Recent Advances in the Total Synthesis of Clavaminols

Synthesis ◽  
2018 ◽  
Vol 50 (23) ◽  
pp. 4569-4576
Author(s):  
Tian Jin ◽  
Lu Zhao ◽  
Zhe-Bin Zheng ◽  
Xiao Liu ◽  
Liang Sun ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Research Groups ◽  
Total Syntheses ◽  
New Class ◽  
Recent Advances ◽  
Molecular Architectures ◽  
Synthetic Approaches ◽  
Long Chain

Clavaminols are a new class of long-chain 2-amino-3-­alkanols that mostly contain 2R,3S-configurations. Owing to their interesting molecular architectures and promising activities, they have ­become popular targets for synthetic organic chemists. In this review, we highlight 12 total syntheses of clavaminols from different research groups during the period 2009 to 2018.1 Introduction2 Synthetic Approaches toward Clavaminols2.1 Total Synthesis by Chemla and Colleagues (2009)2.2 Total Synthesis by Greck and Colleagues (2010)2.3 Total Synthesis by Sutherland and Zaed (2011)2.4 Total Synthesis by Huang and Colleagues (2011)2.5 Total Synthesis by Kotora and Colleagues (2012)2.6 Total Synthesis by Kumar and Colleagues (2013)2.7 Total Synthesis by Prabhavathi Devi and Colleagues (2013 and 2016)2.8 Total Synthesis by Sarabia and Colleagues (2014)2.9 Total Synthesis by Mohapatra and Colleagues (2016)2.10 Total Synthesis by Lu and Colleagues (2016)2.11 Total Synthesis by Jin and Colleagues (2017)2.12 Total Synthesis by Kumar Pandey and Colleagues (2018)3 Conclusion

scholarly journals Recent advances on the total synthesis of alkaloids in mainland China

2017 ◽  
Vol 4 (3) ◽  
pp. 397-425 ◽  
Author(s):  
Yong Li ◽  
Jian Li ◽  
Hanfeng Ding ◽  
Ang Li
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Mainland China ◽  
Large Family ◽  
Research Groups ◽  
Significant Progress ◽  
Total Syntheses ◽  
Basic Nitrogen ◽  
Recent Advances ◽  
Alkaloid Synthesis

AbstractAlkaloids are a large family of natural products that mostly contain basic nitrogen atoms. Because of their intriguing structures and important functions, they have long been popular targets for synthetic organic chemists. China's chemists have made significant progress in the area of alkaloid synthesis over past decades. In this article, selected total syntheses of alkaloids from research groups in mainland China during the period 2011–16 are highlighted.

scholarly journals Recent Advances in the Stereoselective Total Synthesis of Natural Pyranones Having Long Side Chains

Molecules ◽  
2020 ◽  
Vol 25 (8) ◽  
pp. 1905
Author(s):  
Satya Kumar Avula ◽  
Biswanath Das ◽  
Rene Csuk ◽  
Ahmed Al-Rawahi ◽  
Ahmed Al-Harrasi
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Present Article ◽  
Structural Features ◽  
Side Chains ◽  
Total Syntheses ◽  
Recent Advances ◽  
Long Chain

Pyranone natural products have attracted great attention in recent years from chemists and biologists due to their fascinating stereoisomeric structural features and impressive bioactivities. A large number of stereoselective total syntheses of these compounds have been described in the literature. The natural pyranones with long side chains have recently received significant importance in the synthetic field. In the present article, we aim to review the modern progress of the stereoselective total syntheses of these natural pyranones containing long-chain substituents.

scholarly journals Total Syntheses of Pladienolide-Derived Spliceosome Modulators

Molecules ◽  
2021 ◽  
Vol 26 (19) ◽  
pp. 5938
Author(s):  
Jaehoon Sim ◽  
Eunbin Jang ◽  
Hyun Jin Kim ◽  
Hongjun Jeon
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Structural Features ◽  
Synthetic Approach ◽  
Synthetic Analog ◽  
Phase I Clinical Trials ◽  
Total Syntheses ◽  
Naturally Occurring ◽  
Anti Cancer ◽  
Synthetic Approaches

