朗德鹅胆汁的化学成分及金属蛋白酶抑制活性研究

应用多种色谱技术进行分离纯化,从朗德鹅胆汁85％乙醇提取物中分离得到6个化合物。经理化性质和光谱数据分析鉴定为苯乙酸（1）、鹅去氧胆酸（2）、鹅去氧胆酸乙酯（3）、棕榈酸-α-单甘油酯（4）、顺-6-十八碳烯酸（5）、（4E）-2-[2＇-hydroxyhexadecanoylamino]-4-octadecane-1,3-diol（6）。化合物1、3、4和6为首次从该属动物胆汁中分得,其中化合物6为首次从陆生动物胆汁中分得的一种神经酰胺类成分。首次对化合物2、4和5进行抑制金属蛋白酶活性的实验,评价了三个化合物的生物活性。     

水红木中两个新的酚苷成分

从水红木（Viburnum cylindricum）植物中分离出2个新化合物,1-phlomglucinyl-（6-methybutyryl）-β-D-glucopyranoside命名为cylindrin A（1）,1-[4-（3-hydroxyl-propyl）]-pyrocatechol-（6-methybutyryl）-β-D—glucopyranoside,命名为cylindrin B（2）。以及7个已知化合物tachioside（3）,syingic acid-4-β-D-glucopyran oside（4）,1-β-D—glucopyanosyloxy-3-methoxy-5-hydroxybenzene（5）,4-hydroxy-3-methoxyphenol-1-O-β-D-glucoside（6）,4-hydroxy-2,6-dimethoxyphen-1-O-β-D-glucoside（7）,phlorogluc inol-1-O-β-D-glucoside（8）,1-β-D-glucosyloxy-2-（3-nrethoxy-4-hydroxyphenyl）propane-1,3-diol（9）．它们的结构经波谱方法得到鉴定。3—9为首次从该种植物中分离得到。     

广东土牛膝的化学成分

广东土牛膝为菊科泽兰属植物华泽兰（Eupatorium chinense）的干燥根。从其甲醇提取物中共分离得到11个化合物,其中eupatorinA（1）为一新化合物,经波谱学方法鉴定为（threo）-3-O-acetyl-1-（4-hydroxy-3-methoxyphenyl）-2-[4-（3-hydroxy-1-（E）-propenyl）-2,6-dimethoxyphenoxy]propyl-β-D-glucopy-ranoside。已知化合物分别鉴定为（threo）-3-hydroxy-1-（4-hydroxy-3-methoxyphenyl）-2-[4-（3-hydroxy-1-（E）-propenyl）-2,6-dimethoxyphenox-y]-propyl-β-D-glucopyranoside（2）,ardisiacrispinA（3）,ardisiac-rispinB（4）,euparone（5）,3-（2,3-dihydroxy-isopen-tyl）-4-hydroxyacetophenone（6）,12,13-di-hydroxy-euparin（7）,gymnastone（8）,N-（2′-hydroxy-tetracosanosyl）-2-amino-1,3,4-trihydroxy-octa-dec-8-（E）-ene（9）,stigmasterol（10）和stigmasterol-3-O-β-D-glucopyranoside（11）。化合物2-4为首次从菊科植物,5-8为首次从泽兰属植物中分离得到。     

草果果实中的酚性成分

从草果（Amomum tsao-ko）果实的甲醇提取物中分离得到了9个酚性化合物,其中一个为新的糖基被酰化的酚性配糖体。用1D,2D NMR和MS等现代波谱学方法鉴定为2-甲氧基-1,4-二苯酚-1—0-[6-O-（3-甲氧基-4-羟基苯甲酰基）]-β-D-吡喃葡萄糖苷（1）。8个已知化合物分别为3’,5＇-二-C-β-D-吡喃葡萄糖基根皮素（2）、芦丁（3）、槲皮素-3-O-β-D-吡喃葡萄糖苷（4）、邻苯三酚（5）、邻苯二酚（6）、对羟基苯甲酸（7）、原儿茶酸（8）和香草酸（9）。化合物2,3,5,7—9均为首次从草果果实中分离得到。     

