印度萝芙木再生根中生物碱含量的考察

印度萝芙木Rauvolfia serpentine中含吲哚类生物碱如阿马灵(ajmaline),蛇根碱(serpentine),利血平常从其生长4年的植物根中分离生物碱,而组培技术近来被应用于提高植物体活性成分的含量,本文作者用HPLC法对野生印度萝芙木根(A)、萝芙木     

纵条矶海葵中的生物碱成分研究

目的对纵条矶海葵(Haliplanella luciae)进行生物碱成分的研究。方法采用包括HPLC在内的多种色谱方法进行分离纯化,应用多种波谱学方法,主要是MS、1H-NMR、13C-NMR和2DNMR,结合文献对照确定化合物的结构。结果从纵条矶海葵的甲醇提取物水溶性部位中分离鉴定了3个吲哚生物碱成分:tryp-toline(1),1-甲基四氢-β-咔啉(1-methyltetrahydro-β-carboline,2)和β-吲哚乙胺(tryptamine,3);以及1个嘌呤生物碱成分:2-甲基亚氨基-3-甲基-6-甲基氨基-9氢-嘌呤(2-methylimino-3-methyl-6-methylamino-9H-purine,4)。结论所有化合物均为首次从纵条矶海葵科中获得;吲哚、嘌呤类是该种海葵中生物碱成分的主要类型。     

云南萝芙木生物碱的研究

从云南萝芙木(Rauwolfia yunnaensis Tsiang)根的总弱碱性生物碱部分分离出十一种生物碱。其中四种已有报道从同种植物中得到ajmalicine(生物碱Ⅰ)、ajmaline(生物碱Ⅱ)、reserpine(生物碱Ⅲ)和serpentinine(生物碱Ⅶ);两种为初次从该植物中分离出的已知的吲哚生物碱tetraphyllicine(生物碱Ⅸ)和vellosimine(生物碱Ⅺ),两种为新的吲哚生物碱生物碱Ⅳ和生物碱Ⅷ。并根据光谱分析和生物活性比较,提出了它们的化学结构,推论了它们的立体构型,生物碱Ⅳ为19-epi-ajmalicine,生物碱Ⅷ为pseudoreserpine 16、17位立体异构体。药理实验表明,生物碱Ⅷ具有类似利血平的降压作用,但作用弱、显效快且无中枢镇静作用。其它三种生物碱(生物碱Ⅹ、生物碱Ⅵ和生物碱Ⅴ)的化学结构有待进一步鉴定。     

西蒙1号番薯毛状根生物碱成分的研究

目的研究西蒙1号番薯Ipomoea batatas. Lam毛状根中的生物碱成分。方法用硅胶柱色谱和薄层色谱方法进行分离纯化,根据光谱数据确定其结构。结果分离、鉴定了1个生物碱。结论该化合物为一新的吲哚类生物碱,命名为番薯碱甲(ipomine A)。     

2-吲哚醛西佛碱化合物的合成及其抗癌活性研究

目的：合成一系列吲哚-2-位西佛碱衍生物,通过药理筛选寻找具有抗癌活性的化合物。方法：通过亲核取代、还原、氧化、亲核加成等反应得到目的化合物。结果：设计合成了22个吲哚-2-位西佛碱新化合物,药理筛选结果显示2个化合物(5,14)对KB癌细胞株有抑制作用。结论：药理筛选结果表明,一些化合物显示了一定的抗癌活性,值得进一步研究。     

