Neocryptolepine (Cryprotackieine), A Unique Bioactive Natural Product: Isolation, Synthesis, and Profile of Its Biological Activity

2014 ◽  
Vol 2014 (36) ◽  
pp. 7979-8003 ◽  
Author(s):  
Andrea B. J. Bracca ◽  
Daniel A. Heredia ◽  
Enrique L. Larghi ◽  
Teodoro S. Kaufman
Keyword(s):  
Biological Activity ◽  
Natural Product ◽  
Bioactive Natural Product

ChemInform Abstract: Neocryptolepine (Cryprotackieine), a Unique Bioactive Natural Product: Isolation, Synthesis, and Profile of Its Biological Activity.

ChemInform ◽  
2015 ◽  
Vol 46 (10) ◽  
pp. no-no
Author(s):  
Andrea B. J. Bracca ◽  
Daniel A. Heredia ◽  
Enrique L. Larghi ◽  
Teodoro S. Kaufman
Keyword(s):  
Biological Activity ◽  
Natural Product ◽  
Bioactive Natural Product

Metal-Free Photoredox-Catalyzed C–H/C–H Coupling of Arenes Enabled by Interrupted Pummerer Activation

2019 ◽  
Author(s):  
Miles Aukland ◽  
Mindaugas Šiaučiulis ◽  
Adam West ◽  
Gregory Perry ◽  
David Procter
Keyword(s):  
Natural Product ◽  
Selective Reduction ◽  
Cross Coupling ◽  
One Pot ◽  
Complex Molecules ◽  
Pummerer Reaction ◽  
Metal Free ◽  
Bond Forming ◽  
Coupling Partner ◽  
Bioactive Natural Product

<p>Aryl–aryl cross-coupling constitutes one of the most widely used procedures for the synthesis of high-value materials, ranging from pharmaceuticals to organic electronics and conducting polymers. The assembly of (hetero)biaryl scaffolds generally requires multiple steps; coupling partners must be functionalized before the key bond-forming event is considered. Thus, the development of selective C–H arylation processes in arenes, that side-step the need for prefunctionalized partners, is crucial for streamlining the construction of these key architectures. Here we report an expedient, one-pot assembly of (hetero)biaryl motifs using photocatalysis and two non-prefunctionalized arene partners. The approach is underpinned by the activation of a C–H bond in an arene coupling partner using the interrupted Pummerer reaction. A unique pairing of the organic photoredox catalyst and the intermediate dibenzothiophenium salts enables highly selective reduction in the presence of sensitive functionalities. The utility of the metal-free, one-pot strategy is exemplified by the synthesis of a bioactive natural product and the modification of complex molecules of societal importance.</p>

The diverse bioactivity of α-mangostin and its therapeutic implications

2021 ◽  
Vol 13 (19) ◽  
pp. 1679-1694
Author(s):  
Tejashri Chavan ◽  
Aaron Muth
Keyword(s):  
Biological Activity ◽  
Natural Product ◽  
Secondary Metabolite ◽  
Bacterial Growth ◽  
Biological Effects ◽  
Structural Features ◽  
Therapeutic Implications ◽  
Specific Disease ◽  
Disease States ◽  
Key Pathways

α-Mangostin is a xanthone natural product isolated as a secondary metabolite from the mangosteen tree. It has attracted a great deal of attention due to its wide-ranging effects on certain biological activity, such as apoptosis, tumorigenesis, proliferation, metastasis, inflammation, oxidation, bacterial growth and metabolism. This review focuses on the key pathways directly affected by α-mangostin and how this varies between disease states. Insight is also provided, where investigated, into the key structural features of α-mangostin that produce these biological effects. The review then sheds light on the utility of α-mangostin as a investigational tool for certain diseases and demonstrate how future derivatives may increase selectivity and potency for specific disease states.

scholarly journals Directed aromatic functionalization in natural-product synthesis: Fredericamycin A, nothapodytine B, and topopyrones B and D

2011 ◽  
Vol 7 ◽  
pp. 1475-1485 ◽  
Author(s):  
Charles Dylan Turner ◽  
Marco A Ciufolini
Keyword(s):  
Natural Products ◽  
Biological Activity ◽  
Natural Product ◽  
Natural Product Synthesis ◽  
Fredericamycin A

This is a review of our efforts toward the synthesis of a group of natural products that display noteworthy biological activity: Fredericamycin A, nothapodytine B, and topopyrones B and D. In each case, directed aromatic functionalization methodology greatly facilitated the assembly of the key molecular subunits.

