Collect. Czech. Chem. Commun.
1988, 53, 2664-2666
https://doi.org/10.1135/cccc19882664
Absolute configuration of gossypol
Liang Huanga, Yi-Kang Si, Günther Snatzkeb, Duo-Kai Zhenga and Jin Zhoua
a Institute of Materia Medica, Chinese Academy of Medical Sciences, Xian Nong Tan Street, Beijing 100050, China
b Chair for Structural Chemistry, Ruhruniversitat, POB 10 21 48 D-4630 Bochum, F.R.G.
Crossref Cited-by Linking
- Tajuddeen Nasir, Bringmann Gerhard: N,C-Coupled naphthylisoquinoline alkaloids: a versatile new class of axially chiral natural products. Nat. Prod. Rep. 2021, 38, 2154. <https://doi.org/10.1039/D1NP00020A>
- Nasrollahzadeh Mahmoud, Sajadi S. Mohammad, Honarmand Ebrahim, Maham Mehdi: Preparation of palladium nanoparticles using Euphorbia thymifolia L. leaf extract and evaluation of catalytic activity in the ligand-free Stille and Hiyama cross-coupling reactions in water. New J. Chem. 2015, 39, 4745. <https://doi.org/10.1039/C5NJ00244C>
- da Silva Araújo Francisca Diana, de Lima Fávaro Léia Cecilia, Araújo Welington Luiz, de Oliveira Fábio Lazzarotto, Aparicio Ricardo, Marsaioli Anita Jocelyne: Epicolactone – Natural Product Isolated from the Sugarcane Endophytic Fungus Epicoccum nigrum. Eur J Org Chem 2012, 2012, 5225. <https://doi.org/10.1002/ejoc.201200757>
- Bringmann Gerhard, Gulder Tanja, Gulder Tobias A. M., Breuning Matthias: Atroposelective Total Synthesis of Axially Chiral Biaryl Natural Products. Chem. Rev. 2011, 111, 563. <https://doi.org/10.1021/cr100155e>
- Przybylski Piotr, Kwit Marcin, Pyta Krystian, Pankiewicz Radosław, Schroeder Grzegorz, Gawroński Jacek, Brzezinski Bogumil: Structure and atropisomerisation of new diastereomeric gossypol Schiff bases with (R)-(+)-2-amino-3-benzyloxy-1-propanol studied by NMR, ECD and DFT methods. Tet Asymm 2010, 21, 973. <https://doi.org/10.1016/j.tetasy.2010.05.034>
- Jana Sreyashi, Haldar Satyajit, Koner Subratanath: Heterogeneous Suzuki and Stille coupling reactions using highly efficient palladium(0) immobilized MCM-41 catalyst. Tetrahetron Lett 2009, 50, 4820. <https://doi.org/10.1016/j.tetlet.2009.05.098>
- Gossypol as undesirable substance in animal feed - Scientific Opinion of the Panel on Contaminants in the Food Chain. EFSA Journal 2009, 7, 908. <https://doi.org/10.2903/j.efsa.2009.908>
- Sprogøe Kennett, Stærk Dan, Ziegler Hanne L., Jensen Thomas Høgh, Holm-Møller Søren B., Jaroszewski Jerzy W.: Combining HPLC-PDA-MS-SPE-NMR with Circular Dichroism for Complete Natural Product Characterization in Crude Extracts: Levorotatory Gossypol in Thespesia danis. J. Nat. Prod. 2008, 71, 516. <https://doi.org/10.1021/np800010r>
- Kenar James A.: Reaction chemistry of gossypol and its derivatives. J Americ Oil Chem Soc 2006, 83, 269. <https://doi.org/10.1007/s11746-006-1203-1>
- Mashraqui Sabir H, Patil Mamta B, Sangvikar Yogesh, Ashraf Mohamed, Mistry Hitesh D, Dâub Elise Trân Huu, Meetsma Auke: Synthesis and 1H NMR structural analysis of 11‐aryl/heteroarylnaphtha[2,1‐b]furans: X‐ray crystal structure of 11‐(4′‐pyridyl)naphtho[2,1 ‐b]furan. Journal of Heterocyclic Chem 2005, 42, 947. <https://doi.org/10.1002/jhet.5570420530>
- Goswami Shyamaprosad, Adak Avijit Kumar, Mukherjee Reshmi, Jana Subrata, Dey Swapan, Gallagher John F.: A convenient palladium catalyzed synthesis of symmetric biaryls, biheterocycles and biaryl chiral diamides. Tetrahedron 2005, 61, 4289. <https://doi.org/10.1016/j.tet.2005.02.019>
- Beisel Chase L., Dowd Michael K., Reilly Peter J.: Conformational analysis of gossypol and its derivatives by molecular mechanics. Journal of Molecular Structure: THEOCHEM 2005, 730, 51. <https://doi.org/10.1016/j.theochem.2005.05.010>
- Freedman Teresa B., Cao Xiaolin, Oliveira Regina V., Cass Quezia B., Nafie Laurence A.: Determination of the absolute configuration and solution conformation of gossypol by vibrational circular dichroism. Chirality 2003, 15, 196. <https://doi.org/10.1002/chir.10171>
- Gdaniec Maria: Crystal structure of the product of a condensation reaction of (�)-gossypol with (R)-(+)-1-phenylethylamine. Why do diastereoisomeric diaminogossypols cocrystallize?. J Incl Phenom Macrocycl Chem 1994, 17, 365. <https://doi.org/10.1007/BF00707132>
- Tahara Satoshi, Moriyama Masaaki, Ingham John L., Mizutani Junya: Isoflavone atropisomers from Piscidia erythrina. Phytochemistry 1993, 34, 545. <https://doi.org/10.1016/0031-9422(93)80043-R>
- Jaroszewski Jerzy W., Strøm‐Hansen Thorbjørn, Hansen Lars Lindgaard: Optical stability of gossypol. Chirality 1992, 4, 216. <https://doi.org/10.1002/chir.530040403>
- Bringmann Gerhard, Hartung Thomas, Göbel Lothar, Schupp Olaf, Ewers Christian L. J., Schöner Bernd, Zagst Rainer, Peters Karl, von Schnering Hans Georg, Burschka Christian: Novel Concepts in Directed Biaryl Synthesis, IX. Synthesis and Structure of Benzonaphthopyranones, Useful Bridged Model Precursors for Stereoselective Biaryl Syntheses. Liebigs Ann. Chem. 1992, 1992, 225. <https://doi.org/10.1002/jlac.199219920141>
- Bringmann Gerhard, Walter Rainer, Weirich Ralf: Der gezielte Aufbau von Biarylverbindungen: Moderne Konzepte und Strategien. Angewandte Chemie 1990, 102, 1006. <https://doi.org/10.1002/ange.19901020906>
- Bringmann Gerhard, Walter Rainer, Weirich Ralf: The Directed Synthesis of Biaryl Compounds: Modern Concepts and Strategies. Angew. Chem. Int. Ed. Engl. 1990, 29, 977. <https://doi.org/10.1002/anie.199009771>
- HUANG L., SI Y.‐K., SNATZKE G., ZHENG D.‐K., ZHOU J.: ChemInform Abstract: Absolute Configuration of Gossypol. ChemInform 1989, 20. <https://doi.org/10.1002/chin.198912047>