1-(5-取代糠基)吲哚啉-2-酮衍生物的合成和初步抗肿瘤活性

为了寻找具有较好抗肿瘤活性的新型吲哚啉-2-酮类化合物，本研究以5-甲酰基-2,4-二甲基-1H-吡咯-3-羧酸乙酯与5位不同取代的吲哚啉-2-酮(2a～2d)为原料，首先经缩合得3-吡咯亚甲基-吲哚啉-2-酮(3a～3d)，再经N烃化反应得到1-(5-甲酰基糠基)-3-(吡咯亚甲基)-吲哚啉-2-酮(4a～4d)，然后与吲哚啉-2-酮缩合得到以5-亚甲基糠基连接的双吲哚啉-2-酮化合物(5a～5d)。所合成的12个新型吲哚啉-2-酮类化合物的结构经核磁共振谱、质谱和元素分析确认。采用四氮唑盐(MTT)还原法测试所合成化合物的体外抗肿瘤活性，结果表明所合成的化合物均有一定的抗肿瘤作用，其中6个化合物对SPC-A1肺癌肿瘤株体外抑制活性优于舒尼替尼，特别是化合物5a～5d， IC₅₀值均小于5 μmol·L^-1，值得作为抗肿瘤药物先导化合物。     

罗氏海盘车(Asterias rollestoni)中两种生物碱的分离纯化及其抗肿瘤活性研究

目的 从罗氏海盘车（Asterias rollestoni）中分离鉴定生物碱类天然产物,并进行体外抗肿瘤活性评价。方法 利用MCI GEL CHP20凝胶吸附树脂柱层析、硅胶薄层层析、硅胶柱层析、凝胶 Sephadex LH-20 柱层析和高效液相色谱等手段对化合物进行了分离纯化;运用NMR、MS等波谱方法并结合文献鉴定化合物的结构;采用SRB、MTT法评价化合物的抗肿瘤活性。结果 从罗氏海盘车的乙醇提取物中分离鉴定了1个环二肽生物碱类化合物 Fellutanine A （1）和1个吲哚生物碱N-（2-（1H-吲哚-3-基）乙基）-2-苯乙胺（2）。化合物1对MGC803细胞的抑制率为53.99%,具有一定的抗肿瘤活性。结论 两个生物碱类化合物均为首次从罗氏海盘车中分离获得,其中化合物1的发现说明罗氏海盘车中存在非核糖体肽合成酶,进一步研究其合成路线、从中分离非核糖体多肽合成酶可以为挖掘罗氏海盘车药用价值提供重要参考。     

九里香抗生育活性物质——月橘烯碱的仿生合成研究

月橘烯碱是从芸香科植物九里香根中分出的双吲哚生物碱。药理实验结果表明它具有抗着床和抗早孕的活性。本文报道其仿生合成:吲哚经3位醛基化、与丙酮缩合成化合物Ⅱ;将氮原子保护后进行wittig反应,脱保护基得到β-异戊二烯吲哚(Ⅴ);经分子间Diels-Alder加成反应得消旋月橘烯碱(Ⅵ)。     

海洋放线菌KSC2-1次级代谢产物化学成分的分离与鉴定

目的研究海洋放线菌KSC2-1次级代谢产物,以期得到有活性的先导化合物。方法利用硅胶柱色谱,凝胶柱色谱(Sephadex LH-20),制备高效液相色谱(PRE-HPLC)等手段进行分离纯化,通过理化性质和光谱数据对化合物进行了结构鉴定。结果从海洋放线菌KSC2-1的发酵液的正丁醇萃取物中分离得到10个化合物,分别鉴定为:3-(α-羟丙酰基)-1H-吲哚(3-(α-hydroxypropionyl)-1H-indole,1)、3-乙酰基-1H-吲哚(3-acetyl-1H-indole,2)、1H-吲哚-3-醛(1H-indole-3-carbaldehyde,3)、1H-吲哚-3-羧酸(1H-indole-3-carboxylic acid,4)、2-(1H-吲哚-3-基)乙醇(2-(1H-indol-3-y1)eth-anol,5)、3-乙基-3-羟基-1-甲基吲哚啉-2-酮(3-ethyl-3-hydroxy-1-methylindolin-2-one,6)、2-羟基-1-(4-羟苯基)乙酮(2-hydroxy-1-(4-hydroxyphenyl)ethanone,7)、4-羟基苯乙醇(4-(2-hydroxyethyl)phenol,8)、胸腺嘧啶脱氧核糖核苷(thymine nucleoside deoxyribose,9)、尿嘧啶核糖核苷(uracil nu-cleoside,10)。结论化合物1-10均为首次从海洋放线菌KSC2-1次级代谢产物中分离得到。     

