Lauro Figueroa - Academia.edu (original) (raw)
Papers by Lauro Figueroa
Iranian Chemical Communication, 2018
The aim of this study was to synthesize a new oxetan-phenyltetrahydropyridazine-3,6-dione derivat... more The aim of this study was to synthesize a new oxetan-phenyltetrahydropyridazine-3,6-dione derivative (compound 6) using with different techniques. The first method was achieved by the preparation of a phenylhydrazine derivative (2) using three components system (3,17-aldol-estradiol, phenylhydrazine, 5-hexyn-3-ol) in presence of Copper(II). Then, 2 Was reacted with tert-butyldimethylsilyl chloride to form the compound 3 (trimethylbutan-silyloxy-steroid-hydrazine). Following, a pyridazine derivative (4); was prepared by the reaction of 3 with succinic acid using boric as catalyst. The compound 4 was reacted with hydrofluoric acid to form the a tetrahydropyridazine-3,6-dione (5). Finally, the preparation of 6 was carried out by the reaction of 5 with CopperII. Spectroscopy analyses NMR was used to confirm the chemical structure of compounds. In conclusion, in this study a facile method to synthesis of an oxetan-phenyltetrahydropyridazine-3,6-dione is reported.
Biomédica: revista del Instituto Nacional de Salud, 2009
Few data exist with respect to the effects of androsterone and their derivatives at cardiovascula... more Few data exist with respect to the effects of androsterone and their derivatives at cardiovascular level. In addition, the molecular mechanisms and cellular site of action of these androgens are still unclear. An evaluation was conducted on the effects induced by androsterone and hemisuccinate of androsterone on perfusion pressure and vascular resistance. The effects of both androsterone and hemisuccinate of androsterone on the perfusion pressure and vascular resistance in isolated rat hearts (Langendorff model) were evaluated. The results showed that: (1) the hemisuccinate of androsterone [10(-9) M] increases the perfusion pressure and vascular resistance in comparison with the androsterone [10(-9) M]; (2) the effect of androsterone-derivative [10(-9) M-10(-5) M] on perfusion pressure not was inhibited by indometacin [10(-6) M]; (3) nifedipine [10(-6) M] blocks the effects exerted by hemisuccinate of androsterone [10(-9) M-10(-5) M] on perfusion pressure; and (4) the effect of andr...
![Research paper thumbnail of Design and Synthesis of Two Bicyclo[3.3.1]nonane-steroid Derivatives](https://attachments.academia-assets.com/83219436/thumbnails/1.jpg)
](Chemistry Journal of Moldova
Several studies for the synthesis of bicyclo[3.3.1]nonane analogues have been reported, however, ... more Several studies for the synthesis of bicyclo[3.3.1]nonane analogues have been reported, however, there is little information on the preparation of bicyclo[3.3.1]nonane-steroid derivatives. In this way, the aim of this study was to synthesize two steroid-bicyclo[3.3.1]nonane analogues (11 or 12) from either estradiol or estrone using some reactions such as etherification, addition, nucleophilic substitution and cyclization. The chemical structure was evaluated through NMR spectroscopic analysis. The results showed higher yield for 11 compared with 12. It is noteworthy, that the reagents used in this investigation are not expensive and do not require special conditions for handling.
BioMed Research International, 2014
Some reports indicate that several steroid derivatives have activity at cardiovascular level; nev... more Some reports indicate that several steroid derivatives have activity at cardiovascular level; nevertheless, there is scarce information about the activity exerted by the testosterone derivatives on cardiac injury caused by ischemia/reperfusion (I/R). Analyzing these data, in this study, a new testosterone derivative was synthetized with the objective of evaluating its effect on myocardial injury using an ischemia/reperfusion model. In addition, perfusion pressure and coronary resistance were evaluated in isolated rat hearts using the Langendorff technique. Additionally, molecular mechanism involved in the activity exerted by the testosterone derivative on perfusion pressure and coronary resistance was evaluated by measuring left ventricular pressure in the absence or presence of the following compounds: flutamide, prazosin, metoprolol, nifedipine, indomethacin, and PINANE TXA2. The results showed that the testosterone derivative significantly increasesP=0.05the perfusion pressure an...