厚果鸡血藤的化学成分研究

继厚果鸡血藤化学成分的研究（Ⅰ）、（Ⅱ）之后,又从厚果鸡血藤Millettia pachycar pa Benth。根部分离得到多个化合物,经理化分析和波谱分析,确定了其中七个黄酮类化合物的结构为3,3′,4′5′－四甲氧基呋喃[4^∥,5^∥：8,7]黄酮（Ⅰ）,3,3′－二甲氧基呋喃[4^∥,5^∥：8,7]黄酮（Ⅱ）,2,3－二甲氧基呋喃[4′,5′：11,10]－7－氧代[2]苯吡喃[4,3－b][1]－苯吡喃（Ⅲ）,呋喃[4^∥,5^∥：8,7]黄酮（Ⅳ,Lanceolatin B),3-甲氧基－2^∥,2^∥-二甲基吡喃[5^∥,6^∥：8,7]黄酮（Ⅴ）,5－甲氧基呋喃[4^∥,5^∥：7,6]黄酮（Ⅵ,pinnatin）,2^∥,2^∥-二甲基吡喃[5^∥,6^∥：8,7]黄烷酮（Ⅷ,（-）-isolonchocarpin）。这七个化合物皆为首次从该植物中分离得到,其中化合物Ⅰ,Ⅱ,Ⅲ为新的化合物,分别命名为厚果鸡血藤丙素（pachycarin C)、厚果鸡血藤丁素（pachycarin D)和厚果鸡血藤戊素（pachycarin E）。     

中药大蓟化学成分的研究

从大蓟的50％乙醇提取物中分离得到2个木脂素：（-）2-（3’-甲氧基4’-羟基-苯基）-3,4-二羟基4-（3＂-4＂-羟基-苄基）-3-四氢呋哺甲醇（1）和络石苷（2）,以及另外6个化合物：蒙花苷（3）、柳穿鱼叶苷（4）、粗毛豚草素（5）、芹菜素（6）、咖啡酸（7）和对-香豆酸（8）。本文首次在蓟属植物中发现木脂素类成分,化合物7也为首次从本植物中分离得到,通过体外玻片法对化合物1—8进行凝血活性测定,发现化合物3、4具有一定的促凝血作用。     

亚麻根化学成分的研究

采用硅胶柱色谱法从亚麻根中分得5个化合物,通过波谱分析和甲醇酸水解鉴定了它们的结构,分别为Linum cerebrosideA（1）,1-O-β-D-glueopyranosyl-（2S,3R,4E,8Z）-2[（2（R）-hydroxyhexadecanoyl）amido]-4,8-octadecadiene-1,3-diol（2）,胡萝卜苷（4）,花生酸（5）和ent-kaurane-3-oxo-16α-17-diol（6）。其中化合物1为新化合物,化合物2、5、6均为首次从该植物中分离鉴定。     

清香木姜子的化学成分

从清香木姜子（Litsea euosma W．W．Smith）的枝叶中分离得到1个新化合物-α-吡喃酮衍生物（1）以及3个已知化合物：阿魏酸酯衍生物（2）,6-氧-棕榈酰-β-胡萝卜甙（3）和葡萄糖（4）,经波谱学鉴定新化合物α-吡喃酮衍生物的结构为：5-经基-6-甲基-3-（10-十一烯基）-5,6-二氢吡哺-2-酮。     

重楼排草的化学成分研究

从报春花科植物重楼排草（L.Paridiformis Frach）的全株中分离得到了7个化合物。应用各种理化方法及光谱分析鉴定其化学结构。分别鉴定为：希克拉敏A-3-O-｜β-D-吡喃木糖基．（1→2）-β-D-吡喃葡萄糖基-（1→4）-[β-D-吡喃葡萄糖基-（1→2）]｜}-α-L-吡喃阿拉伯糖苷（1）、3β-O-[β-D-吡喃木糖基-（1→2）-β-D-吡喃葡萄糖基-（1→4）]。[β-D-吡喃葡萄糖基-（1→2）]-α-L-吡喃阿拉伯糖基-16α-羟基-13β,28-环氧-齐墩果烷（2）、异鼠李素-3-O-[β-D-吡喃鼠李糖基-（1→）β-D-吡喃阿拉伯糖苷]（3）、槲皮素-3-O-[β-D-吡喃鼠李基-（1→4）-β-D-吡喃阿拉伯糖苷]（4）、β-香树素（5）、β-香树素乙酸酯（6）、三十二烷醇（7）。其中1、2、3、4均为首次从本植物中分离得到。     

隔山消化学成分的研究

从隔山消的石油醚部分分离得到6个芳香类化合物,分别鉴定为2,4-二羟基苯乙酮（1-（2,4-dihy—droxph—enyl）ethanone,1）、奎乙酰苯（acetylquinol,2）、对羟基苯乙酮（1-（4-hydroxyphenyl）ethanone,3）、4-羟基-3-甲氧基苯乙酮（1-（4-hydroxy-3-methoxyphenyl）ethanone,4）、2,4-二羟基-5-甲氧基苯乙酮（1-（2,4-dihydroxy-5-methoxyphenyl）ethanone,5）、3-羟基4-甲氧基苯甲酸（3-hydroxy-4-methoxy—benzoicacid,6）。除化合物2外,其余5个化合物均首次从该植物中分离得到。     

