三十八、沈亮 硕士 专业：药物化学
指导老师：杨玉荣 研究员
学位论文题目：《石松生物碱(+)-Fawcettimine和(+)-Lycoflexine 的全合成》
论文摘要：
本文描述了fawcettimine型石松生物碱(+)-fawcettimine(8)，(+)-lycoflexine(9)的全合成以及alopecuridine(10)的全合成研究，共包括以下三章：
第一章概述了fawcettimine型石松生物碱的分类，生物活性及其全合成研究进展。
第二章详细的描述了我们的石松生物碱(+)-fawcettimine(8)、(+)-lycoflexine(9)的全合成和alopecuridine(10)的全合成研究工作。
石松生物碱alopecuridine(10)的全合成研究：以手性环己烯酮(-)-1作为起始原料，Helquist环化构建6/5双环，N-烷基化或N，N-双烷基化策略构建N杂九员环得到中间体4。双羟化后，Ley氧化得到二酮6，由于双羟化产物5羟基构型与天然产物alopecuridine(10)相反，脱去N-Boc最终得到的alopecuridine的异构体7(Scheme 1)。该路线中我们首次将Helquist 运用于石松生物碱骨架构建。
手性环己烯酮(-)-1经过14步转化得到二酮6后，分别用SmI2和TFA脱去C-4位羟基和N-Boc，完成(+)-fawcettimine(8)全合成，一共16步，总产率7%。(+)-Fawcettimine(8)通过分子内Mannich反应仿生转化为(+)-lycoflexine(9).
第三章为实验操作部分，描述了部分重要中间体以及天然产物fawcettimine(8)和lycoflexine(9)的制备方法和波谱数据。
Abstract：This thesis describes the total synthesis of lycopodium alkaloids (+)-fawcettimine(8) and (+)- lycoflexine(9) and it consists of following four chapters:
In chapter 1, the classification, biosynthesis, biological activities and total synthesis of fawcettimine-type lycopodium alkaloids are briefly summarized.
In chapter 2，the studies toward the total synthesis of alopecuridine(10) en route to (+)-fawcettimine(8) and (+)-lycoflexine(9) are discussed in detail(Scheme 1).
The enone (-)-1 is ultilized as the chiral template of the route toward alopecuridine (10). The 6/5 bicycle and aza nine-membered ring of alopecuridine(10) are assembled through Helquist annulation and N, N-double alkylation, respectively. Tetracyclic hemiacetal 5 obtained as the product of dihydroxylation of 4 is transformed into diketone 6 by the Ley oxidation. The tetracycle isomer of alopecuridine 7 is obtained due to the configurations of C-4 in 5 and 6 are incorrect compared to that of alopecuridine (10). The Helquist annulation is applied to assemble skeletons of lycopodium alkaloids for the first time.
(+)-Fawcettimine(8) is obtained through the deoxygenation and N-Boc deprocetion of diketone with SmI2 and TFA, respectively. The route is sixteen steps in length and 7% in overall yield. The biomimetic transformation of fawcettimine (8)
into (+)-lycoflexine (9) is accomplished through the transannular Mannich cyclization in one step.
In chapter 3 the synthetic procedure and spectum data of key intermediate, synthetic-(+)-fawcettimine (8) and (+)-lycoflexine (9) are described.
