Fathy F. Abdel-Latif

Bioactive Hydroperoxyl Cembranoids from the Red Sea Soft Coral Sarcophyton glaucum

A chemical investigation of an ethyl acetate extract of the Red Sea soft coral Sarcophyton glaucum has led to the isolation of two peroxide diterpenes, 11(S) hydroperoxylsarcoph-12(20)-ene (1), and 12(S)-hydroperoxylsarcoph-10-ene (2), as well as 8-epi-sarcophinone (3). In addition to these three new compounds, two known structures were identified including: ent-sarcophine (4) and sarcophine (5). Structures were elucidated by spectroscopic analysis, with the relative configuration of 1 and 2 confirmed by X-ray diffraction. Isolated compounds were found to be inhibitors of cytochrome P450 1A activity as well as inducers of glutathione S-transferases (GST), quinone reductase (QR), and epoxide hydrolase (mEH) establishing chemo-preventive and tumor anti-initiating activity for these characterized metabolites.

Synthesis and Biological Activities of Novel 1,4-Bridged Bis-1,2,4-Triazoles, Bis-1,3,4-Thiadiazoles and Bis-1,3,4-Oxadiazoles

Abstract The terephthalic acid hydrazide(1) reacted with phenyl/benzyl isothiocyanate2a,bto yield the corresponding bis-thiosemicarbazides4a,b,viaacid hydrolysis of the intermediate 3whereas cyclization of4gave the bis-1,2,4-triazoles 5,6and bis-1,3,4-thiadiazoles7,8. Similarly, compound 1reacted with phenyl isocyanate9to give the bis-semicarbazide10, which was cyclized to the bis-oxadiazole 11and/or bis-1,2,4-triazole12in POClti3and NaOH respectively.

Heterocyclization of Orthoaminoester and Orthoamino-nitrile-thieno[2, 3-c]pyridine: The Facile Synthesis of Fused Pyridothienopyrimidines

A highly efficient and versatile synthetic approach to the synthesis of pyrido[4′, 3′: 4]thieno[2,3-d]pyrimidines (4, 14, 15, 21) and their heterofused (e.g., triazolo-, triazino-, imidazo-, and tetrazolo-,) pyridothienopyrimidines (5–9, 16, 17, 22–24) is described utilizing 2-amino-3-cyano-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine-6-carboxylic acid ethyl ester ( 2 ) and diethyl 2-isothio-cyanate-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3,6-dicarboxylate ( 10 ) as starting materials.

SYNTHESIS OF 2-THIOXOPYRIDO[2,3-d]PY RIMIDINE-4- ONES AND 1,4-BRIDGED BIS-2-THIOXO-1,2,3,4-TETRAHYDRO-5-PYRIMIDINE CARBOXYLIC ACID ETHYL ESTER DERIVATIVES

Abstract The synthesis and structural characterization of 2-thioxopyrido[2,3-d]pynmidinethiones 5,9,12 and 4,4′-(1,4-phenylene)-di-(2-thioxo-1,2,3,4-tetrahydropyrimidines) 16-22 are described.

Synthesis of 1,2,4-triazepine and 1,2,5-triazocine derivatives from the reaction of 2-aminobenzohydrazide with π-acceptors

The formation of metal complexes with acid hydrazides plays an important role in the growth of their biological activity. A simple synthetic strategy is described for the synthesis of novel 1,2,4-tri-azepine and 1,2,5-triazocine derivatives via electron donor–acceptor interaction. Thus when 2-aminobenzohydrazide reacted with tetracyanoethylene (TCNE) and 2-dicyanomethylene-indan-1,3-dione (CNIND) afforded 1,2,4-triazepine derivatives. While on reacting 1 with 2,3-dicyano-5,6-dichloro-1,4-benzoquinone (DDQ), 2,3-dichloro-1,4-naphthoquinone (DCHNQ), 1,4-naphthoquinone and/or 2,3,5,6-tetrabromo-1,4-benzoquinone, 1,2,5-triazocine derivatives were formed.

Formation of dioxospiroindene[1,3]thiazine and thioxoindeno[2,1- d ]imidazolone derivatives from alkenylidene-hydrazinecarbothioamides

The reaction of (substituted) alkenylidene-hydrazinecarbothioamides with 2-(1,3-dioxo-2,3-dihydro-1H-inden-2-ylidene)propanedinitrile led to the formation of 1,3-dioxospiroindene[1,3]-thiazine and thioxoindeno[2,1-d]imidazolone derivatives in modest yields. In addition, 1,3-dihydroxyindan-2-ylidenepropanedinitrile was found. Explanations of these conversions involving nucleophilic reactions and condensations are presented.

Synthesis of 4,4′-(1,4-Phenylene)di-pyridine and-pyrimidine Derivatives†

The preparation and structural characterization of4,4′-(1,4-phenylene)di-pyridine and -pyrimidine derivativesare described.

HETEROCYCLES SYNTHESIS THROUGH REACTIONS OF NUCLEOPHILES WITH ACRYLONITRILES, PART 5, SYNTHESIS OF SEVERAL NEW THIAZOLE AND THIAZOLO[2,3-a]PYRIDINE DERIVATIVES

Abstract Several new thiazole and thiazolo[2,3-a]pyridine derivatives were prepared by reaction of the thiazolin-4-one derivatives 2 (synthesised from α-cyano-2-ethylacetanilide and thioglycollic acid) with acrylonitriles 1a-h.

Heterocyclisation of substituted ylidenethiocarbonohydrazides using dimethyl acetylenedicarboxylate

A facile and rapid procedure for the synthesis of dimethyl-2-[3-amino-5-(2-methoxy-2-oxoethylidene)-4-oxothiazolidin-2-ylidenehydrazono]succinate, dimethyl {[2-alkylidenehydrazono)-5-(2-methoxy-2-oxoethylidene)-4-oxothiazolidin-3-yl)amino]succinate and methyl (4-amino-5-oxo-3-thioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-yl)acetate affording yields of 61–54 %, 22–18 % and 14–11 %, respectively, via a condensation reaction of dimethyl acetylenedicarboxylate (DMAD) with (substituted ylidene)thiocarbonohydrazides. One of the products was conclusively confirmed by single-crystal X-ray analysis. A mechanism for the formation of the products is presented.

Synthesis of (Z)-2-(4-(arylimino)-3,4-dihydroquinazolin-2(1 M-ylidene)-1 H indene-1,3(2H)dione using 2-amino-N'-aryl-benzimidamides as a starting material

The reaction between 2-amino-N′-arylbenzimidamide derivatives (3a–g) and 2-dicyanomethyleneindan-1,3-dione (4, CNIND) is described. The product that was obtained in moderate to good yields via CT-complexation is identified as (Z)-2-[4-(arylimino)-3,4-dihydroquinazolin-2(1H)-ylidene]-1H-indene-1,3(2H)-dione (5a–g).