Supporting Information
Supporting Information File 1: Full experimental procedures and detailed analytical data for the synthesis of all compounds. | ||
Format: PDF | Size: 515.4 KB | Download |
Cite the Following Article
Total synthesis and biological evaluation of fluorinated cryptophycins
Christine Weiß, Tobias Bogner, Benedikt Sammet and Norbert Sewald
Beilstein J. Org. Chem. 2012, 8, 2060–2066.
https://doi.org/10.3762/bjoc.8.231
How to Cite
Weiß, C.; Bogner, T.; Sammet, B.; Sewald, N. Beilstein J. Org. Chem. 2012, 8, 2060–2066. doi:10.3762/bjoc.8.231
Download Citation
Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window
below.
Citation data in RIS format can be imported by all major citation management software, including EndNote,
ProCite, RefWorks, and Zotero.
Citations to This Article
Up to 20 of the most recent references are displayed here.
Scholarly Works
- Singh, L. Sub-Aerial Cyanobacteria: A Survey of Research with Antimicrobial Properties for Pharmaceutical Approaches. Focus on Bacterial Biofilms; IntechOpen, 2022. doi:10.5772/intechopen.102696
- Zhu, B.; Zhang, T.; Yu, Y.; Pan, D.; Mao, H.; Zhu, G.; Chang, J. Synthesis of γ-hydroxy-γ-perfluoroalkyl butenolides and exocyclic double bond butanolides via regioselective allylic alkylations of MBH carbonates with 2-perfluoroalkyl-oxazol-5(2H)-ones. Organic Chemistry Frontiers 2022, 9, 2955–2962. doi:10.1039/d2qo00321j
- Figueras, E.; Martins, A.; Borbély, A.; Le Joncour, V.; Cordella, P.; Perego, R.; Modena, D.; Pagani, P.; Esposito, S.; Auciello, G.; Frese, M.; Gallinari, P.; Laakkonen, P.; Steinkühler, C.; Sewald, N. Octreotide Conjugates for Tumor Targeting and Imaging. Pharmaceutics 2019, 11, 220. doi:10.3390/pharmaceutics11050220
- Figueras, E.; Borbély, A.; Ismail, M.; Frese, M.; Sewald, N. Novel unit B cryptophycin analogues as payloads for targeted therapy. Beilstein journal of organic chemistry 2018, 14, 1281–1286. doi:10.3762/bjoc.14.109
- Burman, R. P.; Gupta, S.; Bhatti, J.; Verma, K.; Rajak, D.; Gill, M. S. Convergent synthesis of Carpatamide-A: Cytotoxic arylamine derivative from marine derived Streptomyces sp. Natural product research 2018, 33, 1147–1157. doi:10.1080/14786419.2018.1460837
- Chen, H.; Lin, Z.; Arnst, K. E.; Miller, D. D.; Li, W. Tubulin Inhibitor-Based Antibody-Drug Conjugates for Cancer Therapy. Molecules (Basel, Switzerland) 2017, 22, 1281. doi:10.3390/molecules22081281
- Weiss, C.; Figueras, E.; Borbély, A.; Sewald, N. Cryptophycins: cytotoxic cyclodepsipeptides with potential for tumor targeting. Journal of peptide science : an official publication of the European Peptide Society 2017, 23, 514–531. doi:10.1002/psc.3015
- Neumeyer, M.; Brückner, R. Nonracemic γ-Lactones from the Sharpless Asymmetric Dihydroxylation of β,γ-Unsaturated Carboxylic Esters. European Journal of Organic Chemistry 2016, 2016, 5060–5087. doi:10.1002/ejoc.201600520
- Punirun, T.; Soorukram, D.; Kuhakarn, C.; Reutrakul, V.; Pohmakotr, M. Stereoselective Synthesis of 1-Fluoro-exo,exo-2,6-diaryl-3,7-dioxabicyclo[3.3.0]octanes: Synthesis of (±)-1-Fluoromembrine. The Journal of organic chemistry 2015, 80, 7946–7960. doi:10.1021/acs.joc.5b00970
- Kumar, A.; Kumar, M.; Sharma, S.; Guru, S. K.; Bhushan, S.; Shah, B. A. Design and synthesis of a new class of cryptophycins based tubulin inhibitors. European journal of medicinal chemistry 2015, 93, 55–63. doi:10.1016/j.ejmech.2014.11.068
- Herndon, J. W. The chemistry of the carbon-transition metal double and triple bond: Annual survey covering the year 2012. Coordination Chemistry Reviews 2014, 272, 48–144. doi:10.1016/j.ccr.2014.02.026
- Shklyaruck, D. G. A cyclopropanol-based approach to synthesis of Unit A of the cryptophycins. Tetrahedron: Asymmetry 2014, 25, 644–649. doi:10.1016/j.tetasy.2014.03.011
- Masusai, C.; Soorukram, D.; Kuhakarn, C.; Tuchinda, P.; Pakawatchai, C.; Saithong, S.; Reutrakul, V.; Pohmakotr, M. A synthesis of γ-trifluoromethyl α,β-unsaturated γ-butyrolactones using CF3SiMe3 as a trifluoromethylating agent. Organic & biomolecular chemistry 2013, 11, 6650–6658. doi:10.1039/c3ob41247d
- Weiss, C.; Sammet, B.; Sewald, N. Recent approaches for the synthesis of modified cryptophycins. Natural product reports 2013, 30, 924–940. doi:10.1039/c3np70022d
- Dixit, R. B.; Suseela, M. R. Cyanobacteria: potential candidates for drug discovery. Antonie van Leeuwenhoek 2013, 103, 947–961. doi:10.1007/s10482-013-9898-0
Patents
- STEINKUHLER M CHRISTIAN; GALLINARI M PAOLA; OSSWALD BIANCA; SEWALD NORBERT; RITZEFELD MARKUS; FRESE MARCEL. CRYPTOPHYCIN-BASED ANTIBODY-DRUG CONJUGATES WITH NOVEL SELF-IMMOLATIVE LINKERS. WO 2016146638 A1, Sept 22, 2016.
- STEINKUHLER CHRISTIAN; GALLINARI PAOLA; OSSWALD BIANCA; SEWALD NORBERT; RITZEFELD MARKUS; FRESE MARCEL; FIGUERAS EDUARD; PETHÖ LILLA. CRYPTOPHYCIN-BASED ANTIBODY-DRUG CONJUGATES WITH NOVEL SELF-IMMOLATIVE LINKERS. EP 3069734 A1, Sept 21, 2016.