Serjanic Acid Improves Immunometabolic Markers in a Diet-Induced Obesity Mouse Model

Gutiérrez, Gustavo; Giraldo-Dávila, Deisy; Combariza, Marianny Y.; Holzgrabe, Ulrike; Tabares-Guevara, Jorge H.; Ramírez-Pineda, José R.; Acı́n, Sergio; Muñoz, Diego A.; Montoya, Guillermo; Balcazar, Norman

doi:10.3390/molecules25071486

Cited by 4 publications

(4 citation statements)

References 68 publications

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“…Preclinical evaluations of these molecules suggest that they exert positive effects on metabolic and vascular diseases where inflammation plays a pivotal role 4 . Our group has been focusing on the Cecropia genus due to its high levels of oleanane and ursane pentacyclic triterpenes (PTs), which are associated with the modulation of type 2 diabetes 5–7 . Despite the use of Cecropia herbal products in folk medicine, no reference material is available, which hinders quality evaluation.…”

Section: Introductionmentioning

confidence: 99%

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Pharmacokinetic assessment and phytochemical triterpene control from Cecropia angustifolia using plant biotechnology

Vasquez‐Delgado,

Vivas‐Moncayo,

Lopez‐Cortes

et al. 2023

Phytochemical Analysis

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Introduction: Cecropia angustifolia Trécul. is a native Andean plant containing high levels of pentacyclic triterpenes (PTs), including several isobaric molecules that serve as chemical markers. Preclinical studies suggest that PTs positively modulate metabolic and vascular diseases. However, their low oral absorption reduces their bioactive effects.Objective: The objective of this study was (1) to improve the absorption of PTs from C. angustifolia and (2) to establish a platform to produce biomass or botanical reference material using a strategy for their accumulation.Methods: MALDI-TOF and UPLC-MS were used to characterize and quantify PTs in different matrices. An in vitro platform for PT production was established. Chemical profiles of triterpenes were also evaluated from wild and in vitro herbal material using TLC coupled with mass spectrometry.Results: To overcome the low absorption of PTs, a premier raw material was used, which increased their bioavailability to 9.2%. Active ingredients in herbal material can vary, and there is an urgent need for standardized extracts using pharmacokinetics as an effective tool to reveal the dynamics of active ingredients in vivo. A temporary immersion system was produced as a promising platform with a total PT accumulation exceeding 50% of the content in the dry fraction, indicating it is a feasible mechanism to produce biomass or botanical reference material.Conclusions: Plant tissue culture is a promising eco-friendly technology for phytochemical production and a modern strategy to protect biodiversity in natural assets.Alternative and modern, yet environmentally friendly production methods are needed to meet the large demand for herbal products.

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Section: Introductionmentioning

confidence: 99%

“…4 Our group has been focusing on the Cecropia genus due to its high levels of oleanane and ursane pentacyclic triterpenes (PTs), which are associated with the modulation of type 2 diabetes. [5][6][7] Despite the use of Cecropia herbal products in folk medicine, no reference material is available, which hinders quality evaluation.…”

mentioning

confidence: 99%

Pharmacokinetic assessment and phytochemical triterpene control from Cecropia angustifolia using plant biotechnology

Vasquez‐Delgado,

Vivas‐Moncayo,

Lopez‐Cortes

et al. 2023

Phytochemical Analysis

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“…La AMPK es un heterotrímero (con subunidades α, β y γ) que realiza una importante función regulando el metabolismo celular y produciendo un balance entre el suministro de nutrientes y la demanda de energía 7,8 . El incremento en la proporción AMP/ATP o ADP/ATP induce la activación de AMPK que desencadena una ruta de señalización que involucra la fosforilación de numerosas enzimas metabólicas,…”

Section: Introductionunclassified

Sapogeninas de Chenopodium quinoa Willd como activadores potenciales de AMPKβ2 para la homeostasis independiente de insulina

Grados Torrez,

Bello- Kopa,

Grados-Torrez

2023

GMB

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La isoforma AMPKβ2 (proteína quinasa activada por AMP) favorece la homeostasis glucémica a través de un mecanismo independiente de insulina. Muchos “importagogos” de glucosa como SC4 actúan como activadores de AMPK, pero su consumo prolongado se asocia a efectos indeseables. En este trabajo se utilizó el acoplamiento molecular para analizar la posible interacción entre sapogeninas y AMPK. Los resultados mostraron que ocho sapogeninas presentes en Chenopodium quinoa interactúan en el mismo sitio de unión que SC4 correspondiente al sitio ADaM de AMPK. Estas interacciones puntuaron valores de ΔG que oscilan entre -6,2 y -7,7 kcal/mol, siendo el ácido serjánico la sapogenina con el ΔG más bajo. La adición de grupos hidrofílicos como –OH y –COOH en la estructura química del ácido serjánico mejoró su afinidad de unión a la isoforma AMPKβ2 abriendo la posibilidad de generar fármacos semi-sintéticos a partir de compuestos naturales con mayor actividad biológica y mejor especificidad.

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“…The PTs mentioned above feature a common structural scaffold—an oleanyl and ursanyl—reported to modulate some human and animal metabolic pathways. For instance, the proven gene expression inhibition of proinflammatory cytokines by serjanic acid is crucial to prevent or ameliorate pancreatic β-cell damage within a diabetic state, as shown in a preclinical murine model [ 7 ]. Various experimental models have demonstrated that islet inflammation plays a significant role in the pathogenesis of β-cell failure patients.…”

Section: Introductionmentioning

confidence: 99%

Pentacyclic Triterpene Profile and Its Biosynthetic Pathway in Cecropia telenitida as a Prospective Dietary Supplement

et al. 2021

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Promising research over the past decades has shown that some types of pentacyclic triterpenes (PTs) are associated with the prevention of type 2 diabetes (T2D), especially those found in foods. The most abundant edible sources of PTs are those belonging to the ursane and oleanane scaffold. The principal finding is that Cecropia telenitida contains abundant oleanane and ursane PT types with similar oxygenation patterns to those found in food matrices. We studied the compositional profile of a rich PT fraction (DE16-R) and carried out a viability test over different cell lines. The biosynthetic pathway connected to the isolated PTs in C.telenitida offers a specific medicinal benefit related to the modulation of T2D. This current study suggests that this plant can assemble isobaric, positional isomers or epimeric PT. Ursane or oleanane scaffolds with the same oxygenation pattern are always shared by the PTs in C. telenitida, as demonstrated by its biosynthetic pathway. Local communities have long used this plant in traditional medicine, and humans have consumed ursane and oleanane PTs in fruits since ancient times, two key points we believe useful in considering the medicinal benefits of C. telenitida and explaining how a group of molecules sharing a closely related scaffold can express effectiveness.

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Serjanic Acid Improves Immunometabolic Markers in a Diet-Induced Obesity Mouse Model

Cited by 4 publications

References 68 publications

Pharmacokinetic assessment and phytochemical triterpene control from Cecropia angustifolia using plant biotechnology

Pharmacokinetic assessment and phytochemical triterpene control from Cecropia angustifolia using plant biotechnology

Sapogeninas de Chenopodium quinoa Willd como activadores potenciales de AMPKβ2 para la homeostasis independiente de insulina

Pentacyclic Triterpene Profile and Its Biosynthetic Pathway in Cecropia telenitida as a Prospective Dietary Supplement

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