ChemInform Abstract: Synthetic Studies Directed Towards the Potent Cytotoxic Natural Product Ottelione A: Stereoselective Construction of the Complete Framework.

ChemInform ◽  
2010 ◽  
Vol 31 (6) ◽  
pp. no-no
Author(s):  
Goverdhan Mehta ◽  
D. Srinivasa Reddy
Author(s):  
Ardalan A. Nabi ◽  
Lydia M. Scott ◽  
Daniel P. Furkert ◽  
Jonathan Sperry

The rare benzoxazepine ring in the alkaloid inducamide C is unstable and prone to rearrangement, indicating that structural revision of the natural product may be necessary.


Synlett ◽  
2007 ◽  
Vol 2007 (19) ◽  
pp. 2983-2986
Author(s):  
Christophe Meyer ◽  
Janine Cossy ◽  
Guillaume Cantagrel

2019 ◽  
Author(s):  
Cedric Hugelshofer ◽  
Vignesh Palani ◽  
Richmond Sarpong

The first total synthesis of the complex hexacylic Daphniphyllum alkaloid (–)-daphlongamine H in enantioenriched form has been accomplished. Key to the success of the strategy are a complexity-building Mannich reaction, efficient cyclizations, and a highly diastereoselective hydrogenation to assemble multigram quantities of the tricyclic core bearing four contiguous stereocenters. Following construction of the hydro-indene substructure by means of a Pauson–Khand reaction, endgame redox manipulations delivered the natural product. Importantly, the synthetic studies have also given access to (–)-isodaphlongamine H and led to a revision of the reported structure of deoxyisocalyciphylline B, which resulted in the proposal of a modified biosynthetic pathway to the calyciphylline B-type alkaloids.


2021 ◽  
Author(s):  
◽  
Peter G K Clark

<p>H-D exchange at the formyl residue of the natural product malonganenone B was investigated. Models of the system were synthesised and displayed the same exchange. Kinetic studies, performed using NMR spectroscopy, found the exchange was first order with respect to base whilst displaying acid inhibition, in opposition to existing research. Cyclic species, including an N-heterocyclic carbene precursor, were formed that, in conjunction with the previous findings, suggested a carbene-based mechanism was in operation. Further synthetic studies were performed to demonstrate the existence of a carbene. With use of silver oxide, a fulvalene dimer and an organopalladium complex of this carbene were obtained, which provide further support towards a carbene-based mechanism being involved in the H-D exchange of malonganenone B.</p>


2020 ◽  
Vol 11 (5) ◽  
pp. 1316-1334
Author(s):  
Giambattista Testolin ◽  
Katarina Cirnski ◽  
Katharina Rox ◽  
Hans Prochnow ◽  
Verena Fetz ◽  
...  

Structure–activity relationship studies of the natural product cystobactamid at four different positions led to novel imaging probes and analogs with superior antibacterial activities and in vivo efficacy.


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