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, C(24)-C(26')-H(26D), vol.108

, H(26C)-C(26')-H(26D), vol.107

, C(28')-C(27')-C(26'), vol.125

, C(28')-C(27')-H(27'), vol.117

, C(26')-C(27')-H(27'), vol.117

, C(27')-C(28')-C(29'), vol.126

, C(27')-C(28')-H(28') 116

, C(29')-C(28')-H(28') 116

, C(30')-C(29')-C(28'), vol.127

, C(30')-C(29')-H(29'), vol.116

, C(28')-C(29')-H(29'), vol.116

, C(29')-C(30')-C(31') 124, vol.8

, C(29')-C(30')-H(30') 117

, C(31')-C(30')-H(30') 117

, C(30')-C(31')-C(32'), vol.111

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, O(1)-H(1A) equivalent atoms: (1) www.cervco.fr/fr/maladie/questions-frequentes

H. C. Stary, A. B. Chandler, R. E. Dinsmore, V. Fuster, S. Glagov et al.,

M. E. Rosenfeld, C. J. Schwartz, W. D. Wagner, R. W. Wissler, A. Broisat et al., Circulation 1995, 92, 1355 ; dx, Médecine Nucléaire-Imagerie fonctionnelle et métabolique 2005, vol.29, pp.198-202

H. C. Stary, A. B. Chandler, R. E. Dinsmore, V. Fuster, S. Glagov et al.,

M. E. Rosenfeld, C. J. Schwartz, W. D. Wagner, and R. W. Wissler, Arteriosclerosis, Thrombosis, and Vascular Biology 1995, 15, 1512 ; dx, Bonnet J. ; EMC-Cardiologie-Angéiologie, vol.2, issue.5, pp.436-458, 2005.

,

P. Baudin and B. , , vol.409, pp.41-50, 2009.

G. Russo, J. A. Leopold, and J. Loscalzo, Vascular Pharmacology, vol.38, pp.259-269, 2002.

,

M. Mittal, R. Siddiqui, M. Tran, K. Reddy, S. P. Malik et al., Antioxydants & Redox Signaling, vol.20, issue.9, pp.1126-1167, 2014.

M. A. Gimbrone, J. N. Topper, T. Nagel, K. R. Anderson, G. Garcia-cardeña et al., Postgraduate Medical Journal, vol.902, issue.10, pp.144-150, 2000.

O. Huet and J. Duranteau, , vol.17, pp.387-392, 2008.

, Journal of Molecular and Cellular Cardiology, vol.31, issue.14, pp.23-37, 1999.

S. Sitia, L. Tomasoni, F. Atzeni, G. Ambrosio, C. Cordiano et al., Autoimmunity Reviews, vol.9, issue.15, pp.830-834, 2010.

, Superville A. : Nouvelles voies de régulation contrôlant l'homéostasie lipidique et l'inflammation dans le macrophage humain au cours de l'athérosclérose

U. Pierre, M. Curie-;-davignon, J. Ganz, and P. , , vol.109, 2004.

A. Broisat, L. Riou, D. Fagret, C. Ghezzi, P. F. Davies et al., Proceedings of the National Academy of Sciences of the United States of America, vol.29, pp.3-6, 1986.

K. Heo, K. Fujiwara, and J. Abe, Molecules and Cells, vol.37, issue.21, pp.435-440, 2014.

B. Ouweneel and M. Van-eck, Vascular Pharmacology, vol.82, issue.22, pp.1-10, 2016.

J. Cillard, S. D. Cillard-p-;-aust, B. A. Svingen, R. Salvayre, A. Negre-salvayre et al., Biochimie, vol.13, issue.23, pp.281-296, 1982.

K. Moore, F. Sheedy, and E. Fisher, Nature reviews. Immunology, vol.13, issue.26, pp.709-721, 2013.

K. J. Woollard and F. Geissmann, Nature reviews. Cardiology, vol.7, issue.27, pp.77-86, 2010.

K. Ley, C. Laudanna, M. I. Cybulsky, S. Nourshargh, D. Dunon et al., Current Opinion in Cell Biology, vol.7, issue.28, pp.714-723, 1996.

, Internal Medicine Journal, vol.33, pp.380-386, 2003.

