Abstract
A major fraction of the organic compounds isolated from nature are comprised of nitrogen, oxygen, or sulfur heterocycles. Nirogen-containing substances called alkaloids among them represent a majority of the important medicinal agents discovered in nature. The development of new synthetic methodology for the preparation of such alkaloids and the application of these methods to the synthesis of alkaloidal natural products continue to be an active and exciting area of research in organic chemistry. Especially, polyhydroxylated alkaloids possessing an azetidine-, pyrrolidine-, piperidine-, pyrrolizidine-, or indolizidine-ring structure have attracted a great deal of interest because of their applications from both a biological and a synthetic point of view. Since several reviews have already appeared concerning isolation, structural determination, total synthesis and biological aspects of these compounds independently, the scope of this review is to underline the most recent advances on the synthesis of monohydroxylated, dihydroxylated, and tri- or above hydroxylated bioligically active natural alkaloids containing the ring sturctures described above and related compounds according to those strategies involving prior construction of chiral pools (such as carbohydrates, amino acids, or tartaric acid)-derived crucial lactam intermediates suitable for further chemical elaboration.
Keywords: polyhydroxylated alkaloids, azetidine, pyrrolidine, piperidine, pyrrolizidine, azetidine alkaloid, synthesis, penaresidine
Current Organic Chemistry
Title: Recent Advances in the Synthesis of Naturally Occurring Polyhydroxylated Alkaloids
Volume: 6 Issue: 3
Author(s): Hidemi Yoda
Affiliation:
Keywords: polyhydroxylated alkaloids, azetidine, pyrrolidine, piperidine, pyrrolizidine, azetidine alkaloid, synthesis, penaresidine
Abstract: A major fraction of the organic compounds isolated from nature are comprised of nitrogen, oxygen, or sulfur heterocycles. Nirogen-containing substances called alkaloids among them represent a majority of the important medicinal agents discovered in nature. The development of new synthetic methodology for the preparation of such alkaloids and the application of these methods to the synthesis of alkaloidal natural products continue to be an active and exciting area of research in organic chemistry. Especially, polyhydroxylated alkaloids possessing an azetidine-, pyrrolidine-, piperidine-, pyrrolizidine-, or indolizidine-ring structure have attracted a great deal of interest because of their applications from both a biological and a synthetic point of view. Since several reviews have already appeared concerning isolation, structural determination, total synthesis and biological aspects of these compounds independently, the scope of this review is to underline the most recent advances on the synthesis of monohydroxylated, dihydroxylated, and tri- or above hydroxylated bioligically active natural alkaloids containing the ring sturctures described above and related compounds according to those strategies involving prior construction of chiral pools (such as carbohydrates, amino acids, or tartaric acid)-derived crucial lactam intermediates suitable for further chemical elaboration.
