The bioassay-guided isolation of antifungal saponins from Hosta plantaginea leaves

Four new steroidal saponins hostaside Ⅰ (1), hostaside Ⅱ (2), hostaside Ⅲ (3), and hostaside Ⅳ (4), together with five known steroidal saponins (5–9), were isolated by the bioassay-guided fractionation from the leaves of Hosta plantaginea (Lam.) Aschers, a worldwide well-known ornamental plant. Hostasides Ⅰ and Ⅱ showed significant antifungal activities, and they could inhibit the growth of Candida albicans and Fusarium oxysporium with MIC values as low as 4 μg/ml.     

Two new steroidal saponins from Tribulus terrestris

Two new steroidal saponins and two known flavonoid glycosides were isolated from the fruits of Tribulus terrestris. Their structures were assigned by spectroscopic analysis and chemical reaction as 26-O-β-d-glucopyranosyl-(25R)-5α-furostan-12-one-3β,22α,26-triol-3-O-β-d-glucopyranosyl (1 → 2)-β-d-glucopyranosyl(1 → 4)-β-d-galactopyranoside (1), 26-O-β-d-glucopyranosyl-(25S)-5α-furostan-22-methoxy-2α,3β,26-triol-3-O-β-d-glucopyranosyl(1 → 2)-β-d-glucopyranosyl(1 → 4)-β-d-galactopyranoside (2), kaempferol-3-gentiobioside (3), and isorhamnetin-3-gentiobioside (4).     

Two new steroidal glycosides from Cynanchum wallichii

Two new C21 steroidal glycosides were isolated from Cynanchum wallichii Wight. Their structures were elucidated as caudatin-3-O-β-d-glucopyranosyl-(1 → 4)-β-d-oleandropyranosyl-(1 → 4)-β-d-cymaropyranosyl-(1 → 4)-β-d-digitoxopyranoside (1) and caudatin-3-O-β-d-glucopyranosyl-(1 → 4)-β-d-cymaropyranosyl-(1 → 4)-β-d-oleandropyranosyl-(1 → 4)-β-d-cymaropyranosyl-(1 → 4)-β-d-digitoxopyranoside (2) by spectroscopic methods including 1D and 2D NMR experiments.     

C-21 steroidal glycosides from Dregea sinensis

Two new C-21 steroidal glycosides, dregeosides D (1) and E (2), were isolated from the roots of Dregea sinensis. The structures of the isolated compounds were elucidated on the basis of 1D and 2D NMR spectra and HR-ESI-MS analysis. Finally, the inhibited effects of the isolated compounds on interleukin 2 receptor were evaluated by enzyme-linked immunosorbent assay.     

Two new steroidal saponins from Tribulus terrestris L.

Two new steroidal saponins were isolated from the fruits of Tribulus terrestris L. Their structures were elucidated by spectroscopic and chemical analysis as (23S,24R,25R)-5α-spirostane-3β,23,24-triol-3-O-{α-l-rhamnopyranosyl-(1 → 2)-[β-d-glucopyranosyl-(1 → 4)]-β-d-galactopyranoside} (1) and (23S,24R,25S)-5α-spirostane-3β,23,24-triol-3-O-{α-l-rhamnopyranosyl-(1 → 2)-[β-d-glucopyranosyl-(1 → 4)]-β-d-galactopyranoside} (2).     

C21 steroidal glycosides from Cynanchum taihangense

Two new C₂₁ steroidal glycosides, cynataihosides E (1) and F (2), together with a known one, sublanceoside H₂ (3), were isolated from Cynanchum taihangense. The aglycone of cynataihoside F (2) was also a new compound. Their structures were elucidated on the basis of NMR spectroscopic data, HR-ESI-MS analysis, and chemical evidence. Their cytotoxic activities against three human tumor cell lines (HL-60, THP1, and Caco2) were reported.     

The new steroidal glycosides from the aerial parts of Lepidogrammitis drymoglossoides

Two new steroidal glycosides ponasteroside C (1) and ponasteroside D (2) were isolated from the aerial parts of Lepidogrammitis drymoglossoides. Their structures were elucidated by various spectroscopic techniques (IR, HRESIMS, 1D and 2D NMR). All compounds were evaluated for their cytotoxicity against HeLa and HCT-8 cell lines, and compounds 1 and 2 showed mild activity against all the test cell lines.     

Steroidal saponins from Tacca plantaginea

Two new steroidal saponins, taccaoside C (1) and taccaoside D (3), along with one known saponin (2) have been isolated from the methanol extracts of Tacca plantaginea. Their structures have been elucidated by spectroscopic and chemical methods.     

