Studies towards the synthesis of (±)-reserpine: Photocyclization mediated a novel and efficient synthesis of 11,18-dimethoxy-(20α)-18,19-didehydro-yohimban-17-one

Yar, Muhammad; Arshad, Muhammad Nadeem; Akhtar, Muhammad Nadeem; Shahzad, Sohail Anjum; Khan, Islam Ullah; Khan, Zulfiqar Ali; Ullah, Nisar; Ninomiya, Ichiya

doi:10.5155/eurjchem.3.1.26-31.503

Cited by 14 publications

(4 citation statements)

References 20 publications

(25 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Indole derivatives 1-4 were prepared by following our reported procedures (Yar et al, 2012). For detailed synthetic methods and characterization of the compounds 1, 2, 3 and 4, please see our previous paper (Yar et al, 2012).…”

Section: Chemistrymentioning

confidence: 99%

See 1 more Smart Citation

Synthesis and DPPH scavenging assay of reserpine analogues, computational studies and in silico docking studies in AChE and BChE responsible for Alzheimer's disease

Yar

Arshad

Farooq

et al. 2015

Braz. J. Pharm. Sci.

Self Cite

View full text Add to dashboard Cite

Alzheimer's disease (AD) is a fast growing neurodegenerative disorder of the central nervous system and anti-oxidants can be used to help suppress the oxidative stress caused by the free radicals that are responsible for AD. A series of selected synthetic indole derivatives were biologically evaluated to identify potent new antioxidants. Most of the evaluated compounds showed significant to modest antioxidant properties (IC50 value 399.07 140.0±50 µM). Density Functional Theory (DFT) studies were carried out on the compounds and their corresponding free radicals. Differences in the energy of the parent compounds and their corresponding free radicals provided a good justification for the trend found in their IC50 values. In silico, docking of compounds into the proteins acetylcholinesterase (AChE) and butyrylcholinesterase (BChE), which are well known for contributing in AD disease, was also performed to predict anti-AD potential.

show abstract

Section: Chemistrymentioning

confidence: 99%

“…For detailed synthetic methods and characterization of the compounds 1, 2, 3 and 4, please see our previous paper (Yar et al, 2012). The structures of the compounds 1-4 are shown in Table I.…”

Section: Chemistrymentioning

confidence: 99%

Synthesis and DPPH scavenging assay of reserpine analogues, computational studies and in silico docking studies in AChE and BChE responsible for Alzheimer's disease

Yar

Arshad

Farooq

et al. 2015

Braz. J. Pharm. Sci.

Self Cite

View full text Add to dashboard Cite

show abstract

“…Indole alkaloids are well known due to their wide biological importance [ 24 , 25 ] such as inhibitors of AChE [ 26 - 28 ] and BChE [ 29 , 30 ]. Compounds containing indole ring were also found to be the dual binding site AChE inhibitors (Fig.…”

Section: Introductionmentioning

confidence: 99%

Design and Synthesis of New Dual Binding Site Cholinesterase Inhibitors: in vitro Inhibition Studies with in silico Docking

Yar¹,

Bajda²,

Mehmood³

et al. 2014

LDDD

Self Cite

View full text Add to dashboard Cite

Cholinesterases (ChEs) play a vital role in the regulation of cholinergic transmission. The inhibition of ChEs is considered to be involved in increasing acetylcholine level in the brain and thus has been implicated in the treatment of Alzheimer’s disease. We have designed and synthesized a series of novel indole derivatives and screened them for inhibition of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). Most of the tested compounds exhibited inhibitory activity against AChE and BChE. Among them 4f and 6e showed the highest AChE inhibitory activity with IC50 91.21±0.06 and 68.52±0.04 μM, respectively. However compound 5a exhibited the highest inhibitory activity against BChE (IC50 55.21±0.12 μM).

show abstract

“…In contrast, unactivated aromatic rings are seldom utilized as π-partners in reductive coupling due to the high aromatic stabilization energy . For the reductive coupling of alkenes with phenyl rings, only rare examples (such as Birch reduction–alkylation and photocyclization) have been reported, and the use of strong and excess metal reducing reagents or high-energy irradiation is necessary (Scheme a), which may constrain the diversity of substrates and functional groups . Therefore, developing a strategy for the reductive coupling of alkenes and unactivated aromatics under mild and green conditions is of great importance.…”

mentioning

confidence: 99%

Intramolecular Cobalt/Visible Light Cocatalyzed Reductive Coupling of Unactivated Arenes with Unactivated Alkenes

Cai,

Zeng,

Jiang

et al. 2023

Org. Lett.

View full text Add to dashboard Cite

A protocol for the intramolecular reductive coupling of unactivated arenes with unactivated alkenes has been developed with the aid of a cooperative visible light/cobalt catalytic system. This coupling is achieved via radical cascade cyclization using amines as terminal reducing reagents and water as the main hydrogen source. In their form, readily available N-allyl benzamides are converted to the corresponding spiro cyclohexadiene-lactam or β-phenethylamine analogues in moderate to excellent yields.

show abstract

Studies towards the synthesis of (±)-reserpine: Photocyclization mediated a novel and efficient synthesis of 11,18-dimethoxy-(20α)-18,19-didehydro-yohimban-17-one

Cited by 14 publications

References 20 publications

Synthesis and DPPH scavenging assay of reserpine analogues, computational studies and in silico docking studies in AChE and BChE responsible for Alzheimer's disease

Synthesis and DPPH scavenging assay of reserpine analogues, computational studies and in silico docking studies in AChE and BChE responsible for Alzheimer's disease

Design and Synthesis of New Dual Binding Site Cholinesterase Inhibitors: in vitro Inhibition Studies with in silico Docking

Intramolecular Cobalt/Visible Light Cocatalyzed Reductive Coupling of Unactivated Arenes with Unactivated Alkenes

Contact Info

Product

Resources

About