Special Issue "Synthesis-Driven Structure Assignment of Marine Natural Products"

A special issue of Marine Drugs (ISSN 1660-3397).

Deadline for manuscript submissions: closed (25 April 2021) | Viewed by 3256

Special Issue Editor

Prof. Dr. Haruhiko Fuwa
E-Mail Website
Guest Editor
Department of Applied Chemistry, Faculty of Science and Engineering, Chuo University1-13-27 Kasuga, Bunkyo-ku, Tokyo 112-8551, Japan
Interests: marine natural products; organic synthesis; natural product chemistry

Special Issue Information

Dear Colleagues,

Marine natural products serve as an important source of chemical probes for dissecting complex biological phenomena as well as chemotherapeutics against a range of human diseases. Elucidation of the structure of natural products is a prerequisite for accurate discussion on their structure–activity relationship and mode-of-interaction with biomolecules. However, a considerable number of incorrectly assigned marine natural products are reported every year, presumably due to heavy reliance on NMR-based structure analysis. Organic synthesis, when combined with NMR spectroscopy and other analytical methods, is a powerful means for structure determination. Synthesis of appropriately designed model compounds aids the assignment of stereochemically complex natural products, and, undoubtedly, total synthesis plays an indispensable role in the establishment of their full structure.

This Special Issue aims to focus on synthesis-driven structure assignment/determination of marine natural products, including discussions on new aspects of synthetic strategies, NMR data analytics, supportive analytical methods, and innovative prediction methods, e.g., quantum chemical calculations and biosynthetic gene cluster analysis.

Prof. Dr. Haruhiko Fuwa
Guest Editor

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All submissions that pass pre-check are peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Marine Drugs is an international peer-reviewed open access monthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 2400 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.

Keywords

  • structure elucidation
  • total synthesis
  • partial synthesis
  • configurational assignment
  • spectroscopic analysis
  • NMR chemical shift deviation analysis
  • HPLC analysis
  • quantum chemical calculations

Published Papers (2 papers)

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Research

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Article
Total Synthesis and Structural Reassignment of Laingolide A
Mar. Drugs 2021, 19(5), 247; https://doi.org/10.3390/md19050247 - 27 Apr 2021
Viewed by 1277
Abstract
The asymmetric total synthesis of four diastereomers of laingolide A was achieved, which led to the unambiguous assignment of the stereochemistry of the natural product. The salient features of the convergent, fully stereocontrolled approach were a copper-catalysed stereospecific Kumada-type coupling, a Julia-Kocienski olefination [...] Read more.
The asymmetric total synthesis of four diastereomers of laingolide A was achieved, which led to the unambiguous assignment of the stereochemistry of the natural product. The salient features of the convergent, fully stereocontrolled approach were a copper-catalysed stereospecific Kumada-type coupling, a Julia-Kocienski olefination and an RCM/alkene migration sequence to access the desired macrocyclic enamide. Full article
(This article belongs to the Special Issue Synthesis-Driven Structure Assignment of Marine Natural Products)
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Review

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Review
Synthesis-Driven Stereochemical Assignment of Marine Polycyclic Ether Natural Products
Mar. Drugs 2021, 19(5), 257; https://doi.org/10.3390/md19050257 - 29 Apr 2021
Cited by 1 | Viewed by 1665
Abstract
Marine polycyclic ether natural products have gained significant interest from the chemical community due to their impressively huge molecular architecture and diverse biological functions. The structure assignment of this class of extraordinarily complex natural products has mainly relied on NMR spectroscopic analysis. However, [...] Read more.
Marine polycyclic ether natural products have gained significant interest from the chemical community due to their impressively huge molecular architecture and diverse biological functions. The structure assignment of this class of extraordinarily complex natural products has mainly relied on NMR spectroscopic analysis. However, NMR spectroscopic analysis has its own limitations, including configurational assignment of stereogenic centers within conformationally flexible systems. Chemical shift deviation analysis of synthetic model compounds is a reliable means to assign the relative configuration of “difficult” stereogenic centers. The complete configurational assignment must be ultimately established through total synthesis. The aim of this review is to summarize the indispensable role of organic synthesis in stereochemical assignment of marine polycyclic ethers. Full article
(This article belongs to the Special Issue Synthesis-Driven Structure Assignment of Marine Natural Products)
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