Supporting Information
Supporting Information File 1: Experimental details; statement of author contributions; 1H NMR spectra of 2b, 4a and 4b (Portable Document Format). | ||
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Supporting Information File 2: Crystal structure of 2b (Crystallographic Information File). | ||
Format: CIF | Size: 36.6 KB | Download |
Supporting Information File 3: Structure factors for 2b (Crystallographic Information File). | ||
Format: HKL | Size: 351.2 KB | Download |
Cite the Following Article
8-epi-Salvinorin B: crystal structure and affinity at the κ opioid receptor
Thomas A. Munro, Katharine K. Duncan, Richard J. Staples, Wei Xu, Lee-Yuan Liu-Chen, Cécile Béguin, William A. Carlezon Jr. and Bruce M. Cohen
Beilstein J. Org. Chem. 2007, 3, No. 1.
https://doi.org/10.1186/1860-5397-3-1
How to Cite
Munro, T. A.; Duncan, K. K.; Staples, R. J.; Xu, W.; Liu-Chen, L.-Y.; Béguin, C.; Carlezon, W. A., Jr..; Cohen, B. M. Beilstein J. Org. Chem. 2007, 3, No. 1. doi:10.1186/1860-5397-3-1
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- Woo, S.; Shenvi, R. A. Natural Product Synthesis through the Lens of Informatics. Accounts of chemical research 2021, 54, 1157–1167. doi:10.1021/acs.accounts.0c00791
- Mukherjee, N.; Maity, P.; Ranu, B. C. Use of ball milling for the synthesis of biologically active heterocycles. Green Synthetic Approaches for Biologically Relevant Heterocycles; Elsevier, 2021; pp 167–187. doi:10.1016/b978-0-12-820586-0.00007-8
- Hill, S. J.; Brion, A. U. C. M.; Shenvi, R. A. Chemical syntheses of the salvinorin chemotype of KOR agonist. Natural product reports 2020, 37, 1478–1496. doi:10.1039/d0np00028k
- Chakraborty, S.; Majumdar, S. Natural Products for the Treatment of Pain: Chemistry and Pharmacology of Salvinorin A, Mitragynine, and Collybolide. Biochemistry 2020, 60, 1381–1400. doi:10.1021/acs.biochem.0c00629
- Ventura, M.; Cecilia, J. A.; Rodríguez-Castellón, E.; Domine, M. E. Tuning Ca–Al-based catalysts’ composition to isomerize or epimerize glucose and other sugars. Green Chemistry 2020, 22, 1393–1405. doi:10.1039/c9gc02823d
- Abdullah, H. S. T. S. H.; Kan, S.-Y.; Chia, P. W. Microwave- and ultrasound-assisted heterocyclics synthesis in aqueous media. Green Sustainable Process for Chemical and Environmental Engineering and Science; Elsevier, 2020; pp 319–355. doi:10.1016/b978-0-12-819542-0.00010-5
- Farooq, S.; Ngaini, Z. One-Pot and Two-Pot Synthesis of Chalcone Based Mono and Bis-Pyrazolines. Tetrahedron Letters 2020, 61, 151416. doi:10.1016/j.tetlet.2019.151416
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- Koszelewski, D.; Borys, F.; Brodzka, A.; Ostaszewski, R. Synthesis of Enantiomerically Pure 5,6-Dihydropyran-2-ones via Chemoenzymatic Sequential DKR-RCM Reaction. European Journal of Organic Chemistry 2019, 2019, 1653–1658. doi:10.1002/ejoc.201801819
- Fernández-Sáez, N.; Rubio-Ruiz, B.; Campos, J. M.; Unciti-Broceta, A.; Carrión, M. D.; Camacho, M. E. Purine derivatives with heterocyclic moieties and related analogs as new antitumor agents. Future medicinal chemistry 2019, 11, 83–95. doi:10.4155/fmc-2018-0291
- Haghighat, M.; Shirini, F.; Golshekan, M. Efficiency of NaHSO4 modified periodic mesoporous organosilica magnetic nanoparticles as a new magnetically separable nanocatalyst in the synthesis of [1,2,4]triazolo quinazolinone/pyrimidine derivatives. Journal of Molecular Structure 2018, 1171, 168–178. doi:10.1016/j.molstruc.2018.05.112
- Wang, Y.; Metz, P. Total Synthesis of the Neoclerodane Diterpene Salvinorin A via an Intramolecular Diels-Alder Strategy. Organic letters 2018, 20, 3418–3421. doi:10.1021/acs.orglett.8b01357
- Roach, J. J.; Shenvi, R. A. A Review of Salvinorin Analogs and their Kappa-Opioid Receptor Activity. Bioorganic & medicinal chemistry letters 2018, 28, 1436–1445. doi:10.1016/j.bmcl.2018.03.029
- Nian, Y.; Lu, N.-H.; Liu, X.-L.; Li, D.-S.; Zhou, L.; Qiu, M.-H. Antiacetylcholinesterase triterpenes from the fruits of Cimicifuga yunnanensis. RSC advances 2018, 8, 7832–7838. doi:10.1039/c8ra00291f
- Hirasawa, S.; Cho, M.; Brust, T. F.; Roach, J. J.; Bohn, L. M.; Shenvi, R. A. O6C-20-nor-salvinorin A is a stable and potent KOR agonist. Bioorganic & medicinal chemistry letters 2018, 28, 2770–2772. doi:10.26434/chemrxiv.5728286
- Lu, Y.; Alujas-Burgos, S.; Oliveras-González, C.; Vázquez-Jiménez, L.; Rojo, P.; Alvarez-Larena, A.; Bayón, P.; Figueredo, M. Enantioselective approach to indolizidine and quinolizidine scaffolds. Application to the synthesis of peptide mimics. Tetrahedron 2018, 74, 104–116. doi:10.1016/j.tet.2017.11.042
Patents
- BEGUIN CECILE; POTUZAK JUSTIN STEPHEN; MUNRO THOMAS ANTHONY; DUNCAN KATHARINE K; CARLEZON WILLIAM A; COHEN BRUCE M; LIU-CHEN LEE-YUAN. Salvinorin derivatives and uses thereof. US 8492564 B2, July 23, 2013.
- BEQUIN CECILE; CARLEZON WILLIAM A; COHEN BRUCE M; HE MINSHENG; LEE DAVID YUE-WEI; RICHARDS MICHELE R; LIU-CHEN LEE-YUAN. Salvinorin derivatives and uses thereof. US 7629475 B2, Dec 8, 2009.