The Experts below are selected from a list of 27 Experts worldwide ranked by ideXlab platform
Ewa Chmielewska - One of the best experts on this subject based on the ideXlab platform.
-
three component reaction of diamines with triethyl orthoformate and diethyl phosphite and anti proliferative and antiosteoporotic activities of the products
Molecules, 2020Co-Authors: Patrycja Petruczynik, Joanna Wietrzyk, Pawel Kafarski, Mateusz Psurski, Zdzislaw Kielbowicz, Jan Kuryszko, Ewa ChmielewskaAbstract:A three-component reaction between diamines (diaminobenzenes, diaminocyclohexanes, and piperazines), triethyl orthoformate, and diethyl phosphite was studied in some detail. In the case of 1,3- and 1,4-diamines and piperazines, products of the substitution of two amino moieties—the corresponding tetraphosphonic Acids—were obtained. In the cases of 1,2-diaminobenzene, 1,2-diaminocyclohexanes and 1,2-diaminocyclohexenes, only one amino group reacted. This is most likely the result of the formation of hydrogen bonding between the phosphonate oxygen and a hydrogen of the adjacent amino group, which caused a decrease in the reactivity of the amino group. Most of the obtained compounds inhibited the proliferation of RAW 264.7 macrophages, PC-3 human prostate cancer cells, and MCF-7 human breast cancer cells, with 1, trans-7, and 16 showing broad nonspecific activity, which makes these compounds especially interesting in the context of anti-osteolytic treatment and the blocking of interactions and mutual activation of osteoclasts and tumor metastatic cells. These compounds exhibit similar activity to zoledronic Acid and higher activity than Incadronic Acid, which were used as controls. However, studies of sheep with induced osteoporosis carried out with compound trans-7 did not support this assumption.
-
reaction of 3 amino 1 2 4 triazole with diethyl phosphite and triethyl orthoformate Acid base properties and antiosteoporotic activities of the products
Molecules, 2017Co-Authors: Patrycja Miszczyk, Dorota Wieczorek, Joanna Galezowska, Blazej Dziuk, Joanna Wietrzyk, Ewa ChmielewskaAbstract:The reaction of diethyl phosphite with triethyl orthoformate and a primary amine followed by hydrolysis is presented, and the reaction was suitable for the preparation of (aminomethylene)bisphosphonates. 3-Amino-1,2,4-triazole was chosen as an interesting substrate for this reaction because it possesses multiple groups that can serve as the amino component in the reaction—namely, the side-chain and triazole amines. This substrate readily forms 1,2,4-triazolyl-3-yl-aminomethylenebisphosphonic Acid (compound 1) as a major product, along with N-ethylated bisphosphonates as side products. The in vitro antiproliferative effects of the synthesized aminomethylenebisphosphonic Acids against J774E macrophages were determined. These compounds exhibit similar activity to zoledronic Acid and higher activity than Incadronic Acid.
Joanna Wietrzyk - One of the best experts on this subject based on the ideXlab platform.
-
three component reaction of diamines with triethyl orthoformate and diethyl phosphite and anti proliferative and antiosteoporotic activities of the products
Molecules, 2020Co-Authors: Patrycja Petruczynik, Joanna Wietrzyk, Pawel Kafarski, Mateusz Psurski, Zdzislaw Kielbowicz, Jan Kuryszko, Ewa ChmielewskaAbstract:A three-component reaction between diamines (diaminobenzenes, diaminocyclohexanes, and piperazines), triethyl orthoformate, and diethyl phosphite was studied in some detail. In the case of 1,3- and 1,4-diamines and piperazines, products of the substitution of two amino moieties—the corresponding tetraphosphonic Acids—were obtained. In the cases of 1,2-diaminobenzene, 1,2-diaminocyclohexanes and 1,2-diaminocyclohexenes, only one amino group reacted. This is most likely the result of the formation of hydrogen bonding between the phosphonate oxygen and a hydrogen of the adjacent amino group, which caused a decrease in the reactivity of the amino group. Most of the obtained compounds inhibited the proliferation of RAW 264.7 macrophages, PC-3 human prostate cancer cells, and MCF-7 human breast cancer cells, with 1, trans-7, and 16 showing broad nonspecific activity, which makes these compounds especially interesting in the context of anti-osteolytic treatment and the blocking of interactions and mutual activation of osteoclasts and tumor metastatic cells. These compounds exhibit similar activity to zoledronic Acid and higher activity than Incadronic Acid, which were used as controls. However, studies of sheep with induced osteoporosis carried out with compound trans-7 did not support this assumption.