三十九、周敏 硕士 专业：药物化学
指导老师：张颖君 研究员
学位论文题目：《三种南药的化学成分及生物活性研究》
论文摘要：
药用植物资源的可持续发展是我国以传统中医药为特色的天然药物产业现代化的基础。通过系统的植物化学研究，应用多学科知识和技术手段对重要药用植物的化学成分和生理活性开展研究，将为药用植物可持续利用提供科学依据和基础。
南药泛指长江以南，南岭以北的全部或大部分地区所产的地道药材和习用药材。本论文对三种南药：竹节参 (Panax japonicus C. A. Mey.)、滇南叶下珠 (P. pulcher Well. ex Muell. Arg.) 和岗梅 [Ilex asprella (Hook. et Arn.) Champ. ex Benth] 的化学成分和生理活性进行了较系统的研究。通过多种分离材料和技术，以及各种光谱、波谱和化学手段，从上述三种植物中共分离鉴定67个化合物，包括37个三萜皂苷，12个水解单宁，8个黄酮及其苷类，以及10个其它类型的化合物，其中5个为新的三萜皂苷类成分，1个为新的水解单宁类成分。对分离得到的大多数化合物进行了抗病毒、抗肿瘤、抗氧化以及酪氨酸酶抑制活性研究，部分化合物显示较好的生理活性。此外，本论文还对五加科人参属植物的化学和药理活性进行了综述。
一、竹节参为五加科 (Araliaceae) 人参属植物竹节参 (Panax japonicus C. A. Mey.) 的干燥根茎，被历年中国药典收载，用于增强免疫、抗炎消肿和清热化痰。该植物在日本、韩国和欧洲也被广泛用于治疗多种疾病，如与肥胖相关的疾病以及酒精诱导的胃溃疡等。研究表明，该植物的特征成分为齐墩果烷型五环三萜和达玛烷型四环三萜，但其化学成分因产地不同而存在很大的差异。本论文对产自云南高黎贡山的竹节参开展系统的化学成分研究，共分离鉴定了31个化合物，包括2个新的达玛烷型三萜皂苷和1个新的达玛烷型天然产物。对分离得到的化合物进行了抗肿瘤活性评价，部分齐墩果烷型化合物显示较强的抗肿瘤活性。
二、运用三种抗氧化模型 (DPPH，FRAP 和 ABTS法) 对7种大戟科(Euphorbiaceae) 叶下珠属 (Phyllanthus) 植物的丙酮水提取物进行了抗氧化活性测试，并用福林酚法对提取物的总多酚含量进行了测定，结果表明滇南叶下珠具有较强的抗氧化活性。因此，本来文对产自云南西双版纳的滇南叶下珠 (Phyllanthus pulcher Well. ex Muell. Arg.) 的地上部分开展了系统的化学成分研究，从中分离鉴定了23个化合物，主要为水解单宁和黄酮及其苷类化合物。进一步对分离得到的化合物进行了抗氧化活性 (DPPH，FRAP 和 ABTS法) 测试以及酪氨酸酶抑制活性，结果表明，大多数化合物有较强的抗氧化活性，部分化合物有一定的酪氨酸酶抑制活性。
三、岗梅根为冬青科 (Aquifoliaceae) 冬青属植物梅叶冬青Ilex asprella (Hook. et Arn.) Champ. ex Benth的干燥根，为岭南地区习用中药，也是“王老吉”凉茶的主要原料之一。从中共分离鉴定了13个化合物，化合物类型包括乌苏烷型五环三萜皂苷，木脂素苷类化合物和一个多元醇类化合物。其中2个为新的含磺酸基团的乌苏烷型五环三萜皂苷，这也是首次从该属植物中分离得到的含磺酸基团的化合物。进一步对分离得到的化合物进行了抗病毒活性筛选，部分化合物显示较弱的抗病毒活性。]
四、对人参属植物的化学成分和药理活性进行了整理和综述，为进一步合理开发利用人参属植物提供参考。
Abstract：The modernization of Traditional Chinese Medicine (TCM) is based on the research of the sustainable development of medicinal plants resources. The study on phytochemical investigation and pharmacological activities will provide strong support for promotion of the sustainable development of medicinal plants by means of modern scientific technology.
Southern herbs are generally defined as the famous-region drugs and conventional herbs from the south area of the Yangtze River. This thesis elaborated the chemical constituents and bioactivities of three herbs in southern China: Panax japonicus C. A. Mey., Phyllanthus pulcher Well. ex Muell. Arg. and Ilex asprella (Hook. et Arn.) Champ. ex Benth. Sixty-seven compounds, including 6 new ones, have been purified and identified, which were triterpenoidal saponins, tannins, flavonol glycosides, lignans, cholesterols and so on. Their structures were elucidated on the basis of detailed spectroscopic analysis and chemical methods. Bioactive assay showed that some triterpenoids have antitumor and antiviral activities, while phenolic glycosides displayed stronger antioxidant activities and inhibitory activity on tyrosinase. In addition, the chemical and pharmacological researches on the genus Panax were summarized.
