利用稻瘟霉分生孢子跟踪分离面包海星中的海星皂苷活性成分

目的研究面包海星中的海星皂苷活性成分。方法以稻瘟霉模型进行活性监测，采用多种层析手段和波谱技术对海星皂苷活性成分跟踪分离并鉴定其结构。结果分离获得14个海星皂苷，鉴定了其中12个结构(1～12)，包括7个新的海星皂苷(6～12)。其中大多对稻瘟霉显示活性且对K-562和BEL-7402肿瘤细胞株显示显著或中等强度的细胞毒性，2个皂苷有溶血作用。结论利用稻瘟霉模型对海星皂苷活性成分进行跟踪分离是可行的，该研究也为进一步开发抗肿瘤新药提供了有价值的先导化合物和科学依据。     

Asterosaponins and glycosylated polyhydroxysteroids from the starfish Culcita novaeguineae and their cytotoxic activities

Using combined chromatographic methods, two asterosaponins (compounds 1 and 2), including a new compound novaeguinoside E (compound 1), and six glycosylated polyhydroxysteroids (compounds 3–8) were isolated from a methanol extract of the starfish Culcita novaeguineae. Their structures were determined on the basis of spectroscopic data (¹H and ¹³C NMR, HSQC, HMBC, ¹H–¹H COSY, ROESY, and HRESI-MS) and by comparison with the literature values. The new compound 1 represents the third example of asterosaponins containing the 5α-cholesta-9(1l)-en-3β,6α,20,22-tetraol aglycone. Among isolated compounds, 4–7 exhibited moderate to weak cytotoxic activities against five human cancer cell lines such as Hep-G2 (hepatoma), KB (epidermoid carcinoma), LNCaP (prostate cancer), MCF7 (breast cancer), and SK-Mel2 (melanoma).     

海星皂苷的研究进展

综述海星皂苷的种类、结构特点、药理活性、提取分离和结构鉴定等方面的研究进展。     

海星中具有生物活性总皂苷的分离纯化

目的利用稻瘟霉生物活性成分跟踪筛选模型,对海星中皂苷进行提取和分离纯化。方法用65%EtOH对粉碎的海星(干)进行回流提取,减压浓缩后均匀分散于水中,用石油醚和正丁醇进行萃取,浓缩正丁醇得海星总皂苷,对其进行稻瘟霉生物活性测试。海星总皂苷粗提物通过正相硅胶、反相硅胶及葡聚糖凝胶LH-20柱层析进行分离纯化。用薄层层析法(TLC)检测把相同的洗脱液收集在一起,得到所需要的有效部位。结果与结论通过稻瘟霉生物活性筛选知海星乙醇粗提物、海星总皂苷均具有抗有丝分裂活性,而石油醚粗提物没有显著的活性。海星总皂苷通过正相硅胶和反相硅胶柱层析分离得到D1～D66个含有海星皂苷的组分,其中D1、D3、D4、D5、D6在TLC上呈现出单一斑点。D2进一步通过葡聚糖凝胶LH-20柱层析进行分离,得到收率约为81.2%的组分a,收率约为3%的组份b。     

Three new benzolactones from Lavandula angustifolia and their bioactivities

Three new benzolactones (1–3), together with four known ones (4–7), were isolated from the whole herb of Lavandula angustifolia. Their structures were established on the basis of detailed spectroscopic analysis (1D- and 2D-NMR, HRESIMS, UV, and IR) and comparison with data reported in the literature. New compounds were evaluated for their anti-tobacco mosaic virus (TMV) activities and cytotoxic activities. The results revealed that compounds 1–3 showed obvious anti-TMV activities with inhibition rates of 26.9, 30.2, and 28.4%, which were at the same grade as positive control. Compounds 1–3 also showed weak inhibitory activities against some tested human tumor cell lines with IC₅₀ values in the range of 32.1–7.6 μM.     

Three new sesquiterpenes from the stems of Nicotiana tabacum and their bioactivities

Three new sesquiterpenes, methyl 4-isopropyl-7-methoxy-6-methylnaphthalene-1-carboxylate (1), methyl 2-hydroxy-4-isopropyl-7-methoxy-6-methylnaphthalene-1-carboxylate (2), and methyl 2-hydroxy-6-(hydroxymethyl)-4-isopropyl-7-methoxynaphthalene-1-carboxylate (3), together with three known sesquiterpenes (4–6), were isolated from the stems of Nicotiana tabacum. Their structures were determined by means of HRESIMS and extensive 1D and 2D NMR spectroscopic studies. The results showed that compounds 2, 3, and 5 exhibited high anti-TMV activity with inhibition rates of 33.6, 35.8, and 36.7%. Compounds 1–6 showed weak inhibitory activities against some tested human tumor cell lines (NB4, A549, SHSY5Y, PC3, and MCF7) with IC₅₀ values in the range of 6.7–9.6 μM.     

