中国南海软珊瑚Scleronephthya sp.化学成分的研究

对中国南海的软珊瑚Scleronephthya sp.的化学成分进行研究,从有免疫调节活性的乙醚可溶物中分离鉴定了13个化合物,经1H NMR,13C NMR,HMQC,HMBC,1H-1H COSY和MS等光谱分析并结合文献数据,确证其结构分别为:3β-羟基-20-烯孕甾烷乙酸酯(1),3β-羟基-5,20-二烯孕甾烷乙酸酯(2),3-酮-20-烯孕甾烷(3),1,2-环氧-3-酮-20-烯孕甾烷(4),1,20-二烯-3-酮孕甾烷(5),1-烯-3-酮-20S-甲基-21-羟基孕甾烷乙酸酯(6),1-烯-3-酮-20β-羟基孕甾烷乙酸酯(7),1-烯-3,22-二酮胆甾烷(8),1,24-二烯-3-酮-22,23-二羟基胆甾烷(9),O-methylisogrifolin(10),(1R,3S,4S,7E,11E)-3α,4α-环氧-7,11,15-三烯西松烷(11),玉米黄素12和6-溴-3-羧酸吲哚(13),其中化合物4,6和10是首次从自然界分离得到.首次对化合物6,7和10的波谱数据进行了报道,而且利用2D NMR对其进行了全归属.对化合物1～7可能的生源关系也进行了探讨.化合物6和7对人宫颈癌细胞(HELA)有抑制活性,IC50分别为3.3和6.3 mol/L;化合物7对肝癌细胞(BE7402)和人白血病细胞(HL-60)也显示抑制活性,IC50分别为3.1和0.26mol/L;化合物11对COX-2显示强烈的抑制活性,IC50为0.455 mol/L.     

小花金挖耳地上部分萜类成分研究

本文首次报道对小花金挖耳地上部分化学成分的研究工作,采用硅胶柱色谱、Sephadex LH-20凝胶柱色谱、中压柱色谱和薄层制备色谱方法进行分离纯化,从中分离得到8个化合物:(1R,2S,4S,5R)-2,5-二羟基-p-薄荷烷(1),(1S,2S,4R,5S)-2,5-二羟基-p-薄荷烷(2),(3R,4R,6S)-3,6-二羟基-p-1-薄荷烯(3),5αH-桉烷-4(15),11(13)-二烯-12,8β-内酯(4),5α-羟基-桉烷-4(15),11(13)-二烯-12,8β-内酯(5),2α-羟基-5αH-桉烷-4(15),11(13)-二烯-12,8β-内酯(6),4β-羟基-1α,10βH-伪愈创木烷-11(13)-烯-12,8α-内酯(7),4-羰基-1α,10βH-伪愈创木烷-11(13)-烯-12,8α-内酯(8),利用波谱数据和理化性质鉴定了它们的结构.化合物1-3首次从天名精属植物中分离得到.     

海绵Polymastia Sobustia的化学成分研究

首次报道从中国南海海绵Polymas tia sobustia中分离得到5个纯化合物,经过MS,IR,1H NMR,13C NMR (DEPT),HMQC和HMBC等波谱技术鉴定为：豆甾-5-烯-7-羰基-3β-甾醇(1 ),N-(1-羟甲基-2,6-二羟基)十七烷基-5-羟基二十四脂肪酰胺([ ST5”HZ 2),胸腺嘧啶(3),尿嘧啶(4[ ST5”BZ ),对羟基苯甲酸(5);其中化合物1和化合 物2为新化合物。     

翼首草中一个新的环烯醚萜苷

利用多种色谱分离方法对藏药翼首草的化学成分进行研究,从其全草的乙醇提取物中分离得到四个化合物,经过HR-ESIMS,1D和2D NMR等波谱技术,将化合物鉴定为5-[3-(1-羟乙基)吡啶],7-马钱苷酯(1),林生续断苷I(2),8-羟基-松脂素-4′-O-β-D-葡萄糖苷(3)和8′-羟基-松脂素-4′-O-β-D-葡萄糖苷(4).化合物1为新的环烯醚萜苷,化合物2是二聚体环烯醚萜苷,化合物3和4是两个木脂素.以上化合物均为首次从该植物中分离得到.     

