Detail of "1878-29-1"

Reference

Novel Aromatic Ester from Piper longum and Its Analogues Inhibit Expression of Cell Adhesion Molecules on Endothelial Cells

Novel Aromatic Ester from Piper longum and Its Analogues Inhibit Expression of Cell Adhesion Molecules on Endothelial Cells. Kumar, Sarvesh; Arya, Pragya; Mukherjee, Chandrani; Singh, Brajendra K.; Singh, Naresh; Parmar, Virinder S.; Prasad, Ashok K.; Ghosh, Balaram (Molecular Immunogenetics Laboratory, Institute of Genomics and Integrative Biology, Delhi 110 007, India). Biochemistry, 44(48), 15944-15952 (English) 2005 American Chemical Society. CODEN: BICHAW. ISSN: 0006-2960. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacology) Section cross-reference(s): 25 The authors report here the isolation and characterization of two active principles, Et 3',4',5'-trimethoxycinnamate (1) and piperine (2), from the combined hexane and chloroform exts. of Piper longum. Using primary human umbilical vein endothelial cells, the authors evaluated the activities of compd. 1 on TNF-a-induced expression of cell adhesion mols., viz., ICAM-1, VCAM-1, and E-selectin, which play key roles in controlling various inflammatory diseases. Both compds. 1 and 2 inhibited the TNF-a-induced expression of ICAM-1 in a dose- and time-dependent manner; however, the activity of Et 3',4',5'-trimethoxycinnamate (1) was ~1.3 times higher than that of piperine (2). As Et 3',4',5'-trimethoxycinnamate (1) has been isolated for the first time from a natural source, Piper longum, and it exhibited higher activity, the authors carried out further studies on it. To correlate its cell adhesion mol. 1878-29-1 are also occured in this study. inhibitory activity with its functional consequences, the authors showed that it significantly blocked the adhesion of neutrophils to endothelium in a time- and concn.-dependent manner. Importantly, the inhibitory effect of cinnamate 1 was found to be reversible. To elucidate its structure-function-activity relationship, the authors synthesized nine different analogs of Et 3',4',5'-trimethoxycinnamate, i.e., compds. 3-11, and compared the ICAM-1 inhibitory activity of compd. 1 with those of its synthetic analogs as well as the corresponding acids 12-15. The structure-activity studies indicate that the chain length of the alc. moiety, substituents in the arom. ring, and a, b-double bond of the cinnamic acid ester have significant effects on the inhibition of TNF-a-induced expression of ICAM-1 on endothelial cells. These findings have implications in developing compds. with a better therapeutic index against various inflammatory diseases.Except for chemicals metioned above, 1878-29-1 is also used. ..

Novel Aromatic Ester from Piper longum and Its Analogues Inhibit Expression of Cell Adhesion Molecules on Endothelial Cells

Novel Aromatic Ester from Piper longum and Its Analogues Inhibit Expression of Cell Adhesion Molecules on Endothelial Cells. Kumar, Sarvesh; Arya, Pragya; Mukherjee, Chandrani; Singh, Brajendra K.; Singh, Naresh; Parmar, Virinder S.; Prasad, Ashok K.; Ghosh, Balaram (Molecular Immunogenetics Laboratory, Institute of Genomics and Integrative Biology, Delhi 110 007, India). Biochemistry, 44(48), 15944-15952 (English) 2005 American Chemical Society. CODEN: BICHAW. ISSN: 0006-2960. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacology) Section cross-reference(s): 25 The authors report here the isolation and characterization of two active principles, Et 3',4',5'-trimethoxycinnamate (1) and piperine (2), from the combined hexane and chloroform exts. of Piper longum. Using primary human umbilical vein endothelial cells, the authors evaluated the activities of compd. 1 on TNF-a-induced expression of cell adhesion mols., viz., ICAM-1, VCAM-1, and E-selectin, which play key roles in controlling various inflammatory diseases. Both compds. 1 and 2 inhibited the TNF-a-induced expression of ICAM-1 in a dose- and time-dependent manner; however, the activity of Et 3',4',5'-trimethoxycinnamate (1) was ~1.3 times higher than that of piperine (2). As Et 3',4',5'-trimethoxycinnamate (1) has been isolated for the first time from a natural source, Piper longum, and it exhibited higher activity, the authors carried out further studies on it. To correlate its cell adhesion mol. 1878-29-1 are also occured in this study. inhibitory activity with its functional consequences, the authors showed that it significantly blocked the adhesion of neutrophils to endothelium in a time- and concn.-dependent manner. Importantly, the inhibitory effect of cinnamate 1 was found to be reversible. To elucidate its structure-function-activity relationship, the authors synthesized nine different analogs of Et 3',4',5'-trimethoxycinnamate, i.e., compds. 3-11, and compared the ICAM-1 inhibitory activity of compd. 1 with those of its synthetic analogs as well as the corresponding acids 12-15. The structure-activity studies indicate that the chain length of the alc. moiety, substituents in the arom. ring, and a, b-double bond of the cinnamic acid ester have significant effects on the inhibition of TNF-a-induced expression of ICAM-1 on endothelial cells. These findings have implications in developing compds. with a better therapeutic index against various inflammatory diseases.Except for chemicals metioned above, 1878-29-1 is also used. ..