The thesis consists of the following four chapters.
Chapter 1. The Chemical Constituents and Antitumor Activities of Panax japonicus. P. japonicus C. A. Meyer (Araliaceae). The rhizome of this plant has long been known as an oriental traditional plant drug in China, Korea, Japan and Europe. In China, the rhizome of this herb has been recorded in the Chinese Pharmacopoeia and used to clear heat, transform phlegm, diminish inflammation, as well as for treatment of lifestyle-related diseases such as high-fat diet-induced obesity and alcohol-induced gastric ulcer. Previously, a number of oleanane-type triterpene glycosides were reported from the title plant. It was found that dammarane-saponin compositions of rhizome of the title plant collected from the different region were actually quite distinct from each other. As part of our continuing research on chemical constituents of Chinese Traditional Medicine, a detailed phytochemical investigation on the rhizome of Panax japonicus C.A. Meyer collected in Gaoligong Mountainin Yunnna, China, was carried out, which led to the isolation of 31 compounds, including two new minor dammarane triterpenoid saponins and a new natural product. The isolated compounds were tested for their antitumor activities and some of oleanane-type triterpenoid saponins exhibited better antitumor activity than the positive control.
Chapter 2. The Chemical Constituents and Antioxidative Activity of Phyllanthus pulcher Well. ex Muell. Arg. This thesis screened a large number of extracts from 7 species of the genus phylluthus for their in vitro antioxidant properties with three essays (ABTS, DPPH, and FRAP assays) and determined the phenolic content with Folin-Ciocalteu method, which indicated that P. pulcher exhibited significant antioxidative activity. Therefore, a systematically phytochemical investigation on P. pulcher collected from Xishuangbanna, was carried out, which led to the isolation of 23 phenolic compounds, referred to hydrolysable tannins, flavonols and simple phenolic compounds. Furthermore, all compounds isolated from P. pulcher were tested for their individual antioxidant activities (ABTS, DPPH, and FRAP assays) and inhibitory action towards mushroom tyrosinase. Most of them exhibited significant antioxidative activity, while part of them showed better inhibitory activities on tyrosinase than positive control.
Chapter 3. The Chemical Constituents and Antibiotic Activity of Ilex asprella 2 new sulfur-containing triterpenoid saponins as well as 11 known compounds. These kind of sulfur-containing triterpenoid saponins were isolated from the family Aquifoliaceae for the first time. In addition, part of compounds were tested for their in vitro anti-herpes simplex virus type 1 (HSV-1). (Hook.f.et Arn.) Champ.ex Benth. This plant is endemic specie in China and