Recently, steroid-antibiotic conjugates have been developed as potential therapeutic agents for i... more Recently, steroid-antibiotic conjugates have been developed as potential therapeutic agents for infectious diseases. In this work the antibacterial activity of two pregnenolone-derivatives was evaluated on S. aureus, K. pneumoniae and E. coli, using the dilution method and the minimum inhibitory concentration (MIC). The results indicate that bacterial growth of S. aureus was inhibited with cefotaxime (MIC = 0.25 mg/ml), gentamicin (MIC = 0.0125 mg/ml), hemisuccinate-pregnenolone (MIC = 1 mg/ml), ethylenediamine-hemisuccinate-pregnenenolone (MIC = 0.25 mg/ml) and the mixture of the two pregnenolone-derivatives (MIC = 0.5 mg/ml). Other results, showed that bacterial growth of E. coli was also inhibited with cefotaxime (MIC = 0.25 mg/ml), gentamicin (MIC = 0.00625 mg/ml), hemisuccinate-pregnenolone (MIC = 1 mg/ml), ethylenediamine-hemisuccinate-pregnenenolone (MIC = 0.5 mg/ ml) and the mixture of two pregnenolone-derivatives (MIC = 0.5 mg/ml). Alternative experiments showed that bacter...
Biomedica : revista del Instituto Nacional de Salud, 2009
INTRODUCTION Few data exist with respect to the effects of androsterone and their derivatives at ... more INTRODUCTION Few data exist with respect to the effects of androsterone and their derivatives at cardiovascular level. In addition, the molecular mechanisms and cellular site of action of these androgens are still unclear. OBJECTIVE An evaluation was conducted on the effects induced by androsterone and hemisuccinate of androsterone on perfusion pressure and vascular resistance. MATERIALS AND METHODS The effects of both androsterone and hemisuccinate of androsterone on the perfusion pressure and vascular resistance in isolated rat hearts (Langendorff model) were evaluated. RESULTS The results showed that: (1) the hemisuccinate of androsterone [10(-9) M] increases the perfusion pressure and vascular resistance in comparison with the androsterone [10(-9) M]; (2) the effect of androsterone-derivative [10(-9) M-10(-5) M] on perfusion pressure not was inhibited by indometacin [10(-6) M]; (3) nifedipine [10(-6) M] blocks the effects exerted by hemisuccinate of androsterone [10(-9) M-10(-5)...
Several compounds have been prepared to the treatment of breast cancer; however, some of these dr... more Several compounds have been prepared to the treatment of breast cancer; however, some of these drugs may produce some adverse effects. The objective of this investigation carried out the synthesis of two azete-phenylene-dibenzoic acid derivatives (compounds 4 or 5) and analyze its theoretical interaction with the BRCA-1 protein surface. The preparation of 4 and 5 was carried out using a series of reactions which involves; i) addition (2 + 2); ii) etherification and iii) formation of allylamino groups. Chemical structure of azete derivatives was carried out using elemental analysis and nuclear magnetic resonance spectra. The following stage involved the theoretical evaluation of the interaction of both compounds 7 or 8 with BRCA-1 protein surface using a docking model. The results showed that compound 4 could bound to the different type of aminoacid residues of BRCA-1 protein compared with 5. All these data indicate that both compounds could be an alternative therapy for treatment of...
Latin American Journal of Pharmacy, 2011
1 Universidad Autónoma de Campeche, Agustín Melgar s/n entre Juan de la Barrera y C-20, Col Bella... more 1 Universidad Autónoma de Campeche, Agustín Melgar s/n entre Juan de la Barrera y C-20, Col Bellavista C.P. 24039 Campeche Cam., México. 2 Escuela de Ciencias Biológicas del IPN. Plan de San Luís y Díaz Mirón s/n Col. Santo Tomas, México, D.F. C.P. 11340. 3 Facultad de Medicina de la Universidad Juárez del Estado de Durango, es Av. Fanny Anitua s/n Esq. Av. Universidad. C.P. 34000, Durango, Dgo., México.
