PMID-sentid Pub_year Sent_text comp_official_name comp_offsetprotein_name organism prot_offset 31480231-4 2019 This study provides the first direct insights into the interaction of CYP3A4 with three suicide substrates: mibefradil, an antihypertensive drug quickly withdrawn from the market; a semi-synthetic antibiotic azamulin; and a natural furanocoumarin, 6",7"-dihydroxybergamottin. Furocoumarins 232-246 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 70-76 25008344-2 2014 Furanocoumarins in grapefruit juice are cornerstone examples of diet-derived xenobiotics that perpetrate interactions with drugs via mechanism-based inhibition of intestinal CYP3A4. Furocoumarins 0-15 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 174-180 30218442-0 2018 Increased tacrolimus blood concentration by Beni-Madonna - a new hybrid citrus cultivar categorized as "Tangor", in a liver transplant patient: likely furanocoumarin-mediated inhibition of CYP3A4 or P-glycoprotein. Furocoumarins 151-165 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 189-195 28966261-2 2017 The furanocoumarin derivatives Paradisin A and bergamottin, which are present in GFJ, are potent mechanism-based inhibitors of CYP3A4. Furocoumarins 4-18 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 127-133 28966261-3 2017 The primary aim of this work was to synthesize a series of furanocoumarin derivatives with a view to determining the relationship between the structure of the inhibitors and their inhibitory CYP3A4 activity. Furocoumarins 59-73 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 191-197 28966261-4 2017 Furanocoumarin derivatives that were more stable and accessible than the furanocoumarin derivatives in GFJ were prepared, and their ability to inhibit CYP3A4 was examined. Furocoumarins 0-14 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 151-157 28966261-5 2017 Synthesized furanocoumarin monomers showed strong mechanism-based inhibition of CYP3A4. Furocoumarins 12-26 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 80-86 28966261-6 2017 The furanocoumarin dimers are also mechanism-based inhibitors of CYP3A4. Furocoumarins 4-18 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 65-71 23257392-0 2013 Mechanism-based inhibition of CYP1A1 and CYP3A4 by the furanocoumarin chalepensin. Furocoumarins 55-69 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 41-47 22083560-2 2012 Twenty-nine structurally related furanocoumarin compounds with known inhibitory interactions with cytochrome P450 3A (CYP3A), which is important for phase-I drug metabolism, were selected as a model system. Furocoumarins 33-47 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 98-116 23146034-3 2012 The purpose of this study was to determine whether our CYP3A4-overexpresed cell could be applied to evaluate mechanisms of CYP3A4 inhibition by 6",7"-dihydroxybergamottin (DHB), which is one of the major furanocoumarins in grapefruit juice, by using these cells. Furocoumarins 204-219 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 55-61 23146034-3 2012 The purpose of this study was to determine whether our CYP3A4-overexpresed cell could be applied to evaluate mechanisms of CYP3A4 inhibition by 6",7"-dihydroxybergamottin (DHB), which is one of the major furanocoumarins in grapefruit juice, by using these cells. Furocoumarins 204-219 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 123-129 22083560-2 2012 Twenty-nine structurally related furanocoumarin compounds with known inhibitory interactions with cytochrome P450 3A (CYP3A), which is important for phase-I drug metabolism, were selected as a model system. Furocoumarins 33-47 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 118-123 18189136-1 2008 Furanocoumarins (FCs) in grapefruit are involved in the "grapefruit/drug interactions" in humans, in which the FCs inhibit the intestinal cytochrome P450 3A4 (CYP 3A4) activity responsible for metabolizing certain prescribed medications. Furocoumarins 0-15 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 138-157 19689106-0 2009 Minor furanocoumarins and coumarins in grapefruit peel oil as inhibitors of human cytochrome P450 3A4. Furocoumarins 6-21 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 82-101 19012403-1 2008 Furanocoumarins (FCs) in the human diet irreversibly inhibit human cytochrome P450 3A4 (CYP 3A4) and are responsible for the "grapefruit/drug""interaction phenomenon. Furocoumarins 0-15 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 67-86 19012403-1 2008 Furanocoumarins (FCs) in the human diet irreversibly inhibit human cytochrome P450 3A4 (CYP 3A4) and are responsible for the "grapefruit/drug""interaction phenomenon. Furocoumarins 0-15 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 88-95 22155270-0 2012 Major furocoumarins in grapefruit juice II: phototoxicity, photogenotoxicity, and inhibitory potency vs. cytochrome P450 3A4 activity. Furocoumarins 6-19 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 105-124 18189136-1 2008 Furanocoumarins (FCs) in grapefruit are involved in the "grapefruit/drug interactions" in humans, in which the FCs inhibit the intestinal cytochrome P450 3A4 (CYP 3A4) activity responsible for metabolizing certain prescribed medications. Furocoumarins 0-15 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 159-166 18189136-1 2008 Furanocoumarins (FCs) in grapefruit are involved in the "grapefruit/drug interactions" in