ChemInform Abstract: Acid-Mediated Reactions under Microfluidic Conditions: A New Strategy for Practical Synthesis of Biofunctional Natural Products

ChemInform ◽  
2010 ◽  
Vol 41 (10) ◽  
Author(s):  
Katsunori Tanaka ◽  
Koichi Fukase
Keyword(s):  
Natural Products ◽  
New Strategy ◽  
Practical Synthesis

scholarly journals Acid-mediated reactions under microfluidic conditions: A new strategy for practical synthesis of biofunctional natural products

2009 ◽  
Vol 5 ◽  
Author(s):  
Katsunori Tanaka ◽  
Koichi Fukase
Keyword(s):  
Natural Products ◽  
Biological Activity ◽  
Natural Product ◽  
Residence Time ◽  
Temperature Control ◽  
Reactive Intermediate ◽  
Fast Reactions ◽  
New Strategy ◽  
Practical Synthesis

Microfluidic conditions were applied to acid-mediated reactions, namely, glycosylation, reductive opening of the benzylidene acetal groups, and dehydration, which are the keys to the practical synthesis of N-glycans and the immunostimulating natural product, pristane. A distinctly different reactivity from that in conventional batch stirring was found; the vigorous micromixing of the reactants with the concentrated acids is critical especially for the “fast” reactions to be successful. Such a common feature might be due to the integration of all favorable aspects of microfluidic conditions, i.e., efficient mixing, precise temperature control, and the easy handling of the reactive intermediate by controlling the residence time. The microfluidic reactions cited in this review indicate the need to reinvestigate the traditional or imaginary reactions which have so far been performed and evaluated only in batch apparatus, and therefore they could be recognized as a new strategy in synthesizing natural products of prominent biological activity in a “practical” and a “industrial” manner.

ChemInform Abstract: Synthetic Studies on Natural Products. Part 69. A New Strategy for the Synthesis of Crucigasterin A, and Cytotoxic Activity of this Compound and Its Related Analogues.

ChemInform ◽  
2014 ◽  
Vol 45 (4) ◽  
pp. no-no
Author(s):  
Jayprakash Narayan Kumar ◽  
Parigi Raghavendra Reddy ◽  
Biswanath Das ◽  
C. Ganesh Kumar ◽  
Pombala Sujitha
Keyword(s):  
Natural Products ◽  
Cytotoxic Activity ◽  
New Strategy ◽  
Synthetic Studies

Visible-light-induced intramolecular radical cascade of α-bromo-N-benzyl-alkylamides: a new strategy to synthesize tetracyclic N-fused indolo[2,1-a]isoquinolin-6(5H)-ones

2020 ◽  
Vol 18 (2) ◽  
pp. 263-271 ◽  
Author(s):  
Xiaoshuang Gao ◽  
Chengyang Li ◽  
Yao Yuan ◽  
Xiaomin Xie ◽  
Zhaoguo Zhang
Keyword(s):  
Natural Products ◽  
Visible Light ◽  
Materials Science ◽  
New Strategy ◽  
Radical Cascade

Polycyclic indole scaffolds are ubiquitous in pharmaceuticals and natural products and in materials science.

scholarly journals Chemoprevention in gastrointestinal physiology and disease. Targeting the progression of cancer with natural products: a focus on gastrointestinal cancer

2016 ◽  
Vol 310 (9) ◽  
pp. G629-G644 ◽  
Author(s):  
Roxane Khoogar ◽  
Byung-Chang Kim ◽  
Jay Morris ◽  
Michael J. Wargovich
Keyword(s):  
Natural Products ◽  
Human Cancer ◽  
Cancer Control ◽  
Cancer Therapeutics ◽  
Gastrointestinal Physiology ◽  
Late Stage Cancer ◽  
New Frontier ◽  
New Strategy ◽  
Trial Testing ◽  
Remarkable Progress

The last decade has witnessed remarkable progress in the utilization of natural products for the prevention and treatment of human cancer. Many agents now in the pipeline for clinical trial testing have evolved from our understanding of how human nutritional patterns account for widespread differences in cancer risk. In this review, we have focused on many of these promising agents arguing that they may provide a new strategy for cancer control: natural products once thought to be only preventive in their mode of action now are being explored for efficacy in tandem with cancer therapeutics. Natural products may reduce off-target toxicity of therapeutics while making cancers more amenable to therapy. On the horizon is the use of certain natural products, in their own right, as mitigants of late-stage cancer, a new frontier for small-molecule natural product drug discovery.

Enantio- and diastereocontrolled conversion of chiral epoxides to trans-cyclopropane carboxylates: application to the synthesis of cascarillic acid, grenadamide and l-(−)-CCG-II

2012 ◽  
Vol 10 (34) ◽  
pp. 6987-6994 ◽  
Author(s):  
Pradeep Kumar ◽  
Abhishek Dubey ◽  
Anand Harbindu
Keyword(s):  
Natural Products ◽  
Chiral Epoxides ◽  
Practical Synthesis

A very concise and practical synthesis of cascarillic acid, grenadamide and l-CCG-II, a cyclopropane containing natural products is accomplished employing Wadsworth-Emmons cyclopropanation reaction as key step.

scholarly journals A practical synthesis of long-chain iso-fatty acids (iso-C12–C19) and related natural products

2013 ◽  
Vol 9 ◽  
pp. 1807-1812 ◽  
Author(s):  
Mark B Richardson ◽  
Spencer J Williams
Keyword(s):  
Fatty Acids ◽  
Natural Products ◽  
Selective Reduction ◽  
Isopropyl Group ◽  
Tertiary Alcohols ◽  
Practical Synthesis ◽  
Long Chain

A gram-scale synthesis of terminally-branched iso-fatty acids (iso-C12–C19) was developed commencing with methyl undec-10-enoate (methyl undecylenate) (for iso-C12–C14) or the C15and C16lactones pentadecanolide (for iso-C15–C17) and hexadecanolide (for iso-C18–C19). Central to the approaches outlined is the two-step construction of the terminal isopropyl group through addition of methylmagnesium bromide to the ester/lactones and selective reduction of the resulting tertiary alcohols. Thus, the C12, C17and C18iso-fatty acids were obtained in three steps from commercially-available starting materials, and the remaining C13–C16and C19iso-fatty acids were prepared by homologation or recursive dehomologations of these fatty acids or through intercepting appropriate intermediates. Highlighting the synthetic potential of the iso-fatty acids and various intermediates prepared herein, we describe the synthesis of the natural products (S)-2,15-dimethylpalmitic acid, (S)-2-hydroxy-15-methylpalmitic acid, and 2-oxo-14-methylpentadecane.

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