Biointerface Research in Applied Chemistry
Several drugs have been developed for the treatment of severe acute respiratory syndrome coronavi... more Several drugs have been developed for the treatment of severe acute respiratory syndrome coronavirus (SARS-CoV) using different protocols; however, some methods use different reagents that are dangerous and require special conditions. The objective of this research was to synthesize a Lactam-steroid derivative to evaluate its theoretical interaction with SARS-CoV using at 6LU7-protein as a theoretical model. Furthermore, this interaction was carried out in a docking model using hydroxychloroquine and favipiravir as controls. The results showed that the binding energy involved in the interaction of the lactam-steroid derivative with 6LU7 protein surface was lower compared with both hydroxychloroquine and favipiravir. In conclusion, the lactam-steroid derivative could be an alternative therapeutic to treatment of SARS-CoV.
![Research paper thumbnail of Design and Synthesis of Two BICYCLO[3.3.1]NONANE-STEROID Derivatives](https://attachments.academia-assets.com/78852392/thumbnails/1.jpg)
](Chemistry Journal of Moldova, 2020
Several studies for the synthesis of bicyclo[3.3.1]nonane analogues have been reported, however, ... more Several studies for the synthesis of bicyclo[3.3.1]nonane analogues have been reported, however, there is little information on the preparation of bicyclo[3.3.1]nonane-steroid derivatives. In this way, the aim of this study was to synthesize two steroid-bicyclo[3.3.1]nonane analogues (11 or 12) from either estradiol or estrone using some reactions such as etherification, addition, nucleophilic substitution and cyclization. The chemical structure was evaluated through NMR spectroscopic analysis. The results showed higher yield for 11 compared with 12. It is noteworthy, that the reagents used in this investigation are not expensive and do not require special conditions for handling.
Hacettepe Journal of Biology and Chemistry
Several aromatase inhibitors have used for the treatment of breast cancer; however, some of these... more Several aromatase inhibitors have used for the treatment of breast cancer; however, some of these drugs may produce some side effects such as endometrial cancer and bone loss. The aim of this study was to synthesize two new azete-steroid derivatives (compounds 9 or 10) to evaluate its theoretical interaction with an aromatase enzyme (2wd3) using anastrozole and exemestane as controls in a docking model. The preparation of 9 and 10 was carried out using a series of reactions which involves amination, etherification, nitration, and addition. Chemical structure of the compounds was confirmed using elemental analysis and NMR spectrum. The results showed that compounds 9 or 10 could bind to a different type of aminoacid residues involved in of 2wd3 protein surface compared anastrozole and exemestane; this phenomenon may exert changes in the biological activity of aromatase enzyme. All data suggest that compounds 9 or 10 could be an alternative for the treatment of breast cancer; therefore it could be a good candidate for the pharmaceutical industry.