distributed in Guangdong and Guangxi province at altitudes of 400-1000 m. In south China, the roots and leaves of this plants are a folk crude drug customarily used to the treatment for viral and bacterial diseases such as influenza, tonsillitis, sphagitis, trachitis by local people. Moreover, the roots of this plants have been used to making the herb tea by the local people in China and as the main ingredient of some commercial beverages such as Wanglaoji Herb Tea and Shaxi Herb Tea. Chemical investigation on the roots of this plant led to the isolation fo 13 compounds, most of which were triterpenoidal saponins and lignans, including
四十、周艳英 硕士 专业：药物化学
指导老师：黎胜红 研究员
学位论文题目：《两种植物的次生代谢产物和生态学功能研究》
论文摘要：
本论共由文三章组成。第一章论述了野生大豆 (Glycine soja Sieb.et Zucc.) 地上部分的次生代谢产物及其防御功能研究；第二章论述了唇形科植物米团花（Leucosceptrum canum Smith）茎中的次生代谢产物及其生态学功能研究；第三章综述了近十年来植物酚类化合物的防御研究进展。
利用各种分离材料和技术以及现代波谱学方法从野生大豆中共分离鉴定了16个化合物，其中有一个新的紫檀碱型异黄酮（7），两个甾体（12和13）为新的天然产物。从米团花皮和茎中共鉴定了30个化合物，其中有12个新的半日花烷型二萜及其衍生物（1-12）和1个新的三萜（13）。已知化合物包括苯丙素苷、二倍半萜、甾体及一些小分子酚类化合物。
对野生大豆主要成分化合物1，3，4和8进行了昆虫生长抑制活性测定，结果发现含量最多的异黄酮1对斜纹夜蛾 (Spodoptera litura) 有生长抑制活性，代谢物分析验证了这一结果。米团花茎中特有的二萜类化合物对拟南芥（Arabidopsis thaliana）具有植物毒作用，化合物1可以抑制拟南芥种子萌发，化合物8可以抑制拟南芥主根的伸长。还对野生大豆和米团花树干中的部分化合物进行了对甜菜夜蛾(Spodoptera exigua)的拒食活性和对荔枝炭疽病菌 (Colletotrichum gloeosporioides) 和纹枯病原菌菌 (Thanatephorus cucumeris.)的抑菌活性筛选，但均未发现明显的生物活性。
第一章野生大豆次生代谢产物及其生长抑制活性研究
野生大豆 (Glycine soja Sieb. et Zucc.) 为一年生草本，主要生长于田边、河岸、沼泽和芦苇丛中，国家二级野生保护植物，是重要粮食作物大豆 (Glycine max (Linn.) Merr.) 的原始祖先。文献调研发现，目前为止对其次生代谢产物的研究很少，对其化学生态学方面的研究报道则更少。本研究从野生大豆地上部分的甲醇提取物中共鉴定了16个化合物，包括7个异黄酮，1个环醇，2个甾醇衍生物，3个三萜，2个脂肪醇和1个脂肪酸。其中有1个新的异黄酮（7），被命名为glyceollin VI，两个甾体（12和13）为新的天然产物，分别命名为sitosterol trans-p-coumarate及sitosterol cis-p-coumarate。未发现对甜菜夜蛾有拒食活性和对荔枝炭疽病菌和纹枯病原菌菌有抑菌活性的成分。昆虫生长抑制实验结果表明，野生大豆中含量最多的异黄酮daidzein (1) 3天内能明显抑制斜纹夜蛾的生长，而3、4和8没有活性。代谢物分析结果与生长抑制活性一致。能抑制斜纹夜蛾的daidzein (1) 没有被代谢，而被部分或完全代谢的化合物3，4 和8则对斜纹夜蛾的生长没有影响。因此daidzein (1)可能为野生大豆的主要组成型防御成分。
第二章米团花茎中次生代谢产物及其生态学功能研究
唇形科植物米团花 (Leucosceptrum canum Smith)为多年生灌木或乔木，主要分布于我国云南、四川和西藏东南部。本研究从采自昆明植物园的米团花茎中共分离鉴定了30个化合物，其中13个新化合物，包括12个二萜（1-12）和1个三萜（13）。已知化合物为3个二倍半萜，3个苯丙素类化合物，4个甾体，1个黄酮和6个小分子化合物。以拟南芥为材料对米团花茎中特有的主要二萜化合物1、5、8进行了植物毒活性测试，发现化合物1能够显著抑制拟南芥种子的萌发，化合物8则明显抑制拟南芥主根的伸长。对甜菜夜蛾的拒食活性和对荔枝炭疽病菌和纹枯病原菌菌抑菌活性筛选，结果未发现明显的生物活性。因此推测米团花茎中独特的半日花烷型二萜可能不是用于防御植食性昆虫和植物病原菌，而有可能用于防御竞争性植物。
第三章酚类化合物化学防御研究进展
酚类化合物广泛分布于植物中，对植物起着重要的保护作用。本文综述了近十年（2001-2011年）来有防御功能的植物酚类化合物。
Abstract：This dissertation consists of three chapters. The first chapter gives the result of investigation on the secondary metabolites of the arial part of Glycine soja Sieb.et Zucc. and their defensive function. Chapter 2 presents the results on the secondary metabolites of the stem of Leucosceptrum canum Smith and their ecological function. The third chapter is a review on the research progress of the plant defensive phenolics in the last ten years.
