New Cholestane Glycosides from the Leaves of Cordyline terminalis

Yokosuka, Akihito; Suzuki, Takeyuki; Mimaki, Yoshihiro

doi:10.1248/cpb.60.275

Cited by 18 publications

(11 citation statements)

References 5 publications

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“…6 Open-chain glycosides with five sites of oxygenation in the parent aglycone Compound 168, isolated from C. terminalis, possesses the (22S)-1b,3b,7b,16b,22-pentahydroxy-cholest-5-ene skeleton (169) and is likely to share a common biosynthetic precursor with 164 isolated from the same plant. 107 One open-chain glycoside, 170 isolated from C. terminalis, could also be conceptually derived from 25-hydroxylation of the 5a analogue of alliosterol (54). 107 A number of open-chain glycosides possessing an aglycone with ve sites of oxygenation could instead share a common biosynthetic precursor with saponins having the 3,16,22,26oxygenation motif, though with varying oxidation states and stereochemistries.…”

Section: Further Open-chain Glycosides Based On a Tetraoxygenated Agl...mentioning

confidence: 99%

“…107 One open-chain glycoside, 170 isolated from C. terminalis, could also be conceptually derived from 25-hydroxylation of the 5a analogue of alliosterol (54). 107 A number of open-chain glycosides possessing an aglycone with ve sites of oxygenation could instead share a common biosynthetic precursor with saponins having the 3,16,22,26oxygenation motif, though with varying oxidation states and stereochemistries. Helosides A and B (143 and 144) and 171 † The relative but not absolute stereochemistry of the steroidal aglycone in 164 was assigned, though it is unlikely that it belongs to the unnatural, enantiomeric steroid series.…”

Section: Further Open-chain Glycosides Based On a Tetraoxygenated Agl...mentioning

confidence: 99%

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Open-chain steroidal glycosides, a diverse class of plant saponins

Challinor

Voss

2013

Nat. Prod. Rep.

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Saponins are an important class of plant natural products that consist of a triterpenoid or steroidal skeleton that is glycosylated by varying numbers of sugar units attached at different positions. Steroidal saponins are usually divided into two broad structural classes, namely spirostanol and furostanol saponins. A third, previously unrecognized structural class of plant saponins, the open-chain steroidal saponins, is introduced in this review; these possess an acyclic sidechain in place of the heterocyclic ring/s present in spirostanols and furostanols. Open-chain steroidal saponins are numerous and structurally diverse, with over 150 unique representatives reported from terrestrial plants. Despite this, they have to date been largely overlooked in reviews of plant natural products. This review catalogs the structural diversity of open-chain steroidal saponins isolated from terrestrial plants and discusses aspects of their structure elucidation, biological activities, biosynthesis, and distribution in the plant kingdom. It is intended that this review will provide a point of reference for those working with open-chain steroidal saponins and result in their recognition and inclusion in future reviews of plant saponins.

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Section: Further Open-chain Glycosides Based On a Tetraoxygenated Agl...mentioning

confidence: 99%

Section: Further Open-chain Glycosides Based On a Tetraoxygenated Agl...mentioning

confidence: 99%

Open-chain steroidal glycosides, a diverse class of plant saponins

Challinor

Voss

2013

Nat. Prod. Rep.

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“…Cordyline fruticosa has been shown to contain cholestane glycosides, polyphenols, flavonoid, glucofructan, tannins, phyto sterols and alkaloids steroidal saponins. Pharmacologically the plant has been reported to impart antioxidant, antibacterial, anti-gastric and cancer activities [10][11][12][13][14][15][16][17].…”

Section: Introductionmentioning

confidence: 99%

Anti-diarrheal activity and brine shrimp lethality bioassay of methanolic extract of Cordyline fruticosa (L.) A. Chev. leaves

