Recent development in fluorescent probes based on attacking of double bond and masking of functional group

Author(s):  
Nadeem Ahmed ◽  
Wajeeha Zareen ◽  
Yong Ye
1985 ◽  
Vol 63 (9) ◽  
pp. 2511-2521 ◽  
Author(s):  
R. Arnaud ◽  
S. Choubani ◽  
R. Subra ◽  
M. Vidal ◽  
M. Vincens ◽  
...  

The allylic chlorination of ethyl 2,3-dialkyl 2-cyclopropenecarboxylate or primary and tertiary alcohols is highly regio- and stereoselective. The halogenated methylenecyclopropane derivative only is observed. In that compound, the halogen substituent and the functional group are in a trans position with respect to the ring. The halogenated allylic compounds of methylenecyclopropane and of cyclopropene undergo reduction by (nBu)3SnH with the same stereochemistry. Products arising from ring opening are also observed. The exocyclic migration of the double bond can be related to the formation of a transient allylic radical. A theoretical study performed within the MNDO (UHF and RHF) framework leads to a planar allylic radical, whatever the substituent. The radical abstraction reaction which takes place during the reduction process is easier for a cyclic carbon atom than for an exocyclic one. In the former case, the faster reaction is obtained for a chlorinated carbon atom.


2006 ◽  
Vol 253 (1-2) ◽  
pp. 132-146 ◽  
Author(s):  
S. Krompiec ◽  
N. Kuźnik ◽  
M. Krompiec ◽  
R. Penczek ◽  
J. Mrzigod ◽  
...  

ChemInform ◽  
2007 ◽  
Vol 38 (25) ◽  
Author(s):  
S. Krompiec ◽  
N. Kuznik ◽  
M. Krompiec ◽  
R. Penczek ◽  
J. Mrzigod ◽  
...  

Molbank ◽  
10.3390/m1039 ◽  
2018 ◽  
Vol 2019 (1) ◽  
pp. M1039
Author(s):  
Mohammad Bigdeli ◽  
Maryam Sabbaghan ◽  
Marjan Esfahanizadeh ◽  
Farzad Kobarfard ◽  
Sara Vitalini ◽  
...  

Resveratrol (3,5,4′-trihydroxy-trans-stilbene) is a cardioprotective phytochemical occurring in many plant products. In this study, a new series of imine congeners of resveratrol has been synthesized in which the imine moiety replaced the double bond in the structure of resveratrol. In addition, the in vitro antiplatelet activity of these resveratrol derivatives has been evaluated against adenosine diphosphate (ADP), arachidonic acid (AA), and collagen as platelet aggregation inducers. In general, the synthesized compounds were active as antiplatelet agents, and, therefore, the imine functional group may be considered as an effective replacement for a double bond in resveratrol for developing new and promising antiplatelet drugs.


2020 ◽  
Vol 3 (1) ◽  
Author(s):  
Noelia Salaverri ◽  
Rubén Mas-Ballesté ◽  
Leyre Marzo ◽  
José Alemán

Abstract The broad presence of azaarene moieties in natural products has promoted the development of new functionalization reactions, giving access to larger libraries of bioactive compounds. The light promoted [2 + 2] photocycloaddition reaction to generate cyclobutanes has been extensively studied in photochemistry. In particular, De Mayo reported the [2 + 2] cycloaddition followed by retroaldol condensation between enols of 1,3-dicarbonyls and double bonds to synthesize 1,5-dicarbonyls. Herein, we describe the [2 + 2] photocycloaddition followed by a ring-opening rearomatization reaction between electron-deficient 2-methylene-azaarenes and double bonds, taking advantage of the ability of these heterocyclic derivatives to form the corresponding pseudo-enamine intermediate. The procedure shows a high functional group tolerance either on the double bond or the heteroarene side and allows the presence of different electron-withdrawing groups. In addition, the wide applicability of this reaction has been demonstrated through the late-stage derivatization of several natural products. Photochemical studies, together with theoretical calculations, support a mechanism involving the photosensitization of the pseudo-enamine intermediate.


2016 ◽  
Vol 30 ◽  
pp. 1-11 ◽  
Author(s):  
Li Li ◽  
Yi Zhang ◽  
Zhimin Chang ◽  
Fu-Quan Bai ◽  
Hong-Xing Zhang ◽  
...  

1991 ◽  
Vol 56 (12) ◽  
pp. 2936-2949 ◽  
Author(s):  
Jan Sejbal ◽  
Jiří Klinot ◽  
Miloš Buděšínský ◽  
Jiří Protiva

The oxidation of 3β,28-lupanediol diacetate (I) with chromium(VI) oxide gives low yields of products with functional groups in the ring E as products of hydroxylation at the 19β position (IV, VI, and IX) and the 11-ketone VII which has been transformed into other lupane derivatives with an oxygen functional group at 11 position (VIII, XIII - XV) or with a 9(11)-double bond (XVI, XVII). Structure of the compounds prepared has been verified by their 1H and 13C NMR spectra as well as by their mass spectra.


2020 ◽  
Vol 24 (7) ◽  
pp. 709-745
Author(s):  
Meenakshi Singh ◽  
V. Ravichandiran ◽  
Yogesh P. Bharitkar ◽  
Abhijit Hazra

: Semi-synthesis, the way of preparing novel bioactive molecules via modification of compounds isolated from natural sources is very much useful nowadays in the drug discovery process. The modification is based on the reaction of functional group(s) present in a natural compound. Among the examples of functional group transformation, double bond modification is also common in the literature. Several reactions like hydrogenation, cyclopropanation, epoxidation, addition reaction (halogenations, hydroxylation), Michael addition, Heck reaction, cycloaddition, dipolar cycloaddition, etc. are employed for this purpose. In this review, we have tried to gather the reactions performed with several double bond containing classes of natural products like diterpenes, xanthones, sesquiterpene exomethylene lactones, diaryl heptanoids, steroidal lactones, triterpenoids, limonoids, and alkamides. Where available, the effects of transformations on the biological activities of the molecules are also mentioned.


2020 ◽  
Vol 177 ◽  
pp. 109167
Author(s):  
Baptiste Hervé ◽  
Géraldine Rapp ◽  
Pierre-Olivier Bussiere ◽  
Jean-Luc Gardette ◽  
Sandrine Therias

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