羊角天麻化学成分及β-羟高铁血红素形成抑制活性研究

为探究羊角天麻(Dobinea delavayi)的β-羟高铁血红素形成抑制活性成分,本实验采用硅胶、Sephadex LH-20柱色谱等方法进行化合物的纯化分离,通过理化性质及波谱数据鉴定化合物结构。结果从羊角天麻中分离得到12个化合物,分别鉴定为3,4,2′,4′-四羟基二氢查尔酮(1)、紫铆花素(2)、3,4,2′,4′,α-五羟基查尔酮(3)、金色草素(4)、芒果苷(5)、没食子酸(6)、二十四亚甲基环阿尔廷醇(7)、6β-羟基-豆甾-4-烯-3-酮(8)、β-谷甾醇(9)、胡萝卜苷(10)、棕榈酸甲酯(11)、1-棕榈酸单甘油酯(12),其中化合物1~4、6~8均为首次九子母属植物中分离得到。活性研究结果显示,化合物1~6均具有β-羟高铁血红素形成抑制活性,其中黄酮类化合物2~4具有较强的抑制活性,其IC50分别为120.3、61.5、56.0μg/mL。     

Steroidal saponins from Smilax china and their anti-inflammatory activities

Steroidal saponins, 1, 2, 3 and 4, were isolated from the BuOH extract of Smilax china L., along with 13 known compounds, 5-17. Their structures were elucidated on the basis of MS, 1D and 2D NMR spectroscopic analyses and chemical evidence. In the bioassay tests, all compounds showed inhibitory effects on cyclooxygenase-2 enzyme (COX-2) activities at final concentration of 10(-5) M, and only compound 5 showed an inhibitory effect on production of TNFalpha (tumor necrosis factor alpha) in murine peritoneal macrophages at the same concentration.     

海南蕊木枝叶生物活性成分研究

从海南蕊木(Kopsia hainanensis Tsiang)枝叶的乙醇提取物中分离得到7个化合物,通过波谱分析(NMR、MS、IR等),鉴定其结构分别为:蕊木宁(1)、土波台文碱(2)、二氢脱氢二松柏基醇(3)、 β-香树脂醇(4)、熊果酸(5)、 2α,3β-二羟基熊果酸(6)和 β-谷甾醇(7)。其中化合物3~7为首次从该植物中分离得到。用滤纸片琼脂扩散法检测表明,化合物1~3和5对耐甲氧西林金黄色葡萄球菌(MRSA)生长有抑制作用;化合物2对金黄色葡萄球菌生长有抑制作用;化合物5对慢性髓原白血病细胞(K562)、人胃癌细胞(SGC-7901)和人肝癌细胞(SMMC-7721)增殖均具有细胞毒活性。     

茎花葱臭木化学成分的研究

从茎花葱臭木种子中分离得到5个化合物,经理化与波谱分析鉴定为β-谷甾醇(1)、没食子酸乙酯(2)、胡萝卜苷(3)、1-O-β-D-吡喃葡萄糖基-(2S,3S,4R,8Z)-2-N-(2 ′-羟基二十四烷酰氨基)十八二氧鞘氨-8-烯(4)和2,3,2″,3″-四氢穗花杉双黄酮(5).这5个化合物均首次从该植物中分离得到.其中化合物5进行细胞毒活性测试,没有显示抑制活性.     

Synthesis of xanthone derivatives based on α-mangostin and their biological evaluation for anti-cancer agents

A xanthone-derived natural product, α-mangostin is isolated from various parts of the mangosteen, Garcinia mangostana L. (Clusiaceae), a well-known tropical fruit. Novel xanthone derivatives based on α-mangostin were synthesized and evaluated as anti-cancer agents by cytotoxicity activity screening using 5 human cancer cell lines. Some of these analogs had potent to moderate inhibitory activities. The structure–activity relationship studies revealed that phenol groups on C3 and C6 are critical to anti-proliferative activity and C4 modification is capable to improve both anti-cancer activity and drug-like properties. Our findings provide new possibilities for further explorations to improve potency.     

Nematicidal alkaloids and related compounds produced by the fungus Penicillium cf. simplicissimum

A new nematicidal alkaloid, peniprequinolone (1), together with the known alkaloids penigequinolones A and B (2a, 2b), 3-methoxy-4-hydroxy-4-(4'-methoxyphenyl)quinolinone (3), and 3-methoxy-4,6-dihydroxy-4-(4'-methoxyphenyl)quinolinone (4), were isolated from Penicillium cf. simplicissimum (Oudemans) Thom. Cyclopenin (5) and a compound (6a/6b) structurally related to cyclopenin also were isolated from the fungus, and their structures were established by spectroscopic analysis. The biological activities of 1, 2, 3, 4, and 5 were examined by a bioassay with root-lesion nematodes.     

