Studies on inducers of nerve growth factor: synthesis of the cyathin core
- PMID: 10836021
- DOI: 10.1021/ol991032y
Studies on inducers of nerve growth factor: synthesis of the cyathin core
Abstract
[formula: see text] Compounds that induce the synthesis of nerve growth factor (NGF) are of interest as alternatives to the administration of the native peptide. We have initiated a program to study the NGF synthesis stimulating activity of the erinacine and scabronine diterpenes. Herein, we report an approach to the core cyathin system by sequential application of an oxidative coupling and [4 + 3] cycloaddition.
Similar articles
-
Bacteria-induced static batch fungal fermentation of the diterpenoid cyathin A(3), a small-molecule inducer of nerve growth factor.J Ind Microbiol Biotechnol. 2011 May;38(5):607-15. doi: 10.1007/s10295-010-0805-7. Epub 2010 Aug 17. J Ind Microbiol Biotechnol. 2011. PMID: 20714781
-
Asymmetric synthesis of the tricyclic core of NGF-inducing cyathane diterpenes via a transition-metal-catalyzed [5 + 2] cycloaddition.Org Lett. 2001 Jun 28;3(13):2105-8. doi: 10.1021/ol0160699. Org Lett. 2001. PMID: 11418060
-
Total synthesis of cyathin A(3) and cyathin B(2).Angew Chem Int Ed Engl. 2009;48(29):5334-6. doi: 10.1002/anie.200901669. Angew Chem Int Ed Engl. 2009. PMID: 19544340 Free PMC article.
-
Erinacine A and related cyathane diterpenoids: Molecular diversity and mechanisms underlying their neuroprotection and anticancer activities.Pharmacol Res. 2020 Sep;159:104953. doi: 10.1016/j.phrs.2020.104953. Epub 2020 May 30. Pharmacol Res. 2020. PMID: 32485283 Review.
-
Phthalides and phthalans: synthetic methodologies and their applications in the total synthesis.Chem Rev. 2014 Jun 25;114(12):6213-84. doi: 10.1021/cr400524q. Epub 2014 May 13. Chem Rev. 2014. PMID: 24823231 Review. No abstract available.
Cited by
-
Benefits of Unconventional Methods in the Total Synthesis of Natural Products.ACS Omega. 2018 Dec 31;3(12):17326-17340. doi: 10.1021/acsomega.8b02994. Epub 2018 Dec 14. ACS Omega. 2018. PMID: 30613812 Free PMC article. Review.
-
Direct allylic C-H alkylation of enol silyl ethers enabled by photoredox-Brønsted base hybrid catalysis.Nat Commun. 2019 Jun 20;10(1):2706. doi: 10.1038/s41467-019-10641-y. Nat Commun. 2019. PMID: 31221955 Free PMC article.
-
Bacteria-induced static batch fungal fermentation of the diterpenoid cyathin A(3), a small-molecule inducer of nerve growth factor.J Ind Microbiol Biotechnol. 2011 May;38(5):607-15. doi: 10.1007/s10295-010-0805-7. Epub 2010 Aug 17. J Ind Microbiol Biotechnol. 2011. PMID: 20714781
-
Electrochemical and Photocatalytic Oxidative Coupling of Ketones via Silyl Bis-enol Ethers.J Org Chem. 2021 May 7;86(9):6600-6611. doi: 10.1021/acs.joc.1c00384. Epub 2021 Apr 21. J Org Chem. 2021. PMID: 33881862 Free PMC article.
-
Asymmetric Büchner reaction and arene cyclopropanation via copper-catalyzed controllable cyclization of diynes.Nat Commun. 2024 Oct 25;15(1):9227. doi: 10.1038/s41467-024-53605-7. Nat Commun. 2024. PMID: 39455569 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Medical