Sixteen compounds were isolated and identfied from the arial part of G. soja by means of chromatographic methods and spectroscopic analyses, including a new isoflavonoid glyceollin VI (7) and two sterol derivatives compounds (9 and 10) which are reported as natural products for the first time. From the stem bark and heartwood of Leucosceptrum canum Smith, 30 compounds including 12 new labdane type diterpenoids or nor-diterpneoids (1-12) and a new triterpenoid (13) were isolated and identified.
Growth inhibitory effect of the major compounds (1, 3, 4 and 8) from wild soybean against the larvae of Spodoptera litura was investigated. The most abundant isoflavonoid in the aerial part of G. soja, daidzein (1), which could not be metabolized by S. litura, was found to inhibit the insect larvae growth significantly. The phytotoxic effect of major diterpenoids (1, 5, 8) in the heartwood of L. canum on the Arabidopsis seed germination and root elongation were tested. As a result, compound 1 obviously retarded the Arabidopsis seed germination while compound 8 significantly inhibited Arabidopsis root elongation. Some compounds from these two plants were also evaluated for their antifeedant against Spodoptera exigua and antifungal activity against Colletotrichum gloeosporioides and Thanatephorus cucumeris, but none of them were found to be active.
Chapter 1. Secondary metabolites from Glycine soja and their defensive function
Glycine soja, an annual herb, grows in harsh conditions such as on the edges of crop fields, riverbanks, wetland and reed cluster. It is considered to be the ancestor of cultivated soybean (G. max) and listed as one of the second class state protection of plants. A literature survey indicated that only a few investigations on the chemistry of this important plant and even less on its ecological correlations with the plant were found. In this study, sixteen compounds (seven isoflavonoids, one cyclitol, two sterol derivatives, three triterpenoids, two fatty alcohols and one fatty acid) were isolated and identified from the aerial part of G. soja, including a new isoflavonoid glyceollin VI (7), and two sterol derivatives sitosterol trans-p-coumarate (9) and sitosterol cis-p-coumarate (10) that are reported as natural products for the first time. The most abundant isoflavonoid in the aerial part of G. soja, daidzein (1), which was found to inhibit the insect larvae growth significantly, could not be metabolized by S. litura, while compounds 3, 4 and 8, which could be partially or completely metabolized, were inactive. In addition, none of these compounds were found to show antifeedant activity against Spodoptera exigua and antifungal activity against Colletotrichum gloeosporioides and Thanatephorus cucumeris. These findings suggest that daidzein might function as a constitutive defense compound with a novel mechanism in G. soja against plant-feeding insects.
1. Daidzein (1)
2. Formononetin (2)
3. Genistein (3)
4. Genistin (4)
5. Coumestrol (5)
6. Glyceollin III (6)
7. Glyceollin VI (7)*
8. Pinitol (8)
9. Sitosterol trans-p-coumarate (9)
10. Sitosterol cis-p-coumarate (10)
11. Betulinic acid (11)
12. Soyasapogenol E (12)
13. Soyasapogenol B (13)
14. Tetradecanoic acid (14)
15. 1-Hexadecanol (15)
16. 1-Icosanol (16)
Note * new compound.
