Two New C21 Steroidal Glycosides from Marsdenia tenacissima (ROXB.) WIGHT et ARN

Wang, Shu; Lai, Yu‐Han; Tian, Bao; Yang, Lin

doi:10.1248/cpb.54.696

Cited by 22 publications

(9 citation statements)

References 6 publications

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“…Based on a comparison of the 1 H and 13 C-NMR spectroscopic signals of compound 1 with marsdenoside M [36] and tenacissoside L and M [37], which were isolated from the stem of M. tenacissima, the aglycone moiety of the compound had a polyoxypregnan-20-one skeleton. Therefore, the structure of compound 1 was elucidated based on the spectroscopic data of C 21 steroidal glycosides.…”

Section: Discussionmentioning

confidence: 99%

Allelopathic Activity of a Novel Compound, 5,6-Dihydrogen-11α-O-acetyl-12β-O-tigloyl-17β-marsdenin, and a Known Steroidal Glycoside from the Leaves of Marsdenia tenacissima (Roxb.) Moon

et al. 2022

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Medicinal plants are rich sources of bioactive substances that can be used to develop environmentally friendly weed control alternatives. Marsdenia tenacissima (Roxb.) Moon is a traditional medicinal plant well known for its pharmacological activities and several bioactive compounds. However, its allelopathy and related substances have not been reported. Hence, the present study was conducted to explore the allelopathic potential and substances from M. tenacissima leaves. Aqueous methanol extracts of M. tenacissima showed significant inhibitory activities against the growth of cress (Lepidium sativum L.) and Italian ryegrass (Lolium multiflorum Lam.). The extracts were purified through various chromatography steps, and two allelopathic substances were isolated and determined by spectral data to be steroidal glycoside 1 (5,6-dihydrogen-11α-O-acetyl-12β-O-tigloyl-17β-marsdenin), a novel compound, and steroidal glycoside 2 (5,6-dihydrogen-11α,12β-di-O-tigloyl-17β-marsdenin). Both compounds significantly inhibited the growth of cress seedlings. Steroidal glycoside 1 showed 1.6- and 4-times greater growth inhibitory potential against the cress shoots and roots than steroidal glycoside 2. The concentrations needed for 50% growth inhibition of the cress seedling shoots and roots were 0.46 and 0.03 mM for steroidal glycoside 1, respectively, and 0.74 and 0.12 mM for steroidal glycoside 2, respectively. Therefore, these results suggest that steroidal glycosides 1 and 2 may be responsible for the allelopathy of the M. tenacissima leaves.

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Section: Discussionmentioning

confidence: 99%

Allelopathic Activity of a Novel Compound, 5,6-Dihydrogen-11α-O-acetyl-12β-O-tigloyl-17β-marsdenin, and a Known Steroidal Glycoside from the Leaves of Marsdenia tenacissima (Roxb.) Moon

et al. 2022

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“…The roots and seeds are rich in pregnane glycosides of 3-Oxy sugars. The stem contains polyoxypregnane glycosides namely tenacigenoside I [ 10 ], tenacissoside C [ 11 ], tenacigenoside K, tenacigenosides G, tenacissoside H [ 11 , 12 ], marsdenoside B to marsdenoside H [ 13 ], and 11α- O -2-Methylbutyryl-12β- O -acetyltenacigenin B [ 14 ]. Its root is rich of polyoxypregnane glycosides, marstenacissides A1–A7, marstenacissides A8–A12 and marstenacissides B1–B9, marstenacissides B10–B17, and marsdenosides M [ 8 , 15 ].…”

Section: Introductionmentioning

confidence: 99%

Evaluation of Acute and Subacute Oral Toxicity Induced by Ethanolic Extract of Marsdenia tenacissima Leaves in Experimental Rats

2017

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The objective of this study is to evaluate the acute and subacute toxicity of the ethanolic extract of Marsdenia tenacissima (MTE) leaves (family: Asclepiadaceae) in albino rats. The acute toxicity was performed where the limit dose of 5000 mg/kg body weight used. Observations were made and recorded for 24 h, and once daily further for a period of 14 days. The rats were weighed and various observations, like mortality, behavior, injury, or any signs of illness were conducted once daily during the period. For subacute study, four groups of 10 animals (female rats) received 10% Tween 20 in distilled water (control), and 250, 500, and 1000 mg/kg of freshly-prepared extracts, respectively, every 24 h orally for 28 days. At the end of each study, hematological analysis and biochemical parameters were evaluated. Histopathological examination of vital organs of the animals were taken for gross findings, compared to controls. There was no significant difference (p > 0.05) observed in the relative organs, body weights, hematological, biochemical parameters, and gross abnormalities, compared to the control. No mortality was recorded. Therefore, analysis of results may lead to the conclusion that the medium-term oral administration of the MTE leaves for 28 days does not cause toxicity.

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“…Clinically, a preparation from the aqueous extract of the stems of M. tenacissima, Tong-guang-teng tablet, has been used for the treatment of chronic bronchitis and tracheitis, and Xiao-ai-ping preparations (including injection, syrup, and tablet) are effective for the treatment of gastric carcinoma and liver cancer [2]. Thirtynine pregnane glycosides and 18 pregnane genins have been isolated from this plant [3 -14], and some of them have been assayed for bioactivity [6,8]. As part of our continuing investigation of this plant, three new polyoxypregnane glycosides, namely tenacigenoside F (1), tenacigenoside G (2), and tenacigenoside H (3), were also isolated.…”

Section: Introductionmentioning

confidence: 99%

Further polyoxypregnane glycosides from Marsdenia tenacissima

Wang

Peng

Ding

2010

Journal of Asian Natural Products Research

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Two New C21 Steroidal Glycosides from Marsdenia tenacissima (ROXB.) WIGHT et ARN

Abstract: Two new C 21 steroidal glycosides, tenacissoside L (1), tenacissoside M (2), were isolated from the stems of Marsdenia tenacissima (ROXB.) WIGHT et ARN. Their structures were elucidated, respectively, by means of chemical and spectral data, including ESI-MS, HR-ESI-MS, 1D-NMR and 2D-NMR.

Cited by 22 publications

References 6 publications

Allelopathic Activity of a Novel Compound, 5,6-Dihydrogen-11α-O-acetyl-12β-O-tigloyl-17β-marsdenin, and a Known Steroidal Glycoside from the Leaves of Marsdenia tenacissima (Roxb.) Moon

Allelopathic Activity of a Novel Compound, 5,6-Dihydrogen-11α-O-acetyl-12β-O-tigloyl-17β-marsdenin, and a Known Steroidal Glycoside from the Leaves of Marsdenia tenacissima (Roxb.) Moon

Evaluation of Acute and Subacute Oral Toxicity Induced by Ethanolic Extract of Marsdenia tenacissima Leaves in Experimental Rats

Further polyoxypregnane glycosides from Marsdenia tenacissima

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