In Vitro Anticancer and Cancer-Preventive Activity of New Triterpene Glycosides from the Far Eastern Starfish Solaster pacificus

Sea stars or starfish (class Asteroidea) and holothurians or sea cucumbers (class Holothuroidea), belonging to the phylum Echinodermata (echinoderms), are characterized by different sets of glycosidic metabolites: the steroid type in starfish and the triterpene type in holothurians. However, herein we report the isolation of eight new triterpene glycosides, pacificusosides D–K (1–3, 5–9) along with the known cucumarioside D (4), from the alcoholic extract of the Far Eastern starfish Solaster pacificus. The isolated new compounds are closely related to the metabolites of sea cucumbers, and their structures of 1–3 and 5–9 were determined by extensive NMR and ESIMS techniques. Compounds 2, 5, and 8 have a new type of tetrasaccharide chain with a terminal non-methylated monosaccharide unit. Compounds 3, 6, and 9 contain another new type of tetrasaccharide chain, having 6-O-SO₃-Glc as one of the sugar units. The cytotoxic activity of 1–9 against non-cancerous mouse epidermal cells JB6 Cl41 and human melanoma cell lines SK-MEL-2, SK-MEL-28, and RPMI-7951 was determined by MTS assay. Compounds 1, 3, 4, 6, and 9 showed potent cytotoxicity against these cell lines, but the cancer selectivity (SI > 9) was observed only against the SK-MEL-2 cell line. Compounds 1, 3, 4, 6, and 9 at the non-toxic concentration of 0.1 μM significantly inhibited neoplastic cell transformation of JB6 Cl41 cells induced by chemical carcinogens (EGF, TPA) or ionizing radiation (X-rays and UVB). Moreover, compounds 1 and 4 at the non-toxic concentration of 0.1 µM possessed the highest inhibiting activity on colony formation among the investigated compounds and decreased the colonies number of SK-MEL-2 cells by 64% and 70%, respectively. Thus, triterpene glycosides 1 and 4 can be considered as prospective cancer-preventive and anticancer-compound leaders.     

Yield components,light interception and marker compound accumulation of stevia (Stevia rebaudiana Bertoni) affected by planting material and plant density under western Himalayan conditions

A field experiment was conducted to study the effect of planting material and plant density on stevia (Stevia rebaudiana Bertoni) under western Himalayan conditions during 2011 and 2012. The experiment conducted in a split plot design consisted of two types of planting material (rooted slips and fresh seedlings) in the main plot and five inter- and intra-row spacing in subplots with three replications. Yield attributes and dry leaf biomass yield of stevia were not affected by the type of planting material; however, plant density significantly influenced the yield attributes and leaf and stem dry biomass. Although the wider spacing (60 × 45 cm) gave more leaves, higher leaf area index, higher leaf dry mass per plant as compared to closer spacing, it resulted in lower values of these attributes per unit area. Plants spaced in 30 × 30 cm accumulated 41.2% and 42.8% more total biomass than 60 × 45 cm. Steviol glycoside content did not change due to different planting materials and plant densities; however, closer plant spacing (30 × 30 cm) recorded 114.8% and 70.0% higher steviol glycoside accumulation compared to wider row spacing (60 × 45 cm) in 2011 and 2012, respectively.     

几种大量元素对银杏愈伤组织细胞生长及黄酮醇糖苷含量的影响

以MS＋NAA1mg/L KT2mg/L为基本培养基,研究了不同浓度的5种大量元素对银杏愈伤组织的细胞生长及其黄酮醇糖苷含量的基本培养基,研究了不同浓度的5种大量元素与细胞生长率呈负相关;KNO3浓度对细胞生长率影响不大,但对黄酮醇糖苷含量影响明显;随着MgSO4浓度的增加,细胞生长率和黄酮醇糖苷的含量呈现同步变化;随CaCl2浓度的变化,细胞生长率和黄酮醇糖苷含量呈负相关。     

响应面法优化超声波提取山楂皮渣三萜酸工艺

以山楂皮渣为原料,在单因素试验的基础上,通过响应面法对超声波提取三萜酸物质的工艺条件进行优化。结果表明,超声波辅助提取山楂皮渣三萜酸的最佳工艺条件为:超声温度58℃,超声时间30 min,乙醇浓度81%,液料比9∶1(m L/g),提取2次。在此工艺条件下,山楂皮渣中三萜酸的提取率达(2.332±0.031)%。经过验证,所得工艺参数准确,可用于山楂皮渣三萜酸的提取。     

Kurilosides A1, A2, C1, D,E and F—Triterpene Glycosides from the Far Eastern Sea Cucumber Thyonidium (= Duasmodactyla) kurilensis (Levin): Structures with Unusual Non-Holostane Aglycones and Cytotoxicities