-
reaction of 3 amino 1 2 4 triazole with diethyl phosphite and triethyl orthoformate Acid base properties and antiosteoporotic activities of the products
Molecules, 2017Co-Authors: Patrycja Miszczyk, Dorota Wieczorek, Joanna Galezowska, Blazej Dziuk, Joanna Wietrzyk, Ewa ChmielewskaAbstract:The reaction of diethyl phosphite with triethyl orthoformate and a primary amine followed by hydrolysis is presented, and the reaction was suitable for the preparation of (aminomethylene)bisphosphonates. 3-Amino-1,2,4-triazole was chosen as an interesting substrate for this reaction because it possesses multiple groups that can serve as the amino component in the reaction—namely, the side-chain and triazole amines. This substrate readily forms 1,2,4-triazolyl-3-yl-aminomethylenebisphosphonic Acid (compound 1) as a major product, along with N-ethylated bisphosphonates as side products. The in vitro antiproliferative effects of the synthesized aminomethylenebisphosphonic Acids against J774E macrophages were determined. These compounds exhibit similar activity to zoledronic Acid and higher activity than Incadronic Acid.
Patrycja Miszczyk - One of the best experts on this subject based on the ideXlab platform.
-
reaction of 3 amino 1 2 4 triazole with diethyl phosphite and triethyl orthoformate Acid base properties and antiosteoporotic activities of the products
Molecules, 2017Co-Authors: Patrycja Miszczyk, Dorota Wieczorek, Joanna Galezowska, Blazej Dziuk, Joanna Wietrzyk, Ewa ChmielewskaAbstract:The reaction of diethyl phosphite with triethyl orthoformate and a primary amine followed by hydrolysis is presented, and the reaction was suitable for the preparation of (aminomethylene)bisphosphonates. 3-Amino-1,2,4-triazole was chosen as an interesting substrate for this reaction because it possesses multiple groups that can serve as the amino component in the reaction—namely, the side-chain and triazole amines. This substrate readily forms 1,2,4-triazolyl-3-yl-aminomethylenebisphosphonic Acid (compound 1) as a major product, along with N-ethylated bisphosphonates as side products. The in vitro antiproliferative effects of the synthesized aminomethylenebisphosphonic Acids against J774E macrophages were determined. These compounds exhibit similar activity to zoledronic Acid and higher activity than Incadronic Acid.
Dorota Wieczorek - One of the best experts on this subject based on the ideXlab platform.
-
reaction of 3 amino 1 2 4 triazole with diethyl phosphite and triethyl orthoformate Acid base properties and antiosteoporotic activities of the products
Molecules, 2017Co-Authors: Patrycja Miszczyk, Dorota Wieczorek, Joanna Galezowska, Blazej Dziuk, Joanna Wietrzyk, Ewa ChmielewskaAbstract:The reaction of diethyl phosphite with triethyl orthoformate and a primary amine followed by hydrolysis is presented, and the reaction was suitable for the preparation of (aminomethylene)bisphosphonates. 3-Amino-1,2,4-triazole was chosen as an interesting substrate for this reaction because it possesses multiple groups that can serve as the amino component in the reaction—namely, the side-chain and triazole amines. This substrate readily forms 1,2,4-triazolyl-3-yl-aminomethylenebisphosphonic Acid (compound 1) as a major product, along with N-ethylated bisphosphonates as side products. The in vitro antiproliferative effects of the synthesized aminomethylenebisphosphonic Acids against J774E macrophages were determined. These compounds exhibit similar activity to zoledronic Acid and higher activity than Incadronic Acid.
Joanna Galezowska - One of the best experts on this subject based on the ideXlab platform.
-
reaction of 3 amino 1 2 4 triazole with diethyl phosphite and triethyl orthoformate Acid base properties and antiosteoporotic activities of the products
Molecules, 2017Co-Authors: Patrycja Miszczyk, Dorota Wieczorek, Joanna Galezowska, Blazej Dziuk, Joanna Wietrzyk, Ewa ChmielewskaAbstract:The reaction of diethyl phosphite with triethyl orthoformate and a primary amine followed by hydrolysis is presented, and the reaction was suitable for the preparation of (aminomethylene)bisphosphonates. 3-Amino-1,2,4-triazole was chosen as an interesting substrate for this reaction because it possesses multiple groups that can serve as the amino component in the reaction—namely, the side-chain and triazole amines. This substrate readily forms 1,2,4-triazolyl-3-yl-aminomethylenebisphosphonic Acid (compound 1) as a major product, along with N-ethylated bisphosphonates as side products. The in vitro antiproliferative effects of the synthesized aminomethylenebisphosphonic Acids against J774E macrophages were determined. These compounds exhibit similar activity to zoledronic Acid and higher activity than Incadronic Acid.