A Practical and Efficient Approach to the Preparation of Bioactive Natural Product Wogonin

2017 ◽  
Vol 21 (2) ◽  
pp. 171-176 ◽  
Author(s):  
Tinghan Li ◽  
Tianwei Weng ◽  
Jubo Wang ◽  
Zhihui Wei ◽  
Lu Zhao ◽  
...  
Keyword(s):  
Natural Product ◽  
Efficient Approach ◽  
Bioactive Natural Product

Synthesis and characterization of a new natural product analog, 132-173-bacteriochlorophyllone a

2014 ◽  
Vol 18 (03) ◽  
pp. 188-199 ◽  
Author(s):  
Áron Roxin ◽  
Thomas D. MacDonald ◽  
Gang Zheng
Keyword(s):  
Antioxidant Activity ◽  
Biological Activity ◽  
Photodynamic Therapy ◽  
Natural Product ◽  
Synthesis And Characterization ◽  
Facile Synthesis ◽  
H Nmr ◽  
F Ring ◽  
C Nmr

Here we show the facile synthesis of 132-173-bacteriochlorophyllone a (12), with a distinct seven-membered exocyclic F-ring formed by 132-173-cyclization of bacteriopheophorbide a(16). This is the latest reported bacteriochlorin with such an exocyclic F-ring since 1975 (132-173 cyclobacteriopheophorbide a-enol, 11), and is an analog of previously described natural exocyclic F-ring-containing porphyrins (1–4) and chlorins (5–10). The structure of 12 was confirmed using a combination of 1D 1 H NMR, 2D COSY 1 H NMR, Jmod 13 C NMR and HRMS analysis. The biological activity of 12 was explored, and we found that this compound does not possess strong antioxidant activity like its natural product counterparts, but is a capable photosensitizer for photodynamic therapy.

Protective effects of the bioactive natural product N-trans-Caffeoyldopamine on hepatotoxicity induced by isoniazid and rifampicin

2015 ◽  
Vol 25 (22) ◽  
pp. 5424-5426 ◽  
Author(s):  
Zheng-Rong Wu ◽  
Zhong-Tian Bai ◽  
Ying Sun ◽  
Peng Chen ◽  
Zhi-Gang Yang ◽  
...  
Keyword(s):  
Natural Product ◽  
Protective Effects ◽  
Bioactive Natural Product

STEROIDS PRESENT IN THE FOLLICULAR FLUID OF THE MARE

1960 ◽  
Vol 20 (2) ◽  
pp. 147-156 ◽  
Author(s):  
R. V. SHORT
Keyword(s):  
Biological Activity ◽  
Natural Product ◽  
Follicular Fluid ◽  
Physiological Significance ◽  
Chromatographic Techniques ◽  
First Time

SUMMARY Using paper chromatographic techniques, it has been possible to identify the following steroids in the follicular fluid of the mare (results expressed as μg/1.): oestradiol-17β, 460 μg; oestrone, 34 μg; cortisol, 12 μg; progesterone, 124 μg; 17α-hydroxyprogesterone, 66 μg; epitestosterone, 24 μg; androstenedione, 136 μg. In addition to these seven compounds, 136 μg of an unidentified oestrogen-like substance and 52 μg of an unidentified 17-ketosteroid were also present. This is the first time that epitestosterone has been identified as a natural product, and the possible significance of this compound is discussed. 19-Hydroxyandrostenedione, the postulated intermediate in the formation of oestrone from androstenedione, was not detected in this study, and some doubt is therefore cast on the theory that it is an essential intermediate in the biosynthesis of the ovarian oestrogens. The presence of relatively large amounts of an unidentified polar oestrogen in follicular fluid suggests that it may be of some physiological significance, although at the present time no information is available on the biological activity of this compound.

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