![Research paper thumbnail of Synthesis of two 7,8-dioxabicyclo[4.1.1]octan-3-yl)-steroid derivatives and evaluation of their inotropic activity in an animal model](https://attachments.academia-assets.com/78852394/thumbnails/1.jpg)
](Hacettepe Journal of Biology and Chemistry
B u çalışmanın amacı, inotropik aktivitelerini in vitro olarak değerlendirmek için iki adet 7,8-d... more B u çalışmanın amacı, inotropik aktivitelerini in vitro olarak değerlendirmek için iki adet 7,8-dioksabisiklo [4.1.1] oktan-3-il)-steroid türevini (bileşik 3 veya 4) sentezlemekti. İlk aşama, bazı kimyasal stratejiler kullanılarak iki 7,8-dioksabisiklo [4.1.1] oktan-3-il)-steroid türevinin hazırlanmasıyla başarıldı. Daha sonra, her iki steroid türevinin sol ventrikül basıncına (LVP) karşı inotropik aktivitesi, kontrol olarak Bay-k-8644, nifedipin, aucubin ve L-NAME kullanılarak izole edilmiş bir sıçan kalp modelinde değerlendirildi. Sonuçlar, bileşik 3'ün LVP'yi doza bağlı bir şekilde arttırdığını ve bu etkinin nifedipin tarafından inhibe edildiğini gösterdi. Diğer sonuçlar, bileşik 4'ün LVP'yi doza bağlı bir şekilde azalttığını ve bu etkinin L-NAME varlığında bloke edildiğini gösterdi. Tüm bu veriler, 1) Bileşik 3 tarafından uygulanan pozitif inotropik aktivitenin, L tipi kalsiyum kanalı aktivasyonu yoluyla olduğunu; 2) 4'ün negatif inotropik etkisi, nitrik oksit sentaz aktivasyonu ile olmuştur. Bu fenomen, bileşik 3 ve 4'ün kimyasal yapısına dahil olan farklı fonksiyonel gruplar nedeniyle olabilir.
Letters in Organic Chemistry, 2016
Myocardial ischemia/reperfusion injury is a serious problem involved in cardiovascular diseases. ... more Myocardial ischemia/reperfusion injury is a serious problem involved in cardiovascular diseases. There data which indicate that some steroids induce cardioprotective effects on myocardial ischemia-reperfusion injury; however their activity and the molecular mechanism involved on myocardial ischemia-reperfusion injury are very confusing. Therefore, in this study some estrogen derivatives (compound 3 to 7) were synthesized with the objective of evaluating its activity on myocardial ischemia/reperfusion injury using an isolated heart model. Additionally, molecular mechanism involved in the activity exerted by the compounds 3 to 7 on perfusion pressure and coronary resistance was evaluated by measuring left ventricular pressure in absence or presence of following compounds; prazosin, metoprolol, indomethacin and nifedipine. The results showed that 7 reduce infarct size compared with the estrone and other estrogen derivatives (compounds 3, 4, 5, and 6). Other results showed that 7 signif...
Journal of Heterocyclic Chemistry
American Journal of Organic Chemistry
In this study is reported a straightforward route for synthesis of two new epoxides using some st... more In this study is reported a straightforward route for synthesis of two new epoxides using some strategies. The first stage was achieved by the synthesis of the cyclohexylimino-azetidin-benzoic acid (3) by the reaction of 4-hydroxy benzoic acid with a nitrobenzamide derivative. Following, 3 was reacted with ethylenediamine using boric acid as catalyst to form a phenoxy-carboxamide analog (4). In addition, 4 was used to react with chloroacetyl chloride in presence of triethylamine for preparation of a chloroamide derivative (5). Then, 5 was reacted with 2-hydroxy-1-naphthaldehyde in basic medium for the synthesis of an epoxide-benzamide analog (6). The second stage was developed by the synthesis of an enone-derivative (10) using the three component system (cinnamaldehyde, 4-aminoantipyrine and alkyne-1) in presence of cupric chloride. In addition 10 was reacted with ethylenediamine in presence of boric acid to form an phenylcyclopentamine derivative (11). After, 11 was reacted with chloroacetyl chloride using treiethylamine as catalyst to form a chloroacetamide analog (12). Following, 12 was reacted with 2-hydroxy-1-naphthaldehyde in basic medium for preparation of an epoxide-amide derivative (13). The structure of the compounds obtained was confirmed using elemental analysis and NMR spectra. The proposed method offers some advantages such as simple procedure and ease of workup.
Vietnam Journal of Chemistry
Several steroid derivatives have prepared as inotropic drugs; however, there are few reports on a... more Several steroid derivatives have prepared as inotropic drugs; however, there are few reports on azetidine-steroid derivatives with inotropic activity. The aim of this study was to synthesize four azetidine-steroid derivatives (compounds 3 to 6) to evaluate their biological activity on left ventricular pressure. The first stage was achieved by preparation of azetidine-derivatives using reactions of etherification and addition. The second stage involves the evaluation of biological activity from azetidine derivatives on left ventricular pressure in a heart failure model using estrone as control. The results showed that only compound 3 increases left ventricular pressure compared with estrone, compounds 2 and 4 to 6. In conclusion, the positive inotropic effect exerted by compound 3 depends on the functional groups involved in their chemical structure.
