Secoiridoid glycoside and alkaloid constituents of Hydrangea chinensis

A new secoiridoid glycoside, hydrachoside A (1), along with 14 known compounds, was isolated from the leaves of Hydrangea chinensis. The absolute stereochemistry of the side chain attached to C-15 on the secoiridoid glycoside hydrangenoside E (2) was determined by NMR spectral analysis. The structures of compounds 1 and 2 were elucidated on the basis of spectral data. The previously reported structure, hydrachine A (3), was revised as its epimer, (-)-neodichroine (4), a new compound.     

Secoiridoid glucosides from Strychnos spinosa

Three new secoiridoid glucosides, stryspinoside (1) and strychosides A (2) and B (3), were isolated, together with 23 known compounds, from the dried branches of Strychnos spinosa. The structures of the new compounds were determined by spectroscopic means.     

Secoiridoid glycosides from Gentiana scabra

Six new secoiridoid glycosides, gentiascabraside A (1), 6beta-hydroxyswertiajaposide A (2), 1-O-beta-d-glucopyranosyl-4-epiamplexine (3), and scabrans G3 (4), G4 (5), and G5 (6), have been isolated from the rhizomes and roots of Gentiana scabra together with a known compound, swertiajaposide A (7). The structures of the new compounds were determined by spectroscopic (NMR, MS) and chemical means.     

Six secoiridoid glucosides from Adina racemosa

Six novel secoiridoid glucosides, adinosides A (1), B (2), C (3), D (4), E (5), and grandifloroside 11-methyl ester (6) were isolated, together with 27 known compounds, from the dried leaves, flowers, and twigs of Adina racemosa. The structures of the new compounds were determined by spectroscopic (NMR, MS) and chemical means.     

陕西产秦艽的化学成分研究

目的:对陕西产秦艽Gentiana macrophylla根的化学成分进行系统研究。方法:利用多种色谱手段对秦艽的脂溶及水溶部分进行分离;用UV,IR,MS,¹H-,¹³C-NMR等技术及对照品对照进行鉴定。结果:鉴定了8个化合物,其中脂溶部位4个,分别是:5-羧基-3,4-二氢-1H-2-苯并吡喃-1-酮(5-carboxyl-3,4-dihydrogen-1H-2-benzopyran-1-one1),红白金花内酯(erythrocentaurin 2),栎瘿酸(roburic acid 3),齐墩果酸(oleanolic acid 4)。水溶部位4个:龙胆苦苷(gentiopicroside 5),獐牙菜苦苷(swertiamarine 6),獐牙菜苷(sweroside 7),6′-O-β-D-葡萄糖基龙胆苦苷(6′-O-β-D-gluco-sylgentiopicroside 8)。结论:1为新化合物,命名为红白金花酸,2为首次从本属植物中分得,8为首次从秦艽中分得。     

Homosecoiridoids from the flower buds of Lonicera japonica

Homosecoiridoids (1-15) were isolated from the flower buds of Lonicera japonica. Compounds 1-4, designated as loniphenyruviridosides A-D, possess unprecedented skeletons featuring phenylpyruvic acid derived moieties coupled with an iridoid or a secoiridoid nucleus. Compounds 5-15 (lonijaposides D-N) are additional examples of the unusual pyridinium alkaloid-coupled secoiridoids (lonijaposides A-C). The validity of the CD data to determine the configuration of the secoiridoid derivatives is discussed on the basis of detailed CD data analysis and semisynthesis of 2 and 3 with the co-occurring secologanic acid. The configuration of secologanic acid was determined by a single-crystal X-ray crystallographic analysis using anomalous scattering of Cu Kα radiation. Biosynthetic pathways of the homosecoiridoids were postulated. Compounds 1-4 inhibited STAT-3 activity of HELF cells, and lonijaposides F (7), H (9), I (10), and K (12) showed activity against the release of glucuronidase in rat polymorphonuclear leukocytes induced by platelet-activating factor.     

Secoiridoid glycosides from Gentiana scabra.

