A New Sphingolipid from the Fungus Paxillus panuoides

The ceramides, cleavage products of various sphingolipids, including gangliosides and cerebrosides, are in volved in various signal transduction pathways. Many extracellular stresses, such as tumor necrosis factors-α (TNFα) and human immunodeficiency virus (HIV) have been shown to activate sphingomyelinases that release ceramides which inhibit cell growth and induce apoptosis. Because of the importance of ceramides, chemistry and biology of ceramides have been the vital subject of the latest research in recent years. [1～4]     

Two New Pigments from the Fruiting Bodies of the Basidiomycete Lactarius deliciosus

Two new, red‐colored azulene pigments, 7‐(1,2‐dihydroxy‐1‐methylethyl)‐4‐methylazulene‐1‐carbaldehyde ( 1 ) and 7‐acetyl‐4‐methylazulene‐1‐carbaldehyde ( 2 ), were isolated from the fruiting bodies of the basidiomycete Lactarius deliciosus, together with a related, known compound ( 3 ). Their structures were established on the basis of spectroscopic evidence including 2D‐NMR experiments.     

Two New Cryptoporic Acid Derivatives from the Fruiting Bodies of Cryptoporus sinensis

Two new drimane‐type sesquiterpenoid ethers of isocitric acid, cryptoporic acids N ( 1 ) and O ( 6 ), were isolated from the fruiting bodies of Cryptoporus sinensis. Their structures were established by means of spectroscopic methods, including 1D‐ and 2D‐NMR. The cytotoxic activity against a panel of cell lines (A549, MCF‐7, PC‐3, and PANC‐1) was evaluated for all cryptoporic acid derivatives 1 – 12 isolated.     

Two New Azulene Pigments from the Fruiting Bodies of the Basidiomycete Lactarius hatsudake

Two new azulene pigments, 7‐(1‐hydroxy‐1‐methylethyl)‐4‐methylazulene‐1‐carbaldehyde ( 1 ) and 4‐methyl‐7‐(1‐methylethyl)azulene‐1‐carboxylic acid ( 2 ), were isolated from the fruiting bodies of the basidiomycete Lactarius hatsudake, together with one known azulene pigment ( 3 ). Their structures were determined by spectroscopic means (including 2D‐NMR) and by HR‐TOF‐MS experiments.     

Secondary Metabolites from the Fruiting Bodies of Coriolopsis aspera in Vietnam and their Bioactivities

Chemistry of Natural Compounds -     

Pterocaryquinone, a Novel Naphthoquinone Derivative from Pterocarya tonkinesis

Pterocaryquinone,a novel 1,4-naphthoquinone derivative,was isolated from Pterocarya tonkinesis and itsstructure was elucidated by spectroscopic methods.Pterocaryquinone is a new dimeric 1,4-naphthoquinone deriva-tive having a pentacyclic skeleton with two five-membered carbon rings,which provided a novel structural skeletonfor 1,4-naphthoquinone derivatives and showed apoptosis-inducing activity toward mouse cancer tsFT210 cells.     

新型沙美特罗衍生物的合成

以沙美特罗的缩酮保护产物为原料,经长链仲氨的叔丁氧羰基保护、分子内酯交换反应选择性保护氨基间位的苄羟基、脱缩酮保护、与昔萘酸甲酯的Friedel-Crafts反应后再经碱水解合成了一个新型的沙美特罗衍生物——1-羟基-4-【2-羟基-5-【1-羟基-2-{[6-(4-苯丁氧基)]己氨基}乙基】苯甲基】-2-萘甲酸,总收率16.3%,其结构经1H NMR和MS表征。     

新型萘酰亚胺衍生物的合成

N-(N’,N’-二甲基氨基乙基)-4-硝基-1,8-萘酰亚胺和2,3-二甲基苯并噻唑碘化盐在痕量水存在下经亲核取代反应合成了一个新型的萘酰亚胺衍生物——N-(N’,N’-二甲基氨基乙基)-4-[2-(2,3-二氢-2,3-二甲基苯并噻唑)氧基]-1,8-萘酰亚胺,其结构经1H NMR,13C NMR和ESI-MS表征。并对反应机理进行了初步研究。     

一种胞苷衍生物的合成

以胞苷为原料,首先通过单乙酰化反应保护-NH2;再分别用二对甲氧基三苯甲基氯和氯甲氧基三异丙基硅烷保护5-′OH和2-′OH;被保护的胞苷经磷酰化反应合成了一种用于制备RNA长链的胞苷衍生物单体——N-乙酰基-5′-O-二对甲氧基三苯甲基-2′-O-三异丙基硅氧甲基-3′-O-双(N,N-二异丙基氨基)(2-氰乙氧基)磷基胞苷(1),总收率29.8%。1及其中间体的结构经1H NMR,MS和元素分析表征。     

新型邻菲啰啉衍生物的合成

以2-［2-（2-甲氧基乙氧基）乙氧基］乙基-4-甲基苯磺酸为原料,经2步反应制得中间体2,2′-【2,5-二｛2-［2-（2-甲氧基乙氧基）乙氧基］｝1,4-二（4,4,5,5-四甲基）-1,3,2-二氧硼基】苯（6）; 3-溴-1,10-邻菲啰啉和6经Suzuki偶联反应合成了一个新型的邻菲啰啉衍生物--3,3′-【2,5-二｛2-［2-（2-甲氧基乙氧基）乙氧基］｝-1,4-二（1,10-菲啰啉基）】苯,其结构经¹H NMR和MALDI-TOF-MS表征。     

A Novel Biphenyl Derivative from Cinnamomum insulari-montanum

Chemistry of Natural Compounds - A novel biphenyl derivative, insularione (3,3′,4,4′,6-pentahydroxy-3,4-dihydro-[1,1′-biphenyl]-2,5-dione) (1), was isolated from the stems of...     

