PRODUCTS VIA REETZ CHEMISTRY SYNTHESIS OF (±)-CUPARENE." Synthetic Communications 31, no. 12 (2001): 1847–55. http://dx.doi.org/10.1081/scc-100104334.

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14

Konečný, Karel, Milan Streibl, Soňa Vašíčková, et al. "Constituents of the liverwort Bazzania trilobata of Czech origin." Collection of Czechoslovak Chemical Communications 50, no. 1 (1985): 80–93. http://dx.doi.org/10.1135/cccc19850080.

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From Bazzania trilobata of Czech origin a series of sesquiterpenoids were obtained as products identical with those described in a recent paper from the same species of Japanese origin, namely α- and β-barbatene, bazzanene, cuparene, calamenene, 5-hydroxy- and 7-hydroxycalamenene, and drimenol. Furthermore we obtained ledene, gymnomitrol, gymnomitrone and viridiflorol as new components for this plant. A detailed study of the wax components was performed, too. A study of seasonal variations of the essential oil content and of its composition is presented.

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15

Ho, Tse-Lok, and May-Hua Chang. "Synthesis of cuparene and herbertene via a common intermediate." Journal of the Chemical Society, Perkin Transactions 1, no. 17 (1999): 2479–82. http://dx.doi.org/10.1039/a904068d.

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16

Asakawa, Yoshinori, K. Husnu Can Baser, Bercu Erol, et al. "Volatile Components of Some Selected Turkish Liverworts." Natural Product Communications 13, no. 7 (2018): 1934578X1801300. http://dx.doi.org/10.1177/1934578x1801300729.

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The distribution of liverworts and hornworts in Turkey has been described. The volatile components of the ether extracts of some selected Turkish, Spanish and French liverwort species, Corsinia coriandrina, Lejeunea lamacerina, Lunularia cruciata, Marchantia polymorpha, Metzgeria furcata, Pellia neesiana, Porella cordaeana, Porella platyphylla and Scapania undulata were analysed by GC-MS. C. coriandrina produces isothiocyanates and S,S-dimethyliminodithiocarbonates similar to those isolated from the marine hydroid, Tridentata marginata. The species also produces the characteristic 2-arylbenzof

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17

Shaw, Kundan, Sovan Niyogi, Rhituparna Nandi та Vishnumaya Bisai. "Catalytic asymmetric total syntheses of (+)-α-cuparenone, (+)-cuparene and (+)-herbertene". Tetrahedron Letters 61, № 31 (2020): 152169. http://dx.doi.org/10.1016/j.tetlet.2020.152169.

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18

Favaloro, Frank G., Christina A. Goudreau, Bradford P. Mundy, Thomas Poon, Sergei V. Slobodzian, and Bruce L. Jensen. "ChemInform Abstract: Natural Products via Reetz Chemistry. Synthesis of (.+-.)-Cuparene." ChemInform 32, no. 48 (2010): no. http://dx.doi.org/10.1002/chin.200148140.

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19

Mao, Shui-Chun, and Yue-Wei Guo. "Cuparene-Derived Sesquiterpenes from the Chinese Red AlgaLaurencia okamurai Yamada." Helvetica Chimica Acta 88, no. 5 (2005): 1034–39. http://dx.doi.org/10.1002/hlca.200590074.

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20

Ludwiczuk, Agnieszka, and Yoshinori Asakawa. "Terpenoids Preserved in Fossils from Miocene-aged Japanese Conifer Wood." Natural Product Communications 10, no. 6 (2015): 1934578X1501000. http://dx.doi.org/10.1177/1934578x1501000664.

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The compositions of terpenoids from the solvent extracts of two silicified wood samples were analyzed using a GC/MS method. Chromatographic analysis showed that several biomolecules were preserved unaltered in the Miocene-aged Japanese wood. These were α-terpineol, α-cedrene, thujopsene, widdrol and ferruginol, among others. In addition to the bioterpenoids, the fossil woods contained a series of geoterpenoids that were generated from their biological precursors before and after burial. These were cadalene, daucalene, pseudowiddrene and cuparene. The chemical composition of both analyzed fossi

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21

Bovicelli, P., and E. Mincione. "The Synthesis via Organoiron Complexes of Pedicellanin Methyl Ether and Cuparene." Synthetic Communications 18, no. 16-17 (1988): 2037–50. http://dx.doi.org/10.1080/00397918808068272.

