Pipitzols and Isopipitzols, 1852 to 2026: A Review

A thorough review of pipitzols and isopipitzols, covering the period 1852–2026, is presented. Perezone, the precursor of these compounds, is considered to be the first secondary metabolite isolated on the American continent, a phyto-molecule widely studied with regard to its spectra, chemical transformations, and especially its isolation and pharmacological activities. Perezone has several isomers: isoperezone, a synthetic molecule; and α- and β-pipitzols, two natural isomers of cedrenoid type achieved by thermal exo [4+2] cycloadditions. Isoperezone can be isomerized to β-isopipitzol through an endo [4+2] cycloaddition, while α-isopipitzol can be obtained from perezone by a [1+3] dipole addition. For this review, we conducted a comprehensive literature search, employing the main Scopus, SciFinder®, and ResearchGate databases, which identified 148 references. We found that the most recent report on α- and β-pipitzols appeared in 2024, on α-isopipitzol appeared on 2 September 2026, and on the four isomers was published on 29 January 2026.

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Publication Details

Journal
Molecules
Published
2026-09-20
DOI
https://doi.org/10.3390/molecules31183342
Primary Topic
Marine Sponges and Natural Products
Type
article
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article

Pipitzols and Isopipitzols, 1852 to 2026: A Review

María Zenaida Saavedra-Leos, Joel Omar Martínez, René Gerardo Escobedo-González, Adriana Lizbeth Rivera Espejel et al.
Molecules
Marine Sponges and Natural Products
article

Pipitzols and Isopipitzols, 1852 to 2026: A Review

María Zenaida Saavedra-Leos, Joel Omar Martínez, René Gerardo Escobedo-González, Adriana Lizbeth Rivera Espejel, René Miranda Ruvalcaba, Cristopher Williams Fuentes Cid, Alberto A. Fajardo de la Rosa, María Inés Nicolás-Vázquez
article en

Abstract

A thorough review of pipitzols and isopipitzols, covering the period 1852–2026, is presented. Perezone, the precursor of these compounds, is considered to be the first secondary metabolite isolated on the American continent, a phyto-molecule widely studied with regard to its spectra, chemical transformations, and especially its isolation and pharmacological activities. Perezone has several isomers: isoperezone, a synthetic molecule; and α- and β-pipitzols, two natural isomers of cedrenoid type achieved by thermal exo [4+2] cycloadditions. Isoperezone can be isomerized to β-isopipitzol through an endo [4+2] cycloaddition, while α-isopipitzol can be obtained from perezone by a [1+3] dipole addition. For this review, we conducted a comprehensive literature search, employing the main Scopus, SciFinder®, and ResearchGate databases, which identified 148 references. We found that the most recent report on α- and β-pipitzols appeared in 2024, on α-isopipitzol appeared on 2 September 2026, and on the four isomers was published on 29 January 2026.

MoleculesVol. 31(18)
Autonomous University of San Luis Potosí (MX), Universidad de Cuautitlán Izcalli (MX), Instituto Tecnológico de Ciudad Juárez (MX), Universidad Nacional Autónoma de México (MX)
Life below water
Openalex Percentile: Top 16%
Marine Sponges and Natural Products
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Pipitzols and Isopipitzols, 1852 to 2026: A Review — María Zenaida Saavedra-Leos, Joel Omar Martínez, et al. · Molecules (2026) | TGRS Research Map | TGRS