scholarly journals New Sustainable Synthetic Routes to Cyclic Oxyterpenes Using the Ecocatalyst Toolbox

Molecules ◽  
2021 ◽  
Vol 26 (23) ◽  
pp. 7194
Author(s):  
Camille Bihanic ◽  
Arthur Lasbleiz ◽  
Morgan Regnier ◽  
Eddy Petit ◽  
Pierre Le Blainvaux ◽  
...  

Cyclic oxyterpenes are natural products that are mostly used as fragrances, flavours and drugs by the cosmetic, food and pharmaceutical industries. However, only a few cyclic oxyterpenes are accessible via chemical syntheses, which are far from being ecofriendly. We report here the synthesis of six cyclic oxyterpenes derived from ß-pinene while respecting the principles of green and sustainable chemistry. Only natural or biosourced catalysts were used in mild conditions that were optimised for each synthesis. A new generation of ecocatalysts, derived from Mn-rich water lettuce, was prepared via green processes, characterised by MP-AES, XRPD and TEM analyses, and tested in catalysis. The epoxidation of ß-pinene led to the platform molecule, ß-pinene oxide, with a good yield, illustrating the efficacy of the new generation of ecocatalysts. The opening ß-pinene oxide was investigated in green conditions and led to new and regioselective syntheses of myrtenol, 7-hydroxy-α-terpineol and perillyl alcohol. Successive oxidations of perillyl alcohol could be performed using no hazardous oxidant and were controlled using the new generation of ecocatalysts generating perillaldehyde and cuminaldehyde.

2007 ◽  
Vol 08 (4) ◽  
pp. 45-54
Author(s):  
Sabrina Moro Villela PACHECO ◽  
Agenor Furigo JUNIOR ◽  
Ayres Ferreira MORGADO

The vanillin (vanilla aroma) it is one of the aromatic compositions more used in the pharmaceutical industries and of foods. The natural vanillin can be gotten of a orchid, the Vanilla planifolia. However, the extraction process is slow and of high cost. Of this form, routes for the attainment of synthetic vanillin had passed to be adopted, using substrata as eugenol and the black liquor (I reject produced by the industries of paper and cellulose). However, had to the great volume of rejects produced through the cited routes, from the decade of 70, was transferred to produce it vanillin using itself catechol and guaiacol, deriving of the petrochemical industry. The originary substratum use of sources you did not renew and the increase of the consumption of natural products had in recent years stimulated the study of new routes for the production of vanillin through biotechnological processes. When the vanillin is produced through these processes, is considered as a natural product being this important factor, therefore, raises its cost and its search in the market. Considering this, the objective of this revision it was to approach the diverse synthetic routes and biotechnological routes, that come being intensely investigated, and that they use microorganisms and deriving enzymes of the same ones.


2019 ◽  
Vol 16 (5) ◽  
pp. 709-729 ◽  
Author(s):  
Muhammad A. Rashid ◽  
Aisha Ashraf ◽  
Sahibzada S. Rehman ◽  
Shaukat A. Shahid ◽  
Adeel Mahmood ◽  
...  

Background:1,4-Diazepines are two nitrogen containing seven membered heterocyclic compounds and associated with a wide range of biological activities. Due to its medicinal importance, scientists are actively involved in the synthesis, reactions and biological evaluation of 1,4-diazepines since number of decades.Objective:The primary purpose of this review is to discuss the synthetic schemes and reactivity of 1,4- diazepines. This article also describes biological aspects of 1,4-diazepine derivatives, that can be usefully exploited for the pharmaceutical sector.Conclusion:This review summarizes the abundant literature on synthetic routes, chemical reactions and biological attributes of 1,4-diazepine derivatives. We concluded that 1,4-diazepines have significant importance due to their biological activities like antipsychotic, anxiolytic, anthelmintic, anticonvulsant, antibacterial, antifungal and anticancer. 1,4-diazepine derivatives with significant biological activities could be explored for potential use in the pharmaceutical industries.


RSC Advances ◽  
2021 ◽  
Vol 11 (9) ◽  
pp. 5080-5085
Author(s):  
Lei Zheng ◽  
Chen Sun ◽  
Wenhao Xu ◽  
Alexandr V. Dushkin ◽  
Nikolay Polyakov ◽  
...  

We have developed I2/KH2PO2 and KI/P(OEt)3 strategy syntheses of esters from carboxylic acids and alcohols through different reaction mechanisms. The advantages of present protocol: mild conditions and late-stage diversification of natural products.


Synthesis ◽  
2021 ◽  
Author(s):  
Zhuo Zeng ◽  
Zhanyu He ◽  
Chu Yan ◽  
Mei Zhang ◽  
Majeed Irfan ◽  
...  

AbstractPalladium-catalyzed Hiyama coupling of active thioureas via selective C–N bond cleavage is reported. Notably, the new approach employed active thioureas as coupling partners in the presence of arylsilanes to give amides in good yield. Further, this strategy, which utilized CuF2 as a key oxidant and activator, afforded various amide products under mild conditions and an easy to handle procedure without extra base.


2017 ◽  
Vol 12 (5) ◽  
pp. 1934578X1701200
Author(s):  
Alexis Castillo ◽  
José Fco Quilez del Moral ◽  
Alejandro F. Barrero

Two catalytic cascade cyclization methods (radical and cationic) to obtain aromatic polycyclic diterpenes hydroxylated at C3 starting from aromatic epoxypolyprenes were developed. The catalytic use of the Lewis superacid bismuth triflate produces a good yield of cyclized 2 from epoxypolyprene 3. This research may well direct future efforts to the synthesis of bioactive natural products.


2009 ◽  
Vol 11 (3) ◽  
pp. 5-7 ◽  
Author(s):  
Ali Gharib ◽  
Mohsen Daneshtalab ◽  
J. Scheeren ◽  
Fatemeh Bamoharram ◽  
Mina Roshani ◽  
...  

Novel catalytic synthesis of 6,7-dimethoxyisatin with the use of heteropolyacids (HPAs) as acid solid catalyst An efficient method for the preparation of 6,7-dimethoxyisatin and its derivatives was developed with good yield by using Preyssler-type heteropolyacid (HPA) as acid catalyst under green conditions. The comparison between Keggin type heteropolyacids, H3[PW12O40], H4[SiW12O40] and H4[SiMo12O40], H3[PMo12O40] and mineral acids with Preyssler's anion shows that the latter possess better catalytical activity than the other heteropolyacids and no degradation of the structure was observed.


2019 ◽  
Vol 476 (1) ◽  
pp. 67-83 ◽  
Author(s):  
Dipankar Chaudhuri ◽  
Teshome Aboye ◽  
Julio A. Camarero

Abstract The use of disulfide-rich backbone-cyclized polypeptides, as molecular scaffolds to design a new generation of bioimaging tools and drugs that are potent and specific, and thus might have fewer side effects than traditional small-molecule drugs, is gaining increasing interest among the scientific and in the pharmaceutical industries. Highly constrained macrocyclic polypeptides are exceptionally more stable to chemical, thermal and biological degradation and show better biological activity when compared with their linear counterparts. Many of these relatively new scaffolds have been also found to be highly tolerant to sequence variability, aside from the conserved residues forming the disulfide bonds, able to cross cellular membranes and modulate intracellular protein–protein interactions both in vitro and in vivo. These properties make them ideal tools for many biotechnological applications. The present study provides an overview of the new developments on the use of several disulfide-rich backbone-cyclized polypeptides, including cyclotides, θ-defensins and sunflower trypsin inhibitor peptides, in the development of novel bioimaging reagents and therapeutic leads.


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