九里香抗生育活性物质——月橘烯碱的仿生合成研究

月橘烯碱是从芸香科植物九里香根中分出的双吲哚生物碱。药理实验结果表明它具有抗着床和抗早孕的活性。本文报道其仿生合成:吲哚经3位醛基化、与丙酮缩合成化合物Ⅱ;将氮原子保护后进行wittig反应,脱保护基得到β-异戊二烯吲哚(Ⅴ);经分子间Diels-Alder加成反应得消旋月橘烯碱(Ⅵ)。     

Isolation and structure elucidation of a new indole alkaloid from Rauvolfia serpentina hairy root culture: the first naturally occurring alkaloid of the raumacline group

A new monoterpenoid indole alkaloid, 10-hydroxy- N(alpha)-demethyl-19,20-dehydroraumacline ( 1), was isolated as a mixture of E- and Z-isomers from hairy root culture of Rauvolfia serpentina Benth. ex Kurz (Apocynaceae) and the structure was determined by 1D and 2D NMR analyses. The new indole alkaloid represents the first naturally occurring alkaloid of the raumacline group and its putative biosynthetical pathway is discussed.     

Three new monomeric indole alkaloids from the roots of Catharanthus roseus

Two new alkaloid glycosides (1 and 2) and a new monomeric indole alkaloid (3), together with 13 known ones (4-16), were isolated from the roots of Catharanthus roseus. The structures of new compounds were elucidated on the basis of the spectroscopic methods. The absolute configuration of compound 3 was established by the modified Mosher's method.     

Screening of promising chemotherapeutic candidates from plants against human adult T-cell leukemia/lymphoma (V): coumarins and alkaloids from <Emphasis Type="Italic">Boenninghausenia japonica</Emphasis> and <Emphasis Type="Italic">Ruta graveolens</Emphasis>

During the course of our studies towards the identification of promising chemotherapeutic candidates from plants against two human T-cell lymphotropic virus type I-infected T-cell lines (MT-1 and MT-2), we screened 17 extracts from 9 rutaceous plants against MT-1 and MT-2 cells. The extracts from the aerial parts and roots of Boenninghausenia japonica, as well as the leaves and roots of Ruta graveolens showed potent antiproliferative effects. After activity-guided fractionation, we isolated 44 compounds from two rutaceous plants, including three new compounds (1–3), which were classified into 26 coumarin analogs (13 coumarins, 8 furanocoumarins, 4 dihydrofuranocoumarins and one dihydropyranocoumarin), 15 alkaloid analogs (7 quinolone alkaloids, 4 acridone alkaloids, 3 furanoquinoline alkaloids and one tetrahydroacridone alkaloid) and 3 flavonoid glycosides. Structure–activity relationship studies were also evaluated. The coumarin compounds (2, 3 and 7–9) bearing a 3-dimethylallyl moiety showed potent activity. Similarly, of all the furanocoumarins evaluated in the current study, compound 17 bearing a 3-dimethylallyl group also showed potent activity. A dihydrofuranocoumarin (27) bearing a 3-dimethylallyl moiety showed the most potent activity. Following 27, compound 28 showed potent activity. These results therefore suggested that the presence of a 3-dimethylallyl moiety was important to the antiproliferative activity of these coumarin analogs.     

Alkaloids from Rauvolfia canescens

Ten indole alkaloids, ajmaline, yohimbine, a-yohimbine, isoreserpine, corynanthine, deserpidine, reserpiline, isoreserpiline, aricine, and a new alkaloid, named lankanescine, have been isolated and identified from Rauvolfia canescens.     