humans, in which the FCs inhibit the intestinal cytochrome P450 3A4 (CYP 3A4) activity responsible for metabolizing certain prescribed medications. Furocoumarins 17-20 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 138-157 18189136-1 2008 Furanocoumarins (FCs) in grapefruit are involved in the "grapefruit/drug interactions" in humans, in which the FCs inhibit the intestinal cytochrome P450 3A4 (CYP 3A4) activity responsible for metabolizing certain prescribed medications. Furocoumarins 17-20 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 159-166 18380401-1 2008 The discrepancy of drug-interaction potential among different brands of grapefruit juice was estimated based on inhibition of CYP3A activity caused by furanocoumarin derivatives in the grapefruit juice. Furocoumarins 151-165 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 126-131 18183388-0 2008 Aspergillus niger metabolism of citrus furanocoumarin inhibitors of human cytochrome P450 3A4. Furocoumarins 39-53 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 74-93 18380401-5 2008 The differences in the velocities between untreated and heat-treated grapefruit juice were defined as the potentials of furanocoumarin-caused CYP3A-inhibitions. Furocoumarins 120-134 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 142-147 17827777-1 2007 comparison of furanocoumarin, coumarin, and benzofuran dimers as potent inhibitors of CYP3A4 activity. Furocoumarins 14-28 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 86-92 17995595-0 2007 Potent inhibition of human cytochrome P450 3A4, 2D6, and 2C9 isoenzymes by grapefruit juice and its furocoumarins. Furocoumarins 100-113 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 27-46 17995595-2 2007 Seven different grapefruit and pummelo juices as well as 5 furocoumarins isolated from grapefruit juice were evaluated at different concentration on cytochrome P450 3A4 (CYP3A4), cytochrome P450 2C9 (CYP2C9), and cytochrome P450 2D6 (CYP2D6) isoenzyme activity. Furocoumarins 59-72 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 149-168 17827777-2 2007 Furanocoumarin derivatives (dimers and monomers) present in commercially available grapefruit juice have the capacity to inhibit the activity of human CYP3A4. Furocoumarins 0-14 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 151-157 17827777-5 2007 We prepared a series of furanocoumarin, coumarin, and benzofuran derivatives that have inhibitory effects on the activity of human CYP3A4. Furocoumarins 24-38 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 131-137 17827777-6 2007 A synthetic benzofuran dimer, which is more accessible than furanocoumarin dimers, exhibited activity against CYP3A4 comparable to that of furanocoumarin dimers. Furocoumarins 60-74 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 110-116 17827777-6 2007 A synthetic benzofuran dimer, which is more accessible than furanocoumarin dimers, exhibited activity against CYP3A4 comparable to that of furanocoumarin dimers. Furocoumarins 139-153 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 110-116 16809802-1 2006 Furanocoumarins increase the bioavailability of drugs that are CYP3A4 substrates. Furocoumarins 0-15 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 63-69 16481174-1 2006 Furanocoumarins have been shown to inhibit CYP3A4 in vitro with varying degrees of potency. Furocoumarins 0-15 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 43-49 16481174-2 2006 In this study, we report the effects of a series of novel furanocoumarins based on the naturally occurring derivative 8-geranylepoxypsoralen which has been shown to be a more potent inhibitor of CYP3A4 than its 5-position-substituted counterpart bergamottin. Furocoumarins 58-73 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 195-201 16338240-0 2006 Furocoumarins from grapefruit juice and their effect on human CYP 3A4 and CYP 1B1 isoenzymes. Furocoumarins 0-13 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 62-69 16604230-0 2006 Design, synthesis and evaluation of furanocoumarin monomers as inhibitors of CYP3A4. Furocoumarins 36-50 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 77-83 16604230-1 2006 A number of furanocoumarins isolated from grapefruit juice have been found to inhibit CYP3A4 activity in vitro. Furocoumarins 12-27 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 86-92 11388644-4 2001 Experiments on the infusion of a Japanese Baizhi (BZ1) showed the major role of furanocoumarins on human CYP3A inhibition. Furocoumarins 80-95 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 105-110 16299162-0 2006 Development of novel furanocoumarin dimers as potent and selective inhibitors of CYP3A4. Furocoumarins 21-35 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 81-87 16299162-3 2006 Furanocoumarin dimers present in the juice have been found to be extremely potent inhibitors of CYP3A4 activity. Furocoumarins 0-14 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 96-102 16299162-5 2006 Eleven furanocoumarin dimers were synthesized and evaluated as inhibitors of CYP3A4 using human liver microsomes, with testosterone as the marker substrate. Furocoumarins 7-21 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 77-83 11737987-0 2001 Inhibition of human CYP3A4 activity by grapefruit flavonoids, furanocoumarins and related compounds. Furocoumarins 62-77 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 