Pladienolides, an emerging class of naturally occurring spliceosome modulators, exhibit interesting structural features, such as highly substituted 12-membered macrocycles and epoxide-containing diene side chains. The potential of pladienolides as anti-cancer agents is confirmed by H3B-8800, a synthetic analog of this natural product class, which is currently under Phase I clinical trials. Since its isolation in 2004 and the first total synthesis in 2007, a dozen total syntheses and synthetic approaches toward the pladienolide class have been reported to date. This review focuses on the eight completed total syntheses of naturally occurring pladienolides or their synthetic analogs, in addition to a synthetic approach to the main framework of the natural product.

scholarly journals Strategies and Efforts towards the Total Synthesis of Palhinine Alkaloids

Molecules ◽  
2020 ◽  
Vol 25 (18) ◽  
pp. 4211
Author(s):  
Yu-Yan Liang ◽  
Shi-Chao Lu ◽  
Ya-Ling Gong ◽  
Shu Xu
Keyword(s):  
Total Synthesis ◽  
Review Article ◽  
Research Groups ◽  
Asymmetric Total Synthesis ◽  
Carbon Cage ◽  
Total Syntheses ◽  
The Past ◽  
Lycopodium Alkaloids

The palhinine family of Lycopodium alkaloids were first reported in 2010, which feature an intriguing isotwistane carbon cage and a nine-membered azonane ring. It is noteworthy that the tetracyclic 5/6/6/9 skeleton was unprecedented in Lycopodium alkaloids before their seminal discovery. Over the past decade, extensive synthetic efforts stemming from seven research groups have resulted in two racemic total syntheses to date. This review article takes the opportunity to survey these efforts and achievements so as to promote further research towards the asymmetric total synthesis of palhinine alkaloids.

Studies Towards the Synthesis of (+)- and (–)-Anisomycin and Their Analogues

Synthesis ◽  
2017 ◽  
Vol 50 (01) ◽  
pp. 17-34 ◽  
Author(s):  
Arun Shaw ◽  
Sama Ajay
Keyword(s):  
Biological Activity ◽  
Total Synthesis ◽  
Present Review ◽  
Formal Synthesis ◽  
Total Syntheses ◽  
Synthetic Approaches

Anisomycin shows potent biological activity and it has attracted much attention since its isolation in 1954, with around 13 total syntheses and 20 formal syntheses, and also two reports concerning analogues of anisomycin, reported to date. The present review highlights all of these synthetic approaches (around 35) to the total or formal synthesis of anisomycin along with its isomers and analogues.1 Introduction2 Isolation and Therapeutic Importance3 Total Synthesis of (+)-, (–)-, and (±)-Anisomycins and Their Analogues4 Formal Synthesis of (+)- and (–)-Anisomycins and Their Analogues5 Conclusion

Molecular design of tyrosinase inhibitors: A critical review of promising novel inhibitors from synthetic origins

2007 ◽  
Vol 79 (12) ◽  
pp. 2277-2295 ◽  
Author(s):  
Mahmud Tareq Hassan Khan
Keyword(s):  
Molecular Design ◽  
Long Chain Fatty Acids ◽  
Research Groups ◽  
Melanin Biosynthesis ◽  
Structure Activity ◽  
The World ◽  
Huge Impact ◽  
Tyrosinase Inhibitors ◽  
Synthetic Approaches ◽  
Long Chain

The enzyme tyrosinase is known to be a multifunctional copper-containing enzyme from the oxidase superfamily, which is the key protein involved in the biosynthesis of the large biological pigment, melanin. The enzyme catalyzes two distinct reactions of melanin biosynthesis, the hydroxylation of a monophenol and the conversion of an o-diphenol to the corresponding o-quinone. Inhibitors of this protein have a huge impact on industry and economy. So a number of research groups around the world are engaged and are expending much effort in the discovery of these inhibitors. In this report, we review the importance and applications of the recently designed synthetic tyrosinase inhibitors from our and other leading laboratories of the world, which have been published in recent years. In our continuing search for tyrosinase inhibitors from natural resources to semi- and full synthetic approaches, until now we discovered and reported a large number of mild to potent inhibitors of several classes, such as phenolics, terpenes, steroids, chalcones, flavonoids, alkaloids, long-chain fatty acids, coumarins, sildenafil analogs, bipiperidines, biscoumarins, oxadiazole, tetraketones, etc. The structure-activity relationships (SARs) of different classes of synthetic tyrosinase inhibitors have been discussed in this review.