Journal of Heterocyclic Chemistry
Iranian Chemical Communication, 2018
The aim of this study was to synthesize a new oxetan-phenyltetrahydropyridazine-3,6-dione derivat... more The aim of this study was to synthesize a new oxetan-phenyltetrahydropyridazine-3,6-dione derivative (compound 6) using with different techniques. The first method was achieved by the preparation of a phenylhydrazine derivative (2) using three components system (3,17-aldol-estradiol, phenylhydrazine, 5-hexyn-3-ol) in presence of Copper(II). Then, 2 Was reacted with tert-butyldimethylsilyl chloride to form the compound 3 (trimethylbutan-silyloxy-steroid-hydrazine). Following, a pyridazine derivative (4); was prepared by the reaction of 3 with succinic acid using boric as catalyst. The compound 4 was reacted with hydrofluoric acid to form the a tetrahydropyridazine-3,6-dione (5). Finally, the preparation of 6 was carried out by the reaction of 5 with CopperII. Spectroscopy analyses NMR was used to confirm the chemical structure of compounds. In conclusion, in this study a facile method to synthesis of an oxetan-phenyltetrahydropyridazine-3,6-dione is reported.
Biomédica: revista del Instituto Nacional de Salud, 2009
Few data exist with respect to the effects of androsterone and their derivatives at cardiovascula... more Few data exist with respect to the effects of androsterone and their derivatives at cardiovascular level. In addition, the molecular mechanisms and cellular site of action of these androgens are still unclear. An evaluation was conducted on the effects induced by androsterone and hemisuccinate of androsterone on perfusion pressure and vascular resistance. The effects of both androsterone and hemisuccinate of androsterone on the perfusion pressure and vascular resistance in isolated rat hearts (Langendorff model) were evaluated. The results showed that: (1) the hemisuccinate of androsterone [10(-9) M] increases the perfusion pressure and vascular resistance in comparison with the androsterone [10(-9) M]; (2) the effect of androsterone-derivative [10(-9) M-10(-5) M] on perfusion pressure not was inhibited by indometacin [10(-6) M]; (3) nifedipine [10(-6) M] blocks the effects exerted by hemisuccinate of androsterone [10(-9) M-10(-5) M] on perfusion pressure; and (4) the effect of andr...
Chemistry Journal of Moldova
Several studies for the synthesis of bicyclo[3.3.1]nonane analogues have been reported, however, ... more Several studies for the synthesis of bicyclo[3.3.1]nonane analogues have been reported, however, there is little information on the preparation of bicyclo[3.3.1]nonane-steroid derivatives. In this way, the aim of this study was to synthesize two steroid-bicyclo[3.3.1]nonane analogues (11 or 12) from either estradiol or estrone using some reactions such as etherification, addition, nucleophilic substitution and cyclization. The chemical structure was evaluated through NMR spectroscopic analysis. The results showed higher yield for 11 compared with 12. It is noteworthy, that the reagents used in this investigation are not expensive and do not require special conditions for handling.
BioMed Research International, 2014
Some reports indicate that several steroid derivatives have activity at cardiovascular level; nev... more Some reports indicate that several steroid derivatives have activity at cardiovascular level; nevertheless, there is scarce information about the activity exerted by the testosterone derivatives on cardiac injury caused by ischemia/reperfusion (I/R). Analyzing these data, in this study, a new testosterone derivative was synthetized with the objective of evaluating its effect on myocardial injury using an ischemia/reperfusion model. In addition, perfusion pressure and coronary resistance were evaluated in isolated rat hearts using the Langendorff technique. Additionally, molecular mechanism involved in the activity exerted by the testosterone derivative on perfusion pressure and coronary resistance was evaluated by measuring left ventricular pressure in the absence or presence of the following compounds: flutamide, prazosin, metoprolol, nifedipine, indomethacin, and PINANE TXA2. The results showed that the testosterone derivative significantly increasesP=0.05the perfusion pressure an...