Two new steroidal glycosides from Cynanchum amplexicaule

Two new C₂₁ steroidal glycosides were isolated from the EtOAc fraction of Cynanchum amplexicaule. Their structures were elucidated as amplexicogenin d-3-O-β-d-cymaropyranoside (1) and stauntogenin -3-O-α-l-oleandropyranosyl-(1 → 4)-O-β-d-digitoxopyranosyl-(1 → 4)-O-β-d-oleandropyranoside (2) by spectroscopic analysis including 1D and 2D NMR experiments.     

Six new C-21 steroidal glycosides from Dregea sinensis Hemsl

Six new C-21 steroidal glycosides (1–6) were separated from the root of Dregea sinensis Hemsl. and their structures were elucidated using extensive nuclear magnetic resonance, mass spectrometry, and infrared spectral analyses. Isolated compounds were evaluated for antitumor activity, which showed that compound 3 had moderate activity in Jurkat cells (IC₅₀ 19.54 ± 0.91 μM), and compounds 1–4 had significant effects against IL-2R and TNFR2 (IC₅₀ 1.518 ± 0.06 μM to 5.9 ± 0.07 μM).     

New steroidal glycosides from the rhizome of Anemarrhena asphodeloides

Two new steroidal saponins, timosaponin X (1) and timosaponin Y (2), and one new pregnane glycoside, timopregnane B (3), were isolated from the rhizomes of Anemarrhena asphodeloides, as well as three known compounds 25S-timosaponin BII (4), protodesgalactotigonin (5), and timosaponin BII-a (6) isolated from this plant for the first time. By the detailed analysis of 1D, 2D NMR, MS spectra, and chemical evidences, the structures of new compounds were elucidated as 26-O-β-d-glucopyranosyl-(25S)-5β-22-methoxy-furost-3β,26-diol 3-O-β-d-glucopyranosyl-(1 → 2)-α-l-arabinopyranoside (1), 5β-pseudo-spirost-3β,15α,23α-triol 3-O-β-d-glucopyranosyl-(1 → 2)-β-d-galactopyranoside (2), (5β,17α)-Δ¹⁶⁽¹⁷⁾-20-one-pregn-2β,3β-diol 3-O-β-d-glucopyranosyl-(1 → 2)-β-d-galactopyranoside (3).     

昆明杯冠藤中C-21甾类成分的研究

目的 研究昆明杯冠藤中C-21甾体类化学成分。方法 利用硅胶色谱法,反相ODS以及高效液相色谱法进行分离纯化,通过理化常数及光谱分析鉴定了化合物结构。结果 从昆明杯冠藤中分离得到了4个C-21甾体类化合物,分别为：告达庭（caudatin,Ⅰ）,加加明（gagamine,Ⅱ）,告达庭-3-O-β-D-夹竹桃吡喃糖基(1→4)-β-D-加拿大麻吡喃糖基(1→4)-β-D-加拿大麻吡喃糖苷（Ⅲ）,青羊参苷元-3-O-β-D-夹竹桃吡喃糖基(1→4)-β-D-加拿大麻吡喃糖基(1→4)-β-D-加拿大麻吡喃糖苷（Ⅳ）。 结论 化合物Ⅲ和Ⅳ中的糖链全部由2,6-双去氧糖组成,且均首次从该植物中分离得到。     

C21甾体类化合物及其核磁共振谱学综述

本文综述了C21甾体类化合物的结构类型与常见化合物,并就其13CNMR数据进行了总结归纳,分析了不同结构类型、不同取代基的C21甾体化合物的13CNMR数据特征,并对C21甾体苷中常见糖的甲基苷的碳谱数据进行了总结分析。     

紫伪翼手参中4个甾醇苷的分离鉴定

目的研究中国南海紫伪黑手参的化学成分。方法应用多种色谱技术分离，运用波谱分析和化学方法鉴定化合物的结构。结果分离得到4个甾醇苷单体并分别鉴定为：24-甲基-5α-胆甾烷-7，22Z-二烯-3β-O-β-吡喃木糖苷（Ⅰ），24-甲基-5α-胆甾烷-7，24（28）-二烯-3β-O-β-D-吡喃木糖苷（Ⅱ），24-甲基-5α-胆甾烷-7-烯-3β-O-β-D-吡喃木糖苷（Ⅲ）和24-乙基-5α-胆甾烷-7-烯-3β-O-D-吡喃木糖苷（Ⅳ）。结论4个化合物均为首次从海参中获得单体。     

