Synthesis of biologically active steroid derivatives by the utility of Lawesson's reagent

Mohamed, Nadia A.; Elmegeed, Gamal A.; Abdel-Malek, Hoda A.; Younis, Magdi

doi:10.1016/j.steroids.2004.11.001

Cited by 37 publications

(14 citation statements)

References 18 publications

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“…Additionally, phosphorus compounds such as Japanese (JR, 2a) and Lawesson's reagents (LR, 2b) are considered as selective reagents in the realm of sulfur chemistry due to their ability to convert the carbonyl groups into their thiocarbonyl functions 15 . They can also be utilized in the construction of heterocycles containing either sulfur or phosphorus atoms which are of particular interest in industrial and pharmacological fields [16][17][18][19] .…”

Section: Introductionmentioning

confidence: 99%

Synthesis of New Organophosphorus Compounds Derived from 2-Arylidenecyclohexan-1-ones

Arsanious

Hennawy

2016

Mediterr.J.Chem

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2-(4-Arylidene)cyclohexane-1-one derivatives react with 2,4-bis (phenylthio) -1,3-dithia,2,4-diphosphetane-2,4-disulphide (JR) to give a mixture of the benzodithiadiphosphi-nine -2-sulphides and dithiadispirotetradecanes. The same reaction was carried out using Lawesson's reagent to yield the 4-methoxyphenylbenzodithiaphosphinine sulfides. A putative reaction mechanism involves an initial thiation of arylidenecyclohexane-1-one derivatives then Michael addition by sulfide anion of Lawesson's reagents followed by intramolecular cyclization, and resulting in the formation of new heterocyclic compounds containing phosphorus moiety. Biological activities for some of the new compounds are also reported.

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Section: Introductionmentioning

confidence: 99%

Synthesis of New Organophosphorus Compounds Derived from 2-Arylidenecyclohexan-1-ones

Arsanious

Hennawy

2016

Mediterr.J.Chem

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“…[10][11][12][13][14][15] Moreover, Lawesson's and Japanese reagents have been shown to be good starting materials for the construction of cyclic systems containing phosphorus and sulphur. [16][17][18][19][20][21] Herein, we report on the synthesis, structural and antitumor activity of pyridinephosphanylidenecyclobutane, oxaphosphetane, butenoate, pyridazinone and oxathiaphosphetane, from the reaction of the above mentioned phosphorus reagents with 1,2-bis(2-pyridyl)ethane-1,2-dione. Similarly, when the 1,2-bis(2-pyridyl)ethane-1,2-dione (1) was treated with (2-oxovinylidene)triphenylphosphorane (2b), only 2-(pyridine-2-carbonyl)-2-(2-pyridyl)-4-(triphenyl-λ 5 -phosphanylidene)cyclobutane-1,3-dione (5b) and triphenylphosphane oxide were obtained and no dimeric product analogous to 6 was detected (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%

Chemistry of Phosphorus Ylides Part 42: Reaction of Dipyridyl Ethanedione with Phosphorus Reagents. Cytotoxic Activity of Phosphanylidene-Cyclobutane, Oxaphosphetane, and Pyridazinone

El‐Hussieny

Abd‐El‐Maksoud

Maigali

et al. 2015

Phosphorus, Sulfur, and Silicon and the Related Elements

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1,2-Bis(2-pyridyl)ethane-1,2-dione was allowed to react with different phosphorus nucleophiles.Treatment of the 1,2-bis(2-pyridyl)ethane-1,2-dione with the active phosphacumulene ylides, (Nphenylimino)-and (2-oxovinylidene)-triphenylphosphorane afforded the phosphanylidenecyclobutylidenes. On the other hand, its reaction with hexaphenylcarbodiphosphorane gave the oxaphosphetane and the phosphanylidene analogues. Next, the pyridazinone was obtained from Downloaded by [New York University] at 02:29 03 August 2015 ACCEPTED MANUSCRIPT ACCEPTED MANUSCRIPT 2 the reaction of dipyridine hydrazone and the aminovinylidene triphenylphosphorane. Oxathiaphosphetanes were generated from the reaction of Lawesson's and Japanese reagents with the dipyridyl ethanedione. Some of the new compounds were tested on the human promyelocytic leukemia (HL-60), lung cancer (A549), breast adenocarcinoma (T-47D) and human colon cancer cells (LoVo) in comparison with the known anticancer drugs cisplatin (CIS)

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“…Some traditional microbiological approaches have been used for assessment of the antifungal activity of drugs [10][11][12][13]. But these are all invasive methods in that they require sampling of the microbiological sample at specific time point and they also have some disadvantages, for example, these methods are complex, time consuming and are not sufficient for clarifying the activities of the drugs.…”

Section: Introductionmentioning

confidence: 99%

Antifungal evaluation of cholic acid and its derivatives on Candida albicans by microcalorimetry and chemometrics

Kong

Wang

Xing

et al. 2011

Analytica Chimica Acta

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Synthesis of biologically active steroid derivatives by the utility of Lawesson's reagent

Cited by 37 publications

References 18 publications

Synthesis of New Organophosphorus Compounds Derived from 2-Arylidenecyclohexan-1-ones

Synthesis of New Organophosphorus Compounds Derived from 2-Arylidenecyclohexan-1-ones

Chemistry of Phosphorus Ylides Part 42: Reaction of Dipyridyl Ethanedione with Phosphorus Reagents. Cytotoxic Activity of Phosphanylidene-Cyclobutane, Oxaphosphetane, and Pyridazinone

Antifungal evaluation of cholic acid and its derivatives on Candida albicans by microcalorimetry and chemometrics

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