A. Hidalgo, A. J. Peired, M. K. Wild, D. Vestweber, and P. S. Frenette, Clinica Chimica Acta, vol.26, issue.32, pp.245-252, 2007.

, 34) Bobryshev V. ; Micron, vol.37, pp.208-222, 2006.

D. R. Michael, T. G. Ashlin, C. S. Davies, H. Gallagher, T. W. Stoneman et al., Progress in Lipid Research, vol.64, issue.36, pp.117-122, 2011.

M. R. Bennett, S. Sinha, and G. K. Owens, Circulation Research, vol.118, p.692, 2016.

R. Virmani, F. D. Kolodgie, A. P. Burke, A. Farb, S. M. Schwartz et al., European Journal of Medicinal Chemistry, vol.20, issue.39, pp.295-312, 1262.

, 43) Carocho M., Ferreira I. C. ; Food and Chemical Toxicology, vol.51, pp.15-25, 2013.

A. Pisoschi, M. Pop, and A. , European Journal of Medicinal Chemistry, vol.97, issue.44, pp.55-74, 2015.

H. N. Siti, Y. Kamisah, and J. Kamsiah, Vascular Pharmacology, vol.71, issue.45, pp.40-56, 2015.

M. Oroian and I. Escriche, Food Research International, vol.74, issue.46, pp.10-36, 2015.

N. Rani, S. Bharti, B. Krishnamurthy, J. Bhatia, C. Sharma et al., Current pharmaceutical biotechnology, vol.22, issue.47, pp.307-313, 2000.

E. G. Yordi, E. M. Pérez, M. J. Matos, E. U. Villares, J. Bouayed et al., Antioxidant and pro-oxidant effects of polyphenolic compounds and structure-activity relationship evidence 2012, Oxidative Medicine and Cellular Longevity, vol.3, issue.54, pp.228-237, 2010.

, Toxicology Letters, vol.159, pp.1-12, 2005.

G. M. Lowe, K. Vlismas, A. J. Young, G. M. Lowe, L. A. Booth et al., 59) Mallat Z., Tedgui A. ; Le Courrier de l'Arcol et de la SFA, Journal of Medicinal Chemistry, vol.24, issue.57, pp.62-74, 2001.

E. M. Driggers, S. P. Hale, J. Lee, and N. K. Terrett, Nature Reviews, Drug Discovery, vol.7, issue.63, pp.1409-1438, 2008.

T. Ak and ?. Gülçin, Chemico-Biological Interactions, vol.174, issue.65, pp.27-37, 2008.

T. Esatbeyoglu, P. Huebbe, I. M. Ernst, D. Chin, A. E. Wagner et al., Angewandte Chemie International Edition, vol.51, issue.66, pp.5308-5332, 2012.

A. Goel, A. B. Kunnumakkara, and B. B. Aggarwal, Biochemical Pharmacology, vol.75, issue.67, pp.787-809, 2008.

,

K. Nagahama, T. Utsumi, T. Kumano, S. Maekawa, N. Oyama et al., BioFactors, 2016.

Z. Moghadamtousi, S. , A. Kadir, H. Hassandarvish, P. Tajik et al., , vol.4, pp.10815-10829, 2014.

P. J. Roughley and D. A. Whiting, Tetrahedron Letters, vol.12, pp.3741-3746, 1971.

T. Inoue, N. Kenmochi, N. Furukawa, and F. Masao, Bioorganic & Medicinal Chemistry Letters, vol.26, pp.3248-3251, 1987.

T. Akihisa, A. Takeda, H. Akazawa, T. Kikuchi, S. Yokokawa et al.,

K. Watanabe, V. Lakshmi-niranjan-reddy, K. Ravinder, M. Srinivasulu, and T. Venkateshwar-goud, Chemistry & Biodiversity, vol.9, issue.76, pp.1475-1489, 2012.

M. Reddy, S. Srujankumar, D. , P. Rao, T. Suryanarayana-murty et al., Biological and Pharmaceutical Bulletin, vol.51, issue.79, pp.4026-4029, 2003.

