Review on Pregnane Glycosides and Their Biological Activities

Si, Yuan; Sha, Xiao-Song; Shi, Lei-Ling; Wei, Hongyan; Jin, Yue-Xian; Ma, Guoxu; Zhang, Jing

doi:10.1016/j.phytol.2021.10.007

Cited by 18 publications

(12 citation statements)

References 59 publications

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“…Pregnane glycosides (Ap and Ao) from Dregea uolubilis showed activity against Ehrlich carcinoma [ 25 ]. Moreover, compounds with an antitumor effect were isolated from Aspidopterys obcordata , Caralluma dalzielii , C. negevensis , C. quadrangular , Cynanchum wilfordi , Desmidorchis flava , Gelsemium sempervirens , Marsdenia tenacissima , Periploca sepium , Solenostemma argel , and Stizophyllum riparium [ 8 , 26 , 27 , 28 ]. Although the molecular backbone of lignans consists of only two phenylpropane (C6–C3) units, they show an enormous structural diversity, and promising pharmacological effects.…”

Section: Resultsmentioning

confidence: 99%

“…The characteristic monosaccharides of pregnane glycosides are d -glucose, l -rhamnose, d -cymarose, d -oleandrose, d -allose, and d -digitoxose. The occurrence of pregnane glyosides is characteristic of the Asclepiadaceae, Apocynaceae, Malpighiaceae, Ranunculaceae, and Zygophyllaceae families [ 8 ]. Pregnane glycosides are reported to possess noteworthy pharmacological properties, such as immunosuppressant, cytotoxic, antidepressant, anti-inflammatory, antioxidant, antibacterial, antifungal, and antiproliferative activities [ 8 ].…”

Section: Introductionmentioning

confidence: 99%

“…The occurrence of pregnane glyosides is characteristic of the Asclepiadaceae, Apocynaceae, Malpighiaceae, Ranunculaceae, and Zygophyllaceae families [ 8 ]. Pregnane glycosides are reported to possess noteworthy pharmacological properties, such as immunosuppressant, cytotoxic, antidepressant, anti-inflammatory, antioxidant, antibacterial, antifungal, and antiproliferative activities [ 8 ]. Therefore, the isolated compounds were tested for their antiproliferative activity against the HeLa cell line using the MTT assay.…”

Section: Introductionmentioning

confidence: 99%

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Polyoxypregnane Ester Derivatives and Lignans from Euphorbia gossypina var. coccinea Pax.

Hammadi

Kúsz

Dávid

et al. 2022

Plants

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From the aerial parts of Euphorbiagossypina var. coccinea Pax., eight new pregnane glycosides (euphogossypins A–H, 1–8) of the cynanforidine and deacetylmetaplexigenin aglycons, two new lignans (gossypilignans A and B, 9 and 10), and four known compounds, namely, the pregnane 12-O-benzoyldeaxcylmetaplexigenin (11), the lignan 9α-hydroxypinoresinol (12), and the flavonoids naringenin (13) and quercitrin (14) were isolated. The structure elucidation of the new compounds was carried out by a spectroscopic analysis, including HRMS, 1D (1H, 13C JMOD), and 2D NMR (HSQC, 1H–1H COSY, HMBC, and NOESY) experiments. The obtained pregnane glycosides were substituted with acetyl and benzoyl ester moieties, and sugar chains containing thevetose, cymarose, digitoxose, and glucose monosaccharides. All of the compounds are described for the first time from E. gossypina var. coccinea. The isolated pregnanes and lignans were tested for their antiproliferative activity on HeLa cells using the MTT assay; the compounds exerted no significant effect against the tumor cells.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Polyoxypregnane Ester Derivatives and Lignans from Euphorbia gossypina var. coccinea Pax.

Hammadi

Kúsz

Dávid

et al. 2022

Plants

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“…Pregnane glycosides are substances with a basic steroidal skeleton and at least one glycosidic bond structure [1][2][3]. Such glycosides not only have diverse structures but also show various biological activities, such as anti-tobacco mosaic virus [4], anti-inflammatory [5], antiproliferative [6], antioxidant [7], antibacterial [8], antifungal [9] and antitumor activities [10].…”

Section: Introductionmentioning

confidence: 99%

“…In the last few years, many pregnane glycosides have attracted considerable attention from pharmacologists on account of their remarkable cancer inhibitory or anticarcinogenic activities [11][12][13][14][15]. To date, hundreds of different pregnane glycosides have been found in the plants of Malpighiaceae, Asclepiadaceae, Apocynaceae, Ranunculaceaem and Zygophyllaceae [3,[16][17][18][19][20].…”

Section: Introductionmentioning

confidence: 99%

Five New Polyoxypregnane Glycosides from the Vines of Aspidopterysobcordata and Their Antinephrolithiasis Activity

Sun

Chen

et al. 2022

Molecules

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From the dried vines of Aspidopterys obcordata Hemsl, five new polyoxypregnane glycosides, named obcordatas J–N (1–5), were obtained. Their structures were fully elucidated and characterized by HRESIMS and extensive spectroscopic data. In addition, all of the new compounds were screened for their antinephrolithiasis activity in vitro. The results showed that compounds 1–3 have prominent protective effects on calcium oxalate crystal-induced human kidney 2 (HK-2) cells, with EC50 values ranging from 6.72 to 14.00 μM, which is consistent with the application value of A. obcordata in folk medicine for kidney stones.

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Identification and Cytotoxic Evaluation of Pregnane Saponins from the Twigs and Leaves of Dregea volubilis

Diep Vu,

Khoa Nguyen,

Thu Nguyen

et al. 2023

Chemistry & Biodiversity

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Four new polyhydroxy pregnane glycosides, named volubilosides G−K (3, 5–7), along with three known secondary metabolites, dregeoside Da1 (1), dregeoside Ka1 (2), and volubiloside E (4) were isolated from the twigs and leaves of Dregea volubilis (DV). The chemical structures of these compounds (1–7) were elucidated using spectroscopic techniques (1D and 2D NMR and HR‐ESI‐MS analyses) and compared with those in the published literature. Compounds (1–7) were evaluated for cytotoxicity against eight cancer cell lines (MB49, K562, MKN‐7, HT29, A549, MCF‐7, MDA‐MB‐231, and HepG2), revealing varying levels of cytotoxic effects with IC50 values ranging from 4.29 to 21.05 μM. The results indicated that compounds 1–7 may serve as potential lead compounds for the discovery and development of novel anti‐cancer drugs.

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Review on Pregnane Glycosides and Their Biological Activities

Cited by 18 publications

References 59 publications

Polyoxypregnane Ester Derivatives and Lignans from Euphorbia gossypina var. coccinea Pax.

Polyoxypregnane Ester Derivatives and Lignans from Euphorbia gossypina var. coccinea Pax.

Five New Polyoxypregnane Glycosides from the Vines of Aspidopterysobcordata and Their Antinephrolithiasis Activity

Identification and Cytotoxic Evaluation of Pregnane Saponins from the Twigs and Leaves of Dregea volubilis

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