CA2174209A1 - Phosphorescent compounds for imaging tissue oxygen - Google Patents

Phosphorescent compounds for imaging tissue oxygen

Info

Publication number
CA2174209A1
CA2174209A1 CA002174209A CA2174209A CA2174209A1 CA 2174209 A1 CA2174209 A1 CA 2174209A1 CA 002174209 A CA002174209 A CA 002174209A CA 2174209 A CA2174209 A CA 2174209A CA 2174209 A1 CA2174209 A1 CA 2174209A1
Authority
CA
Canada
Prior art keywords
phosphorescent compounds
tissue oxygen
imaging tissue
compounds
chromophore
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CA002174209A
Other languages
French (fr)
Other versions
CA2174209C (en
Inventor
Sergei Vinogradov
David F. Wilson
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Oxygen Enterprises Ltd
Original Assignee
Sergei Vinogradov
David F. Wilson
The Trustees Of The University Of Pennsylvania
Vinogradov, Sergei A.
Oxygen Enterprises, Ltd.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sergei Vinogradov, David F. Wilson, The Trustees Of The University Of Pennsylvania, Vinogradov, Sergei A., Oxygen Enterprises, Ltd. filed Critical Sergei Vinogradov
Publication of CA2174209A1 publication Critical patent/CA2174209A1/en
Application granted granted Critical
Publication of CA2174209C publication Critical patent/CA2174209C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/22—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains four or more hetero rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
    • A61B5/00—Measuring for diagnostic purposes; Identification of persons
    • A61B5/145—Measuring characteristics of blood in vivo, e.g. gas concentration, pH value; Measuring characteristics of body fluids or tissues, e.g. interstitial fluid, cerebral tissue
    • A61B5/1455—Measuring characteristics of blood in vivo, e.g. gas concentration, pH value; Measuring characteristics of body fluids or tissues, e.g. interstitial fluid, cerebral tissue using optical sensors, e.g. spectral photometrical oximeters
    • A61B5/14551—Measuring characteristics of blood in vivo, e.g. gas concentration, pH value; Measuring characteristics of body fluids or tissues, e.g. interstitial fluid, cerebral tissue using optical sensors, e.g. spectral photometrical oximeters for measuring blood gases
    • A61B5/14556—Measuring characteristics of blood in vivo, e.g. gas concentration, pH value; Measuring characteristics of body fluids or tissues, e.g. interstitial fluid, cerebral tissue using optical sensors, e.g. spectral photometrical oximeters for measuring blood gases by fluorescence
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
    • A61B5/00—Measuring for diagnostic purposes; Identification of persons
    • A61B5/145—Measuring characteristics of blood in vivo, e.g. gas concentration, pH value; Measuring characteristics of body fluids or tissues, e.g. interstitial fluid, cerebral tissue
    • A61B5/1455—Measuring characteristics of blood in vivo, e.g. gas concentration, pH value; Measuring characteristics of body fluids or tissues, e.g. interstitial fluid, cerebral tissue using optical sensors, e.g. spectral photometrical oximeters
    • A61B5/1459—Measuring characteristics of blood in vivo, e.g. gas concentration, pH value; Measuring characteristics of body fluids or tissues, e.g. interstitial fluid, cerebral tissue using optical sensors, e.g. spectral photometrical oximeters invasive, e.g. introduced into the body by a catheter
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
    • A61B5/00—Measuring for diagnostic purposes; Identification of persons
    • A61B5/68—Arrangements of detecting, measuring or recording means, e.g. sensors, in relation to patient
    • A61B5/6801—Arrangements of detecting, measuring or recording means, e.g. sensors, in relation to patient specially adapted to be attached to or worn on the body surface
    • A61B5/683—Means for maintaining contact with the body
    • A61B5/6832—Means for maintaining contact with the body using adhesives
    • A61B5/6833—Adhesive patches
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
    • A61B5/00—Measuring for diagnostic purposes; Identification of persons
    • A61B5/68—Arrangements of detecting, measuring or recording means, e.g. sensors, in relation to patient
    • A61B5/6846—Arrangements of detecting, measuring or recording means, e.g. sensors, in relation to patient specially adapted to be brought in contact with an internal body part, i.e. invasive
    • A61B5/6847—Arrangements of detecting, measuring or recording means, e.g. sensors, in relation to patient specially adapted to be brought in contact with an internal body part, i.e. invasive mounted on an invasive device
    • A61B5/6848—Needles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K41/00—Medicinal preparations obtained by treating materials with wave energy or particle radiation ; Therapies using these preparations
    • A61K41/0057—Photodynamic therapy with a photosensitizer, i.e. agent able to produce reactive oxygen species upon exposure to light or radiation, e.g. UV or visible light; photocleavage of nucleic acids with an agent
    • A61K41/0071—PDT with porphyrins having exactly 20 ring atoms, i.e. based on the non-expanded tetrapyrrolic ring system, e.g. bacteriochlorin, chlorin-e6, or phthalocyanines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/26—Acyclic or carbocyclic radicals, substituted by hetero rings
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
    • G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
    • G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
    • G01N21/64—Fluorescence; Phosphorescence
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
    • G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
    • G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
    • G01N21/64—Fluorescence; Phosphorescence
    • G01N21/6408—Fluorescence; Phosphorescence with measurement of decay time, time resolved fluorescence
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
    • G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
    • G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
    • G01N21/64—Fluorescence; Phosphorescence
    • G01N21/645—Specially adapted constructive features of fluorimeters
    • G01N21/6456—Spatial resolved fluorescence measurements; Imaging
    • G01N21/6458—Fluorescence microscopy
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N31/00—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods
    • G01N31/22—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using chemical indicators
    • G01N31/223—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using chemical indicators for investigating presence of specific gases or aerosols
    • G01N31/225—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using chemical indicators for investigating presence of specific gases or aerosols for oxygen, e.g. including dissolved oxygen
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
    • A61B2562/00—Details of sensors; Constructional details of sensor housings or probes; Accessories for sensors
    • A61B2562/14—Coupling media or elements to improve sensor contact with skin or tissue
    • A61B2562/146—Coupling media or elements to improve sensor contact with skin or tissue for optical coupling
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
    • G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
    • G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
    • G01N21/64—Fluorescence; Phosphorescence
    • G01N21/645—Specially adapted constructive features of fluorimeters
    • G01N21/6456—Spatial resolved fluorescence measurements; Imaging