Chapter 2. Secondary metabolites from Leucosceptrum canum and their ecological funciton
Leucosceptrum canum, a perennial shrub or small tree belonging to the family of Labiatae (= lamiaceae), is mainly distributed in Yunnan, sichuang and the southwest of Tibet. In this investigation, 12 new labdane diterpenoids or nor-diterpenoids (1-12), and a new triterpenoid (13), along with 3 leucosceptroids, 3 phenylpropanoids and 11 other known compounds were isolated and identified from the stem bark and heartwood of this plant. The phytotoxic effect of compounds 1, 5 and 8 on the Arabidopsis seed germination and root elongation were tested. Compound 1 obviously retarded the Arabidopsis seed germination while compound 8 significantly inhibited Arabidopsis root elongation. Some diterpenoids and phenolic compounds were also evaluated for their antifeedant activity against Spodoptera exigua and antifungal activity against Colletotrichum gloeosporioides and Thanatephorus cucumeris, but none of them were found to be active. The results suggest that the special labdane diterpenoids accumulated in the heartwood of L. canum might function as defense compounds against the surrounding competitive plants, instead of against insect or fungal pests.
1. Leucolactone A (1)*
2. Leucolactone B (2)*
3. Leucolactone C (3)*
4. Leucolactone D (4)*
5. Leucolactone E (5)*
6. Leucolactone F (6)*
7. Leucolactone G (7)*
8. Leucolactone H (8)*
9. Leucolactone I (9)*
10. Leucolactone J (10)*
11. Leucolactone K (11)*
12. Leucolactone L (12)*
13. 20,24-Epidioxy-lanost-3b,25-diol (13)*
14. 2-(3,4-Dihydroxyphenyl)-ethyl-O-a-L-rhamnopyranosyl-(1®2)-4-O-E-
caffeoyl-b-D-glucopyranoside (14)
15. Isoacteoside (15)
16. Wiedemannioside B (16)
17. Leucosceptroid G (17)
18. Leucosceptroid J (18)
19. Leucosceptroid K (19)
20. 7a-Hydroxysitosterol (20)
21. 7a-Methoxysitosterol (21)
22. 5a,8a-Epidioxy-24x-methylcholesta-6,22-dien-3b-ol (22)
23. 7-Oxositosterol (23)
24. Ferulic acid (24)
25. Benzeneacetic acid (25)
26. Vanillic acid (26)
27. 5-Pentyl-substituted butenolide (27)
28. Ethyl 4-hydroxybenzoaate (28)
29. 5-[(2E)-4-Hydroxy-2-buten-1-yl]-3-methoxy-phenol (29)
30. Acatecin (30)
Note * new compound.
Chapter 3. Progress of the plant defensive phenolics in the last ten years
Phenolic compounds are a large group of phytochemicals widespread in the plant kingdom and are of great importance in plant defense. Here we review the progress in the significance of phenolic compounds as chemical defense substances in the past ten years.
四十一、蒋思源 硕士 专业：药物化学
指导老师：邱明华 研究员
学位论文题目：《卡莎蒙纳姜和红椿化学成分研究》
论文摘要：
本论文由三章组成。第一、二章分别介绍了卡莎蒙纳姜(Zingiber cassumunar)和红椿(Toona ciliata)化学成分的分离和结构鉴定，并对部分化合物进行了抗肿瘤活性测试；第三章综述了姜属植物的化学成分和生物活性研究进展。