M. Nagai, M. Kubo, M. Fujita, T. Inoue, M. Matsuo et al., The Journal of Organic Chemistry, vol.77, pp.914-924, 1976.

Q. Ding, Q. Wang, H. He, and Q. Cai, Organic Letters, vol.19, issue.85, pp.1804-1807, 2017.

A. J. Pearson and J. G. Park, The Journal of Organic Chemistry, vol.57, issue.86, pp.1744-1752, 1992.

A. J. Pearson, Tetrahedron Letters, vol.87, pp.735-738, 1996.

J. W. Janetka, D. H. Rich, N. Jalalian, T. B. Petersen, N. Olofsson-b-;-panda et al., Organic preparations and procedures international 2013, vol.119, pp.13832-13840, 1901.

H. L. Aalten, G. Van-koten, D. M. Grove, T. Kuilman, O. G. Piekstra et al.,

R. A. Sheldon, (97) Cohen T., Cristea I, Journal of the American Chemical Society, vol.45, pp.748-753, 1976.

J. F. Bunnett and J. K. Kim, (99) Paine J, Journal of the American Chemical Society, vol.92, pp.1496-1502, 1970.

G. O. Jones, P. Liu, K. N. Houk, S. L. Buchwald, E. Sperotto et al., Journal of the American Chemical Society, vol.132, issue.100, pp.3624-3626, 1964.

L. Shen, C. J. Simmons, and D. Sun, Tetrahedron Letters, vol.53, issue.103, pp.4173-4178, 2012.

V. C. Bryant, K. Kumar, G. D. Nyong, A. M. Natarajan, A. ;-kishore-kumar et al., Bioorganic & Medicinal Chemistry Letters, vol.22, issue.104, pp.2103-2105, 2008.

G. M. Keseru, Z. Dienes, M. Nogradi, B. Kajtar-peredy-m-;-vermes, G. M. Keseru et al., SCH-Models in chemistry, vol.58, pp.2394-2395, 1974.

T. Kurihara, Y. Nakajima, and O. Mitsunobu, Tetrahedron Letters, vol.17, issue.112, pp.2455-2458, 1976.

Z. Zhu, M. Q. Salih, E. Fynn, A. D. Bain, C. M. Beaudry et al., Journal of the American Chemical Society, vol.78, issue.113, pp.137-148, 2005.

R. Taylor, J. Louvel, J. F. Carvalho, Z. Yu, M. Soethoudt et al., Journal of Medicinal Chemistry, vol.67, issue.118, pp.9427-9440, 1967.

D. Crouch, Y. Nakao, E. Shirakawa, T. Tsuchimoto, T. Hiyama et al., Pyrazinecarboxamide derivativesas epithelial sodium channel inhibitors and their preparation, pharmaceutical compositions and use for the treatment of cysticfibrosis and other chronic diseases, Journal of Organometallic Chemistry, vol.60, issue.121, pp.4225-4228, 1988.

F. Yokokawa, A. Inaizumi, and T. Shioiri, Tetrahedron, vol.61, issue.124, pp.1459-1480, 2005.

N. Shakya, K. Roy, and K. Saxena, Bioorganic & Medicinal Chemistry, vol.17, issue.125, pp.830-847, 2009.

, Organic Letters, vol.4, issue.126, pp.3001-3003, 2002.

A. Jeevanandam, K. Narkunan, Y. Ling, W. Rao, X. Zhang et al., The Journal of Organic Chemistry, vol.66, issue.127, pp.2691-2694, 2001.

N. K. Anand, E. M. Carreira, K. J. Hale, Z. Xiong, L. Wang et al., Chemistry-A European Journal, vol.123, pp.7219-7232, 1999.

E. B. Castillo-contreras and G. R. Dake, Organic Letters, vol.16, issue.136, pp.1642-1645, 2014.

J. Keilitz, S. G. Newman, and M. Lautens, Organic Letters, vol.15, issue.137, pp.1148-1151, 2013.

V. C. Bryant, G. D. Kumar, A. M. Nyong, and A. Natarajan, Bioorganic & Medicinal Chemistry Letters, vol.22, issue.138, pp.874-877, 2012.

G. M. Shibuya, J. S. Kanady, C. D. Vanderwal, W. Zhao, X. Feng et al., Journal of the American Chemical Society, vol.130, issue.140, pp.4540-4543, 2008.

