New Cucurbitane-Type Triterpenoids from<i>Bryonia aspera</i>

In the ongoing efforts to discover natural cholesterollowering compounds, dihydrocucurbitacin B, isolated from Trichosanthes cucumeroides roots, was found to promote LDL uptake by upregulating LDLR protein in a PCSK9-dependent process. In this study, an in-depth investigation of T. cucumeroides roots afforded 27 cucurbitacins (1−27), including seven new cucurbitacins (1−7), and their structures were elucidated by spectroscopic data analyses. In order to gain insight into their structure−activity relationship, cucurbitacin derivatives (B1−11 and DB1−11) were synthesized. Evaluation of lipid-lowering activities of these cucurbitacins by an LDL uptake assay in HepG2 cells revealed that most of the compounds improved the LDL uptake rate, among which hexanorisocucurbitacin D ( 6) and isocucurbitacin D ( 21) exhibited the highest activities (rates of 2.53 and 2.47, respectively), which were comparable to that of the positive control, nagilactone B (rate of 2.07). According to a mechanistic study by Western blot analysis, compounds 6 and 21 dosedependently increased LDLR protein levels and reduced PCSK9 protein levels, representing promising new lipid-lowering drug candidates.

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“…Thus, the structure of neocucurbitacin E ( 1 ) was defined as shown. It represents the fifth example of a lactone-type norcucurbitacin. − …”

Section: Resultsmentioning

confidence: 99%

Lipid-Lowering Activities of Cucurbitacins Isolated from Trichosanthes cucumeroides and Their Synthetic Derivatives

Zhang

Wang

et al. 2020

J. Nat. Prod.

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“…Owing to their adaptability, Bryonia species are widely dispersed all over the world and cultivated in different environmental conditions, which may explain their distribution in different regions such as the Mediterranean to Central European territories, Northern Africa, and Central Asia [25]. Nonetheless, some species are considered native to specific regions such as B. dioica and B. cretica from North Africa (Algeria, Morocco) and Western Europe and B. multiflora, B. aspera, and B. alba from Turkey [3,26,27].…”

Section: Scientific Name Status Synonymmentioning

confidence: 99%

The Genus Bryonia L. (Cucurbitaceae): A Systematic Review of Its Botany, Phytochemistry, Traditional Uses, and Biological Activities

Benarba,

Belhouala

2024

Sci

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The Bryonia genus (Cucurbitaceae) is divided into 13 plants considered medicinal species with a significant pharmacological value fortreating as well as preventing various ailments. The current systematic review aims to present useful and updated findings published onthis genus inthe last two decades. Based on PubMed, Science Direct, JSTOR, and Google Scholar, 42 of the available previous studies on Bryonia have been selected from 2000 to 2022. Thereafter, these studies were analyzed, summarized, and separately recorded according to the topic or section, adding some comments foreach. Our review provided a botanical description of the genus, followed by itsindigenous uses. Furthermore, more than 150 reported phytochemical compounds were grouped into families such as terpenoids, alkaloids, flavonoids, glycosides, saponins, and volatile oils. Hereby, thebiological activities part of this genus wereexposed, including itsantimicrobial, antioxidant, antidiabetic, antinociceptive, and anti-inflammatory functions, along with an interesting anticancer efficiency. Overall, our findings could contribute to forthcoming investigations that may lead to determining the responsible phytoconstituents for Bryonia’s efficiency.

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“…Neocucurbitacin C 165 and 7b-hydroxy-23,24-dihydrocucurbitacin D 166 have been isolated from Bryonia aspera. 89 A range of cucurbitane glycosides has been reported from Momordica charantia. These include 167, 168 and 169, 90 momordicosides U 170, V 171 and W 172, 91 charantosides A 173, B 174 and C 175 92 and momordicoside U 176, 93 which has subsequently been renamed momordicoside X.…”

Section: The Lanostane Groupmentioning

confidence: 99%