新型穿心莲内酯环磷酸酯类衍生物的合成及其抗肿瘤活性

以穿心莲内酯为先导化合物,在其3-位和19-位进行结构修饰,设计并合成了8个新型的穿心莲内酯环磷酸酯类衍生物(3a~3h),其结构经FT-IR和ESI-MS表征。用MTT法研究了3a~3h的体外抗肿瘤活性。结果表明:11,12-脱水(-1-对甲氧基苯酚)-3,19-环磷酸酯穿心莲内酯(3g)对舌癌细胞(Tca-8113)的抑制作用最强,用药量为1.0×10-4mol·L-1时,3g的抑制率为35.16%。     

(±)-19-去甲基-4(18),8,11,13-四烯-松香烷-7-酮的全合成

以间异丙基溴苯1为起始原料,通过进攻环氧乙烷及溴代两步制得溴化物3.溴化物3与Hagemann′s酯发生偶联反应,水解后生成偶联产物5.再以路易斯酸BF3·Et2O催化化合物5进行分子内环化为关键步骤得到反式稠合中间体6,最后通过与三苯基膦碘甲烷季盐发生Wittig反应及氧化,合成了(±)-19-去甲基-4(18),8,11,13-四烯-松香烷-7-酮[19-nor-abieta-4(18),8,11,13-tetraen-7-one](8).     

日香桂根的化学成分研究(Ⅲ)

利用柱层析法(硅胶,C18)从日香桂根的乙酸乙酯提取物中分离出8个单体化合物[女贞苷(1),连翘苷(2),(+)-羟基松脂醇-1-O-β-D-葡萄糖(3),(+)-环橄榄树脂素(4),2α,3β-二羟基乌苏-12-烯-28酸(5),对羟基苯乙醇(6),(-)-橄榄脂素(7)和橄榄树脂素-4-O-β-D-葡萄糖苷(8)],其结构经1H NMR和13C NMR确证。5为首次在木犀科植物中发现,4为首次在木犀属植物中发现,2,3,7和8为首次在日香桂植物中发现。     

4,4'-二(4-烯丙氧基苯甲酸)联苯酯的合成及其液晶性能

以3-溴丙烯、4-羟基苯甲酸和4,4'-二羟基联苯为主要原料,经Williamson醚化、羧酸酰化和酯化反应合成了一种新的液晶单体--4,4'-二(4-烯丙氧基苯甲酸)联苯酯(1),用~1H NMR,~(13)C NMR,FT-IR,DSC,TGA和POM对其分子结构和液晶性能进行了表征.结果表明1呈现向列相,具有较高的熔点、液晶清亮点和较宽的液晶相温度范围.     

四棱草中两个新的齐墩果烷型三萜

从中国特有四棱草属药用植物四棱草中分离得到两个新的齐墩果烷型三萜,命名为2β,3β,24-三羟基-13(18)-齐墩果烯(1)和3β-羟基-13(18)-烯-24-齐墩果酸(2),其结构通过HR-ESIMS,1D和2D NMR等光谱技术确定.     