Abstract

Methods and compounds for the measurement in vivo of oxygen in living tissue. The compounds preferably comprise a chromophore which is capable of absorbing an amount of energy and subsequently releasing the energy as phosphorescent light. In preferred embodiments, the chromophore has an absorption band which is at a wavelength in the near infrared window of living tissue and the phosphorescence is quenched by molecular oxygen according to the Stern-Volmer relationship.
CA002174209A 1993-10-15 1994-10-14 Phosphorescent compounds for imaging tissue oxygen Expired - Fee Related CA2174209C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US08/137,624 US6362175B1 (en) 1991-09-20 1993-10-15 Porphyrin compounds for imaging tissue oxygen
US08/137,624 1993-10-15
PCT/US1994/011695 WO1995010522A1 (en) 1993-10-15 1994-10-14 Phosphorescent compounds for imaging tissue oxygen

Publications (2)

Publication Number Publication Date
CA2174209A1 true CA2174209A1 (en) 1995-04-20
CA2174209C CA2174209C (en) 2005-01-25

Family

ID=22478306

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002174209A Expired - Fee Related CA2174209C (en) 1993-10-15 1994-10-14 Phosphorescent compounds for imaging tissue oxygen

Country Status (7)

Country Link
US (1) US6362175B1 (en)
EP (1) EP0723548B1 (en)
AT (1) ATE455116T1 (en)
AU (1) AU700941B2 (en)
CA (1) CA2174209C (en)
DE (1) DE69435265D1 (en)
WO (1) WO1995010522A1 (en)