20-26 11737987-1 2001 PURPOSE: To evaluate the inhibition of CYP3A4 activity in human liver microsomes by flavonoids, furanocoumarins and related compounds and investigate possibly more important and potential inhibitors of CYP3A4 in grapefruit juice. Furocoumarins 96-111 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 39-45 11737987-2 2001 METHODS: The effects of various flavonoids and furanocoumarin derivatives on CYP3A4 activity in two human liver microsomal samples was determined using quinine as a substrate. Furocoumarins 47-61 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 77-83 11737987-5 2001 RESULTS: The results showed that the inhibition of quinine 3-hydroxylation (CYP3A4 activity) by bergapten (67%), and quercetin (55%) was greater than naringenin (39%) and naringin (6%), at the same inhibitor concentration of 100 M. The results also demonstrated that the furan ring in the furanocoumarins enhanced the inhibitory effect on CYP3A4 activity. Furocoumarins 289-304 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 76-82 15269184-3 2004 To resolve these inconsistencies, the inhibitory kinetics of each furanocoumarin toward CYP3A4 catalytic activity were systematically characterized using representative probes from two distinct CYP3A4 substrate subgroups (testosterone and midazolam). Furocoumarins 66-80 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 88-94 10859150-0 2000 Role of furanocoumarin derivatives on grapefruit juice-mediated inhibition of human CYP3A activity. Furocoumarins 8-22 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 84-89 10903978-0 2000 Effect of furanocoumarin derivatives in grapefruit juice on the uptake of vinblastine by Caco-2 cells and on the activity of cytochrome P450 3A4. Furocoumarins 10-24 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 125-144 10859150-1 2000 With juices of grapefruit and related fruits, possible relationships between contents of six different furanocoumarins and extents of inhibition of microsomal CYP3A activity have been studied in vitro. Furocoumarins 103-118 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 159-164 10859150-6 2000 These results suggested that all the major furanocoumarins contributed to the CYP3A inhibitory properties of grapefruit juice. Furocoumarins 43-58 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 78-83 10859150-7 2000 Furthermore, all six furanocoumarins showed stronger CYP3A inhibitory potencies after preincubation in the presence of NADPH, suggesting that both competitive and mechanism-based inhibition occur in a grapefruit juices-drug interaction. Furocoumarins 21-36 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 53-58 10877530-0 2000 Inhibitory effect of natural furanocoumarins on human microsomal cytochrome P450 3A activity. Furocoumarins 29-44 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 65-83 10877530-1 2000 To investigate the possible drug interaction with herbal medicine, furanocoumarin derivatives isolated from several Umbelliferous crude drugs were examined for their inhibitory effects on a typical human drug metabolizing enzyme, cytochrome P450 3A (CYP3A). Furocoumarins 67-81 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 230-248 10877530-1 2000 To investigate the possible drug interaction with herbal medicine, furanocoumarin derivatives isolated from several Umbelliferous crude drugs were examined for their inhibitory effects on a typical human drug metabolizing enzyme, cytochrome P450 3A (CYP3A). Furocoumarins 67-81 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 250-255 10877530-2 2000 Most furanocoumarins tested at 0.1 mM reduced microsomal testosterone 6beta-hydroxylation as an index of CYP3A activity to less than 50% of the control. Furocoumarins 5-20 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 105-110 10877530-3 2000 In particular, the dimer and trimer derivatives of furanocoumarins showed striking inhibition, whose potencies were similar to that of a typical CYP3A inhibitor, ketoconazole. Furocoumarins 51-66 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 145-150 10877530-4 2000 Preincubation of dimer types of furanocoumarins increased suppression but not most of the monomer derivatives, suggesting that the inhibition on CYP3A activity was caused by at least plural mechanisms. Furocoumarins 32-47 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 145-150 9351897-1 1997 Decreased enterocyte CYP3A4 concentration and mechanism-based inactivation by furanocoumarins. Furocoumarins 78-93 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 21-27 9351897-10 1997 We conclude that the effect of grapefruit juice on oral availability of CYP3A4 substrates can be largely accounted for by the presence of 6",7"-dihydroxybergamottin although other furanocoumarins probably also contribute. Furocoumarins 180-195 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 72-78 32664320-4 2020 Bergamottin is a furanocoumarin found in citrus plants, which is a strong inhibitor of the principal human metabolizing enzyme, cytochrome P450 3A4 (CYP3A4). Furocoumarins 17-31 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 128-147 32664320-4 2020 Bergamottin is a furanocoumarin found in citrus plants, which is a strong inhibitor of the principal human metabolizing enzyme, cytochrome P450 3A4 (CYP3A4). Furocoumarins 17-31 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 149-155