糖基化青蒿素衍生物的合成

以糖[D-葡萄糖(1a),D-木糖(1b),D-甘露糖(1c),乳糖(1d)和D-半乳糖(1e)]为原料,经溴化、乙酰化一锅法使糖基乙酰化制得相应的溴代乙酰化糖(2a～2e);2在相转移催化剂四丁基硫酸氢铵催化下分别与二氢青蒿素经醚化反应合成了五个糖基化青蒿素衍生物,其结构进行1H NMR,13C NMR,IR和LC-MS表征。     

青蒿素的生物素标记衍生物的合成

青蒿素1及其衍生物具有特征的过氧桥结构, 并呈现优秀的抗疟生物活性. 为了研究详细的作用机制和确定生物学作用靶标, 本研究从易得的青蒿素衍生物出发, 通过酰胺键相连, 合成了生物素标记的青蒿素衍生物.     

含有苯基的青蒿素类似物的合成

为考察引入苯基的青蒿素类似物的抗疟活性, 我们设计了化合物7. 从苯甲醛出发, 经过10步反应, 制得光化学反应底物环烯醚16. 16经光氧化反应得到非期望产物17. 17的化学结构由X射线晶体衍射法测定.     

Advances in the Chemical Synthesis of Artemisinin

Artemisinin, existing in the Chinese medicinal plant Artemisia annua L., is a kind of sesquiterpenoid lactone endoperoxide. It has received extensive attention from all over the world owing to its unusual trioxane structure and potent antimalarial properties. Here we demonstrate the complete chemical synthetic pathway of artemisinin, investigated the past three decades, including the total and partial syntheses.     

Green Synthesis of Gold Nanoparticles Using Plant Extracts as Beneficial Prospect for Cancer Theranostics

Gold nanoparticles (AuNPs) have been widely explored and are well-known for their medical applications. Chemical and physical synthesis methods are a way to make AuNPs. In any case, the hunt for other more ecologically friendly and cost-effective large-scale technologies, such as environmentally friendly biological processes known as green synthesis, has been gaining interest by worldwide researchers. The international focus on green nanotechnology research has resulted in various nanomaterials being used in environmentally and physiologically acceptable applications. Several advantages over conventional physical and chemical synthesis (simple, one-step approach to synthesize, cost-effectiveness, energy efficiency, and biocompatibility) have drawn scientists’ attention to exploring the green synthesis of AuNPs by exploiting plants’ secondary metabolites. Biogenic approaches, mainly the plant-based synthesis of metal nanoparticles, have been chosen as the ideal strategy due to their environmental and in vivo safety, as well as their ease of synthesis. In this review, we reviewed the use of green synthesized AuNPs in the treatment of cancer by utilizing phytochemicals found in plant extracts. This article reviews plant-based methods for producing AuNPs, characterization methods of synthesized AuNPs, and discusses their physiochemical properties. This study also discusses recent breakthroughs and achievements in using green synthesized AuNPs in cancer treatment and different mechanisms of action, such as reactive oxygen species (ROS), mediated mitochondrial dysfunction and caspase activation, leading to apoptosis, etc., for their anticancer and cytotoxic effects. Understanding the mechanisms underlying AuNPs therapeutic efficacy will aid in developing personalized medicines and treatments for cancer as a potential cancer therapeutic strategy.     

First Total Synthesis and Biological Potential of a Heptacyclopeptide of Plant Origin

Synthesis of a natural glycine‐rich heptacyclopeptide ‐ mahafacyclin A ( 7 ) was accomplished by solution‐phase technique of peptide synthesis via coupling of tetrapeptide unit Boc‐L‐Thr‐L‐Ile‐L‐Leu‐Gly‐OH with tripeptide unit L‐Val‐L‐Phe‐Gly‐OMe followed by cyclization of linear heptapeptide fragment. Structure of the newly synthesized cyclopolypeptide was confirmed by means of chemical, spectroscopic analyses and subjected to antibacterial, antifungal and anthelmintic activity studies. Bioactivity results showed potent antifungal and anthelmintic activities of the synthesized peptide against dermatophytes T. mentagrophytes, M. audouinii and earthworm species M. konkanensis, P. corethruses and E. eugeniea.     

Green Synthesis of Silver Nanoparticles by Extracellular Extracts from Aspergillus japonicus PJ01

The present study focuses on the biological synthesis, characterization, and antibacterial activities of silver nanoparticles (AgNPs) using extracellular extracts of Aspergillus japonicus PJ01.The optimal conditions of the synthesis process were: 10 mL of extracellular extracts, 1 mL of AgNO₃ (0.8 mol/L), 4 mL of NaOH solution (1.5 mol/L), 30 °C, and a reaction time of 1 min. The characterizations of AgNPs were tested by UV-visible spectrophotometry, zeta potential, scanning electron microscope (SEM), transmission electron microscopy (TEM), X-ray diffraction (XRD), and thermogravimetric (TG) analyses. Fourier transform infrared spectroscopy (FTIR) analysis showed that Ag⁺ was reduced by the extracellular extracts, which consisted chiefly of soluble proteins and reducing sugars. In this work, AgNO₃ concentration played an important role in the physicochemical properties and antibacterial properties of AgNPs. Under the AgNO₃ concentration of 0.2 and 0.8 mol/L, the diameters of AgNPs were 3.8 ± 1.1 and 9.1 ± 2.9 nm, respectively. In addition, smaller-sized AgNPs showed higher antimicrobial properties, and the minimum inhibitory concentration (MIC) values against both E. coli and S. aureus were 0.32 mg/mL.     

