Synthesis and biological evaluation of some nitrogen containing steroidal heterocycles

Abdelhalim, Mervat M.; Kamel, E. M.; Rabie, Samira T.; Mohamed, Nadia A.

doi:10.1016/j.steroids.2010.09.001

Cited by 41 publications

(8 citation statements)

References 13 publications

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“…Carbothioamide-substituted pyrazole and isoxazolidine are important building blocks of many pharmacologically active compounds [73,74,75,76]. Both fragments display enhanced biological activity upon introduction to another compound [77,78,79]. Two series of carbothioamide-substituted isoxazolidine isosteviol analogues containing pyrazole and isoxazolidine ring fused with the isosteviol structure on integration exhibited novel antitumor activity [73].…”

Section: Pharmacological Activities Of Isosteviol Derivativesmentioning

confidence: 99%

Bioactivity Profile of the Diterpene Isosteviol and its Derivatives

et al. 2019

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Steviosides, rebaudiosides and their analogues constitute a major class of naturally occurring biologically active diterpene compounds. The wide spectrum of pharmacological activity of this group of compounds has developed an interest among medicinal chemists to synthesize, purify, and analyze more selective and potent isosteviol derivatives. It has potential biological applications and improves the field of medicinal chemistry by designing novel drugs with the ability to cope against resistance developing diseases. The outstanding advancement in the design and synthesis of isosteviol and its derivative has proved its effectiveness and importance in the field of medicinal chemical research. The present review is an effort to integrate recently developed novel drugs syntheses from isosteviol and potentially active pharmacological importance of the isosteviol derivatives covering the recent advances.

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Section: Pharmacological Activities Of Isosteviol Derivativesmentioning

confidence: 99%

Bioactivity Profile of the Diterpene Isosteviol and its Derivatives

et al. 2019

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“…Recently, it was reported that reaction of hydrazone derivative 8 with hydrazonoyl chlorides 4 at room temperature in the presence of potassium carbonate gave the product 10 via intermediate 9 (Scheme 3). 22 Following the above report, we investigated the site-selectivity of the reaction of hydrazonoyl halides 4 with hydrazone 3. Thus, hydrazone 3 reacted with hydrazonoyl chlorides 4a-g in ethanol in the presence of potassium carbonate at room temperature or in ethanol in the presence of triethylamine as a basic catalyst under reflux to give in all cases only one isolable product (as indicated by TLC) and identified as a member of Scheme 3 the series 12 (Scheme 4).…”

Section: Resultsmentioning

confidence: 96%

Hydrazonoyl Halides as Precursors for Synthesis of Novel Bioactive Thiazole and Formazan Derivatives

Farghaly

Abbas

2012

Journal of Chemical Research

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A new series of substituted 4-methyl-5-(arylazo)-2- [N'-(6,7,8,9-tetrahydro-benzocyclohepten-5-ylidene)-hydrazino]thiazoles and 5-(arylhydrazono)-2- [N'-(6,7,8,9-tetrahydro-benzocyclohepten-5-ylidene)-hydrazino]-thiazol-4-one were prepared by reaction of hydrazonoyl chlorides with a thiosemicarbazone derivative. The tautomeric structures of the products were studied using electronic absorption and NMR spectroscopy. The site-selectivities of the reactions of hydrazonoyl halides with benzocyclohepten-5-one hydrazone were also investigated. In addition, the antimicrobial activity of some of the products was evaluated. Many derivatives have promising activities against antibacterial and antifungal species.

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“…Steroids fused through the D ‐ring to various types of heterocycles, including pyridines, pyrimidines, pyridazines, thiazoles, imidazoles,[1b] pyrazoles, indoles, and polyheterocyles,, have become part of a growing research field. Members of this class of compounds, which are based on the combination of two medicinally relevant privileged core structures into a single molecule, show diverse biological activities.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Steroidal D‐Ring‐Fused Pyrrolidines of Dehydroepiandrosterone

Blanco‐Ania¹,

Aben²,

Berkom³

et al. 2017

Eur J Org Chem

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The commercially available steroid dehydroepiandrosterone 3‐acetate (DHEA) was converted into steroidal D‐ring‐fused pyrrolidines that combine two privileged structures: a steroid and a (2‐arylethyl)amine. The three‐step transformations proceeded through conversion of the C‐17 ketone into an enol ether, followed by high‐pressure‐mediated cascade [4+2]/[3+2] cycloadditions with two nitroalkenes ([4+2]) and five dipolarophiles ([3+2]) to yield azonite intermediates. Finally, reduction of these azonites formed the new azasteroids, which are suitable for further derivatization.

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Synthesis and biological evaluation of some nitrogen containing steroidal heterocycles

Cited by 41 publications

References 13 publications

Bioactivity Profile of the Diterpene Isosteviol and its Derivatives

Bioactivity Profile of the Diterpene Isosteviol and its Derivatives

Hydrazonoyl Halides as Precursors for Synthesis of Novel Bioactive Thiazole and Formazan Derivatives

Synthesis of Steroidal D‐Ring‐Fused Pyrrolidines of Dehydroepiandrosterone

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