利用各种色谱分离技术(（硅胶200-300目）、Sephadex LH-20、HPLC、RP-18)从上述两种植物中分离得到38个化合物，经波普数据分析（UV，IR，MS，1D、2D-NMR），鉴定了37个化合物，包括7个新化合物，另外有3个化合物有一定的抗肿瘤活性。
第一章卡莎蒙纳姜的化学成分及生物活性研究
卡莎蒙纳姜（Z. cassumunar）为姜科姜属植物，有治疗风湿、风寒感冒、痢疾和驱虫之功效，是泰国常用的药。为了从该属植物中找到活性成分，利用GC-MS从卡莎蒙纳姜挥发油部分中鉴定了30多种成分；并对非挥发油部分95%的甲醇提取物进行了系统的研究。利用各种层析方法分离得到18个化合物，通过波普数据分析鉴定了17个化合物：
cis-1,2-bis [(Z)-3,4-dimethoxystyryl)] cyclobutane (1);
cis-1-(2,4,5-trimethoxy-E-styryl)-2-(2,4,5,-trimethoxy-Z-styryl)-cyclobutane (2);
cis-3-(3,4)-dimethoxyphenyl)-4-[(E)-3,4-dimethoxy-styryl]-cycohex-1-ene (3);
tran-3-(3,4)-dimethoxyphenyl)-4-[(E)-3,4-dimethoxy-styryl]-cycohex-1-ene (4);
cis-3-(4,5)-dimethoxyphenyl)-4-[(E)-2,4,5-trimethoxystyryl]-cycohex-1-ene (5);
cis-3-(2,4,5)-trimethoxyphenyl)-4-[(E)-2,4,5-trimethoxystyryl]-cycohex-1-ene (6);
PhlainⅤ(7); (E)-4-(3,4-dimethoxyphenyl)but-3-en-1-ol (8);
(E)-1-(3,4-dimethoxyphenyl)buta-1,3-diene (9);
(E)-4-(3,4-dimethoxyphenyl)but-3-enyl acetate (10);
(E)-4-(2,4,5-trimethoxyphenyl)but-1,3-diene-1-dehyde (11);
2,3,5-trimethoxyl-8-ethenyl-naphthalene (12); stigmasterol (13); β-sitosterol(14);
stigmast-4-ene-3,6-dine (15); (24R)stigmast-3,6-dine (16); stigmast-28-ene-3-one (17).其中化合物1为新化合物。我们对部分化合物进行了抗肿瘤活性测试，研究结果表明:化合物1，3，5有一定的体外免疫细胞抑制活性。
第二章红椿的化学成分及生物活性研究
红椿（T. ciliata）为楝科香椿属植物，有治疗风寒感冒、风湿麻痹、胃痛、痢疾的作用,为中国常用的食疗药。为了从该属植物中找到活性成分，对红椿种子95%的乙醇提取物进行了系统的研究。利用各种层析方法分离得到20个化合物，通过波普数据分析鉴定了这20个化合物：
dihydrocedrelone (1); cedrelone (2); 6α-acetoxy-azadirone (3); 6α-acetoxy-14β,
15β-epoxyazadirone (4); 6α-acetoxy-7-carbonyl-14β,15β-epoxyazadirone (5);
β-sitosterol (6); stigmasterol (7); 6α-acetoxy-15β-carbonyl-azadirone (8);
6α-acetoxy-15β-hydroxy-13,17-dihydroazadirone (9); dihydroniloticin (10);
21α,25-methylmelianodiol (11); melianone (12);
6α-acetoxy-11α-hydroxy-14β, 15β-epoxyazadirone (13);
6α-acetoxy-12α-hydroxy-14β,15β-epoxyazadirone (14); odoratone (15);
toonasinenin (16);5α,6β,8α-trihydroxy-28-norisotoonafolin (17);
toonaciliatins A (18); toonaciliatin C (19); toonaciliatins G (20)。其中化合物5、8、9、13、14、16为新化合物。
第三章姜属植物的活性成分及生物活性研究进展
本部分综述了2011年之前文献报道的从姜属植物中分离得到的烷基酚类、二萜类、苯丁烯类、萘醌、苯基庚烷类等共计140个化合物，并对姜属植物主要的生物活性抗炎作用、抗氧化、抗肿瘤、抗菌等进行了综述。
Abstract：This thesis is composed of three chapters. Chapter 1 and 2 focused on the chemical constituents and bioactivity on antitumor of Zingiber cassumunar and Toona ciliata. The last chapter summarized chemical consititutes and bioactivities of Zingiber.
38 compounds were islolated from the two medicinal plants, of which 37 compounds, including 7 new compounds, were elucidated based on spectroscopic ananlyses (UV，IR，MS，1D、 2D-NMR). By antitumor assay, three compounds showed with potent antitumor activityies.
