Synthesis and CYP17α hydroxylase inhibition activity of new 3α- and 3β-ester derivatives of pregnenolone and related ether analogues

Al‐Masoudi, Najim A.; Abdul-Rida, Nabeel A.; Kadhim, Rawaa A.; Krug, Sebastian J.; Engel, Matthias; Saeed, Bahjat A.

doi:10.1007/s00044-015-1480-z

Cited by 5 publications

(2 citation statements)

References 36 publications

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“…Experimental part). However, compound 11 has been selected for further NMR experiments [27][28][29]. The HSQC NMR spectrum [30] of compound 11 showed JC,H correlations between Harom.-3' together with Harom.-4' at the region δ 7.61-7.63 ppm and C-3' at δ 124.9 ppm as well as C-4' at δ 132.4 ppm.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of new derivatives of aryl-clonazepam via Suzuki Cross-coupling reaction

Salman

Abdul-Rida

2016

Eur. J. Chem.

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Section: Resultsmentioning

confidence: 99%

Synthesis of new derivatives of aryl-clonazepam via Suzuki Cross-coupling reaction

Salman

Abdul-Rida

2016

Eur. J. Chem.

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“…Moreover, the presence and inherent reactivity of their α,β-unsaturated ketone system can also be associated with potential toxicity problems, including mutagenesis and carcinogenesis [ 31 , 32 ]. Despite this, over the years, various arylidenesteroids have been studied, namely as hydroxysteroid dehydrogenases, aromatase, and 5α-reductases inhibitors, as well as skeletal muscle relaxants, antimicrobial, neuroprotective, antiparasitic, and antiproliferative agents [ 17 , 33 , 34 , 35 , 36 , 37 , 38 , 39 , 40 ]. Additionally, other research works have been demonstrating their use as synthetic intermediates, mainly in the preparation of aza-heterocycles with relevant potential applications [ 41 , 42 ].…”

Section: Introductionmentioning

confidence: 99%

Highlights on Steroidal Arylidene Derivatives as a Source of Pharmacologically Active Compounds: A Review

et al. 2021

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Steroids constitute a unique class of chemical compounds, playing an important role in physiopathological processes, and have high pharmacological interest. Additionally, steroids have been associated with a relatively low toxicity and high bioavailability. Nowadays, multiple steroidal derivatives are clinically available for the treatment of numerous diseases. Moreover, different structural modifications on their skeleton have been explored, aiming to develop compounds with new and improved pharmacological properties. Thus, steroidal arylidene derivatives emerged as a relevant example of these modifications. This family of compounds has been mainly described as 17β-hydroxysteroid dehydrogenase type 1 and aromatase inhibitors, as well as neuroprotective and anticancer agents. Besides, due to their straightforward preparation and intrinsic chemical reactivity, steroidal arylidene derivatives are important synthetic intermediates for the preparation of other compounds, particularly bearing heterocyclic systems. In fact, starting from arylidenesteroids, it was possible to develop bioactive steroidal pyrazolines, pyrazoles, pyrimidines, pyridines, spiro-pyrrolidines, amongst others. Most of these products have also been studied as anti-inflammatory and anticancer agents, as well as 5α-reductase and aromatase inhibitors. This work aims to provide a comprehensive overview of steroidal arylidene derivatives described in the literature, highlighting their bioactivities and importance as synthetic intermediates for other pharmacologically active compounds.

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A novel pregnene analogs: synthesis, cytotoxicity on prostate cancer of PC-3 and LNCPa-AI cells and in silico molecular docking study

et al. 2020

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Synthesis and CYP17α hydroxylase inhibition activity of new 3α- and 3β-ester derivatives of pregnenolone and related ether analogues

Cited by 5 publications

References 36 publications

Synthesis of new derivatives of aryl-clonazepam via Suzuki Cross-coupling reaction

Synthesis of new derivatives of aryl-clonazepam via Suzuki Cross-coupling reaction

Highlights on Steroidal Arylidene Derivatives as a Source of Pharmacologically Active Compounds: A Review

A novel pregnene analogs: synthesis, cytotoxicity on prostate cancer of PC-3 and LNCPa-AI cells and in silico molecular docking study

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