Three new anthraquinones from the twigs of Cassia fistula and their bioactivities

Three previously unreported anthraquinones, fistulaquinones A–C (1–3), together with three known ones (4–6) were isolated from the twigs of Cassia fistula. Their structures were determined by means of extensive NMR and MS spectroscopic analyses. All the isolated compounds were tested for their anti-tobacco mosaic virus (anti-TMV) activity, and compound 3 showed significant activity with inhibition rate of 34.5% at 20 μM concentration, even more potent than positive control. Additionally, compounds 1–6 exhibited moderate cytotoxicity with IC₅₀ values ranging from 2.8 to 9.4 μM for some tested human tumor cell lines.     

Three new triterpenoid saponins from Ixeris sonchifolia and their cytotoxic activity

Bioassay-guided fractionation of an active n-BuOH extract of the whole plant of Ixeris sonchifolia, using a cytotoxicity assay, resulted in the isolation of three new triterpenoid saponins, ixeris saponins A (1), B (2), and C (3). On the basis of chemical evidence and extensive spectral studies, their structures were established as echinocystic acid 3-O-beta-D-glucopyranosyl(1-->3)-beta-D-glucopyranosyl(1-->3)-alpha- L-arabinopyranoside (1), 3-O-[bis[beta-D-glucopyranosyl(1-->2 and 1-->3)-alpha-L-arabinopyranosyl]]echinocystic acid 28-O-beta-D-glucopyranosyl ester (2), and 3- O-[beta-D-glucopyranosyl(1-->3)-beta- D-glucopyranosyl(1-->3)-alpha-L-arabinopyranosyl]-16alpha, 23-dihydroxyolean-12-ene 28-O-beta-D-glucopyranosyl ester (3). Compounds 2 and 3 showed significant cytotoxicity against cancer cell lines A375, L929, and HeLa with IC50 values ranging from 8.83 microM to 15.83 microM, while compound 1 was inactive against these three cell lines.     

Two new steroidal compounds from starfish Asterias amurensis Lutken

Two new sulfated steroidal compounds (1 and 2), along with three known steroidal saponins (3, 4, and 5) were isolated from the starfish Asterias amurensis Lutken. The structures of new compounds were elucidated as 3beta-O-sulfated-cholest-5-ene-7alpha-ol (1) and (E) 25-O-beta-d-xylopyranosyl-26, 27-dinor-24(S)-methyl-22-ene-15alpha-O-sulfated-5alpha-cholest-3beta,6alpha-ol (2) by extensive NMR experiments and chemical evidence. Their effects on UMR106 cell proliferation were screened by MTT method. The results indicated that compounds 2 and 2a (0.01-100 microM) significantly promoted the osteoblastic proliferation. The initial structure-activity relationship analysis suggests that the sugar moiety is the necessary group for the activity.     

Three new steroidal saponins from Aspidistra letreae plants and their cytotoxic activities

Three new steroidal saponins, aspiletreins A–C (1–3), together with 2H-chromen-2-one (4), and α-tocopherol (5), were isolated from whole Aspidistra letreae plants collected in Vietnam. Their structures were elucidated by a combination of spectroscopic analyses, including 1D- and 2D-NMR, IR, and HRESIMS, and by comparison with the reported data in the literature. Compounds 1–3 exhibited moderate cytotoxicities against the LU-1, HeLa, MDA-MB-231, HepG2, and MKN-7 human cancer cell lines, with IC₅₀ values ranging from 7.69?±?0.40 to 20.46?±?3.11 µM.

     

Three new quassinoids isolated from the wood of Picrasma javanica and their anti-Vpr activities

Journal of Natural Medicines - Three new quassinoids, javanicinols A and B (1 and 2) and 4-keto-(16S)-methoxyjavanicin B (3), together with three known quassinoids (4–6) were isolated from...     

南海海绵的结构多样性和生物活性

海绵是重要的海洋生物资源,由于其生态条件特殊,产生的天然产物结构多样、生物活性显著。本文就作者近年对我国南海海绵代谢产物及其生物活性研究的部分结果进行总结,以阐明我国海绵生物资源的结构多样性,为我国海绵作为药用资源的深入研究提供参考依据。     

Three new biphenyls from the twigs of Garcinia tetralata and their anti-tobacco mosaic virus activity

Phytochemical investigations on the ethanol extract of the twigs of Garcinia tetralata resulted in the isolation of three new biphenyls, tetralatabiphenyls A–C (1–3), along with three known biphenyl derivatives (4–6). Structural elucidations of 1–3 were performed by spectroscopic methods such as 1D and 2D NMR spectra, in addition to high-resolution mass spectra. Compounds 1–6 were also evaluated for their anti-tobacco mosaic virus (anti-TMV) activity. The results showed that compound 3 showed high anti-TMV activity with inhibition rate of 31.1%. Compounds 1, 2, and 4–6 also showed modest anti-TMV activities with inhibition rates in the range of 18.9–24.5%, respectively.     