Families Citing this family (51)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5593899A (en) * 1993-02-25 1997-01-14 Trustees Of The University Of Pennsylvania Device and method for measuring tissue oxygenation through the skin using oxygen dependent quenching of phosphorescence
US5837865A (en) * 1993-10-15 1998-11-17 Trustees Of The University Of Pennsylvania Phosphorescent dendritic macromolecular compounds for imaging tissue oxygen
DE19627164C2 (en) * 1996-07-05 1998-09-24 Deutsches Krebsforsch Production of polyether-containing chlorins and bacteriochlorins, such compounds and their use
AU3769597A (en) 1996-07-22 1998-02-10 Novartis Ag Process for the preparation of platinum or palladium benzoporphyrins and platinum or palladium cyclohexenoporphyrins, intermediates, and an oxygen sensor comprising platinum or palladium cyclohexenoporphyrin
US5830138A (en) * 1996-12-16 1998-11-03 Trustees Of The University Of Pennsylvania Intravascular catheter probe for clinical oxygen, pH and CO2 measurement
US6274086B1 (en) * 1996-12-16 2001-08-14 The Trustees Of The University Of Pennsylvania Apparatus for non-invasive imaging oxygen distribution in multi-dimensions
US6165741A (en) * 1997-05-30 2000-12-26 The Trustees Of The University Of Pennsylvania Method for rapid detection of bacterial growth in cultures
US6254831B1 (en) 1998-01-21 2001-07-03 Bayer Corporation Optical sensors with reflective materials
US6190612B1 (en) 1998-01-21 2001-02-20 Bayer Corporation Oxygen sensing membranes and methods of making same
US6306347B1 (en) 1998-01-21 2001-10-23 Bayer Corporation Optical sensor and method of operation
US6107083A (en) * 1998-08-21 2000-08-22 Bayer Corporation Optical oxidative enzyme-based sensors
JP5000050B2 (en) * 2001-08-31 2012-08-15 浩 前田 Antitumor agent and method for producing the same
DK1494579T3 (en) * 2002-04-02 2011-11-14 Yeda Res & Dev Characterization of moving objects in a stationary background
AU2002951886A0 (en) * 2002-10-08 2002-10-24 The Western Australian Centre For Pathology And Medical Research A method for measuring antioxident status
GB2397067B (en) * 2002-12-23 2005-05-11 Destiny Pharma Ltd Porphin & azaporphin derivatives with at least one cationic-nitrogen-containing meso-substituent for use in photodynamic therapy & in vitro sterilisation
EP1601955B1 (en) * 2003-03-07 2013-01-09 Luxcel Biosciences Limited An oxygen sensitive probe and method for measuring oxygen uptake
JP2005290282A (en) * 2004-04-02 2005-10-20 Fuji Photo Film Co Ltd Process for producing phthalocyanine
GB2415372A (en) 2004-06-23 2005-12-28 Destiny Pharma Ltd Non photodynamical or sonodynamical antimicrobial use of porphyrins and azaporphyrins containing at least one cationic-nitrogen-containing substituent
US8172763B2 (en) * 2005-05-06 2012-05-08 Yeda Research And Development Co., Ltd. Imaging and analysis of movement of erythrocytes in blood vessels in relation to the cardiac cycle
EP2679155A1 (en) * 2006-01-04 2014-01-01 The Trustees of The University of Pennsylvania Oxygen sensor for internal monitoring of tissue oxygen in vivo
US7575890B2 (en) * 2006-01-18 2009-08-18 Oxygen Enterprises, Ltd. Method for rapid detection and evaluation of cultured cell growth
US8403862B2 (en) * 2007-12-20 2013-03-26 Yeda Research And Development Co. Ltd. Time-based imaging
WO2009108947A2 (en) * 2008-02-28 2009-09-03 The Trustees Of The University Of Pennsylvania Imaging dendrimer nanoprobes and uses thereof
US8323978B2 (en) * 2008-11-07 2012-12-04 Mocon, Inc. Calibration system and technique for photoluminescent oxygen sensors with zero point maintained with a metal-air battery
EP2350614A4 (en) * 2008-11-07 2017-01-11 Mocon, Inc. Calibration card for oxygen optical sensors
US8241911B2 (en) * 2008-11-07 2012-08-14 Mocon, Inc. Calibration card for photoluminescent oxygen sensors with zero point maintained with a metal-air battery
US20110136247A1 (en) * 2009-12-07 2011-06-09 Dmitri Boris Papkovsky Photoluminescent oxygen probe with reduced cross-sensitivity to humidity
US9274060B1 (en) 2011-01-13 2016-03-01 Mocon, Inc. Methods for transmembrane measurement of oxygen concentration and monitoring changes in oxygen concentration within a space enclosed by a membrane employing a photoluminescent transmembrane oxygen probe
US9121827B2 (en) 2011-06-30 2015-09-01 Mocon, Inc. Method of contemporaneously monitoring changes in analyte concentration in a plurality of samples on individual schedules
WO2013130510A1 (en) * 2012-02-27 2013-09-06 Sergei Vinogradov Improved phosphorescent molecules for measuring oxygen and imaging methods
US10493168B2 (en) * 2012-02-27 2019-12-03 Oxygen Enterprises, Ltd Phosphorescent meso-unsubstituted metallo-porphyrin probe molecules for measuring oxygen and imaging methods
US9057687B2 (en) 2012-04-20 2015-06-16 Mocon, Inc. Calibration vial and technique for calibrating a fiber optic oxygen sensing needle
US10016164B2 (en) 2012-07-10 2018-07-10 The General Hospital Corporation System and method for monitoring and treating a surface of a subject
US8658429B1 (en) 2012-08-06 2014-02-25 Mocon, Inc. Photoluminescent oxygen probe tack
US10045722B2 (en) 2013-03-14 2018-08-14 Profusa, Inc. Method and device for correcting optical signals
CA2904127C (en) * 2013-03-14 2023-10-17 Profusa, Inc. Polymer based oxygen sensors
EP2976347B1 (en) 2013-03-15 2022-01-19 McFarland, Sherri Ann Metal-based coordination complexes as photodynamic compounds and their use
EP4079242A1 (en) 2013-03-19 2022-10-26 Surgisense Corporation Apparatus, systems and methods for determining tissue oxygenation
US9789206B2 (en) 2013-07-10 2017-10-17 The General Hospital Corporation Compounds, systems, and methods for monitoring and treating a surface of a subject
CN103788952A (en) * 2014-01-24 2014-05-14 中国科学院长春光学精密机械与物理研究所 Highly-doped broadband excited rare earth up-conversion fluorescent nanomaterial and preparation method thereof
CN112932389A (en) * 2014-04-05 2021-06-11 手术感应设备公司 Imaging system for resolving and mapping physiological conditions
WO2018119204A1 (en) * 2016-12-21 2018-06-28 Profusa, Inc. Polymerizable near-ir dyes
WO2019006400A1 (en) * 2017-06-29 2019-01-03 Profusa, Inc. Multi-analyte sensing tissue-integrating sensors
CN109216421B (en) * 2017-07-04 2023-10-24 三星电子株式会社 Organic light emitting diode panel and display device including the same
WO2019194875A2 (en) 2017-12-28 2019-10-10 Profusa, Inc. Oxidase-based sensors and methods of using
CN109470666B (en) * 2018-11-07 2023-11-24 上海萨迦生物科技有限公司 Near infrared laser confocal biochip scanner
CN113968864B (en) * 2020-07-23 2023-04-07 浙大城市学院 Cu based on zinc porphyrin axial coordination regulation + Fluorescent probe, preparation method and application
US11874221B2 (en) * 2021-01-26 2024-01-16 Yokogawa Electric Corporation Measurement of dissolved oxygen using optical radiation induced luminescence
CN114516879A (en) * 2022-02-28 2022-05-20 上海先辉医药科技有限公司 Novel intermediate tetraphenyl naphthoporphin derivative and application thereof in medical field
CN114524822A (en) * 2022-02-28 2022-05-24 上海先辉医药科技有限公司 Novel intermediate diphenyl naphthoporphin derivative and application thereof in medical field
WO2023178034A1 (en) * 2022-03-14 2023-09-21 Hollister Incorporated System and method for detecting oxygen for prediction, detection, mitigation and/or prevention of peristomal skin injury

