Divergent Total Synthesis of Bioactive Molecules Derived from the Fruiting Bodies of Hericium erinaceum

2015 ◽  
Vol 73 (2) ◽  
pp. 131-139
Author(s):  
Shoji Kobayashi
Keyword(s):  
Total Synthesis ◽  
Bioactive Molecules ◽  
Fruiting Bodies ◽  
Hericium Erinaceum

New isoindolinones from the fruiting bodies of Hericium erinaceum

Fitoterapia ◽  
2016 ◽  
Vol 111 ◽  
pp. 58-65 ◽  
Author(s):  
Xu-Li Wang ◽  
Kang-Ping Xu ◽  
Hong-Ping Long ◽  
Hui Zou ◽  
Xiao-Zheng Cao ◽  
...  
Keyword(s):  
Fruiting Bodies ◽  
Hericium Erinaceum

Isolation of lingzhifuran A and lingzhilactones D–F from Ganoderma lucidum as specific Smad3 phosphorylation inhibitors and total synthesis of lingzhifuran A

RSC Advances ◽  
2016 ◽  
Vol 6 (81) ◽  
pp. 77887-77897 ◽  
Author(s):  
Wei-Yi Ding ◽  
Jun Ai ◽  
Xin-Long Wang ◽  
Fayang G. Qiu ◽  
Qing Lv ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Ganoderma Lucidum ◽  
Biological Evaluation ◽  
Fruiting Bodies ◽  
Smad3 Phosphorylation ◽  
Synthesis And Biological Evaluation

Lingzhifuran A (1) and lingzhilactones D–F (2–4), four new phenolic meroterpenoids were isolated from the fruiting bodies of Ganoderma lucidum. Total synthesis and biological evaluation of lingzhifuran A were carried out herein.

A concise total synthesis and PPAR activation activity of hericerin from Hericium erinaceum

2020 ◽  
Vol 73 (9) ◽  
pp. 646-649
Author(s):  
Zhongyong Zheng ◽  
Baosong Chen ◽  
Kai Wang ◽  
Li Bao ◽  
Zhengdi Wang ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Hericium Erinaceum

Synthetic Approaches to 2,6-trans-Tetrahydropyrans

Synthesis ◽  
2017 ◽  
Vol 49 (22) ◽  
pp. 4899-4916 ◽  
Author(s):  
Rongbiao Tong ◽  
Zhihong Zhang
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Michael Addition ◽  
Synthetic Methods ◽  
Bioactive Molecules ◽  
Structural Motif ◽  
Heck Cyclization ◽  
Epoxide Opening ◽  
Oxocarbenium Ion ◽  
Synthetic Approaches

Being different from 2,6-cis-tetrahydropyrans (2,6-cis-THPs), the corresponding 2,6-trans-THPs are thermodynamically less stable and more challenging to construct. The fact that there are many natural products and/or bioactive molecules containing this 2,6-trans-THP subunit has led to the development of many efficient synthetic approaches to access 2,6-trans-THPs. This review summarizes various synthetic methods reported for this structural motif and/or related applications in the total synthesis of natural products.1 Introduction2 Nucleophilic Addition to an Oxocarbenium Ion (Strategy A)3 Intramolecular Oxa-Michael Addition (Strategy B)4 Intermolecular Michael Addition to Dihydropyranones (Strategy A)5 The Heck–Matsuda (Strategy A) Reaction and Oxa-Heck Cyclization (Strategy B)6 Intramolecular SN2 Substitution and Epoxide Opening (Strategy B)7 Miscellaneous Methods8 Conclusion and Outlook

scholarly journals Facile generation of bridged medium-sized polycyclic systems by rhodium-catalysed intramolecular (3+2) dipolar cycloadditions

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Bao-Long Hou ◽  
Jonathan J. Wong ◽  
Na Lv ◽  
Yong-Qiang Wang ◽  
K. N. Houk ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Single Step ◽  
Bioactive Molecules ◽  
Dipolar Cycloaddition ◽  
General Strategy ◽  
Diastereoselective Synthesis ◽  
Asymmetric Total Synthesis ◽  
Ring Systems ◽  
Dipolar Cycloadditions ◽  
Unusual Type