Two new secoiridoid glycosides, 4'-O-beta-D-glucopyranosylgentiopicroside (1) and 6'-O-beta-D-glucopyranosylgentiopicroside (2), have been isolated from the rhizomes and roots of Gentiana scabra together with three known compounds, olivieroside, 1-O-beta-D-glucopyranosylamplexine, and benzyl alcohol O-alpha-L-arabinopyranosyl (1 --> 6)-beta-D-glucopyranoside. The structures of 1 and 2 were elucidated using chemical and physicochemical (MS and NMR) studies.     

Pyridinium alkaloid-coupled secoiridoids from the flower buds of Lonicera japonica

Three pyridinium inner salt alkaloids, lonijaposides A-C (1-3), based on an unprecedented skeleton of an N-substituted nicotinic acid nucleus coupled through C-5 with C-7 of a secoiridoid, together with seven known iridoids, have been isolated from the flower buds of Lonicera japonica. Their structures were elucidated by spectroscopic and chemical analyses. Lonijaposide C (3) showed activity against the release of glucuronidase in rat polymorphonuclear leukocytes induced by the platelet-activating factor.     

A New Secoiridoid Glycoside from Roots of Picrorhiza scrophulariiflora

Objective To study the chemical constituents in the roots of Picrorhiza scrophulariiflora.Methods The chemical constituents in the roots of P.scrophulariiflora were separated and purified with chromatographic methods.The structures were elucidated by spectroscopic methods and chemical analyses.Results A new secoiridoid glycoside,picrogentioside II(1)was successfully isolated from the roots of P.scrophulariiflora.Conclusion Compound 1 is a new secoiridoid glycoside.     

Novel secoiridoid lactones from Jasminum multiflorum

Four new secoiridoid lactones, jasmolactones A [1], B [2], C [3], and D [4], were isolated from the aerial part of Jasminum multiflorum. The structures of these compounds, which contain a novel bicyclic 2-oxo-oxepano[4,5-c]pyran ring system, were established by spectral analyses and chemical correlations. Pharmacological testing revealed that jasmolactones B and D possess coronary vasodilating and cardiotropic activities.     

Bis-iridoid glucosides from Abelia chinensis

Seven bis-iridoid glucosides have been isolated from Abelia chinensis and were characterized by having a secoiridoid residue as unit A esterifying a C(10)-iridoid or a delta-lactone iridoid as unit B. Among these, compounds 1-3 are new and correspond to 7-O-acetyllaciniatoside IV, 7-O-acetyllaciniatoside V, and 7-O-acetylabelioside B, respectively. The structures of 1-3 were elucidated by spectral methods.     

女贞子中一个新的裂环环烯醚萜苷类成分

目的研究女贞子的化学成分。方法采用硅胶、ODS、Sephadex LH-20和RP-HPLC等色谱分离手段对女贞子70%乙醇提取物的醋酸乙酯萃取部位进行分离纯化,并根据理化性质和波谱数据鉴定化合物的结构。结果分离得到1个裂环环烯醚萜苷类化合物,鉴定为6′-O-肉桂酰基-8-表-金吉苷酸(6′-O-cinnamoyl-8-epi-kingisidic acid,1)。结论化合物1为新化合物。     

金银花中一个新的裂环环烯醚萜苷

目的：从金银花Lonicera japonica Thunb.中分离出活性成分环烯醚萜苷类化合物。方法：金银花70％乙醇提取物依次用石油醚、乙酸乙酯和正丁醇提取，乙酸乙酯部位采用反复硅胶柱层析进行分离、纯化。通过波谱方法鉴定结构。结果：分离得到一个新的裂环环烯醚萜苷，命名为dehydromorroniside。结论：该化合物为忍冬属中发现的第3个morroniside型裂环环烯醚萜苷。     

Three secoiridoid glucosides from Jasminum nudiflorum.

Phytochemical study of the leaves and stems of Jasminum nudiflorum has led to the isolation of three secoiridoid glucosides, jasnudiflosides A-C (1-3). The structures of these compounds were elucidated on the basis of chemical and spectroscopic evidence.     