Characterization of polyneuridine aldehyde esterase, a key enzyme in the biosynthesis of sarpagine/ajmaline type alkaloids

Polyneuridine aldehyde esterase (PNA-esterase) was isolated and partially purified from cell suspension cultures of RAUWOLFIA SERPENTINA B ENTH. The exceptionally high substrate specific enzyme catalyses the conversion of the monoterpenoid C (10-) into the C (9-)unit at the stage of polyneuridine aldehyde during the biosynthesis of sarpagine/ajmaline type alkaloids. The enzymatically formed compound is the new, labile indole alkaloid 16-epivellosimine. It is this alkaloid which functions as a branch point of the biogenetic routes leading to sarpagan and ajmalan type alkaloids. PNA-esterase occupies a key position in the biosynthesis of both alkaloid groups.     

Anti-herpesvirus activity of citrusinine-I, a new acridone alkaloid, and related compounds

Citrusinine-I, a new acridone alkaloid isolated from the root bark of the citrus plant (Rutaceae), exhibited potent activity against herpes simplex virus (HSV) type 1 and type 2 at low concentrations relative to their cytotoxicity; 50% effective concentrations (ED50) of citrusinine-I were 0.56 micrograms/ml and 0.74 micrograms/ml against HSV-1 and HSV-2, respectively. Inhibitory action was also demonstrated against cytomegalovirus (CMV) and thymidine kinase-deficient or DNA polymerase mutants of HSV-2. The compound markedly suppressed HSV-2 and CMV DNA synthesis at concentrations which did not inhibit the synthesis of virus-induced early polypeptides. However, citrusinine-I had no inhibitory activity against HSV and CMV DNA polymerases in cell-free extracts. Although the target of this inhibitor remains to be elucidated, the most plausible candidate is a virus-coded ribonucleotide reductase. Citrusinine-1, when combined with acyclovir or ganciclovir, synergistically potentiated the antiherpetic activity of these agents. Based on a comparative study of the antiherpetic activity of citrusinine-1 and 28 related compounds, a structure-activity relationship could be established.     

A new indole alkaloid from Arundo donax L

A new indole alkaloid, named donasine, has been isolated from the rhizomes of Arundo donax L. Its structure was determined by X-ray crystallographic analysis and spectral methods. The primary pharmacological test showed that the compound has an action of reducing fever.     

A new indole alkaloid from Arundo donax L.

A new indole alkaloid, named donasine, has been isolated from the rhizomes of Arundo donax L. Its structure was determined by X-ray crystallographic analysis and spectral methods. The primary pharmacological test showed that the compound has an action of reducing fever.     

海南萝芙木季胺碱化学成分的研究

从海南萝芙木生产“降压灵”的母液,经盐析得到生物碱部分,用硅胶柱层,制备薄层和葡聚糖凝胶过滤法,分得六种生物碱。碱Ⅰ(ajmaline)、碱Ⅱ(vellosimine)、碱Ⅲ(spegatrine)、碱Ⅳ(verticillatine)为已知碱,碱Ⅴ和碱Ⅵ为两个新的二聚体生物碱。根据红外、紫外、质谱、氢谱及碳谱等光谱分析,推定碱Ⅴ的化学结构为1式,命名为双斯配加春(dispegatrine)。并用半合成方法进一步确证了其结构.碱Ⅵ的结构待定.药理研究表明碱Ⅴ和碱Ⅵ均具有α-肾上腺素能受体阻断作用。     

A new indole alkaloid, 7-hydroxyspeciociliatine, from the fruits of Malaysian Mitragyna speciosa and its opioid agonistic activity

A new indole alkaloid, 7-hydroxyspeciociliatine (1), was isolated from the fruits of Malaysian Mitragyna speciosa Korth., together with 11 known indole and oxindole alkaloids (3–13). The structure of the new compound was determined by spectroscopic analysis and chemical conversion. The opioid agonistic activity of the new alkaloid was investigated in guinea-pig ileum experiments. The compound was found to have a weak stimulatory effect on -opioid receptors.