Chemical Constituents of Phacellaria compressa Benth.

Two new compounds, 1-（3-methoxy-4-hydroxyphenyl）-3-（3,5-dimethoxy-4-hydroxyphenyl）-propane （1） and 5, 7, 3＇-trlmethyoxyflavan-4＇-O-β-D-glucopyranoslde （2） were Isolated from the ethanol extract of the dried aerial parts of Phacellarla compressa Benth., together with 2,3-bis[（4-hydroxy-3,5-dimethoxyphenyl）-methyl]-1,4- butanedlol （3）, ethyl 3,4,5-trlhydroxybenzoate （4）, methyl 3, 4, 5-trlhydroxybenzoete （5）, β-sltoeterol （6）, 5, 7, 3＇, 4＇- tetrahydroxyfiavan （7）, lupeol （8）, zhebelreslnol （9）, quercetln-3-O-α-L-rhamnopyranoslde （10）, （＋）-cetechin （11）, betulln （12）, β-daucosterol （13）, （＋）-sydngareslnol （14）, scopoletln （15）, and proxlmadlol （16）. The structures of these compounds were determined by spectral evidence or by comparing them with authentic samples. Compound 9 showed α-amylase Inhibitory activity of 57.55% at a concentration of 50 μg/mL.     

Benzofurans and another constituent from seeds of Styrax officinalis

The benzofuran constituents of the seeds of Styrax officinalis were investigated. From the hexane extract, two new constituents named 5-(3"benzoyloxypropyl)-7-methoxy-2-(3',4'-methylenedioxyphenyl)-benzofuran (5) and 4-[3"-(1c-methylbutanoyloxy)propyl]-2-methoxy-(3',4'-methylenedioxyphenyl)-1a, 5b-dihydrobenzo-[3,4]-cyclobutaoxirene (6) were isolated together with four known compounds, 5-[3"-(1c-methylbutanoyloxy)propyl]-7-methoxy-2-(3',4'-dimethoxyphenyl)-benzofuran (4), 5-[3"-(1c-methylbutanoyloxy)propyl]-7- methoxy-2-(3',4'-methylenedioxyphenyl)-benzofuran (3), 5-(3"-acetoxypropyl)-7-methoxy2-(3',4'-methylenedioxphenyl)-benzofuran (2) and 5-(3"-hydroxypropyl)-7-methoxy-2-(3',4'-met hylenedioxyphenyl)-benzofuran (1). Although the compounds 1, 2, and 3 have been isolated previously from the seeds of Styrax obassia, this is the first record of their isolation from seeds of Styrax officinalis. The structures of the isolated compounds were established by 1D- and 2D-NMR (HMBC, HMQC, COSY), FABMS and high-resolution ESI FTMS.     

Rubralactone, rubralides A, B and C, and rubramin produced by Penicillium rubrum

Rubralactone (1), rubralides A, B and C (2-4), rubramin (5), and 2-formyl-3,5-dihydroxy-4-methylbenzoic acid (6), were isolated from Penicillium rubrum, and their structures established by spectroscopic methods including 2D NMR. The effects on plant growth of 1-6 were examined using the lettuce seedling bioassay. Compound 1 promoted root growth. Compounds 2, 3 and 5 inhibited the growth of lettuce seedlings, but 4 and 6 did not have any inhibitory effect on their growth.     

Cyclooxygenase-inhibitory and antioxidant constituents of the aerial parts of Antirhea acutata.

Two new compounds, (6S)-hydroxy-29-nor-3,4-seco-cycloart-4(30),24-dien-3-oic acid (1) and 8-[1-(3,4-dihydroxyphenyl)-3-methoxy-3-oxopropyl]epicatechin (3), were isolated by bioassay-guided fractionation from the aerial parts of Antirhea acutata (DC.) Urb. (Rubiaceae). Compound 1 showed moderate inhibitory activities in cyclooxygenase-1 and -2 assays (IC(50) 43.7 and 4.7 microM, respectively), while compound 3 was active in 1,1-diphenyl-2-picrylhydrazyl free-radical and cytochrome c reduction antioxidant assays (IC(50) 29.1 and 16.3 microM, respectively). Additionally, one further new compound was isolated, (3S,24S)-25-trihydroxy-9,19-cycloartane-29-oic acid (2), but this was inactive in the bioassay systems used. Compound 1 is based on the unprecedented 29-nor-3,4-seco-cycloartane skeleton.