AbstractBridged medium-sized bicyclo[m.n.2] ring systems are common in natural products and potent pharmaceuticals, and pose a great synthetic challenge. Chemistry for making bicyclo[m.n.2] ring systems remains underdeveloped. Currently, there are no general reactions available for the single-step synthesis of various bridged bicyclo[m.n.2] ring systems from acyclic precursors. Here, we report an unusual type II intramolecular (3+2) dipolar cycloaddition strategy for the syntheses of various bridged bicyclo[m.n.2] ring systems. This rhodium-catalysed cascade reaction provides a relatively general strategy for the direct and efficient regioselective and diastereoselective synthesis of highly functionalized and synthetically challenging bridged medium-sized polycyclic systems. Asymmetric total synthesis of nakafuran-8 was accomplished using this method as a key step. Quantum mechanical calculations demonstrate the mechanism of this transformation and the origins of its multiple selectivities. This reaction will inspire the design of the strategies to make complex bioactive molecules with bridged medium-sized polycyclic systems.

scholarly journals Recent Applications and Developments of Organic Azides in Total Synthesis of Natural Products

2013 ◽  
Vol 8 (7) ◽  
pp. 1934578X1300800 ◽  
Author(s):  
Hiroki Tanimoto ◽  
Kiyomi Kakiuchi
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Chemical Biology ◽  
Organic Reactions ◽  
Bioactive Molecules ◽  
Preparation Methods ◽  
Organic Azides ◽  
Agricultural Areas

Organic azides have been exploited since their discovery because of their high reactivities. Various organic reactions using azides have been synthetically applied in chemical biology pharmaceuticals medicinal and agricultural areas. In this review we present some recent applications and developments of organic azides in the total synthesis of natural products (mostly within five years) especially alkaloids. We focus not only on application examples of organic azides but also show their preparation methods including recently reported procedures concerning their decomposing and reducing methods in the syntheses of bioactive molecules.

Aminotenuazonic Acid: Isolation, Structure Elucidation, Total Synthesis and Herbicidal Activity of a New Tetramic Acid from Fruiting Bodies ofLaccariaSpecies

2019 ◽  
Vol 25 (44) ◽  
pp. 10333-10341 ◽  
Author(s):  
Hedda Schrey ◽  
Jana Backenköhler ◽  
Herbert Kogler ◽  
Markus Plaumann ◽  
Peter Spiteller
Keyword(s):  
Total Synthesis ◽  
Structure Elucidation ◽  
Herbicidal Activity ◽  
Fruiting Bodies ◽  
Tetramic Acid

scholarly journals Advances in the Asymmetric Total Synthesis of Natural Products Using Chiral Secondary Amine Catalyzed Reactions of α,β-Unsaturated Aldehydes

Molecules ◽  
2019 ◽  
Vol 24 (18) ◽  
pp. 3412 ◽  
Author(s):  
Zhonglei Wang
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Secondary Amine ◽  
Bioactive Molecules ◽  
Secondary Amines ◽  
Asymmetric Total Synthesis ◽  
Bioactive Natural Products ◽  
Unsaturated Aldehydes ◽  
Target Molecules ◽  
Catalyzed Reactions

Chirality is one of the most important attributes for its presence in a vast majority of bioactive natural products and pharmaceuticals. Asymmetric organocatalysis methods have emerged as a powerful methodology for the construction of highly enantioenriched structural skeletons of the target molecules. Due to their extensive application of organocatalysis in the total synthesis of bioactive molecules and some of them have been used in the industrial synthesis of drugs have attracted increasing interests from chemists. Among the chiral organocatalysts, chiral secondary amines (MacMillan’s catalyst and Jorgensen’s catalyst) have been especially considered attractive strategies because of their impressive efficiency. Herein, we outline advances in the asymmetric total synthesis of natural products and relevant drugs by using the strategy of chiral secondary amine catalyzed reactions of α,β-unsaturated aldehydes in the last eighteen years.

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