Six new monosulfated triterpene tetra-, penta- and hexaosides, namely, the kurilosides A₁ (1), A₂ (2), C₁ (3), D (4), E (5) and F (6), as well as the known earlier kuriloside A (7), having unusual non-holostane aglycones without lactone, have been isolated from the sea cucumber Thyonidium (= Duasmodactyla) kurilensis (Levin) (Cucumariidae, Dendrochirotida), collected in the Sea of Okhotsk near Onekotan Island from a depth of 100 m. Structures of the glycosides were established by 2D NMR spectroscopy and HR-ESI mass spectrometry. Kurilosides of the groups A and E contain carbohydrate moieties with a rare architecture (a pentasaccharide branched by C(4) Xyl1), differing from each other in the second monosaccharide residue (quinovose or glucose, correspondingly); kurilosides of the group C are characterized by a unique tetrasaccharide branched by a C(4) Xyl1 sugar chain; and kurilosides of the groups D and F are hexaosides differing from each other in the presence of an O-methyl group in the fourth (terminal) sugar unit. All these glycosides contain a sulfate group at C-6 of the glucose residue attached to C-4 Xyl1 and the non-holostane aglycones have a 9(11) double bond and lack γ-lactone. The cytotoxic activities of compounds 1–7 against mouse neuroblastoma Neuro 2a, normal epithelial JB-6 cells and erythrocytes were studied. Kuriloside A₁ (1) was the most active compound in the series, demonstrating strong cytotoxicity against the erythrocytes and JB-6 cells and a moderate effect against Neuro 2a cells.     

深层发酵樟芝营养成分的测定

采用常规检测方法测定深层发酵樟芝菌丝体中的营养成分脂肪酸、氨基酸、麦角甾醇、总三萜的含量,用电感耦合等离子体质谱法测定矿物质的含量.结果表明:樟芝中粗脂肪的质量分数为11.61%,其中饱和脂肪酸占12.6%,不饱和脂肪酸占87.4%;粗蛋白的质量分数为34.20%,菌丝体干粉中总氨基酸含量为270.68 mg.kg-1;樟芝含有常量元素K、Na、P、Ca、Mg和多种人体所需的微量元素Fe、Zn、Mn、Cu、Mo、Cr、Se、Sr;樟芝中麦角甾醇的含量为19.55 mg.g-1,总三萜的含量为2.8125 mg.g-1.樟芝功效成分含量的测定有利于进一步探索其多种保健功能.     

超临界流体萃取红芝三萜化合物

采用超临界流体设备,以ＣＯ２为萃取剂,从野生红芝子实体中萃取灵芝三萜化合物。分析了ＣＯ２密度、温度、时间及改性剂（甲醇）对红芝三萜化合物萃取的影响。     

紫外分光光度法快速测定龙泉破壁灵芝孢子粉三萜含量

选取5种龙泉破壁灵芝孢子粉为研究对象,使用紫外分光光度法,建立了一种快速、简单、高灵敏度,专门针对灵芝孢子粉中三萜测定的方法。结果表明,该方法测得龙泉破壁灵芝孢子粉三萜含量为2.94%~3.43%。熊果酸浓度在20~140μg范围内呈良好的线性关系,精密度(RSD)为0.88%,回收率为88.6%~92.5%,完全能够满足于破壁灵芝孢子粉中三萜成分的分析研究。     

Six New Diterpene Glycosides from the Soft Coral Lemnalia bournei

A chemical study on the extracts of soft coral Lemnalia bournei resulted in the isolation and identification of six new bicyclic diterpene glycosides including three new lemnaboursides E–G (1–3), and three new lemnadiolboursides A–C (4–6), along with three known lemnaboursides (7–9). Their structures were elucidated by detailed spectroscopic analysis, ECD analysis, chemical methods, and comparison with the literature data. Lemnadiolboursides A–C (4–6) contained a lemnal-1(10)-ene-7,12-diol moiety compared with the lemnaboursides. All these compounds were evaluated for antibacterial activity; cell growth inhibition of A549, Hela, HepG2, and CCRF-CEM cancer cell lines; and inhibition of LPS-induced NO production in RAW264.7 macrophages. The results indicated that compounds 1, 2, and 4–6 exhibited antibacterial activity against Staphylococcus aureus and Bacillus subtilis (MIC 4–16 μg/mL); compounds 1–9 displayed low cytotoxicity on the CCRF-CEM cell lines (IC₅₀ 10.44–27.40 µM); and compounds 1, 2, and 5 showed weak inhibition against LPS-induced NO production (IC₅₀ 21.56–28.06 μM).