ChemInform Abstract: Clerodane Diterpenoids and Related Natural Products: Biological Properties and Synthetic Studies

ChemInform ◽  
1989 ◽  
Vol 20 (33) ◽  
Author(s):  
A. S. SARMA
Tetrahedron ◽  
1984 ◽  
Vol 40 (1) ◽  
pp. 145-152 ◽  
Author(s):  
Masaji Ohno ◽  
Yukishige Ito ◽  
Masafumi Arita ◽  
Tomoyuki Shibata ◽  
Kunitomo Adachi ◽  
...  

ChemInform ◽  
2014 ◽  
Vol 45 (4) ◽  
pp. no-no
Author(s):  
Jayprakash Narayan Kumar ◽  
Parigi Raghavendra Reddy ◽  
Biswanath Das ◽  
C. Ganesh Kumar ◽  
Pombala Sujitha

2021 ◽  
Vol 18 ◽  
Author(s):  
Sarah Kappler ◽  
Andreas Siebert ◽  
Uli Kazmaier

Introduction: Miuraenamides belong to marine natural compounds with interesting biological properties. Materials and Methods: They initiate polymerization of monomeric actin and therefore show high cytotoxicity by influencing the cytoskeleton. New derivatives of the miuraenamides have been synthesized containing a N-methylated amide bond instead of the more easily hydrolysable ester in the natural products. Results: Incorporation of an aromatic side chain onto the C-terminal amino acid of the tripeptide fragment also led to highly active new miuraenamides. Conclusion: We could show that the ester bond of the natural product miuraenamide can be replaced by an N-methyl amide. The yields in the cyclization step are high and generally much better that with the corresponding esters. On the other hand, the biological activity of the new amide analogs are lower compared to the natural products, but the activity can significantly be increased by incorporation of a p-nitrophenyl group at the C-terminus of the peptide fragment.


Synlett ◽  
2021 ◽  
Author(s):  
Gustav J. Wørmer ◽  
Thomas Bjørnskov Poulsen

Piperidine alkaloids continue to challenge the synthetic community by featuring densely functionalized scaffolds which often requires careful chemical orchestration. Streptazone A and abikoviromycin are small and highly functionalized piperidine alkaloids both accommodating Michael acceptors and a labile epoxide. These moieties are loaded into a [4.3.0] bicyclic core also present in other structurally related natural products including the well-known piperidine alkaloid streptazolin. Herein, we cover ring-closing strategies employed in prior streptazolin syntheses, provide a concise overview of structures, biological properties and biosyntheses of selected [4.3.0] piperidine alkaloids, and finally we disclose a complete coverage of our recent asymmetric syntheses of streptazone A and abikoviromycin.


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