et al. 2019

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Background: Cordyline fruticosa (L.) A. Chev. (Asparagaceae) is a plant which is traditionally used for the treatment of cough, bloody cough, diarrhea, dysentery, high fever, difficulties in urine, bloody urine, small pox, madness, skin eruptions, joint pains, rheumatic bone pains, sore throat, neck pain, bleeding hemorrhoids and inflammation in the digestive tract. Therefore, the present work aims to investigate the antidiarrheal and cytotoxic activities of methanolic extract of Cordyline fruticosa leaves in mice and brine shrimp, respectively. Methods: The effects of the methanol extract of Cordyline fruticosa leaves (MCFL) on castor oil-induced diarrhea, magnesium sulphate induced diarrhea and charcoal meal test in mice were investigated. In addition, brine shrimp lethality bioassay method was used to evaluate cytotoxic activity of MCFL. Results: In castor oil induced diarrheal test, MCFL at the dose of 200, 400 and 800 mg/kg body weight significantly (* P< 0.05, versus control) and dose-dependently reduced the frequency of diarrhea. The frequency of magnesium sulphate-induced diarrhea was significantly reduced by MCFL at the dose of with 800 mg/kg. In the charcoal meal test, the extract at the dose of 400 and 800 mg/kg body weight significantly (* P< 0.05) reduced the distance travelled by charcoal along the intestinal tract when compare with control. However, in brine shrimp lethality test after 24 h, surviving brine shrimp nauplii were counted and LC 50 was assessed. The extract exhibited considerable toxicity towards brine shrimp with LC 50 value of 355.7 μg/mL,with respect to standard vincristine sulfate (having LC 50 of 3.8 μg/mL). Conclusion: The results of present investigation suggest that methanolic extract of Cordyline fruticosa leaves possesses antidiarrheal and cytotoxic activities, confirming the traditional use of the plant in the treatment of diarrhea.

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“…It is an evergreen flowering plant having glossy green leaves or its leaves are diversified with red, pink, purple, maroon, yellow, rose, orange. Besides, it is widely distributed in tropical and subtropical regions of the world [11][12]. Traditionally the plant has been found to represent itself as a treatment option for various disorders, such as fever, headache, diarrhea, coughs, haemoptysis, small pox, madness, skin eruptions.…”

Section: Introductionmentioning

confidence: 99%

Analgesic, anti-inflammatory and anti-pyretic activities of methanolic extract of Cordyline fruticosa (L.) A. Chev. Leaves

Aziz¹,

Naher²,

Akter³

et al. 2019

jrp

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Traditionally Cordyline fruticosa (L.) A. Chev. is being used for the treatment of various disorders, such as fever, headache, diarrhea, coughs, haemoptysis, small pox, madness, skin eruptions, joint pains, rheumatic bone pains, swelling pain and it is also used for abortion. The aim of our study wast o evaluate analgesic, anti-inflammatory and anti-pyretic activities of methanolic extract of C. Fruticosa leaves (MCFL). Analgesic effect of MCFL was investigated by using acetic acid induced writhing test, formalin-induced paw licking test, tail immersion test and hot plate test. The anti-inflammatory activity was assessed by using xylene induced ear edema test and cotton pellet induced granuloma test, whereas antipyretic effect was observed by utilizing Brewer's yeast-induced pyrexia test. In analgesic test, MCFL significantly (* p< 0.05, vs. control) reduced paw licking and abdominal writhing of mice in a dose dependent manner. MCFL at a dose of 800 mg/kg body weight, significantly increased pain threshold in tail immersion test and hot plate test. Significant anti-inflammatory effect was produced by MCFL by reducing xylene induced air edema and cotton pellet induced granuloma in a dose dependent manner. In anti-pyretic test, after 4th hour of respective treatment, MCFL at all doses exhibited anti-pyretic activity, when compared with control (* p < 0.05, vs. control). The results obtained demonstrate that C. fruticosa may provide a source of plant compounds with analgesic, anti-inflammatory and antipyretic activities.

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New Cholestane Glycosides from the Leaves of Cordyline terminalis

Abstract: Four new cholestane glycosides (1-4) were isolated from the leaves of Cordyline terminalis (Agavaceae). The structures of the new compounds were determined on the basis of spectroscopic analysis and a few chemical transformations followed by chromatographic and spectroscopic analyses.

Cited by 18 publications

References 5 publications

Open-chain steroidal glycosides, a diverse class of plant saponins

Open-chain steroidal glycosides, a diverse class of plant saponins

Anti-diarrheal activity and brine shrimp lethality bioassay of methanolic extract of Cordyline fruticosa (L.) A. Chev. leaves

Analgesic, anti-inflammatory and anti-pyretic activities of methanolic extract of Cordyline fruticosa (L.) A. Chev. Leaves

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