Recently, steroid-antibiotic conjugates have been developed as potential therapeutic agents for i... more Recently, steroid-antibiotic conjugates have been developed as potential therapeutic agents for infectious diseases. In this work the antibacterial activity of two pregnenolone-derivatives was evaluated on S. aureus, K. pneumoniae and E. coli, using the dilution method and the minimum inhibitory concentration (MIC). The results indicate that bacterial growth of S. aureus was inhibited with cefotaxime (MIC = 0.25 mg/ml), gentamicin (MIC = 0.0125 mg/ml), hemisuccinate-pregnenolone (MIC = 1 mg/ml), ethylenediamine-hemisuccinate-pregnenenolone (MIC = 0.25 mg/ml) and the mixture of the two pregnenolone-derivatives (MIC = 0.5 mg/ml). Other results, showed that bacterial growth of E. coli was also inhibited with cefotaxime (MIC = 0.25 mg/ml), gentamicin (MIC = 0.00625 mg/ml), hemisuccinate-pregnenolone (MIC = 1 mg/ml), ethylenediamine-hemisuccinate-pregnenenolone (MIC = 0.5 mg/ ml) and the mixture of two pregnenolone-derivatives (MIC = 0.5 mg/ml). Alternative experiments showed that bacter...
Biomedica : revista del Instituto Nacional de Salud, 2009
INTRODUCTION Few data exist with respect to the effects of androsterone and their derivatives at ... more INTRODUCTION Few data exist with respect to the effects of androsterone and their derivatives at cardiovascular level. In addition, the molecular mechanisms and cellular site of action of these androgens are still unclear. OBJECTIVE An evaluation was conducted on the effects induced by androsterone and hemisuccinate of androsterone on perfusion pressure and vascular resistance. MATERIALS AND METHODS The effects of both androsterone and hemisuccinate of androsterone on the perfusion pressure and vascular resistance in isolated rat hearts (Langendorff model) were evaluated. RESULTS The results showed that: (1) the hemisuccinate of androsterone [10(-9) M] increases the perfusion pressure and vascular resistance in comparison with the androsterone [10(-9) M]; (2) the effect of androsterone-derivative [10(-9) M-10(-5) M] on perfusion pressure not was inhibited by indometacin [10(-6) M]; (3) nifedipine [10(-6) M] blocks the effects exerted by hemisuccinate of androsterone [10(-9) M-10(-5)...
Several compounds have been prepared to the treatment of breast cancer; however, some of these dr... more Several compounds have been prepared to the treatment of breast cancer; however, some of these drugs may produce some adverse effects. The objective of this investigation carried out the synthesis of two azete-phenylene-dibenzoic acid derivatives (compounds 4 or 5) and analyze its theoretical interaction with the BRCA-1 protein surface. The preparation of 4 and 5 was carried out using a series of reactions which involves; i) addition (2 + 2); ii) etherification and iii) formation of allylamino groups. Chemical structure of azete derivatives was carried out using elemental analysis and nuclear magnetic resonance spectra. The following stage involved the theoretical evaluation of the interaction of both compounds 7 or 8 with BRCA-1 protein surface using a docking model. The results showed that compound 4 could bound to the different type of aminoacid residues of BRCA-1 protein compared with 5. All these data indicate that both compounds could be an alternative therapy for treatment of...
Latin American Journal of Pharmacy, 2011
1 Universidad Autónoma de Campeche, Agustín Melgar s/n entre Juan de la Barrera y C-20, Col Bella... more 1 Universidad Autónoma de Campeche, Agustín Melgar s/n entre Juan de la Barrera y C-20, Col Bellavista C.P. 24039 Campeche Cam., México. 2 Escuela de Ciencias Biológicas del IPN. Plan de San Luís y Díaz Mirón s/n Col. Santo Tomas, México, D.F. C.P. 11340. 3 Facultad de Medicina de la Universidad Juárez del Estado de Durango, es Av. Fanny Anitua s/n Esq. Av. Universidad. C.P. 34000, Durango, Dgo., México.