Chapter 1. The investigations of chemical constituents and bioactivity on the Zingiber cassumunar
The rhizomes of Z. cassumunar are a traditional Thai medicine, and have been used to treat rheumatism, chill cold, diarrhea and insecticide. Investigating on the active constituents of Z. cassumunar resulted in 30 compounds were elucidated by GC-MS from the the part of volatile oil and 18 compounds were isolated by chamatographies (silica gel (200-300 mesh), Sephadex LH-20, HPLC, RP-18), from the part of non-volatile oil. Based on the spectral analyses (UV，IR，MS，1D，2D-NMR) and comparison with reported literatures, 1 new compound cis-1,2-bis [(Z)-3,4-dimethoxystyryl)] cyclobutane (1) and 16 known compounds from the part of non-volatile oil were elucidated as follows:
cis-1,2-bis [(Z)-3,4-dimethoxystyryl)] cyclobutane (1);
E-styryl)-2-(2,4,5,-trimethoxy-Z-styryl)-cyclobutane (2);
cis-3-(3,4)-dimethoxyphenyl)-4-[(E)-3,4-dimethoxy-styryl]-cycohex-1-ene (3);
tran-3-(3,4)-dimethoxyphenyl)-4-[(E)-3,4-dimethoxy-styryl]-cycohex-1-ene (4);
cis-3-(4,5)-dimethoxyphenyl)-4-[(E)-2,4,5-trimethoxystyryl]-cycohex-1-ene (5);
cis-3-(2,4,5)-trimethoxyphenyl)-4-[(E)-2,4,5-trimethoxystyryl]-cycohex-1-ene (6);
Phlain Ⅴ(7); (E)-4-(3,4-dimethoxyphenyl)but-3-en-1-ol (8);
(E)-1-(3,4-dimethoxyphenyl)but-1,3-diene (9);
(E)-4-(3,4-dimethoxyphenyl)but-3-enyl acetate (10);
(E)-4-(2,4,5-trimethoxyphenyl)but-1,3-diene-1-dehyde (11);
2,3,5-trimethoxyl-8-ethenyl-naphthalene (12); stigmasterol (13); β-sitosterol(14);
stigmast-4-ene-3,6-dine (15); (24R)-stigmast-3,6-dine (16);
stigmast-28-ene-3-one (17).
Bioassay for antitumor showed compounds 1, 3, 5 with potent activities.
Chapter 2. The investigations of chemical constituents and bioactivity on the Toona ciliata
T. ciliata are a Chinese dietotherapy medicine, and been used to treat chill cold, rheumatism paralysis, stomach and diarrhea. Investigating on the active constituents of T. ciliata resulted in the isolation of 20 compounds chamatographies (silica gel (200-300 mesh), Sephadex LH-20, HPLC, RP-18). Based on the spectral analyses (UV，IR，MS，1D、2D-NMR) and comparison with reported literatures, 6 new compounds and 14 known compounds were characterized as follows: dihydrocedrelone (1); cedrelone (2); 6α-acetoxy-azadirone (3);
6α-acetoxy-14β,15β-epoxyazadirone (4);
6α-acetoxy-7-carbonyl-14β,15β-epoxyazadirone (5); β-sitosterol (6);
stigmasterol (7); 6α-acetoxy-15β-carbonyl-azadirone (8);
6α-acetoxy-15β-hydroxy-13,17-dihydroazadirone (9); dihydroniloticin (10);
21α,25-methylmelianodiol (11); melianone (12);
6α-acetoxy-11α-hydroxy-14β,15β- epoxyazadirone (13);
6α-acetoxy-12α-hydroxy-14β,15β-epoxyazadirone (14);
odoratone (15); toonasinenin (16); 5α,6β,8α-trihydroxy-28-norisotoonafolin (17);
toonaciliatins A (18); toonaciliatin C (19); toonaciliatins G (20).
Chapter 3. The progress on the chemical constituents and bioactivities study of Zingiber
The review summarized 140 chemical constitutes, such as alkylphenols, diterpenoids, phenylbutanoids, phenyl heptane, relevant to Zingiber before 2011, and summed main bioactivities of Zingiber, including anti-inflammation, antioxidation, antitumor, antibacterial of this plant were introduction.
