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Review
. 2022 Feb 25;20(3):171.
doi: 10.3390/md20030171.

Recent Achievements in Total Synthesis for Integral Structural Revisions of Marine Natural Products

Min Woo Ha  1   2 , Jonghoon Kim  3 , Seung-Mann Paek  4
Affiliations
Review

Recent Achievements in Total Synthesis for Integral Structural Revisions of Marine Natural Products

Min Woo Ha et al. Mar Drugs. .

Abstract

A great effort to discover new therapeutic ingredients is often initiated through the discovery of the existence of novel marine natural products. Since substances produced by the marine environment might be structurally more complex and unique than terrestrial natural products, there have been cases of misassignments of their structures despite the availability of modern spectroscopic and computational chemistry techniques. When it comes to refutation to erroneously or tentatively proposed structures empirical preparations through organic chemical synthesis has the greatest contribution along with close and sophiscated inspection of spectroscopic data. Herein, we analyzed the total synthetic studies that have decisively achieved in revelation of errors, ambiguities, or incompleteness of the isolated structures of marine natural products covering the period from 2018 to 2021.

Keywords: marine natural product; structural revision; structure elucidation; total synthesis.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Scheme 1
Scheme 1
Synthetic route for preparation of the actual structure of boholamide A.
Scheme 2
Scheme 2
Synthetic route for preparation of the actual structure of chrysamide B.
Scheme 3
Scheme 3
Synthetic route for preparation of the actual structure of dysiherbol A by Schmalz.
Scheme 4
Scheme 4
Synthetic route for preparation of the actual structure of dysiherbol A by Lu.
Scheme 5
Scheme 5
Synthesis of actual echinosulfone A and reconsideration of the structures of echinosulfonic acids A–D.
Scheme 6
Scheme 6
Synthetic route for preparation of the actual structure of halioxepine.
Scheme 7
Scheme 7
Synthetic route for preparation of the actual structure of iriomoteolide-2a.
Scheme 8
Scheme 8
Synthetic route for preparation of the actual structures of keramamides A and L.
Scheme 9
Scheme 9
Synthetic route for preparation of the actual structure of mytilipin B.
Scheme 10
Scheme 10
Synthetic route for preparation of the actual structure of nocarbenzoxazole G.
Scheme 11
Scheme 11
Synthetic route for preparation of the actual structures of solomonamides A and B.
Scheme 12
Scheme 12
Synthetic route for preparation of the actual structure of peribysin A.
Scheme 13
Scheme 13
Synthetic route for preparation of the actual structures of peribysins B, C, F, and G.
Scheme 14
Scheme 14
Synthetic route for preparation of the actual structure of thelepamide.
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