Three new sesquiterpene aminoquinones from a Vietnamese Spongia sp. and their biological activities

Journal of Natural Medicines - Sesquiterpenoid quinones with remarkable properties, such as anti-inflammatory, antibacterial, antiviral, antitumor, antiangiogenic, and differentiation-inducing...     

Three new phenolic compounds from the lichen Thamnolia vermicularis and their antiproliferative effects in prostate cancer cells

Three new phenolic compounds, thamnoliadepsides A (1), B (2), and thamnolic acid A (3), and seven known compounds, everninic acid (4), baeomycesic acid (5), β-orcinol (6), β-resorcylic acid (7), ethyl orsellinate (8), squamatic acid (9), and vermicularin (10), were isolated from the lichen Thamnolia vermicularis (Sw.) Ach. ex Schaerer. Their structures were determined based on spectroscopic analysis, including 2D-NMR experiments and HR-MS techniques. Compound 1 inhibited growth of prostate cancer cells and bonded to G-quadruplex DNA based on NMR determination.     

Steroid glycosides from the starfish Pentaceraster gracilis

Using combined chromatographic separations, two new steroid glycosides namely pentacerosides A (1) and B (2), and four known compounds were isolated from the methanol extract of the starfish Pentaceraster gracilis. Their structures were determined on the basis of spectroscopic data (¹H and ¹³C NMR, HSQC, HMBC, ¹H-¹H COSY, ROESY, and FT-ICR-MS) and by comparing obtained results to the literature values. Among the isolated compounds, only maculatoside (5) showed significant cytotoxic effect against Hep-G2 (IC₅₀ = 16.75 ± 0.69 μM) and SK-Mel2 (IC₅₀ = 19.44 ± 1.45 μM) cell lines and moderate effect on KB (IC₅₀ = 36.53 ± 0.78 μM), LNCaP (IC₅₀ = 39.75 ± 3.34 μM), and MCF7 (IC₅₀ = 47.34 ± 7.01 μM) cell lines.     

那格列奈类似物的合成与活性测定

目的合成新型那格列奈类似物,评价其对小鼠血糖的影响.方法以N-异丙基哌嗪、N-异丙基哌啶-4-羧酸、反式-4-二甲氨基环己烷-1-甲酸及各种取代苯丙氨酸为原料合成目标化合物,并通过小鼠禁食后给药、口服葡萄糖、采尾血测血糖,来确定新化合物对血糖值的影响.结果共合成43个新化合物,经元素分析、红外光谱、旋光、核磁共振氢谱和质谱确定结构;其中化合物1对小鼠血糖升高有明显的抑制作用.结论所合成的那格列奈类似物(1)有明显降糖活性,且手性中心为S构型,与对照药构型相反.     

苯甲酸苯酯类化合物的合成与生物活性调查

本研究采用一步法合成8个苯甲酸苯酯类化合物,总产率在31％和85％之间,并对其抗氧化、抗酪氨酸酶和抗胰脂肪酶活性进行了评估.化合物4c显示出比水溶性维生素E更强的抗氧化活性,其半数抑制浓度(IC50)约为13.06 μM,通过计算化学对其抗氧化机制进行进一步研究.化合物1c-5c显示出低的抗酪氨酸酶活性.化合物4c、5...     

大叶藤黄中三个新《口山》酮类成分

为了研究大叶藤黄树皮中<口山>酮类成分,运用正相和反相硅胶柱色谱法对大叶藤黄树皮乙酸乙酯萃取物进行分离纯化,并用波谱技术鉴定化合物结构.共分离得到3个新<口山>酮类化合物,其结构分别鉴定为1,2,5-三羟基-6-甲氧基<口山>酮(1),1,4,6-三羟基-5-甲氧基<口山>酮(2),1,2,7-三羟基-4-(1,1-二甲基烯丙基)<口山>酮(3).     

Three new metabolites from Botrytis cinerea

Three new metabolites, γ-abscisolactone (1), botrytisic acids A (3) and B (4) were isolated from the fermentation broth of Botrytis cinerea TB-3-H8. Their structures were elucidated on the basis of MS, IR, UV, and NMR spectroscopic data. Compound 2 was isolated from natural resource for the first time. The structure of 1 was further confirmed by single-crystal X-ray diffraction (CCDC-265897).