南海软珊瑚Sarcophyton molle化学成分的研究

从中国南海软肉芝软珊瑚(Sarcophyton molle)中分离到七个化合物, 经紫外光谱(UV), 红外光谱(IR), 质谱(MS)和核磁共振光谱(1H NMR, 13C NMR)分析, 确定了其化学结构。它们是: 异新西松烯(1), (E, E, E)-7, 8-环氧-1-异丙基-4, 8, 12-三甲基-十四环-1,3, 11-三烯(2), 正十八烷酸(3), 鲨肝醇(4), 神经酰胺(5), 胸腺嘧啶(6), 胸腺嘧啶脱氧核苷(7)。其中化合物(2)为新化合物。本文是第一次报道软珊瑚Sarcophyton molle的化学成分。     

Two new pimarane diterpenoids from Strychnos vanprukii Craib

Two new pimarane diterpenoids, 7beta,12beta-dihydroxypimara-8,15-dien-14-one (1) and 14-hydroxy-15,16-dinorpimara-8,11,13-trien-7-one (2), were isolated from the n-hexane extract of the stem of Strychnos vanprukii Craib and their structures were elucidated based on spectroscopic evidences.     

Labdane diterpenes from the rhizomes of Hedychium coronarium

A new labdane diterpenoid, (E)-labda-8(17),12-dien-15,16-olide (1) together with eight known compounds, coronarin D (2), coronarin D methyl ether (3), coronarin D ethyl ether (4), isocoronarin D (5), coronarin B (6), labda-8(17),11,13-trien-15,16-olide (7), (E)-labda-8(17),12-diene-15,16-dial (8) and 16-hydroxylabda-8(17),11,13-trien-15,16-olide (9), are isolated from the rhizomes of Hedychium coronarium. Compounds 2-4, 5 and 9 are isolated as mixtures of C-15, C-14 and C-16 epimers, respectively. Their structures are determined on the basis of their spectroscopic data. The epimeric mixtures of 2 and 3 have not been reported before. Some of them were evaluated for their cytotoxicity.     

13C NMR Spectra of some diterpenes of Premna latifolia Roxb

¹³C NMR data are presented for premnolal (13-formyl-11,14-dihydroxypodocarpa-8,11,13-triene), the tetraacetate of nellionol (6α,11,14,16-tetra-O-acetylabieta-8,11,13-trien-7-one), 11-ketosandaracopimar-15-en-8β-ol, sandaracopimar-15-en-1β, 8β-diol and its l-keto derivative, and sandaracopimaran-1β,8β,12β-triol, obtained from Premna latifolia Roxb.     

Labdane-type diterpenoids from the rhizomes of Hedychium coronarium inhibit lipopolysaccharide-stimulated production of pro-inflammatory cytokines in bone marrow-derived dendritic cells

The rhizomes of Hedychium coronarium have been used for the treatment of inflammation, skin diseases, headache, and sharp pain due to rheumatism in traditional medicine. From this plant, two new labdanes, 15-methoxylabda-8(17),11E,13-trien-16,15-olide (1) and 16-methoxylabda-8(17),11E,13-trien-15,16-olide (3), named hedycoronens A and B, as well as four known, labda-8(17),11,13-trien-16,15-olide (2), 16-hydroxylabda-8(17),11,13-trien-15,16-olide (4), coronarin A (5), and corronarin E (6) were isolated. Their chemical structures were elucidated by mass, 1D- and 2D-nuclear magnetic resonance (NMR) spectroscopy. They were evaluated for inhibitory effects on the lipopolysaccharide (LPS)-stimulated production of pro-inflammatory cytokines in bone marrow-derived dendritic cells. Among of them, compounds 1-3 were potent inhibitors of LPS-stimulated interleukin-6 (IL-6) and IL-12 p40, with IC(50) ranging from 4.1±0.2 to 9.1±0.3?μM. Compounds 1 and 3 showed moderate inhibitory activity on the tumor necrosis factor-α (TNF-α) production with IC(50) values of 46.0±1.3 and 12.7±0.3?μM. The remains of compounds showed inactivity. These results warrant further studies concerning the potential anti-inflammatory benefits of labdane-diterpenes from H. coronarium.     

Photosensitized Oxygenation of Abieta-7,9(11)-dien-13β-ol

Dehydration of abiet-8-ene-7β, 13β-diol (ibozol, 1 ) leads to abieta-7,9(11)-dien-13β-ol ( 2 ) which aromatizes slowly to the known abieta-8,11,13-triene ( 3 ). Photosensitized oxygenation of the heteroannular diene 2 yields a mixture from which three compounds were identified; abiet-7-ene-9α, 11α, 13β-triol ( 4 ), abieta-8,11,13-trien-7-one ( 5 ), and abieta-8,11,13-trien-7α-ol ( 6 ).     

