Synthesis and antifungal properties of papulacandin derivatives

Marjolein van der Kaaden, Eefjan Breukink and Roland J. Pieters
Beilstein J. Org. Chem. 2012, 8, 732–737. https://doi.org/10.3762/bjoc.8.82

Supporting Information

Supporting Information File 1: Synthetic procedures, the biological assay procedure and spectral data.
Format: PDF Size: 2.8 MB Download

Cite the Following Article

Synthesis and antifungal properties of papulacandin derivatives
Marjolein van der Kaaden, Eefjan Breukink and Roland J. Pieters
Beilstein J. Org. Chem. 2012, 8, 732–737. https://doi.org/10.3762/bjoc.8.82

How to Cite

van der Kaaden, M.; Breukink, E.; Pieters, R. J. Beilstein J. Org. Chem. 2012, 8, 732–737. doi:10.3762/bjoc.8.82

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

  • Meagher, R. B.; Lewis, Z. A.; Ambati, S.; Lin, X. DectiSomes: C-type lectin receptor-targeted liposomes as pan-antifungal drugs. Advanced drug delivery reviews 2023, 196, 114776. doi:10.1016/j.addr.2023.114776
  • Hussain, N.; Rasool, F.; Khan, S.; Saleem, M.; Maheshwari, M. Advances in the Synthesis of Natural Products and Medicinally Relevant Molecules from Glycals. ChemistrySelect 2022, 7. doi:10.1002/slct.202201873
  • Ghosh, S.; Nag, M.; Lahiri, D.; Sarkar, T.; Pati, S.; Joshi, S.; Ray, R. R. New holistic approach for the management of biofilm-associated infections by myco-metabolites. Journal of basic microbiology 2022, 62, 1291–1306. doi:10.1002/jobm.202200047
  • Curto, M. Á.; Butassi, E.; Ribas, J. C.; Svetaz, L.; Cortés, J. C. G. Natural products targeting the synthesis of β(1,3)-D-glucan and chitin of the fungal cell wall. Existing drugs and recent findings. Phytomedicine : international journal of phytotherapy and phytopharmacology 2021, 88, 153556. doi:10.1016/j.phymed.2021.153556
  • Ghouilem, J.; de Robichon, M.; Le Bideau, F.; Ferry, A.; Messaoudi, S. Emerging Organometallic Methods for the Synthesis of C-Branched (Hetero)aryl, Alkenyl, and Alkyl Glycosides: C-H Functionalization and Dual Photoredox Approaches. Chemistry (Weinheim an der Bergstrasse, Germany) 2020, 27, 491–511. doi:10.1002/chem.202003267
  • Mishra, D. R.; Nayak, S.; Raiguru, B. P.; Mohapatra, S.; Podh, M. B.; Sahoo, C. R.; Padhy, R. N. Synthesis of (4S)‐4‐C‐spiro‐glycosyl‐chromeno‐[3,4‐d][1,2,3]triazoles: Biological evaluation and molecular docking investigation. Journal of Heterocyclic Chemistry 2020, 58, 111–126. doi:10.1002/jhet.4151
  • Liu, W.; Yuan, L.; Wang, S. Recent Progress in the Discovery of Antifungal Agents Targeting the Cell Wall. Journal of medicinal chemistry 2020, 63, 12429–12459. doi:10.1021/acs.jmedchem.0c00748
  • Bretas, A. C. O.; de Souza, T. B.; Borelli, B. M.; Johan, S.; Alves, R. J. Synthesis of novel papulacandin D analogs and evaluation of their antifungal potential. Brazilian Journal of Pharmaceutical Sciences 2020, 56. doi:10.1590/s2175-97902019000417652
  • Gillard, R. M.; Brimble, M. A. Benzannulated spiroketal natural products: isolation, biological activity, biosynthesis, and total synthesis. Organic & biomolecular chemistry 2019, 17, 8272–8307. doi:10.1039/c9ob01598a
  • Cortés, J. C. G.; Curto, M. Á.; Carvalho, V. S. D.; Pérez, P.; Ribas, J. C. The fungal cell wall as a target for the development of new antifungal therapies. Biotechnology advances 2019, 37, 107352. doi:10.1016/j.biotechadv.2019.02.008
  • Yamamoto, Y. Spiroketal Phthalane C-Glycosides: Synthesis of Papulacandins and SGLT2 Inhibitors. Topics in Heterocyclic Chemistry; Springer International Publishing, 2019; pp 215–260. doi:10.1007/7081_2018_27
  • Nayak, S.; Panda, P.; Raiguru, B. P.; Mohapatra, S.; Purohit, C. S. Base Mediated Green Synthesis of Enantiopure 2-C-Spiro-Glycosyl-3-Nitrochromenes. Organic & biomolecular chemistry 2018, 17, 74–82. doi:10.1039/c8ob02278j
  • Shelke, Y. G.; Yashmeen, A.; Gholap, A.; Gharpure, S. J.; Kapdi, A. R. Homogeneous Catalysis: A Powerful Technology for the Modification of Important Biomolecules. Chemistry, an Asian journal 2018, 13, 2991–3013. doi:10.1002/asia.201801020
  • Salci, T. P.; Negri, M.; Abadio, A. K. R.; Svidzinski, T. I. E.; Kioshima, E. S. Targeting Candida spp. to develop antifungal agents. Drug discovery today 2018, 23, 802–814. doi:10.1016/j.drudis.2018.01.003
  • Lazareva, N. F.; Nikonov, А. Y. α-Carbofunctional silanols: synthesis, structure, properties. Russian Chemical Bulletin 2017, 66, 1138–1162. doi:10.1007/s11172-017-1867-8
  • Yang, Y.; Yu, B. Recent Advances in the Chemical Synthesis of C-Glycosides. Chemical reviews 2017, 117, 12281–12356. doi:10.1021/acs.chemrev.7b00234
  • Al-Mughaid, H.; Al-Zoubi, R. M.; Khazaaleh, M.; Grindley, T. B. Assembly and inhibitory activity of monovalent mannosides terminated with aromatic methyl esters: The effect of naphthyl groups. Carbohydrate research 2017, 446, 76–84. doi:10.1016/j.carres.2017.03.020
  • Bokor, É.; Kun, S.; Goyard, D.; Tóth, M.; Praly, J.-P.; Vidal, S.; Somsák, L. C-Glycopyranosyl Arenes and Hetarenes: Synthetic Methods and Bioactivity Focused on Antidiabetic Potential. Chemical reviews 2017, 117, 1687–1764. doi:10.1021/acs.chemrev.6b00475
  • Estrela, A. B.; Abraham, W.-R. Fungal Metabolites for the Control of Biofilm Infections. Agriculture 2016, 6, 37. doi:10.3390/agriculture6030037
  • Vishwanath, M.; Vinayagam, P.; Gajulapalli, V. P. R.; Kesavan, V. Asymmetric Organocatalytic Assembly of Oxindoles Fused with Spiro‐3,4‐dihydropyrans with Three Contiguous Stereocenters Consisting of Vicinal Quaternary Centers. Asian Journal of Organic Chemistry 2016, 5, 613–616. doi:10.1002/ajoc.201600051
Other Beilstein-Institut Open Science Activities