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Malabaricane and Isomalabaricane Triterpenoids, Including Their Glycoconjugated Forms

In this review, we discuss structural diversity, taxonomic distribution, biological activities, biogenesis, and synthesis of a rare group of terpenoids, the so-called malabaricane and isomalabaricane triterpenoids, as well as some compounds derived from them. Representatives of these groups were fou...

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Autores principales: Stonik, Valentin A., Kolesnikova, Sophia A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8228503/
https://www.ncbi.nlm.nih.gov/pubmed/34198756
http://dx.doi.org/10.3390/md19060327
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author Stonik, Valentin A.
Kolesnikova, Sophia A.
author_facet Stonik, Valentin A.
Kolesnikova, Sophia A.
author_sort Stonik, Valentin A.
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description In this review, we discuss structural diversity, taxonomic distribution, biological activities, biogenesis, and synthesis of a rare group of terpenoids, the so-called malabaricane and isomalabaricane triterpenoids, as well as some compounds derived from them. Representatives of these groups were found in some higher and lower terrestrial plants, as well as in some fungi, and in a relatively small group of marine sponges. The skeletal systems of malabaricanes and isomalabaricanes are similar to each other, but differ principally in the stereochemistry of their tricyclic core fragments, consisting of two six-membered and one five-membered rings. Evolution of these triterpenoids provides variety of rearranged, oxidized, and glycoconjugated products. These natural compounds have attracted a lot of attention for their biosynthetic origin and biological activity, especially for their extremely high cytotoxicity against tumor cells as well as promising neuroprotective properties in nanomolar concentrations.
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spelling pubmed-82285032021-06-26 Malabaricane and Isomalabaricane Triterpenoids, Including Their Glycoconjugated Forms Stonik, Valentin A. Kolesnikova, Sophia A. Mar Drugs Review In this review, we discuss structural diversity, taxonomic distribution, biological activities, biogenesis, and synthesis of a rare group of terpenoids, the so-called malabaricane and isomalabaricane triterpenoids, as well as some compounds derived from them. Representatives of these groups were found in some higher and lower terrestrial plants, as well as in some fungi, and in a relatively small group of marine sponges. The skeletal systems of malabaricanes and isomalabaricanes are similar to each other, but differ principally in the stereochemistry of their tricyclic core fragments, consisting of two six-membered and one five-membered rings. Evolution of these triterpenoids provides variety of rearranged, oxidized, and glycoconjugated products. These natural compounds have attracted a lot of attention for their biosynthetic origin and biological activity, especially for their extremely high cytotoxicity against tumor cells as well as promising neuroprotective properties in nanomolar concentrations. MDPI 2021-06-05 /pmc/articles/PMC8228503/ /pubmed/34198756 http://dx.doi.org/10.3390/md19060327 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Stonik, Valentin A.
Kolesnikova, Sophia A.
Malabaricane and Isomalabaricane Triterpenoids, Including Their Glycoconjugated Forms
title Malabaricane and Isomalabaricane Triterpenoids, Including Their Glycoconjugated Forms
title_full Malabaricane and Isomalabaricane Triterpenoids, Including Their Glycoconjugated Forms
title_fullStr Malabaricane and Isomalabaricane Triterpenoids, Including Their Glycoconjugated Forms
title_full_unstemmed Malabaricane and Isomalabaricane Triterpenoids, Including Their Glycoconjugated Forms
title_short Malabaricane and Isomalabaricane Triterpenoids, Including Their Glycoconjugated Forms
title_sort malabaricane and isomalabaricane triterpenoids, including their glycoconjugated forms
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8228503/
https://www.ncbi.nlm.nih.gov/pubmed/34198756
http://dx.doi.org/10.3390/md19060327
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