尖山橙生物碱的研究

从尖山橙(Melodinus fusiformis)全植物中分得15个生物碱,其中3个为新生物碱,采用波谱分析和化学方法,它们的结构分别鉴定为:11,19(R)-dihydroxy tabersonine(1)11-hydroxy-14,15α-epoxy tabersonine(2)和scandine N_b-oxide(3).其余12个为已知生物碱:scandine(4),moloscandonine(5),10-hydoxyscandine(6),Kopsinine(7),15α-hydroxykopsinine(8),venalstonine(9),tabersonine(10),11-methoxytabersonine(11),11-hydroxytabersonine(12),tubotaiwine(13),vindolinine(14)和deacetylpicraline(15).新生物碱1和2分别显示有明显的抗生育和抗肿瘤的作用。     

尖山橙生物碱的研究

从尖山橙(Melodinus fusiformis)全植物中分得15个生物碱, 其中三个为新生物碱,采用波谱分析和化学方法,它们的结构分别鉴定为: 11,19(R)-dihydroxy tabersonine,11-hydroxy-14,15a-epoxy tabersonine 和 scandine N~b-oxide。其余12个为已知生物碱: scandine, moloscandonine, 10-hydroxysoandine, Kopsinine,15α-hydroxydopsinine, venalstonine, tabersonine,11-methoxytabersonine, 11-hydroxytabersonine, tubotaiwine(13), vindolinine (14)和deacetylpicraline。新生物碱1和2分别显示有明显的抗生育和抗肿瘤的作用。     

中国乌头的研究 XXII: 赣烷乌头生物碱的研究

从赣皖乌头(Aconitum finetianum Hand-Mazz)中又分得五个生物碱, 其中三个为新的二萜类生物碱, 分别命名为去氧刺乌头碱(deoxylappaconitine), 赣乌新碱(neofinaconitine)和异刺乌状碱(isolappaconitine), 经IR、MS、^1H和^1^3C NMR推定了它们的化学结构, 另两个为已知生物碱ajacine和inuline.     

中国乌头的研究 ⅩⅩⅡ.赣皖乌头生物碱的研究

从赣皖乌头(Aconitum finetianum Hand-Mazz)中又分得五个生物碱,其中三个为新的二萜类生物碱,分别命名为去氧刺乌头碱(deoxylappaconitine,3),赣乌新碱(neofinaconitine,4)和异刺乌头碱(isolappaconitine,5).经IR、MS、~1H和~(13)C NMR推定了它们的化学结构.另两个为已知生物碱ajacine(1)和inuline(2).     

雷公藤碱丁和碱辛的结构

从雷公藤中分离了二个生物碱: 碱丁(Wilfortrine)和碱辛(Neowilforine),用化学和光谱法测定了它们的结构, 碱辛是一种新生物碱.     

新生物碱雷公藤碱戊的结构

雷公藤(Tripterygium wilfordii Hook.f.)系卫矛科雷公藤属植物.今分得五个生物碱,其中一个为新生物碱,命名为雷公藤碱戊(wilforidine,1);另外四个为已知化合物:雷公藤次碱(wilforine,2),雷公藤碱乙(wilforgine),雷公藤碱(wilfordine,3)及雷公藤碱丁(wilfortrine).     

见血飞化学成分的研究 I

从见血飞根茎的乙醇提取物中的脂溶性部分, 分得6个化合物, 它们经鉴定为pimpincollin(1), toddaloactone(2), 5-hydroxy-4,8-dimethoxy-furoquinoline(3),skimmianino(4), isopimpinellin(5)和11-acetonyl-dihydronitidine(6), 其中3,6为新生物碱。     

见血飞化学成分的研究 I

从见血飞根茎的乙醇提取物中的脂溶性部分, 分得6个化合物, 它们经鉴定为pimpincollin(1), toddaloactone(2), 5-hydroxy-4,8-dimethoxy-furoquinoline(3),skimmianino(4), isopimpinellin(5)和11-acetonyl-dihydronitidine(6), 其中3,6为新生物碱。     

云南萝芙木花新吲哚生物碱

从云南萝芙木(Rauvolfia yunnanensis Tsiang)花乙酸乙酯提取物中分离得到9个化合物(其中4个为吲哚类生物碱), 即(18Z)-11-methoxypicrinine(1), caberoline(2), 11-methoxystrictamine(3)和strictamine(4), 以及russulamide(5), ursolic acid(6), urs-12(13)-en-3α-yl acetate(7), β-amyryl nonanoate(8)和β-sitosterol(9); 采用UV, IR, MS和1D, 2D NMR方法对化合物的结构进行了鉴定, 其中化合物1为新吲哚生物碱, 化合物5, 7和8系首次从该植物中分离得到, 但未得到利血平和育亨宾.     

