Five New Cucurbitane-Type Triterpenoid Glycosides from the Rhizomes of Hemsleya penxianensis with Cytotoxic Activities

Chen, De-Li; Xu, Xudong; Li, Rong‐Tao; Wang, Bowen; Meng, Yijun; Liu, Yangyang; Ma, Guoxu

doi:10.3390/molecules24162937

Cited by 8 publications

(3 citation statements)

References 13 publications

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“…The aerial parts of Tricholepis eburnea, collected from the Ziarat Valley in Pakistan's province of Balochistan, contained a unique withanolide glucoside named trichoside B (274, structures in Figure 11). This compound was found in the n-butanolic fraction of a 75% methanolic extract [187], and it has also been previously identified in the plant Gypsophila trichotoma [188].…”

Section: B-norsteroids and Triterpenoids Derived From Terrestrial Sou...mentioning

confidence: 62%

Naturally Occurring Norsteroids and Their Design and Pharmaceutical Application

Dembitsky

2024

Biomedicines

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The main focus of this review is to introduce readers to the fascinating class of lipid molecules known as norsteroids, exploring their distribution across various biotopes and their biological activities. The review provides an in-depth analysis of various modified steroids, including A, B, C, and D-norsteroids, each characterized by distinct structural alterations. These modifications, which range from the removal of specific methyl groups to changes in the steroid core, result in unique molecular architectures that significantly impact their biological activity and therapeutic potential. The discussion on A, B, C, and D-norsteroids sheds light on their unique configurations and how these structural modifications influence their pharmacological properties. The review also presents examples from natural sources that produce a diverse array of steroids with distinct structures, including the aforementioned A, B, C, and D-nor variants. These compounds are sourced from marine organisms like sponges, soft corals, and starfish, as well as terrestrial entities such as plants, fungi, and bacteria. The exploration of these steroids encompasses their biosynthesis, ecological significance, and potential medical applications, highlighting a crucial area of interest in pharmacology and natural product chemistry. The review emphasizes the importance of researching these steroids for drug development, particularly in addressing diseases where conventional medications are inadequate or for conditions lacking sufficient therapeutic options. Examples of norsteroid synthesis are provided to illustrate the practical applications of this research.

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Section: B-norsteroids and Triterpenoids Derived From Terrestrial Sou...mentioning

confidence: 62%

Naturally Occurring Norsteroids and Their Design and Pharmaceutical Application

Dembitsky

2024

Biomedicines

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“…Gan et al (2011) confirmed previously postulated conclusions that acetylation of the hydroxyl group at the C-25 position of sapogenin increases the cytotoxicity of cucurbitane derivatives. Chen et al (2019a) indicate, however, that the presence of a carbonyl group (C = O) in C-11 or both C-11 and C-7 may be important for the activity against the MCF-7 and A-549 cell lines. It should be underlined that these studies were not focused on a comparison of a series of closely related compounds, thus making it difficult to draw any general conclusions.…”

Section: Rare Types Of Sapogeninsmentioning

confidence: 98%

Saponins as cytotoxic agents: an update (2010–2021). Part II—Triterpene saponins

et al. 2022

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Saponins make up an important group of natural glycosidic compounds which are distinguished by triterpene or steroidal aglycone. Although widely distributed in terrestrial flora, especially higher plants, they can also be found in some marine organisms. Cytotoxic activity is one of the most frequently reported from a wide array of pharmacological activities known for these metabolites. The current review is an update of our previous paper—Saponins as cytotoxic agents (Podolak et al. Phytochem Rev 9:425–474, 2010), and covers studies that were since published (2010–2021). This part refers to triterpene saponins and complements the first, which was devoted solely to steroidal saponins (Sobolewska et al. Phytochem Rev 19:139–189, 2020). Cytotoxic activities in vitro and in vivo are presented with a main focus on structure-activity relationships and molecular mechanisms of action.

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“…1). By comparison of NMR spectroscopic data with literature values, the known compounds were identified as hemsgiganoside B (4) (Chen et al, 2003), guaiacin B (5) (Shaker et al, 1999), araliasaponin I (6) (Song et al, 2000),…”

Section: Chemical Investigation Of the A Nudicaulis Leaves Extractmentioning

confidence: 99%

Isolation and characterization of triterpenoid saponins from leaves of Aralia nudicaulis L

Lavoie

Pierra

Legault

et al. 2021

Phytochemistry Letters

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Five New Cucurbitane-Type Triterpenoid Glycosides from the Rhizomes of Hemsleya penxianensis with Cytotoxic Activities

Cited by 8 publications

References 13 publications

Naturally Occurring Norsteroids and Their Design and Pharmaceutical Application

Naturally Occurring Norsteroids and Their Design and Pharmaceutical Application

Saponins as cytotoxic agents: an update (2010–2021). Part II—Triterpene saponins

Isolation and characterization of triterpenoid saponins from leaves of Aralia nudicaulis L

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