Tricyclic Marine Alkaloids: Synthetic Approaches to Cylindricines, Lepadiformine, and Fasicularin

ChemInform ◽  
2006 ◽  
Vol 37 (37) ◽  
Author(s):  
Pascal Schar ◽  
Sylvaine Cren ◽  
Philippe Renaud
ChemInform ◽  
2010 ◽  
Vol 31 (34) ◽  
pp. no-no
Author(s):  
J. McNulty ◽  
I. W. J. Still

2013 ◽  
Vol 8 (7) ◽  
pp. 1934578X1300800 ◽  
Author(s):  
Takuya Imaoka ◽  
Makoto Iwata ◽  
Takafumi Akimoto ◽  
Kazuo Nagasawa

Oroidin derived pyrrole imidazole marine alkaloids (PIAs) are attractive targets for synthetic organic chemists because of their structural complexity and diversity as well as their interesting biological activities. A number of efforts have been carried out to develop strategies for the synthesis of these natural products. Members of PIAs ( eg., 2-7) which contain tetracyclic ring systems possessing characteristic cyclic guanidine or urea moieties show significant biological activities including anticancer activity and agonistic activity against the adrenoceptor. In this review investigations of the total synthesis of the representative tetracyclic PIAs dibromophakellin (2) and dibromophakellstatin (3) are described.


ChemInform ◽  
2013 ◽  
Vol 44 (49) ◽  
pp. no-no
Author(s):  
Takuya Imaoka ◽  
Makoto Iwata ◽  
Takafumi Akimoto ◽  
Kazuo Nagasawa

Synthesis ◽  
2017 ◽  
Vol 50 (04) ◽  
pp. 685-699 ◽  
Author(s):  
Shunsuke Chiba ◽  
Atsushi Kaga

Cylindricines, lepadiformines, and fasicularin are tricyclic marine alkaloids bearing perhydropyrrolo- and pyrido[2,1-j] frameworks having divergent chemical functionalities. They have been isolated from marine tunicates over the last two decades and found to have a range of cytotoxicity such as DNA-alkylating ability. Recently, polycitorols have emerged as a new member of this alkaloid family. Their unique structural features and biological activities have intrigued many researchers and challenged them in their synthesis. This review describes recent syntheses of the tricyclic alkaloids based on key synthetic approaches.1 Introduction2 Total and Formal Syntheses2.1 Overview of Synthetic Strategies2.2 Azaspirocycle (BC Ring) Approaches2.3 Indolizidine (AC Ring) Approaches2.4 Azadecalin (AB Ring) Approaches2.5 Tandem Cyclization Approaches3 Summary and Future Perspective


2000 ◽  
Vol 4 (2) ◽  
pp. 121-138 ◽  
Author(s):  
J. McNulty ◽  
I. Still

2020 ◽  
Vol 11 (48) ◽  
pp. 7603-7624
Author(s):  
Ismail Altinbasak ◽  
Mehmet Arslan ◽  
Rana Sanyal ◽  
Amitav Sanyal

This review provides an overview of synthetic approaches utilized to incorporate the thiol-reactive pyridyl-disulfide motif into various polymeric materials, and briefly highlights its utilization to obtain functional materials.


This review paper covers the major synthetic approaches attempted towards the synthesis of some Non-Steroidal Anti-Inflammatory Drugs (Naproxen, Ibuprofen and Nabumetone)


2020 ◽  
Author(s):  
André Schumann ◽  
Jonas Bresien ◽  
Malte Fischer ◽  
Christian Hering-Junghans

Cyclotriarsanes are rare and limited synthetic approaches have hampered reactivity studies on these systems. Described in here is a scalable synthetic protocol towards (AsAr)<sub>3</sub> (Ar = Dip, 2,6-<sup>i</sup>Pr<sub>2</sub>-C<sub>6</sub>H<sub>3</sub>; Tip, 2,4,6-<sup>i</sup>Pr<sub>3</sub>-C<sub>6</sub>H<sub>2</sub>), which allowed to study their reactivity towards [Cp<sub>2</sub>Ti(C<sub>2</sub>(SiMe<sub>3</sub>)<sub>2</sub>], affording titanocene diarsene complexes and towards N-heterocyclic carbenes (NHCs) to give straightforward access to a variety of NHC-arsinidene adducts. The electronic structure of the titanium diarsene complxes has been studied and they are best described as Ti(IV) species with a doubly reduced As<sub>2</sub>Ar<sub>2</sub> ligand. These findings will make (AsAr)<sub>3</sub> valuable precursors in the synthetic inorganic and organic chemistry.


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