Biointerface Research in Applied Chemistry
Several drugs have been developed for the treatment of severe acute respiratory syndrome coronavi... more Several drugs have been developed for the treatment of severe acute respiratory syndrome coronavirus (SARS-CoV) using different protocols; however, some methods use different reagents that are dangerous and require special conditions. The objective of this research was to synthesize a Lactam-steroid derivative to evaluate its theoretical interaction with SARS-CoV using at 6LU7-protein as a theoretical model. Furthermore, this interaction was carried out in a docking model using hydroxychloroquine and favipiravir as controls. The results showed that the binding energy involved in the interaction of the lactam-steroid derivative with 6LU7 protein surface was lower compared with both hydroxychloroquine and favipiravir. In conclusion, the lactam-steroid derivative could be an alternative therapeutic to treatment of SARS-CoV.
Chemistry Journal of Moldova, 2020
Several studies for the synthesis of bicyclo[3.3.1]nonane analogues have been reported, however, ... more Several studies for the synthesis of bicyclo[3.3.1]nonane analogues have been reported, however, there is little information on the preparation of bicyclo[3.3.1]nonane-steroid derivatives. In this way, the aim of this study was to synthesize two steroid-bicyclo[3.3.1]nonane analogues (11 or 12) from either estradiol or estrone using some reactions such as etherification, addition, nucleophilic substitution and cyclization. The chemical structure was evaluated through NMR spectroscopic analysis. The results showed higher yield for 11 compared with 12. It is noteworthy, that the reagents used in this investigation are not expensive and do not require special conditions for handling.
Hacettepe Journal of Biology and Chemistry
Several aromatase inhibitors have used for the treatment of breast cancer; however, some of these... more Several aromatase inhibitors have used for the treatment of breast cancer; however, some of these drugs may produce some side effects such as endometrial cancer and bone loss. The aim of this study was to synthesize two new azete-steroid derivatives (compounds 9 or 10) to evaluate its theoretical interaction with an aromatase enzyme (2wd3) using anastrozole and exemestane as controls in a docking model. The preparation of 9 and 10 was carried out using a series of reactions which involves amination, etherification, nitration, and addition. Chemical structure of the compounds was confirmed using elemental analysis and NMR spectrum. The results showed that compounds 9 or 10 could bind to a different type of aminoacid residues involved in of 2wd3 protein surface compared anastrozole and exemestane; this phenomenon may exert changes in the biological activity of aromatase enzyme. All data suggest that compounds 9 or 10 could be an alternative for the treatment of breast cancer; therefore it could be a good candidate for the pharmaceutical industry.
Hacettepe Journal of Biology and Chemistry
B u çalışmanın amacı, inotropik aktivitelerini in vitro olarak değerlendirmek için iki adet 7,8-d... more B u çalışmanın amacı, inotropik aktivitelerini in vitro olarak değerlendirmek için iki adet 7,8-dioksabisiklo [4.1.1] oktan-3-il)-steroid türevini (bileşik 3 veya 4) sentezlemekti. İlk aşama, bazı kimyasal stratejiler kullanılarak iki 7,8-dioksabisiklo [4.1.1] oktan-3-il)-steroid türevinin hazırlanmasıyla başarıldı. Daha sonra, her iki steroid türevinin sol ventrikül basıncına (LVP) karşı inotropik aktivitesi, kontrol olarak Bay-k-8644, nifedipin, aucubin ve L-NAME kullanılarak izole edilmiş bir sıçan kalp modelinde değerlendirildi. Sonuçlar, bileşik 3'ün LVP'yi doza bağlı bir şekilde arttırdığını ve bu etkinin nifedipin tarafından inhibe edildiğini gösterdi. Diğer sonuçlar, bileşik 4'ün LVP'yi doza bağlı bir şekilde azalttığını ve bu etkinin L-NAME varlığında bloke edildiğini gösterdi. Tüm bu veriler, 1) Bileşik 3 tarafından uygulanan pozitif inotropik aktivitenin, L tipi kalsiyum kanalı aktivasyonu yoluyla olduğunu; 2) 4'ün negatif inotropik etkisi, nitrik oksit sentaz aktivasyonu ile olmuştur. Bu fenomen, bileşik 3 ve 4'ün kimyasal yapısına dahil olan farklı fonksiyonel gruplar nedeniyle olabilir.