赣皖乌头生物碱的研究II. 江西兴国产赣皖乌头中其他生物碱的分离和鉴定

从江西兴国县赣皖乌头(Aconitum finetianum Hand-Mazz)根中分得五个二萜类生物碱,根据衍生物的制备、光谱分析及物理常数测定,证明其中两个为新生物碱,定名兴国乌头碱(finetianine)和1-去氢宋果灵(1-dehydrosongorine);其他三个为已知生物碱宋果灵(songorine)、诺密宁(nominine)和氨茴酰牛扁碱(anthranollycoctonine).     

Indole alkaloids from camptotheca acuminata

Five minor alkaloids were isolated from the seeds of Camptotheca acuminata Decne. Two of them are new indole alkaloids named camptacumotine (1) and camptacumanine (2) respectively. The others are known indole alkaloids naucleficine (3), angustoline (4) and dihydroisoquinamine (5), which was isolated for the first time from the plant.     

Rigorous biogenetic network for a group of indole alkaloids derived from strictosidine

Strictosidine, the precursor of more than 2,500 indole alkaloids, was isolated from four species of three plant families. By searching the Dictionary of Natural Products on DVD it was found that about 150 indole alkaloids were obtained from the same species (coalkaloids), which is a direct proof of their common origin. On the base of their three-dimensional structure, taxonomic properties and standard reaction mechanisms an extended network was established which involved the four fundamental skeletons, the three types of carbon framework in the secologanin subunit and all major groups of indole alkaloids derived from secologanin and tryptamine (except a few minor groups, in which only less then 10 alkaloids were known). The system was extended to the heterodimer indole alkaloids and the quinoindole alkaloids as well.     

Two New Indole Alkaloids from Emmenopterys henryi

Two new indole alkaloids, 5‐oxodolichantoside ( 1 ) and deglycocadambine ( 2 ), were isolated from the twigs and leaves of Emmenopterys henryi, together with four known indole alkaloids and five known iridoids. The structures of the new compounds were elucidated on the basis of extensive spectroscopic analyses, including 1D‐ and 2D‐NMR experiments, and confirmed by single‐crystal X‐ray diffraction studies. This is the first report on the isolation of indole alkaloids from this species. The indole alkaloids were evaluated for their cytotoxic activities against five human cancer lines.     

Identification of indole alkaloids in Nauclea officinalis using high-performance liquid chromatography coupled with ion trap and time-of-flight mass spectrometry

Indole alkaloids from Nauclea officinalis (Pierra ex Pitard) Merr are prospective agents for inflammation- related diseases. To speed up the process of discovering such bioactive compounds from natural origins, a mass spectrometry-based method was developed to screen N. officinalis for the presence of indole alkaloids. First, representative alkaloids were purified from herbs and analyzed using an ion trap (IT) mass spectrometer. Multi-stage mass spectra (MS(n))were utilized to establish the characteristic fragmentation pathways of indole alkaloids. It was shown that their fragmentation behaviors were correlated with the degree of unsaturation on ring-D of such alkaloids: if there is a double bond between C-3 and C-14, no fragments of ring cleavage are observed; otherwise, a fragment ion after reverse Diels-Alder cleavage of ring-D is observed as the base peak in their tandem mass spectrometry data. Then, herbal extracts of N. officinalis were analyzed using a combination of high- performance liquid chromatography (HPLC)/IT and HPLC/time-of-flight (ToF) systems. The structures of suspected alkaloids were deduced based on the accurate mass information from ToF and MS(n) from IT. Finally, a total of 10 indole and one indolizidine alkaloids were identified or tentatively characterized in extracts of N. officinalis. This work has demonstrated that the combination of MS(n) and ToF-MS can be used for rapid identification of monoterpenoid indole alkaloids in N. officinalis.     