高效液相色谱-串联质谱法分析破骨风中裂环环烯醚萜苷类成分

目的：利用高效液相色谱-电喷雾串联质谱法（HPLC—DAD—ESI—MS^2）分析了破骨风中裂环环烯醚萜苷类成分。方法：采用该方法得到了破骨风中裂环环烯醚萜苷类成分的紫外（UV）色谱图、总离子流（TIC）色谱图和萃取离子（EIC）色谱图,以及相应色谱峰的紫外光谱图和EIC／MS^2的质谱图,结合文献对其进行解析。结果：鉴别出破骨风中6个裂环环烯醚萜苷类成分,分别为Jasminoside,Jaslanceoside A,Jaslanceoside B,Jaslanceoside C,Jaslanceoside D和Jaslanceoside E;同时发现还有4个未知结构裂环环烯醚萜苷类化合物存在,并对它们的结构进行了推测。结论：高效液相色谱-电喷雾串联质谱法可以用于分析破骨风中裂环环烯醚萜苷类成分。     

三花龙胆中龙胆苦甙的分离与鉴定

从三花龙胆(Gentiana triflora Pall.)根部首次分离到一个裂环烯醚萜甙即龙胆苦甙(gentiopicroside),並精制成标准品。经UV、IR、TLC-DM、HPLC等方法进行了鉴定。     

红厚壳中黄酮类化学成分研究

目的：研究红厚壳茎叶的化学成分。方法：利用硅胶柱色谱,Sephadex LH-20柱色谱,PTLC等手段进行化合物的分离,运用¹H,¹³C,2D-NMR,MS等波谱分析法确定结构。结果：分离并鉴定了9个黄酮类化合物,分别为：2-羟基酮(1),4-羟基酮(2),1,5-二羟基酮(3),1,7-二羟基酮(4),1,3,5-三羟基-2-甲氧基酮(5),6-deoxyjacareubin(6),穗花杉双黄酮(7),山柰酚-3-O-α-L-鼠李糖苷(8),槲皮苷(9)。结论：化合物8和9为首次从红厚壳属植物中得到,化合物1,2,4～6为首次从该植物中得到。     

A New Asymmetric ent-Kauranoid Dimer from Rabdosia rubescens

Objective To study the ent-kaurane diterpenoids from Rabdosia rubescens. Methods The compounds were isolated by chromatographies and their structures were identified by spectral analyses. Results Four compounds were isolated, and they were identified as bisrubescensin E (1), 2α,3α,24-trihydroxyurs-12-en-28-oic acid (2), 2α,3α,24-trihydroxyurs-12,20-(30)-dien-28-oic acid (3), and 6,7-dihydroxycoumarin (4). Conclusion Compound 1 is a new asymmetric ent-kauranoid dimer. Compound 2 is isolated from the plant for the first time. Compounds 3 and 4 are isolated from the plants of Rabdosia (Bl.) Hassk for the first time.     

小花八角化学成分研究

目的研究小花八角Illicium micranthum的化学成分。方法小花八角的枝叶提取物经醋酸乙酯萃取,余下水相经过反复的柱色谱分离、通过波谱分析确定化合物结构。结果分离得到了1个新化合物和9个已知的成分,分别是小花八角苷(1)、7-β-D-glucosyl pseudomajucin(2)、4,7,9-trihydroxy-3,3′-dimethoxy-8-O-4′-neolignan-9-O-α-L-rhamnopyranoside(3)、icariside E3(4)、isolariciresinol-3a-O-β-D-glucopyranoside(5)、芦丁(6)、杨梅树皮素-3-O-α-L-鼠李糖苷(7)、山柰酚-3-O-α-L-吡喃鼠李糖基-(1→6)-β-D-吡喃葡萄糖苷(8)、山柰酚-8-C-α-L-吡喃鼠李糖基-(1→2)-β-D-吡喃葡萄糖苷(9)、莽草酸(10)。结论化合物1为新化合物,是首次从八角属植物中分离到的seco-prezizaane型降倍半萜类化合物;化合物2～6为首次从该植物中分离得到。     

网胰藻Hydroclathrus clathratus中次级代谢物的分离与结构鉴定

从中国南海网胰藻Hydroclathrus clathratus中分离得到4个化合物，经MS、^1H NMR、^13C NMR等方法鉴定其结构分别为软酯酸-1-甘油酯(1)、N-(2‘-羟基-1’-羟甲基十五烷基)二十脂肪酸酰胺(2)、尿嘧啶(3)、甘露醇(4)。其中化合物1、2、3均为首次从该藻中分离得到。