A Classic Photochemical Approach Inducing an Unexpected Rearrangement: Exploring the Photoreactivity of Pentacyclic Triterpenic Acids

Federica Rogati; Chiara Maioli; Gianluigi Lauro; Diego Caprioglio; Daniela Imperio; Erika Del Grosso; Bruno Botta; Luisa Mannina; Giuseppe Bifulco; Cinzia Ingallina; Alberto Minassi

doi:10.1021/acs.jnatprod.3c00067

A Classic Photochemical Approach Inducing an Unexpected Rearrangement: Exploring the Photoreactivity of Pentacyclic Triterpenic Acids

Federica Rogati
, Chiara Maioli
, Gianluigi Lauro
, Diego Caprioglio
, Daniela Imperio
, Erika Del Grosso
, Bruno Botta
, Luisa Mannina
, Giuseppe Bifulco
, Cinzia Ingallina
, Alberto Minassi

Dipartimento di Scienze del Farmaco

Risultato della ricerca: Contributo su rivista › Articolo in rivista › peer review

Abstract

The discovery of new bioactivities is closely related to the generation of novel scaffolds, and in the past few years different strategies have been proposed to obtain unknown architectures from the manipulation of known compounds. In the present study, we exploited a vintage photochemical approach for the discovery of an unexpected pathway of reactivity related to Δ¹-3-oxo-pentacyclic triterpenic acids gaining access to a new class of natural-unnatural 5(10→1)abeo-pentacyclic triterpenic acids.

Lingua originale	Inglese
pagine (da-a)	1025-1032
Numero di pagine	8
Rivista	Journal of Natural Products
Volume	86
Numero di pubblicazione	4
DOI	https://doi.org/10.1021/acs.jnatprod.3c00067
Stato di pubblicazione	Pubblicato - 28 apr 2023

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10.1021/acs.jnatprod.3c00067

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Rogati, F., Maioli, C., Lauro, G., Caprioglio, D., Imperio, D., Del Grosso, E., Botta, B., Mannina, L., Bifulco, G., Ingallina, C., & Minassi, A. (2023). A Classic Photochemical Approach Inducing an Unexpected Rearrangement: Exploring the Photoreactivity of Pentacyclic Triterpenic Acids. Journal of Natural Products, 86(4), 1025-1032. https://doi.org/10.1021/acs.jnatprod.3c00067

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abstract = "The discovery of new bioactivities is closely related to the generation of novel scaffolds, and in the past few years different strategies have been proposed to obtain unknown architectures from the manipulation of known compounds. In the present study, we exploited a vintage photochemical approach for the discovery of an unexpected pathway of reactivity related to Δ1-3-oxo-pentacyclic triterpenic acids gaining access to a new class of natural-unnatural 5(10→1)abeo-pentacyclic triterpenic acids.",

author = "Federica Rogati and Chiara Maioli and Gianluigi Lauro and Diego Caprioglio and Daniela Imperio and \{Del Grosso\}, Erika and Bruno Botta and Luisa Mannina and Giuseppe Bifulco and Cinzia Ingallina and Alberto Minassi",

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doi = "10.1021/acs.jnatprod.3c00067",

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Rogati, F, Maioli, C, Lauro, G, Caprioglio, D, Imperio, D, Del Grosso, E, Botta, B, Mannina, L, Bifulco, G, Ingallina, C & Minassi, A 2023, 'A Classic Photochemical Approach Inducing an Unexpected Rearrangement: Exploring the Photoreactivity of Pentacyclic Triterpenic Acids', Journal of Natural Products, vol. 86, n. 4, pagg. 1025-1032. https://doi.org/10.1021/acs.jnatprod.3c00067

TY - JOUR

T1 - A Classic Photochemical Approach Inducing an Unexpected Rearrangement

T2 - Exploring the Photoreactivity of Pentacyclic Triterpenic Acids

AU - Rogati, Federica

AU - Maioli, Chiara

AU - Lauro, Gianluigi

AU - Caprioglio, Diego

AU - Imperio, Daniela

AU - Del Grosso, Erika

AU - Botta, Bruno

AU - Mannina, Luisa

AU - Bifulco, Giuseppe

AU - Ingallina, Cinzia

AU - Minassi, Alberto

PY - 2023/4/28

Y1 - 2023/4/28

N2 - The discovery of new bioactivities is closely related to the generation of novel scaffolds, and in the past few years different strategies have been proposed to obtain unknown architectures from the manipulation of known compounds. In the present study, we exploited a vintage photochemical approach for the discovery of an unexpected pathway of reactivity related to Δ1-3-oxo-pentacyclic triterpenic acids gaining access to a new class of natural-unnatural 5(10→1)abeo-pentacyclic triterpenic acids.

AB - The discovery of new bioactivities is closely related to the generation of novel scaffolds, and in the past few years different strategies have been proposed to obtain unknown architectures from the manipulation of known compounds. In the present study, we exploited a vintage photochemical approach for the discovery of an unexpected pathway of reactivity related to Δ1-3-oxo-pentacyclic triterpenic acids gaining access to a new class of natural-unnatural 5(10→1)abeo-pentacyclic triterpenic acids.

UR - https://www.scopus.com/pages/publications/85152711271

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DO - 10.1021/acs.jnatprod.3c00067

M3 - Article

SN - 0163-3864

VL - 86

SP - 1025

EP - 1032

JO - Journal of Natural Products

JF - Journal of Natural Products

IS - 4

ER -

A Classic Photochemical Approach Inducing an Unexpected Rearrangement: Exploring the Photoreactivity of Pentacyclic Triterpenic Acids

Abstract

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