A Novel Biaryl Derivative from Hydrangea chinensis

Chemistry of Natural Compounds - A novel bibenzyl derivative, hydrangchinenin (1), was isolated from the stems of Hydrangea chinensis Maxim. (Hydrangeaceae). Its structure was determined on the...     

Synthesis of a Novel bis-Gluco-crown Ether Derivative

An efficient synthesis of a novel bis-gluco-22-crown-6 derivative 1 from allyl-α-D-glucopyranoside is described     

Constituents from the Fruiting Bodies of Trametes cubensis and Trametes suaveolens in Vietnam and Their Anti-Inflammatory Bioactivity

It is reported that various fungi have been used for medicine and edible foods. The tropical Trametes genus is popular and well-known in Vietnam for its health effects and bioactivities. In this study, the fruiting bodies of the edible fungi T. cubensis and T. suaveolens were collected in Vietnam. The preliminary bioactivity screening data indicated that the methanol extracts of the fruiting bodies of T. cubensis and T. suaveolens displayed significant inhibition of superoxide anion generation and elastase release in human neutrophils. Therefore, the isolation and characterization were performed on these two species by a combination of chromatographic methods and spectrometric analysis. In total, twenty-four compounds were identified, and among these (1–3) were characterized by 1D-, 2D-NMR, and HRMS analytical data. In addition, the anti-inflammatory potentials of some purified compounds were examined by the cellular model for the inhibition of superoxide anion generation and elastase release in human neutrophils. Among the isolated compounds, (5,14), and (19) displayed significant anti-inflammatory potential. As the results suggest, the extracts and isolated compounds from T. cubensis and T. suaveolens are potential candidates for the further development of new anti-inflammatory lead drugs or natural healthy foods.     

A Novel Oxazolidine Derivative from Xylose and Urea

Abstract

Reaction of equiraolecular amounts of xylose and urea in D₂O at 68 °C, monitored by ¹³C NMR, gave a six carbon xylofuranosyl derivative as the major product. No intermediate in the formation of this monomeric compound was detected. The xylofuranosyl derivative was subsequently isolated and purified from a six week 0.1 molar reaction of xylose and urea in H₂O. Its structure, α-d-xylo-furano[1,2-d]oxazolidin-2-one 1, was confirmed by elemental analysis, ¹H coupled and decoupled ¹³C NMR, ¹H NMR, IR and DCI-MS. The ¹H NMR and GC-MS (El, DCI) of the N-acetyl-di-O-acetyl derivative 2 were in agreement with structure 1.     

Synthesis and Supramolecular Structure of a Novel :r-Extended TTF Derivative

A novel x-extended TTF derivative (C24H20N6S8, Mr=649.02) has been synthesized and characterized by IR,1H NMR and MS. The crystal structure was prepared by crystallization from CH2Cl2-MeOH. The crystal belongs to the monoclinic system, space group P21/c with a=5.465(5), b=26.835(5), c=10.180(5) A, β=101.929(5)°, V=1460.7(15) A3, Z=2, Dc=1.476 g/cm3,F(000)=668,μ=0.638 mm-1, the final R=0.0390 and wR=0.0586 for 1694 observed reflections with I > 2σ(I). The structure reveals planarity of the two dithiole tings, different from the boat-shaped structure usually found in neutral derivatives of TTF. The central ring of the benzene also adopts a planar conformation, while it is twisted from planarity of the two dithiole rings and forms a dihedral angle of 61.8°. The molecule exhibits a three-dimensional supramolecular architecture constructed through hydrogen bonds. In the molecular structure a noticeable feature can be found that there exist S…S interactions which further reinforce the 3D supramolecular framework.     

E- and Z-Proxamidines,Unprecedented 1,3-Diazacyclooct-1-ene Alkaloids from Fruiting Bodies of Laccaria proxima

Fruiting bodies of Laccaria proxima were screened for the presence of new secondary metabolites by means of HPLC-UV and LC-HR-(+)-ESIMS. Thus, two isomeric alkaloids with a highly unusual core structure, E-proxamidine and its Z-isomer, were isolated from Laccaria proxima. The proxamidines consist of an eight-membered heterocyclic ring system with a formamidine unit. The structures were established by 2D NMR spectroscopic methods, HR-(+)-ESIMS, and HR-(+)-ESIMS/MS. The proxamidines are probably biosynthetically derived from tryptophan, dimethylallyl pyrophosphate, and S-adenosylmethionine and the eight-membered ring of the proxamidines is likely to be generated by a rearrangement of the tryptophan sceleton. Metabolic profiling of fruiting bodies of some other Laccaria species revealed that the proxamidines appear in significant amounts only in L. proxima making the compounds suitable as chemotaxonomic markers. E-Proxamidine exhibits herbicidal activity against Lepidium sativum.