scholarly journals Recent advances in the total syntheses of indole diterpenoids

2021 ◽  
Vol 85 (1) ◽  
pp. 13-23
Author(s):  
Masaru Enomoto
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
State Of The Art ◽  
Large Family ◽  
Biological Properties ◽  
Molecular Architecture ◽  
Indole Ring ◽  
Research Groups ◽  
Total Syntheses ◽  
Current State

Abstract Indole diterpenoids constitute a large family of natural products that are characterized by a hybrid molecular architecture consisting of an indole nucleus and diterpenoid moiety. Their pharmacologically and agriculturally important biological properties as well as intriguing molecular architectures have attracted much attention from many synthetic organic chemists. In 2012, we succeeded in the concise total synthesis of a paspalane-type indole diterpenoid, namely paspalinine, by developing a highly efficient indole ring formation protocol. After the report of this total synthesis, 4 research groups achieved the total syntheses of other paspalane- and nodulisporane-type indole diterpenoids using current state-of-the-art methods. This review summarizes the total syntheses of the paspalane- and nodulisporane-type indole diterpenoids that were described in the last 10 years.

Comprehensive Account on the Synthesis of (-)-Balanol and its Analogues

2021 ◽  
Vol 18 ◽  
Author(s):  
Sajjad Ahmad ◽  
Rabia Akhtar ◽  
Ameer Fawad Zahoor
Keyword(s):  
Central Nervous System ◽  
Nervous System ◽  
Total Synthesis ◽  
Research Groups ◽  
Fungal Metabolite ◽  
Pkc Inhibitor ◽  
Kinase C ◽  
Central Nervous System Disorders ◽  
Key Steps ◽  
Synthetic Approaches

Background: A variety of diseases have been associated with hyperactivation of protein kinase C (PKC) enzymes such as cancer, diabetes, asthma, cardiovascular and central nervous system disorders. There is a dire need to selectively inhibit these enzymes by synthesizing new potent inhibitors. Balanol, a fungal metabolite belonging to the PKC inhibitor family, is especially included in this aspect. Tremendous effort has been put towards the synthesis of balanol by different research groups. Objective: The aim of this review is to provide a detailed description of synthetic approaches adopted for the synthesis of key fragments of balanol (azepane and benzophenone). All the factors that resulted in excellent yield and high enantioselectivity have also been mentioned. Conclusion: It has been shown throughout this review that the synthesis of hexahydroazepine and benzophenone cores of balanol was achieved by employing a variety of important key steps with commercially available starting precursors, which make this total synthesis more valuable. Moreover, this article provides ideas to the synthetic as well as pharmaceutical chemists for the synthesis of (-)-balanol and its analogues.

Recent advances in total syntheses of complex dimeric natural products

2021 ◽  
Author(s):  
Jiawei Sun ◽  
He Yang ◽  
Wenjun Tang
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Recent Progress ◽  
Synthetic Methods ◽  
Total Syntheses ◽  
Recent Advances

This tutorial review describes the recent progress in the total synthesis of dimeric natural products. In particular, effective synthetic methods and bioinspired dimerization strategies are emphasized.

Recent advances on the synthesis of the antidepressant Paroxetine

2020 ◽  
Vol 27 ◽  
Author(s):  
Joana Santos ◽  
M. Fernanda Proença ◽  
Ana Joao Rodrigues ◽  
Patricia Patrício ◽  
H. Sofia Domingues
Keyword(s):  
Total Synthesis ◽  
Neurological Disorders ◽  
Serotonin Reuptake ◽  
Potent Inhibitor ◽  
Starting Material ◽  
Substitution Pattern ◽  
Biological Probes ◽  
Recent Advances ◽  
Treatment Of Depression ◽  
Made In

: Paroxetine is a potent inhibitor of serotonin reuptake and is widely prescribed for the treatment of depression and other neurological disorders. The synthesis of paroxetine and the possibility to prepare derivatives with a specific substitution pattern that may allow their use as biological probes, is an attractive topic especially for medicinal chemists engaged in neurosciences research. Considering the extensive work that was developed in the last decade on the total synthesis of paroxetine, this review summarizes the most important contributions in this field, organized according to the reagent that was used as starting material. Most of the methods allowed to prepare paroxetine in 4-9 steps with an overall yield of 9-66%. Despite the progress made in this area, there is still room for improvement, searching for new eco-friendly and sustainable synthetic alternatives.

Sign in / Sign up

Export Citation Format

Share Document