G. I. Gonzalez and J. Zhu, The Journal of Organic Chemistry, vol.64, issue.143, pp.914-924, 1999.

A. B. Smith, S. R. Schow, J. D. Bloom, A. S. Thompson, K. N. Winzenberg et al., Journal of the American Chemical Society, vol.104, issue.144, pp.3303-3309, 1982.

R. J. Arhart, J. C. Martin, V. T. Salunkhe, S. Bhosale, P. Punde et al., WO 2007117482, vol.94, pp.1327-1328, 1913.

S. Tripathi, M. Chan, C. Chen, N. Vongvanich, P. Kittakoop et al., Bioorganic & Medicinal Chemistry Letters, vol.22, issue.153, pp.1346-1348, 2002.

S. Schieferdecker, S. König, A. Koeberle, H. Dahse, O. Werz et al., Nature Reviews : Neuroscience, vol.78, issue.155, pp.553-564, 1950.

W. Kassouf, S. Tanguay, A. G. Aprikian, M. Moguilewsky, C. Bertagna et al., Journal of Steroid Biochemistry, vol.169, issue.159, pp.871-875, 1987.

O. P. Thomas, R. Manetsch, A. Krasi?ski, Z. Radi?, J. Raushel et al., Journal of the American Chemical Society, vol.72, issue.162, pp.12809-12818, 2004.

D. Dheer, V. Singh, and R. Shankar, Bioorganic Chemistry, vol.71, issue.163, pp.30-54, 2017.

B. Jiang, X. Huang, H. Yao, J. Jiang, X. Wu et al., Bioorganic & Medicinal Chemistry Letters, vol.12, issue.164, pp.3821-3839, 2005.

D. L. Minor, S. D. Wyrick, P. L. Charifson, V. J. Watts, D. E. Nichols et al., Journal of Medicinal Chemistry, vol.111, issue.167, pp.6557-6602, 1994.

E. Valeur and M. Bradley, Chemical Society Reviews, vol.38, issue.169, pp.606-631, 2009.

S. Itsuno, T. Oonami, N. Takenaka, N. Haraguchi, D. L. Boger et al., Advanced Synthesis & Catalysis, vol.357, pp.5902-5905, 1993.

D. L. Boger and D. Yohannes, Journal of the American Chemical Society, vol.113, issue.175, pp.1763-1767, 1991.

S. I. Sviridov, A. A. Vasil'ev, N. L. Sergovskaya, M. V. Chirskaya, and S. V. Shorshnev, (178) Elamari H. ; Etudes sur la catalyse de la réaction de Huisgen et nouvelles applications synthétiques, Angewandte Chemie, vol.62, issue.177, pp.565-598, 1963.

, Chemical Communications, pp.2450-2451, 2003.

C. W. Tornøe, C. Christensen, V. V. Meldal-m-;-rostovtsev, L. G. Green, V. V. Fokin et al., Angewandte Chemie International Edition, vol.67, issue.181, pp.2596-2599, 2002.

F. Colombo, C. Tintori, A. Furlan, S. Borrelli, M. S. Christodoulou et al., Bioorganic & Medicinal Chemistry Letters, vol.41, issue.183, pp.270-276, 2010.

V. Costantino, E. Fattorusso, A. Mangoni, C. Perinu, R. Teta et al., The Journal of Organic Chemistry, vol.77, pp.271-277, 1986.

C. Su-young, L. Minhyung, K. Sung-wan, Y. Han, B. Frigerio et al., Synthetic progress toward parvistemonine, spiroxins A and B, and generation of palmarumycin analogues, The Journal of Organic Chemistry, vol.25, issue.188, pp.4537-4538, 0191.

R. A. Lewthwaite, M. C. Pritchard, J. Raphy, K. Meecham, G. S. Ratcliffe et al., Journal of Medicinal Chemistry, vol.39, pp.1664-1675, 1996.

B. M. Trost, V. S. Yeh, H. Ito, and N. Bremeyer, Organic Letters, vol.4, pp.2621-2623, 2002.

R. Tello-aburto, K. A. Kalstabakken, A. M. Harned, M. A. Ischay, Z. Lu et al., Journal of the American Chemical Society, vol.11, issue.193, pp.1136-1139, 2010.

,