Synthetic studies directed towards the potent cytotoxic natural product ottelione A: stereoselective construction of the complete framework

1999 ◽  
pp. 2193-2194 ◽  
Author(s):  
Goverdhan Mehta ◽  
D. Srinivasa Reddy
Keyword(s):  
Natural Product ◽  
Synthetic Studies ◽  
Complete Framework

Synthetic studies toward inducamide C

2021 ◽  
Author(s):  
Ardalan A. Nabi ◽  
Lydia M. Scott ◽  
Daniel P. Furkert ◽  
Jonathan Sperry
Keyword(s):  
Natural Product ◽  
Structural Revision ◽  
Synthetic Studies

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.

Synthetic Studies towards the Marine Natural Product Palmerolide A: Synthesis of the C3-C15 and C16-C23 Fragments

Synlett ◽  
2007 ◽  
Vol 2007 (19) ◽  
pp. 2983-2986
Author(s):  
Christophe Meyer ◽  
Janine Cossy ◽  
Guillaume Cantagrel
Keyword(s):  
Natural Product ◽  
Marine Natural Product ◽  
Synthetic Studies ◽  
Palmerolide A

scholarly journals The Calyciphylline B-type Alkaloids: Total Syntheses of (–)-Daphlongamine H and (–)-Isodaphlongamine H

2019 ◽  
Author(s):  
Cedric Hugelshofer ◽  
Vignesh Palani ◽  
Richmond Sarpong
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Mannich Reaction ◽  
Biosynthetic Pathway ◽  
Total Syntheses ◽  
Diastereoselective Hydrogenation ◽  
Tricyclic Core ◽  
Synthetic Studies

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.

scholarly journals Investigations into the H-D Exchange of Malonganenone B

2021 ◽  
Author(s):  
◽  
Peter G K Clark
Keyword(s):  
Nmr Spectroscopy ◽  
Natural Product ◽  
Silver Oxide ◽  
Kinetic Studies ◽  
Acid Inhibition ◽  
First Order ◽  
Exchange Kinetic ◽  
Synthetic Studies

<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>

scholarly journals Synthetic studies of cystobactamids as antibiotics and bacterial imaging carriers lead to compounds with high in vivo efficacy

2020 ◽  
Vol 11 (5) ◽  
pp. 1316-1334
Author(s):  
Giambattista Testolin ◽  
Katarina Cirnski ◽  
Katharina Rox ◽  
Hans Prochnow ◽  
Verena Fetz ◽  
...  
Keyword(s):  
Natural Product ◽  
Antibacterial Activities ◽  
Structure Activity Relationship ◽  
Activity Relationship ◽  
In Vivo Efficacy ◽  
Structure Activity ◽  
Imaging Probes ◽  
Synthetic Studies

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.

Sign in / Sign up

Export Citation Format

Share Document