Total Synthesis of the Novel, Immunosuppressive Agent (−)-Pateamine A fromMycalesp. Employing a β-Lactam-Based Macrocyclization

1998 ◽  
Vol 120 (3) ◽  
pp. 591-592 ◽  
Author(s):  
Robert M. Rzasa ◽  
Helene A. Shea ◽  
Daniel Romo
Keyword(s):  
Total Synthesis ◽  
Immunosuppressive Agent ◽  
The Novel ◽  
Pateamine A

Total synthesis of (–)-pateamine A, a novel immunosuppressive agent from Mycale sp

2004 ◽  
Vol 82 (2) ◽  
pp. 353-365 ◽  
Author(s):  
Gerald Pattenden ◽  
Douglas J Critcher ◽  
Modesto Remuiñán
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Marine Sponge ◽  
Coupling Reaction ◽  
Immunosuppressive Agent ◽  
Side Chain ◽  
Amino Ester ◽  
Stille Reaction ◽  
Amino Esters ◽  
Pateamine A

A convergent synthesis of the unique thiazole-containing polyene bis-lactone pateamine A (1) isolated from the marine sponge Mycale sp is described. The synthesis features the ubiquitous Stille sp2–sp2 coupling reaction to elaborate the E,Z-diene macrolide core 23 and the all-E polyenamine side chain in the natural product. It also highlights the scope for enantiopure sulfinimine intermediates in the synthesis of chiral β-amino ester moieties in complex structures.Key words: pateamine A, immunosuppressive agent from marine sponge Mycale sp, total synthesis, novel 19-membered bis-lactone, thiazole metabolite, polyenamine, Stille reaction, sulfinimines, chiral β-amino esters.

Total Synthesis of (-)-Pateamine A, a Novel Immunosuppressive Agent from Mycale sp.

ChemInform ◽  
2004 ◽  
Vol 35 (34) ◽  
Author(s):  
Gerald Pattenden ◽  
Douglas J. Critcher ◽  
Modesto Remuinan
Keyword(s):  
Total Synthesis ◽  
Immunosuppressive Agent ◽  
Pateamine A

Total Synthesis of Axially-Chiral Cannabinols: A New Platform for Cannabinoid-Based Drug Discovery

2019 ◽  
Author(s):  
Primali Navaratne ◽  
Jenny Wilkerson ◽  
Kavindri Ranasinghe ◽  
Evgeniya Semenova ◽  
Lance McMahon ◽  
...  
Keyword(s):  
Drug Discovery ◽  
Total Synthesis ◽  
Ground State ◽  
Chemical Space ◽  
Modern Medicine ◽  
The Novel ◽  
Pharmaceutical Development ◽  
Bioactive Component ◽  
Axially Chiral ◽  
New Directions

<div> <div> <div> <p>Phytocannabinoids, molecules isolated from cannabis, are gaining attention as promising leads in modern medicine, including pain management. Considering the urgent need for combating the opioid crisis, new directions for the design of cannabinoid-inspired analgesics are of immediate interest. In this regard, we have hypothesized that axially-chiral-cannabinols (ax-CBNs), unnatural (and unknown) isomers of cannabinol (CBN) may be valuable scaffolds for cannabinoid-inspired drug discovery. There are multiple reasons for thinking this: (a) ax-CBNs would have ground-state three-dimensionality akin to THC, a key bioactive component of cannabis, (b) ax-CBNs at their core structure are biaryl molecules, generally attractive platforms for pharmaceutical development due to their ease of functionalization and stability, and (c) atropisomerism with respect to phytocannabinoids is unexplored “chemical space.” Herein we report a scalable total synthesis of ax-CBNs, examine physical properties experimentally and computationally, and provide preliminary behavioral and analgesic analysis of the novel scaffolds. </p> </div> </div> </div>

“All water chemistry” for a concise total synthesis of the novel class anti-anginal drug (RS), (R), and (S)-ranolazine

2013 ◽  
Vol 15 (3) ◽  
pp. 756 ◽  
Author(s):  
Damodara N. Kommi ◽  
Dinesh Kumar ◽  
Asit K. Chakraborti
Keyword(s):  
Total Synthesis ◽  
Water Chemistry ◽  
The Novel

ChemInform Abstract: Total Synthesis of the Novel Benzophenone NP-011694.

ChemInform ◽  
2015 ◽  
Vol 46 (48) ◽  
pp. no-no
Author(s):  
Alain Noncovich ◽  
Jane Ung ◽  
Andrew Patron
Keyword(s):  
Total Synthesis ◽  
The Novel

Total Synthesis of the Novel Spider Toxin NPTX-594 fromNephila madagascariencis

2001 ◽  
Vol 74 (9) ◽  
pp. 1743-1749 ◽  
Author(s):  
Tateaki Wakamiya ◽  
Akinori Yamamoto ◽  
Keita Kawaguchi ◽  
Tomohiko Kinoshita ◽  
Yoshihiro Yamaguchi ◽  
...  
Keyword(s):  
Total Synthesis ◽  
The Novel ◽  
Spider Toxin

A Total Synthesis of the Novel Cyclodepsipeptide (+)-Geodiamolide A

Heterocycles ◽  
1989 ◽  
Vol 29 (10) ◽  
pp. 1865 ◽  
Author(s):  
Takefumi Momose ◽  
Yohiro Hirai ◽  
Katsuyuki Yokota ◽  
Hiroshi Sakai ◽  
Takao Yamazaki
Keyword(s):  
Total Synthesis ◽  
The Novel

Enantioselective Total Synthesis of (−)-Candelalide A, a Novel Blocker of the Voltage-Gated Potassium Channel Kv1.3 for an Immunosuppressive Agent

2005 ◽  
Vol 7 (17) ◽  
pp. 3745-3748 ◽  
Author(s):  
Kazuhiro Watanabe ◽  
Katsuhiko Iwasaki ◽  
Toshiaki Abe ◽  
Munenori Inoue ◽  
Kôichi Ohkubo ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Potassium Channel ◽  
Immunosuppressive Agent ◽  
Voltage Gated ◽  
Enantioselective Total Synthesis

scholarly journals Total synthesis of the novel tricyclic sesquiterpene sulcatine G

2001 ◽  
pp. 1892-1893 ◽  
Author(s):  
Goverdhan Mehta ◽  
Katukojvala Sreenivas
Keyword(s):  
Total Synthesis ◽  
The Novel
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