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22

Su, Shan, Wen-Shuang Sun, Bin Wang, et al. "A novel brominated cuparene-derived sesquiterpene ether from the red algaLaurenciasp." Journal of Asian Natural Products Research 12, no. 10 (2010): 916–20. http://dx.doi.org/10.1080/10286020.2010.506190.

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23

Ho, Tse-Lok, and May-Hua Chang. "ChemInform Abstract: Synthesis of Cuparene and Herbertene via a Common Intermediate." ChemInform 31, no. 3 (2010): no. http://dx.doi.org/10.1002/chin.200003181.

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24

Srikrishna, Adusumilli, та Kathiresan Krishnan. "Total synthese of (±)-cyclolaurene, (±)-epicylolaurene and (±)-β-cuparenones". Tetrahedron 48, № 16 (1992): 3429–36. http://dx.doi.org/10.1016/0040-4020(92)85016-8.

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25

Takano, Seiichi, Minoru Moriya та Kunio Ogasawara. "Enantiocontrolled syntheses of the cuparene sesquiterpenes, (−)-herbertene, (+)-β-cuparenone, (−)-debromoaplysin, and (−)-aplysin". Tetrahedron Letters 33, № 3 (1992): 329–32. http://dx.doi.org/10.1016/s0040-4039(00)74123-2.

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26

Shiao, Min-Jen, David Liang, Chung-Shan Ku, and Chia-Hsi Yang. "An Efficient Synthesis of (±)-Cuparene from 4,4-Dimethyl-2-Cyclohexen-1-One." Synthetic Communications 18, no. 13 (1988): 1553–63. http://dx.doi.org/10.1080/00397918808081313.

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27

Ishikawa, Noemia Kazue, Keiko Yamaji, Satoshi Tahara, Yukiharu Fukushi, and Kunihide Takahashi. "Highly oxidized cuparene-type sesquiterpenes from a mycelial culture of Flammulina velutipes." Phytochemistry 54, no. 8 (2000): 777–82. http://dx.doi.org/10.1016/s0031-9422(00)00189-8.

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28

Srikrishna, A., and M. Srinivasa Rao. "ChemInform Abstract: Total Synthesis of Enokipodins A-D and Cuparene-1,4-diol." ChemInform 42, no. 10 (2011): no. http://dx.doi.org/10.1002/chin.201110191.

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29

Angawi, Rihab F., Walied M. Alarif, Rehab I. Hamza, Farid A. Badria, and Seif-Eldin N. Ayyad. "New Cytotoxic Laurene-, Cuparene-, and Laurokamurene-Type Sesquiterpenes from the Red AlgaLaurencia obtusa." Helvetica Chimica Acta 97, no. 10 (2014): 1388–95. http://dx.doi.org/10.1002/hlca.201300464.

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30

Ishikawa, Noemia Kazue, Yukiharu Fukushi, Keiko Yamaji, Satoshi Tahara, and Kunihide Takahashi. "Antimicrobial Cuparene-Type Sesquiterpenes, Enokipodins C and D, from a Mycelial Culture ofFlammulinavelutipes." Journal of Natural Products 64, no. 7 (2001): 932–34. http://dx.doi.org/10.1021/np000593r.

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31

SRIKRISHNA, A., та K. KRISHNAN. "ChemInform Abstract: Total Syntheses of (.+-.)-Cyclolaurene, (.+-.)-Epicyclolaurene and (.+- .)-β-Cuparenones." ChemInform 23, № 34 (2010): no. http://dx.doi.org/10.1002/chin.199234265.