Letters in Organic Chemistry, 2016
Myocardial ischemia/reperfusion injury is a serious problem involved in cardiovascular diseases. ... more Myocardial ischemia/reperfusion injury is a serious problem involved in cardiovascular diseases. There data which indicate that some steroids induce cardioprotective effects on myocardial ischemia-reperfusion injury; however their activity and the molecular mechanism involved on myocardial ischemia-reperfusion injury are very confusing. Therefore, in this study some estrogen derivatives (compound 3 to 7) were synthesized with the objective of evaluating its activity on myocardial ischemia/reperfusion injury using an isolated heart model. Additionally, molecular mechanism involved in the activity exerted by the compounds 3 to 7 on perfusion pressure and coronary resistance was evaluated by measuring left ventricular pressure in absence or presence of following compounds; prazosin, metoprolol, indomethacin and nifedipine. The results showed that 7 reduce infarct size compared with the estrone and other estrogen derivatives (compounds 3, 4, 5, and 6). Other results showed that 7 signif...
Journal of Heterocyclic Chemistry
American Journal of Organic Chemistry
In this study is reported a straightforward route for synthesis of two new epoxides using some st... more In this study is reported a straightforward route for synthesis of two new epoxides using some strategies. The first stage was achieved by the synthesis of the cyclohexylimino-azetidin-benzoic acid (3) by the reaction of 4-hydroxy benzoic acid with a nitrobenzamide derivative. Following, 3 was reacted with ethylenediamine using boric acid as catalyst to form a phenoxy-carboxamide analog (4). In addition, 4 was used to react with chloroacetyl chloride in presence of triethylamine for preparation of a chloroamide derivative (5). Then, 5 was reacted with 2-hydroxy-1-naphthaldehyde in basic medium for the synthesis of an epoxide-benzamide analog (6). The second stage was developed by the synthesis of an enone-derivative (10) using the three component system (cinnamaldehyde, 4-aminoantipyrine and alkyne-1) in presence of cupric chloride. In addition 10 was reacted with ethylenediamine in presence of boric acid to form an phenylcyclopentamine derivative (11). After, 11 was reacted with chloroacetyl chloride using treiethylamine as catalyst to form a chloroacetamide analog (12). Following, 12 was reacted with 2-hydroxy-1-naphthaldehyde in basic medium for preparation of an epoxide-amide derivative (13). The structure of the compounds obtained was confirmed using elemental analysis and NMR spectra. The proposed method offers some advantages such as simple procedure and ease of workup.
Vietnam Journal of Chemistry
Several steroid derivatives have prepared as inotropic drugs; however, there are few reports on a... more Several steroid derivatives have prepared as inotropic drugs; however, there are few reports on azetidine-steroid derivatives with inotropic activity. The aim of this study was to synthesize four azetidine-steroid derivatives (compounds 3 to 6) to evaluate their biological activity on left ventricular pressure. The first stage was achieved by preparation of azetidine-derivatives using reactions of etherification and addition. The second stage involves the evaluation of biological activity from azetidine derivatives on left ventricular pressure in a heart failure model using estrone as control. The results showed that only compound 3 increases left ventricular pressure compared with estrone, compounds 2 and 4 to 6. In conclusion, the positive inotropic effect exerted by compound 3 depends on the functional groups involved in their chemical structure.
Journal of Heterocyclic Chemistry