Three new steroidal saponins from Fritillaria pallidiflora

Three new steroidal saponins, pallidiflosides A (1), B (2), and C (3), have been isolated from the dry bulbs of Fritillaria pallidiflora Schrenk. Their structures were elucidated as 26-O-β-d-glucopyranosyl-(25R)-furost-5,20(22)-dien-3β,26-diol-3-O-β-d-xylopyranosyl(1 → 4)-[α-l-rhamnopyranosyl(1 → 2)]-β-d-glucopyranoside (1); 26-O-β-d-glucopyranosyl-3β,26-dihydroxyl-20,22-seco-25(R)-furost-5-en-20,22-dione-3-O-α-l-rhamnopyranosyl(1 → 2)-β-d-glucopyranoside (2); and (25R)-spirost-5-ene-3β,17α-diol-3-O-β-d-glucopyranosyl(1 → 4)-β-d-galactopyranoside (3) by spectroscopic techniques and chemical means.     

白首乌C_(21)甾苷提取及大孔树脂纯化工艺

目的:筛选优化白首乌中C21甾体酯苷类成分的提取工艺及大孔树脂纯化工艺。方法:采用正交试验设计,以C21甾苷得率为指标,优化乙醇回流提取工艺;比较AB-8及HP-20型大孔树脂的吸附效果,并以纯化后C21甾苷收率及浸膏中甾苷的质量分数为指标,优选纯化工艺。结果:C21甾苷的最佳提取工艺为:6倍量90%乙醇提取3次,每次1h。AB-8型大孔树脂对C21甾苷有较好的吸附分离性能,优选的纯化工艺为:上样液质量浓度1g.mL-1,以6倍量80%乙醇洗脱,纯化后总甾苷含量可达46.91%。结论:优选工艺简单稳定,对C21甾苷提取精制效果好,可为其工业制备提供参考依据。     

Two new steroidal glucosides from Tribulus terrestris L.

Two new furostanol saponins, tribufurosides D (1) and E (2), were isolated from the fruits of Tribulus terrestris L. With the help of chemical and spectral analyses (IR, MS, 1D, and 2D NMR), the structures of the two new furostanol saponins were established as 26-O-β-d-glucopyranosyl-(25S)-5α-furost-12-one-2α,3β,22α,26-tetraol-3-O-β-d-glucopyranosyl-(1 → 4)-β-d-galactopyranoside (1) and 26-O-β-d-glucopyranosyl-(25R)-5α-furost-12-one-2α,3β,22α,26-tetraol-3-O-β-d-glucopyranosyl-(1 → 4)-β-d-galactopyranoside (2).     

Six new furostanol glycosides from Smilax glauco-china and their cytotoxic activity

Six new steroidal saponins, namely glauco-chinaosides A–F, and one known compound were isolated from the tubers of Smilax glauco-china. Their structures were elucidated by a combination of spectroscopic analysis and hydrolysis followed by spectral and chromatographic analysis. Compounds 1–7 were tested in vitro for their cytotoxic activities against four human tumor cell lines (SH-SY5Y, SGC-7901, HCT-116, and Lovo). Compounds 1, 2, and 5 exhibited cytotoxic activity against SGC-7901, with IC₅₀ values of 2.7, 11.5, and 6.8 μM, respectively.     

Two new furostanol glycosides from the fibrous root of Ophiopogon japonicus (Thunb.) Ker-Gawl

Two new furostanol glycosides, ophiopogonins H (1) and I (2), were isolated from the fibrous root of Ophiopogon japonicus. The structures of 1 and 2 were established as (25R)-26-[(O-β-d-glucopyranosyl-(1 → 2)-β-d-glucopyranosyl)]-22α-hydroxyfurost-5-ene-3-O-[α-l-rhamnopyranosyl-(1 → 2)]-β-d-glucopyranoside and (25R)-26-[(O-β-d-glucopyranosyl-(1 → 2)-β-d-glucopyranosyl)]-20α-hydroxyfurost-5,22-diene-3-O-[α-l-rhamnopyranosyl-(1 → 2)]-β-d-glucopyranoside on the basis of spectroscopic means including HR-ESI-MS, 1D and 2D NMR experiments.     

Steroidal glycosides from Cynanchum amplexicaule

Two new C₂₁ steroidal glycosides with a new aglycone of amplexicogenin B were isolated from Cynanchum amplexicaule Sieb. et Zucc. Their structures were elucidated as amplexicogenin B-3-O-β-d-cymaropyranoside (1), amplexicogenin B-3-O-β-d-cymaropyranosyl-(1 → 4)-α-l-cymaropyranosyl-(1 → 4)-β-d-cymaropyranoside (2) by means of spectral and chemical analysis.