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32

Bailey, William F., and Atmaram D. Khanolkar. "Construction of a sterically congested carbon framework via 5-hexenyllithium cyclization. Synthesis of (±)-cuparene." Tetrahedron 47, no. 37 (1991): 7727–38. http://dx.doi.org/10.1016/s0040-4020(01)81931-1.

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33

Luderer, Matthew R., Michael J. Mealy, and William F. Bailey. "Asymmetric Intramolecular Carbolithiation of Achiral Substrates: Synthesis of Enantioenriched (R)-(+)-Cuparene and (R)-(+)-Herbertene." Journal of Organic Chemistry 79, no. 21 (2014): 10722–26. http://dx.doi.org/10.1021/jo502139m.

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34

Ichiba, Toshio, and Tatsuo Higa. "New cuparene-derived sesquiterpenes with unprecedented oxygenation pattern from the sea hare Aplysia dactylomela." Journal of Organic Chemistry 51, no. 17 (1986): 3364–66. http://dx.doi.org/10.1021/jo00367a021.

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35

Nascimento, Camila B., Leandro A. Avelar, Danilo C. Arantes, Noêmia K. Ishikawa, and Fernando Macedo. "Synthetic approach towards cuparene-type sesquiterpenes via highly regioselective epoxide opening under acid catalysis." Monatshefte für Chemie - Chemical Monthly 149, no. 10 (2018): 1899–904. http://dx.doi.org/10.1007/s00706-018-2199-6.

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36

Das, Jayashankar, Ashiho A. Mao, and Pratap J. Handique. "Terpenoid Compositions and Antioxidant Activities of Two Indian Valerian Oils from the Khasi Hills of North-east India." Natural Product Communications 6, no. 1 (2011): 1934578X1100600. http://dx.doi.org/10.1177/1934578x1100600131.

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The volatile constituents of Valeriana jatamansi Jones and V. hardwickii Wall. (Valerianaceae) collected from the Khasi Hills of northeast India were analyzed by GC and GC/MS. Twenty-seven and twenty-one compounds were characterized and identified from V. jatamansi and V. hardwickii samples, representing 90.6% and 82.7% of the total oil, respectively. Sesquiterpenes were shown to be the main constituents in both the oil samples. Maaliol (26.1%), patchouli alcohol (9.3%) and α-gurjunene (8.7%) were the major components of V. jatamansi oil, whereas valeracetate (21.3%), methyl linoleate (14.1%),

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37

Paul, Tapas, Ashutosh Pal та Debabrata Mukherjee. "Stereocontrolled total synthesis of (±)-tochuinyl acetate and facile total synthesis of (±)-α-cuparenone and (±)-cuparene". Arkivoc 2003, № 9 (2004): 104–14. http://dx.doi.org/10.3998/ark.5550190.0004.913.

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38

Kametani, Tetsuji, Kuniaki Kawamura, Masayoshi Tsubuki, and Toshio Honda. "Synthesis of aromatic sesquiterpenes, (±)-cuparene and (±)-laurene by means of an intramolecular carbenoid displacement (ICD) reaction." J. Chem. Soc., Perkin Trans. 1, no. 2 (1988): 193–99. http://dx.doi.org/10.1039/p19880000193.

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39

Angawi, Rihab F., Walied M. Alarif, Rehab I. Hamza, Farid A. Badria, and Seif-Eldin N. Ayyad. "ChemInform Abstract: New Cytotoxic Laurene-, Cuparene-, and Laurokamurene-Type Sesquiterpenes from the Red Alga Laurencia obtusa." ChemInform 46, no. 16 (2015): no. http://dx.doi.org/10.1002/chin.201516284.

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40

BAILEY, W. F., and A. D. KHANOLKAR. "ChemInform Abstract: Construction of a Sterically Congested Carbon Framework via 5- Hexenyllithium Cyclization. Synthesis of (.+-.)-Cuparene." ChemInform 23, no. 2 (2010): no. http://dx.doi.org/10.1002/chin.199202263.

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41

Fadel, Antoine, Jean-Louis Canet та Jacques Salaün. "Optically Active Cyclopentanones from Chiral Malonates: A Versatile Approach to (+)-α-and (-)-β-Cuparenones". Synlett 1991, № 01 (1991): 60–62. http://dx.doi.org/10.1055/s-1991-20630.