Five new diterpenoids from the bark of Taiwania cryptomerioides

Five new diterpenoids, 11-hydroxyabieta-8,11,13-trien-7-one (1), 11,12,14-trihydroxyabieta-8,11,13-trien-7-one (2), 6beta,7alpha-diacetoxyroyleanone (3), 7beta-hydroxymanoyl oxide (4), and 9alpha-hydroxyisopimara-8(14),15-dien-7-one (5) were obtained from the bark of Taiwania cryptomerioides. The structures of the new compounds 1-5 were elucidated on the basis of spectral analysis and chemical evidence.     

Seco-Abietanoids from Cryptomeria japonica and Their Inhibitory Activity Toward Xanthine Oxidase

Chemistry of Natural Compounds - A new seco-abietanoid, 12-methoxy-7-oxo-6,7-secoabieta-8,11,13-trien-6-oic acid (1), and a known seco-abietanoid,12-hydroxy-6,7-secoabieta-8,11,13-triene-6,7-dial...     

Cytotoxicity of labdane-type diterpenoids from Hedychium forrestii

Two new labdane-type diterpenoids, hedyforrestin D (1) and 15-ethoxy-hedyforrestin D (2), and three known compounds, yunnancoronarin A (4), B (3) and C (5) were isolated from the rhizomes of Hedychium forrestii. The structure of the new diterpenoids was established as 6beta,15xi-dihydroxylabda-8(17),11,13-trien-15,16-olide (1), and 6beta-hydroxy-15xi-ethoxylabda-8(17),11,13-trien-15,16-olide (2) on the basis of spectroscopic analyses. In addition, the isolated compounds were evaluated for their cytotoxicity against the lung adenocarcinoma cells A549 and leukemia cells K562 through 3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyltetrazolium bromide (MTT) assays. Of these, compounds 3 and 4 exhibited the most activity with IC(50) values of 0.92 and 2.20 microM, respectively, whereas 5 was inactive against A549 cells and 1 was inactive against both cell lines up to a concentration of 300.81 microM. This shows that both the hydroxy substitution and orientation of unsaturated lactone group in the five-membered ring of C-13 to C-16 seem to play an important role in the anti-tumor activities of human lung adenocarcinoma and leukemia.     

Two Novel 14‐Nor‐13,14‐secopodocarpanes from the Bark of Taiwania cryptomeriodes

The two novel compounds cryptomelactones A ( 3 ) and B ( 4 ) were isolated from the bark of Taiwania cryptomeriodes, besides the two known podocarpane derivatives 1β,13,14‐trihydroxypodocarpa‐8,11,13‐trien‐7‐one ( 1 ) and 3β,13,14‐trihydroxypodocarpa‐8,11,13‐trien‐7‐one ( 2 ), and were characterized by spectroscopic means including 2D‐NMR techniques. Compounds 3 and 4 are novel‐14‐nor‐13,14‐seco‐podocarpanes. The absolute configurations of 3 and 4 were determined by the modified Mosher method. The biotransformation mechanism of 3 and 4 is proposed.     

Synthetic transformations of higher terpenoids. XXI.* Preparation of phlomisoic acid and its <Emphasis Type="Italic">N</Emphasis>-containing derivatives

A method for preparing 15,16-epoxylabda-8(9),13(16),14-trien-18-oic (phlomisoic) acid was proposed. Its structure was confirmed by an XSA. N-containing derivatives of phlomisoic acid that contained amines, hydrazides, and methyl esters of amino acids on the C-18 atom in addition to (2-oxo-2-aminoacetyl)-substituted derivatives of the C-16 methyl ester of phlomisoic acid were prepared.