Synthesis of bioactive nitrogen heterocycles from marine organisms

Recently many bioactive indole alkaloids have been isolated from marine organisms. Many of them have novel ring systems which are not found in the indole alkaloids isolated from higher plants and molds on the land. We have chosen β-carboline alkaloids, eudistomins and manzamines, as targets for total synthesis.     

Comparative study of fourteen alkaloids from Uncaria rhynchophylla hooks and leaves using HPLC-diode array detection-atmospheric pressure chemical ionization/MS method

The purpose of the study is to compare alkaloid profile of Uncaria rhynchophylla hooks and leaves. Ten oxindole alkaloids and four glycosidic indole alkaloids were identified using HPLC-diode array detection (DAD) or LC-atmospheric pressure chemical ionization (APCI)-MS method, and a HPLC-UV method for simultaneous quantification of major alkaloids was validated. The hooks are characterized by high levels of four oxindole alkaloids rhynchophylline (R), isorhynchophylline (IR), corynoxeine (C) and isocorynoxeine (IC), while the leaves contained high level of two glycosidic indole alkaloids vincoside lactam (VL) and strictosidine (S). The presented methods have proven its usefulness in chemical characterization of U. rhynchophylla hooks and leaves.     

Targeted quantitative analysis of monoterpenoid indole alkaloids in Alstonia scholaris by ultra-high-performance liquid chromatography coupled with quadrupole time of flight mass spectrometry

Monoterpene indole alkaloids exhibit structural diversity in herbal resources and have been developed as promising drugs owing to their significant biological activities. Confidential identification and quantification of monoterpene indole alkaloids is the key to quality control of target plants in industrial production but has rarely been reported. In this study, quantitative performance of three data acquisition modes of ultra-high-performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry including full scan, auto-MS² and target-MS², was evaluated and compared for specificity, sensitivity, linearity, precision, accuracy, and matrix effect using five monoterpene indole alkaloids (scholaricine, 19-epi-scholaricine, vallesamine, picrinine, and picralinal). Method validations indicated that target-MS² mode showed predominant performance for simultaneous annotation and quantification of analytes, and was then applied to determine monoterpene indole alkaloids in Alstonia scholaris (leaves, barks) after extraction procedures optimization using Box-Behnken design of response surface methodology. The variations of A. scholaris monoterpene indole alkaloids in different plant parts, harvest periods, and post-handling processes, were subsequently investigated. The results indicated that target-MS² mode could improve the quantitative capability of ultra-high-performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry for structure-complex monoterpene indole alkaloids in herbal matrices. Alstonia scholaris, monoterpene indole alkaloids, quadrupole time of flight mass spectrometry, qualitative and quantitative analysis, ultra-high-performance liquid chromatography     

单萜吲哚生物碱Uleine及其衍生物的合成进展

生物碱uleine及其衍生物从结构上看属于单萜吲哚生物碱,它们共同的结构特征是吲哚核与碱性氮原子之间只有一个碳相隔,而不像其它单萜吲哚生物碱有两个碳原子.由于其结构特异,天然含量少,因而其合成工作一直吸引着化学工作者.总结uleine生物碱及其衍生物的合成方法,根据构建环的种类不同,把合成方法分为五类.大部分方法都是以吲哚和吡啶衍生物为起始原料进行四环的合成,有几条合成路线简短易行.     

Liquid chromatographic isolation of vincristine and vinblastine

A fundamentally new method is described for the separation of the dimeric indole alkaloids vincristine and vinblastine from monomeric indole alkaloid impurities. This method uses an RP-18 high-performance liquid chromatography column with a methanol-water mobile phase containing an inorganic acid and an unusually low concentration of inorganic buffer. By keeping the buffer concentration low, the elution of all indole alkaloids is retarded, but the dimeric ones are retarded more than the monomeric ones. A theoretical model developed to explain this behavior postulates that the anions of the buffer solubilize the protonated indole alkaloids by pairing with them. Lowering the buffer concentration reduces the availability of pairing ions and thus decreases the mobile phase affinity of protonated alkaloids, particularly those having a 2+ charge. A similar approach may be applicable in other situations where ionogenic organic compounds having a particular valence must be separated from related compounds having different valences, or from non-ionogenic compounds.