Export Options
About this article
Cite this article as:
Yoda Hidemi, Recent Advances in the Synthesis of Naturally Occurring Polyhydroxylated Alkaloids, Current Organic Chemistry 2002; 6 (3) . https://dx.doi.org/10.2174/1385272024605069
DOI https://dx.doi.org/10.2174/1385272024605069 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
Call for Papers in Thematic Issues
Advances of Heterocyclic Chemistry with Pesticide Activity
Global food safety and security will continue to be a global concern for the next 50 years and beyond. Plant diseases have had a significant impact on food safety and security throughout the entire food chain, from primary production to consumption. While conventional chemical pesticides have been traditionally used for ...read more
Carbohydrates conversion in biofuels and bioproducts
Biomass pretreatment, hydrolysis, and saccharification of carbohydrates, and sugars bioconversion in biofuels and bioproducts within a biorefinery framework. Carbohydrates derived from woody biomass, agricultural wastes, algae, sewage sludge, or any other lignocellulosic feedstock are included in this issue. Simulation, techno-economic analysis, and life cycle analysis of a biorefinery process are ...read more
Cutting-edge technology for the development of electrochemical sensors
Electrochemistry based point of care diagnostics is a powerful tool which can revolutionize the current concept of personalize health care industry. There have been several efforts to amalgamate cutting edge technologies (nanotechnology, surface technology, anti-biofouling strategies) while developing assays. The success of each electrochemical sensor is very dependable upon how ...read more
Electrochemical C-X bond formation
Conventional methods for carrying out carbon–X bond formation are typically conducted at harsh reaction conditions, and rely on expensive catalysts as well as the use of stoichiometric, and perhaps toxic, oxidants. In this regard, electrochemical synthesis has recently been recognized as a sustainable and scalable strategy for the construction of ...read more
Related Journals
- Author Guidelines
- Graphical Abstracts
- Fabricating and Stating False Information
- Research Misconduct
- Post Publication Discussions and Corrections
- Publishing Ethics and Rectitude
- Increase Visibility of Your Article
- Archiving Policies
- Peer Review Workflow
- Order Your Article Before Print
- Promote Your Article
- Manuscript Transfer Facility
- Editorial Policies
- Allegations from Whistleblowers
- Announcements
Related Articles
-
Dose Related Patterns of Ventricular Arrhythmia due to Carvedilol Withdrawal in Patients with Systolic Heart Failure
Current Drug Safety Retrospective Observational Study to Evaluate Causality, Preventability and Severity of Adverse Drug Reaction Associated with Anticancer Drugs in a Tertiary Care Hospital in Northern India
Current Drug Safety Highly Effective Synthesis of 1-thioamidoalkyl-2-naphthols and Tetrahydropyridines Using a Nanostructured Silica-based Catalyst Under Mild Conditions
Combinatorial Chemistry & High Throughput Screening Redox Control of Cardiovascular Homeostasis by Angiotensin II
Current Pharmaceutical Design Ethanol Withdrawal and Hyperalgesia
Current Drug Abuse Reviews Hypothetical Interventions to Prevent Acute Kidney Injury After Humpnosed Pit Viper Bite
Venoms and Toxins Management of Hypertension in Relation to Acute Coronary Syndromes and Revascularisation
Current Pharmaceutical Design Renin-Angiotensin-Aldosterone System in Autosomal Dominant Polycystic Kidney Disease
Current Hypertension Reviews Vasopressin & Oxytocin in Control of the Cardiovascular System: An Updated Review
Current Neuropharmacology Mechanisms And Prevention Of TAVI-Related Cerebrovascular Events
Current Pharmaceutical Design Recent Advances of Calcium Phosphate Nanoparticles for Controlled Drug Delivery
Mini-Reviews in Medicinal Chemistry Pharmacological Activities of the Genus <i>Passiflora</i> (Passifloraceae): A Patent Review
Current Topics in Medicinal Chemistry Optimizing the Management of Uncontrolled/Resistant Hypertension. The Importance of Sleep Apnoea Syndrome
Current Vascular Pharmacology A Comparative Effectiveness Systematic Review and Meta-analysis of Drugs for the Prophylaxis of Junctional Ectopic Tachycardia
Current Cardiology Reviews The Effects of Sevoflurane or Remifentanil on the Stress Response to Surgical Stimulus
Current Pharmaceutical Design The Role of Transforming Growth Factor β1 in the Regulation of Blood Pressure
Current Hypertension Reviews Acute and Sub-acute Oral Toxicity Assessment of a Standardized Polyherbal Preparation POL-6 in Rats
The Natural Products Journal Agonists of the Tissue-Protective Erythropoietin Receptor in the Treatment of Parkinson’s Disease
Current Topics in Medicinal Chemistry Synthesis, Characterization, Biological Activity of Novel 1H-benzo[f]- chromene and 12H-benzo[f]chromeno[2,3-d]pyrimidine Derivatives
Letters in Drug Design & Discovery The Pathophysiological Basis of Carotid Baroreceptor Stimulation for the Treatment of Resistant Hypertension
Current Vascular Pharmacology