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2219093A (en) 1938-02-01 1940-10-22 Lund Otto Two-stroke internal combustion engine
US5156840A (en) * 1982-03-09 1992-10-20 Cytogen Corporation Amine-containing porphyrin derivatives
GB8805849D0 (en) 1988-03-11 1988-04-13 Efamol Holdings Porphyrins & cancer treatment
US4947850A (en) * 1988-03-11 1990-08-14 Trustees Of The University Of Pennsylvania Method and apparatus for imaging an internal body portion of a host animal
DE3809671A1 (en) 1988-03-18 1989-09-28 Schering Ag PORPHYRINE COMPLEX COMPOUNDS, METHOD FOR THE PRODUCTION THEREOF AND PHARMACEUTICAL AGENTS CONTAINING THEM
US5227481A (en) * 1989-07-07 1993-07-13 National Starch And Chemical Investment Holding Corporation Cationic polysaccharides and reagents for their preparation
US5238940A (en) * 1990-03-22 1993-08-24 Quadra Logic Technologies Inc. Compositions for photodynamic therapy
US5149801A (en) * 1990-11-21 1992-09-22 The Regents Of The University Of California Boronated porphyrin compounds
US5280115A (en) * 1991-09-12 1994-01-18 Sun Company, Inc. (R&M) Nitrated metalloporphyrins as catalysts for alkane oxidation
US5330741A (en) * 1992-02-24 1994-07-19 The Regents Of The University Of California Long-wavelength water soluble chlorin photosensitizers useful for photodynamic therapy and diagnosis of tumors
GB9408746D0 (en) 1994-05-03 1994-06-22 Scotia Holdings Plc Tumour locallising photosensitising compounds

Also Published As

Publication number Publication date
US6362175B1 (en) 2002-03-26
AU7979894A (en) 1995-05-04
EP0723548A1 (en) 1996-07-31
CA2174209C (en) 2005-01-25
ATE455116T1 (en) 2010-01-15
EP0723548A4 (en) 1997-01-15
WO1995010522A1 (en) 1995-04-20
DE69435265D1 (en) 2010-03-04
EP0723548B1 (en) 2010-01-13
AU700941B2 (en) 1999-01-14

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