Spirostanosides of Asparagus sprengeri

Using bioactivity-directed isolation procedures, three new spirostanol saponins designated sansevierin A (1), sansevistatin 1 (2), and sansevistatin 2 (3) were isolated (10(-5) % yield) from the CH3OH-CH2Cl2 extract of Sansevieria ehrenbergii, accompanied by three known steroidal saponins (4-6). The structures were determined on the basis of chemical methods and spectroscopic analysis, especially 1D and 2D NMR experiments. Each of the saponins was evaluated against the P388 lymphocytic leukemia cell line and a panel of human cancer cell lines. Except for 1, all were found to cause inhibition of cancer cell growth. In addition, most of the saponins exhibited antimicrobial activity, particularly against the pathogenic fungi Candida albicans and Cryptococcus neoformans.

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“…ene by comparison of their spectroscopic data with those reported. 7 Saponin 6 8,9 was found to be 3β…”

Section: Resultsmentioning

confidence: 99%

“…Saponin 6: colorless needles from CH 3 OH; mp 262−265 °C; lit . mp 245−250 °C; [α] D 25 −91.2° ( c 0.25, CH 3 OH).…”

Section: Methodsmentioning

confidence: 99%

Antineoplastic Agents. 534. Isolation and Structure of Sansevistatins 1 and 2 from the African Sansevieria ehrenbergii^,1

et al. 2005

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“…18,19 Three new spirostanol saponins, namely sansevierin A (18), sansevistatin 1 ( 19) and sansevistatin 2 (20), together with three known steroidal saponins (21-23) have been documented. [20][21][22] On screening these compounds against the P388 lymphocytic leukemia cell line and a panel of human cancer cell lines, all compounds except 18 were found to inhibit the growth of cancer cells (Table 4). Flavonoids possess various pharmacological properties such as anti-oxidant, anti-inflammatory and also anticancer.…”

Section: Natural Products With Anticancer Activitymentioning

confidence: 99%

Bioactive natural products derived from the East African flora

Magadula

Erasto

2009

Nat. Prod. Rep.

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“…Asparagus species have been reported to have antioxidant [2], antibacterial [3], antitussive [4], antidiarrhoeal [5,6], antiulcer [5], antileishmaniasis [7], antiprotozoal [8], antiinflammatory [9], cytotoxic [10,11], contraceptive [12] and molluscicidal [13] properties. A survey of the literature showed that four steroidal spirostane saponins have been isolated in a previous study of A. sprengeri roots [14] and several Asparagus species have been found to contain mainly steroidal saponins [15], besides a triterpene [16], a lignan [10] and isoflavones [17].…”

mentioning

confidence: 99%

Spirostanol Saponins from Asparagus sprengeri and Their Molluscicidal Activity

Mohamed

2007

Natural Product Communications

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Two new spirostane saponins namely (25R)-6α-[(β-D-glucopyranosyl)oxy]-5α-spirostan-3β-yl β-D-galactopyranoside (1) and (25R)-6α-[(β-D-glucopyranosyl)oxy]-27-hydroxy-5α-spirostan-3β-yl β-D-glucopyranoside (2), together with three known metabolites (25S)-5β-spirostan-3-β-yl O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranoside (3), (25R)-5α-spirostan-3-β-yl O-β-D-galactopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside (4) and (25R)-5α-spirostan-3-β-yl O-β-Dglucopyranosyl-(1→3)-O-[β-D-xylopyranosyl-(1→2)]-O-β-D-glucopyranosyl-(1→4)-β-D-glactopyranoside (5) were identified from the leaves of Asparagus sprengeri Regel (Asparagaceae). Determination of the structures was based on chemical and spectroscopic data (HRESI-MS/MS n , 1 H, DEPT 13 C NMR, 1 H-1 H COSY, HSQC and HMBC). The dry powder, the 1-butanol extract of the leaves, and the isolated compounds (3-5) exhibited molluscicidal properties against Biomphalaria alexandrina snails (the intermediate host of Schistosoma mansoni) [LC 90 = 150, 40, 7, 10 and 13 ppm, respectively], while compounds 1 and 2 were molluscicidally inactive.

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Spirostanosides of Asparagus sprengeri

Cited by 8 publications

References 3 publications

Antineoplastic Agents. 534. Isolation and Structure of Sansevistatins 1 and 2 from the African Sansevieria ehrenbergii^,1

Antineoplastic Agents. 534. Isolation and Structure of Sansevistatins 1 and 2 from the African Sansevieria ehrenbergii^,1

Bioactive natural products derived from the East African flora

Spirostanol Saponins from Asparagus sprengeri and Their Molluscicidal Activity

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Spirostanosides of Asparagus sprengeri

Cited by 8 publications

References 3 publications

Antineoplastic Agents. 534. Isolation and Structure of Sansevistatins 1 and 2 from the African Sansevieria ehrenbergii,1

Antineoplastic Agents. 534. Isolation and Structure of Sansevistatins 1 and 2 from the African Sansevieria ehrenbergii,1

Bioactive natural products derived from the East African flora

Spirostanol Saponins from Asparagus sprengeri and Their Molluscicidal Activity

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Product

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Antineoplastic Agents. 534. Isolation and Structure of Sansevistatins 1 and 2 from the African Sansevieria ehrenbergii^,1

Antineoplastic Agents. 534. Isolation and Structure of Sansevistatins 1 and 2 from the African Sansevieria ehrenbergii^,1