Enantioselective first total syntheses of the antiviral natural products xiamycins D and E

2021 ◽  
Vol 57 (81) ◽  
pp. 10644-10646
Author(s):  
Dattatraya H. Dethe ◽  
Manmohan Shukla
Keyword(s):  
Natural Products ◽  
Total Syntheses ◽  
First Time

The enantioselective first total syntheses of marine pentacyclic indolosesquiterpenoids xiamycins D (4) and E (5) have been described for the first time to the best of our knowledge.

scholarly journals Synthesis and bioactivity of erythro-nordihydroguaiaretic acid, threo-(-)-saururenin and their analogues

2010 ◽  
Vol 75 (10) ◽  
pp. 1325-1335 ◽  
Author(s):  
Yamu Xia ◽  
Yuanyuan Zhang ◽  
Wei Wang ◽  
Yining Ding ◽  
Rui He
Keyword(s):  
Breast Cancer ◽  
Natural Products ◽  
Epithelial Cells ◽  
Cancer Cell ◽  
Breast Cancer Cell ◽  
Nordihydroguaiaretic Acid ◽  
Total Syntheses ◽  
Synthetic Strategy ◽  
Hiv Tat ◽  
First Time

Full details of the total syntheses of erythro-nordihydroguaiaretic acid, threo-(-)-saururenin and their analogues are presented. The syntheses were based on a unified synthetic strategy involving the Stobbe Reaction, alkylation to construct the skeleton of lignans and resolution of the threo- and erythro-isomers. The syntheses were achieved in eight to nine steps from simple aromatic precursors, and by this route 13 lignans were obtained. Among the synthesized lignans, seven lignans were natural products; moreover three of the seven natural products were synthesized for the first time. The effect of 13 lignans was examined on HIV Tat transactivation in human epithelial cells, HSV-1 gene and human leukemic, liver, prostate, stomach and breast cancer cell. Bioactivity results indicated that one product showed activity against the HIV gene and five compounds exhibited anti-HSV activity.

Formal Total Syntheses of Crocacin A-D

2005 ◽  
Vol 70 (10) ◽  
pp. 1696-1708 ◽  
Author(s):  
Magnus Besev ◽  
Christof Brehm ◽  
Alois Fürstner
Keyword(s):  
Natural Products ◽  
Aldol Reaction ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Total Syntheses ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed ◽  
The Common ◽  
Selective Addition

A concise route to the common polyketide fragment5of crocacin A-D (1-4) is presented which has previously been converted into all members of this fungicidal and cytotoxic family of dipeptidic natural products by various means. Our synthesis features asyn-selective titanium aldol reaction controlled by a valinol-derived auxiliary, a zinc-mediated, palladium-catalyzedanti-selective addition of propargyl mesylate10to the chiral aldehyde9, as well as a comparison of palladium-catalyzed Stille and Suzuki cross-coupling reactions for the formation of the diene moiety of the target.

Balancing skeleton and functional groups in total syntheses of complex natural products: a case study of tigliane, daphnane and ingenane diterpenoids

2021 ◽  
Author(s):  
Zhi Liu ◽  
Zhengwei Ding† ◽  
Kai Chen ◽  
Ming Xu ◽  
Tao Yu ◽  
...  
Keyword(s):  
Natural Products ◽  
Functional Groups ◽  
Synthetic Chemistry ◽  
Total Syntheses ◽  
Strategic Balance

The fruitful advancement in synthetic chemistry of the title families of complex diterpenes has stimulated and enjoyed strategic balance between building the skeletons and installing the functional groups.

Pentafulvene for the Synthesis of Complex Natural Products: Total Syntheses of (±)-Pallambins A and B

2015 ◽  
Vol 127 (38) ◽  
pp. 11379-11382 ◽  
Author(s):  
Christian Ebner ◽  
Erick M. Carreira
Keyword(s):  
Natural Products ◽  
Total Syntheses

scholarly journals Antiproliferative Effects of Alkaloid Evodiamine and Its Derivatives

2018 ◽  
Vol 19 (11) ◽  
pp. 3403 ◽  
Author(s):  
Xu Hu ◽  
Dahong Li ◽  
Chun Chu ◽  
Xu Li ◽  
Xianhua Wang ◽  
...  
Keyword(s):  
Systematic Review ◽  
Natural Products ◽  
Drug Administration ◽  
Antiproliferative Activity ◽  
Natural Source ◽  
Antiproliferative Effects ◽  
Anti Cancer ◽  
Ring Structures ◽  
First Time ◽  
Antiproliferative Activities

Alkaloids, a category of natural products with ring structures and nitrogen atoms, include most U.S. Food and Drug Administration approved plant derived anti-cancer agents. Evodiamine is an alkaloid with attractive multitargeting antiproliferative activity. Its high content in the natural source ensures its adequate supply on the market and guarantees further medicinal study. To the best of our knowledge, there is no systematic review about the antiproliferative effects of evodiamine derivatives. Therefore, in this article the review of the antiproliferative activities of evodiamine will be updated. More importantly, the antiproliferative activities of structurally modified new analogues of evodiamine will be summarized for the first time.

Total synthesis of the potent antifungal agents bengazole C and E

2009 ◽  
Vol 74 (6) ◽  
pp. 887-900 ◽  
Author(s):  
Álvaro Enríquez-García ◽  
Steven V. Ley
Keyword(s):  
Natural Products ◽  
Antifungal Activity ◽  
Total Synthesis ◽  
Marine Natural Products ◽  
Antifungal Agents ◽  
Nitrile Oxide ◽  
Total Syntheses ◽  
Unique Structure

The bengazoles are marine natural products with unique structure, containing two oxazole rings flanking a single carbon. They show very potent antifungal activity. The total syntheses of bengazole C and E are described following a convergent route which involves diastereoselective cycloaddition of an appropriately substituted nitrile oxide with a butane-1,2-diacetal-protected alkenediol as the key step.

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