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42

Bauch, J., J. Puls, R. Klupsch, and C. Vogel. "Biological and chemical characteristics of "included sapwood" of Juniperus virginiana L." Holzforschung 58, no. 1 (2004): 74–81. http://dx.doi.org/10.1515/hf.2004.010.

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Abstract The reddish-violet heartwood of Juniperus virginiana L. contains irregularly distributed and longitudinally oriented streaks of light-coloured wood, described as “included sapwood”. A histological study revealed that a blockage of the rays, which is caused by wounds often associated with tiny shakes, branch stubs and included bark, may lead to this anomaly. A study of fresh wood immediately after felling of the trees showed that “included sapwood” lacks physiological activity similar to the adjacent normal heartwood. Cellular UV-spectroscopic analysis revealed a secondary metabolism p

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43

Ballini, Roberto, Marino Petrini, and Emanuela Marotta. "An Improved, Simple Synthesis of 3-Methyl-2-(4-Methylphenyl) Cyclopenten-2-One: An Important Intermediate in Cuparene Synthesis." Synthetic Communications 17, no. 5 (1987): 543–48. http://dx.doi.org/10.1080/00397918708056440.

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44

Nayek, Abhijit, Michael G. B. Drew, and Subrata Ghosh. "Convenient route to enantiopure aryl cyclopentanes via Diels–Alder reaction of asymmetric dienes. Total synthesis of (+)-herbertene and (+)-cuparene." Tetrahedron 59, no. 28 (2003): 5175–81. http://dx.doi.org/10.1016/s0040-4020(03)00807-x.

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45

Kametani, Tetsuji, Kuniaki Kawamura, Masayoshi Tsubuki, and Toshio Honda. "Synthesis of an aromatic sesquiterpene, (±)-cuparene,via construction of a quaternary carbon centre by an intramolecular carbenoid displacement reaction." J. Chem. Soc., Chem. Commun., no. 19 (1985): 1324–25. http://dx.doi.org/10.1039/c39850001324.

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46

Mandelt, Klaus. "Mono- and Bicyclic Cyclopentenes by Rearrangement of 1-Methylcyclobutylmethanols: Synthesis of (±)-Cuparene and Formal Syntheses of (±)-Laurene and (±)-Herbertene." Synthesis 1998, no. 10 (1998): 1523–26. http://dx.doi.org/10.1055/s-1998-2168.

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47

Niu, Siwen, Longhe Yang, Gaiyun Zhang, et al. "Phenolic bisabolane and cuparene sesquiterpenoids with anti-inflammatory activities from the deep-sea-derived Aspergillus sydowii MCCC 3A00324 fungus." Bioorganic Chemistry 105 (December 2020): 104420. http://dx.doi.org/10.1016/j.bioorg.2020.104420.

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48

Schuda, Paul Francis, Steven J. Potlock, and Herman Ziffer. "Use of the ketel claisen rearrangement for the synthesis of cyclic sesquiterpenes containing quaternary centers. A formal synthesis of cuparene." Tetrahedron 43, no. 3 (1987): 463–68. http://dx.doi.org/10.1016/s0040-4020(01)89978-6.

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49

Surup, Frank, Benjarong Thongbai, Eric Kuhnert, Enge Sudarman, Kevin D. Hyde, and Marc Stadler. "Deconins A–E: Cuparenic and Mevalonic or Propionic Acid Conjugates from the Basidiomycete Deconica sp. 471." Journal of Natural Products 78, no. 4 (2015): 934–38. http://dx.doi.org/10.1021/np5010104.

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50

Eilbracht, Peter, Erika Balß та Michael Acker. "Zur Regio- und Stereoselektivität der hydrocarbonylierenden Cyclisierung von 1,4-Dienen mit Kohlenmonoxid: Synthese des (±)-(α)-Cuparenons". Chemische Berichte 118, № 2 (1985): 825–39. http://dx.doi.org/10.1002/cber.19851180240.

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