An Expeditious Route for the Total Synthesis of Pondaplin Isolated from Annona glabra

A novel cyclic prenylated phenylpropanoid, pondaplin 1, was first synthesized in 26% overall yields through an expeditious route (7 steps) that employed highly regio- and stereoselective phenyltellurenylation to arylacetylene and palladium (Ⅱ) chloride-catalyzed carbonylation of hydroxy styryl phenyl telluride as key steps.     

Brazilin类似物的合成

以3-(3,4-二甲氧苯基)丙酸为原料, 经分子内傅-克反应、双羟基化、Lombardo 反应, 高价碘的氧化及类Pinacol重排等共10步反应, 完成了brazilin类似物的合成.     

A Continuous‐Flow Process for the Synthesis of Artemisinin

Isolation of the most effective antimalarial drug, artemisinin, from the plant sweet wormwood, does not yield sufficient quantities to provide the more than 300 million treatments needed each year. The high prices for the drug are a consequence of the unreliable and often insufficient supply of artemisinin. Large quantities of ineffective fake drugs find a market in Africa. Semisynthesis of artemisinin from inactive biological precursors, either dihydroartemisinic acid (DHAA) or artemisinic acid, offers a potentially attractive route to increase artemisinin production. Conversion of the plant waste product, DHAA, into artemisinin requires use of photochemically generated singlet oxygen at large scale. We met this challenge by developing a one‐pot photochemical continuous‐flow process for the semisynthesis of artemisinin from DHAA that yields 65 % product. Careful optimization resulted in a process characterized by short residence times. A method to extract DHAA from the mother liquor accumulated during commercial artemisinin extractions, a material that is currently discarded as waste, is also reported. The synthetic continuous‐flow process described here is an effective means to supplement the limited availability of artemisinin and ensure increased supplies of the drug for those in need.     

12,6-桉烷内酯类天然产物的合成研究

综述了12,6-桉烷内酯类天然产物的化学合成方法.     

天然产物Kinsenoside的全合成研究

以5-(R)-[(1R，2S，5R)-孟氧基]-2(5H)-呋喃酮为关键手性合成子，完成了具有抗高血脂活性的天然产物kinsenoside的全合成研究。     

苯乙烯内酯类天然产物的全合成进展

结合本研究小组的相关课题工作，综述了苯乙烯内酯类天然产物全合成方法的 研究进展。主要包括以呋喃甲醇类化合物的氧化重排反应、烯烃复分解环化反应（ RCM）和酸催化的酯化关环等作为关键反应的方法。     

Current Progress in the Chemoenzymatic Synthesis of Natural Products

Natural products, with their array of structural complexity, diversity, and biological activity, have inspired generations of chemists and driven the advancement of techniques in their total syntheses. The field of natural product synthesis continuously evolves through the development of methodologies to improve stereoselectivity, yield, scalability, substrate scope, late-stage functionalization, and/or enable novel reactions. One of the more interesting and unique techniques to emerge in the last thirty years is the use of chemoenzymatic reactions in the synthesis of natural products. This review highlights some of the recent examples and progress in the chemoenzymatic synthesis of natural products from 2019–2022.     

Chemical Synthesis of the Englerins

In the long lasting battle against cancer, Nature sometimes gives a helping hand to researchers to find new drugs for the treatment of diseases and improvement of patients′ well‐being. Englerin A has emerged as a promising anticancer candidate as well as being an exciting synthetic challenge for organic chemists. This focus review summarizes the total syntheses reported to date and the synthetic approaches toward analogues of this fascinating natural product.     

Synthesis of a New Cerebroside Isolated from Typhonium giganteum Engl

The stereoselecfive synthesis of typhoniside, a new cerebroside isolated from Typhonium giganteum Engl. was accomplished.Cerebrosides are a kind of glycolipids highly enriched on the surface of myelin-producing cells and are composed by C18-4,8-sphingadienine, a-hydroxy acid and a saccharide head. It was the first time that cerebrosides were isolated from this traditional Chinese medicine (TCM) by us. In this paper, C18-4,8-sphingadienine was synthesized from D-xylose via a SN2 type reaction, α-Hydroxy acid was prepared from (R)-4-hydroxyte-trahydrofuran-2-one, which in turn could be obtained from Lascorbic acid.     

Synthesis of Cytotoxic Palmerolides

The chemical synthesis of the palmerolides is the subject of this review. The palmerolides are a family of Antarctic marine natural products, many of which display potent and selective cytotoxicity against melanoma cells. The confluence of promising bioactivities, limited natural supplies, and complex structures makes the palmerolides exciting targets for chemical synthesis. To date, several approaches have been reported, and a consensus strategy based on convergent fragment assembly has emerged. Collective wisdom from myriad approaches reviewed here may enable hybrid strategies capable of delivering larger amounts of synthetic palmerolides to support continued biological studies. Considering the relative lack of options for melanoma chemotherapy and the intriguing activity profile of the palmerolides, efforts aimed at developing an efficient, gram‐scale synthesis of palmerolide A and congeneric structures should be given a high priority.     

Total Synthesis of Aspidosperma and Strychnos Alkaloids through Indole Dearomatization

Monoterpenoid indole alkaloids are the major class of tryptamine-derived alkaloids found in nature. Together with their structural complexity, this has attracted great interest from synthetic organic chemists. In this Review, the syntheses of Aspidosperma and Strychnos alkaloids through dearomatization of indoles are discussed.     

First Stereoselective Total Synthesis of FD‐594 Aglycon

Stereocontrolled access to the hexacyclic core of FD‐594 has been achieved. The key steps include the intramolecular S_NAr reaction for construction of the densely functionalized xanthone skeleton, the stereoselective lactone cleavage using a chiral nucleophile to induce the axial stereochemistry, and the SmI₂‐mediated pinacol cyclization for the stereocontrolled conversion of axially chiral biaryl dialdehyde into the corresponding trans diol.