WO2001000554A3 - Naphthoquinone derivatives and their use in the treatment and control of tuberculosis - Google Patents

Naphthoquinone derivatives and their use in the treatment and control of tuberculosis Download PDF

Info

Publication number
WO2001000554A3
WO2001000554A3 PCT/IB2000/000837 IB0000837W WO0100554A3 WO 2001000554 A3 WO2001000554 A3 WO 2001000554A3 IB 0000837 W IB0000837 W IB 0000837W WO 0100554 A3 WO0100554 A3 WO 0100554A3
Authority
WO
WIPO (PCT)
Prior art keywords
ether
ethyl
methyl
similar
tuberculosis
Prior art date
Application number
PCT/IB2000/000837
Other languages
French (fr)
Other versions
WO2001000554A2 (en
Inventor
Jacobus Johannes Marion Meyer
Namrita Lall
Original Assignee
Univ Pretoria
Jacobus Johannes Marion Meyer
Namrita Lall
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
Priority to US09/926,807 priority Critical patent/US6835755B1/en
Application filed by Univ Pretoria, Jacobus Johannes Marion Meyer, Namrita Lall filed Critical Univ Pretoria
Priority to APAP/P/2002/002393A priority patent/AP1377A/en
Priority to EP00937123A priority patent/EP1194137B1/en
Priority to AU52407/00A priority patent/AU5240700A/en
Priority to JP2001506968A priority patent/JP2003531813A/en
Priority to DE60017133T priority patent/DE60017133T2/en
Publication of WO2001000554A2 publication Critical patent/WO2001000554A2/en
Publication of WO2001000554A3 publication Critical patent/WO2001000554A3/en

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/12—Ketones
    • A61K31/122—Ketones having the oxygen directly attached to a ring, e.g. quinones, vitamin K1, anthralin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • A61P31/06—Antibacterial agents for tuberculosis

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Pulmonology (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Naphthoquinone derivatives of Formula (1): wherein, R represents an OH group, methyl ether, ethyl ether or a similar ether; R1 represents a methyl, ethyl or similar aliphatic hydrocarbon derivative; R2 and R3 each independently represent hydrogen or a group selected from: (A), (B), or (C) wherein R5 represents an OH group, methyl ether, ethyl ether or a similar ether and R6 represents a methyl, ethyl or similar aliphatic hydrocarbon derivative; R4 represents hydrogen or a group selected from: (D), (E) or (F) wherein R7 represents an OH group, methyl ether, ethyl ether or a similar ether and R8 represents a methyl, ethyl or similar aliphatic hydrocarbon derivative; or pharmaceutically acceptable salts thereof, are useful for the treatment and/or control of a tuberculosis in a patient caused by Mycobacterium tuberculosis.
PCT/IB2000/000837 1999-06-24 2000-06-22 Naphthoquinone derivatives and their use in the treatment and control of tuberculosis WO2001000554A2 (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
US09/926,807 US6835755B1 (en) 1999-06-24 2000-05-22 Naphthoquinone derivatives and their use in the treatment and control of tuberculosis
APAP/P/2002/002393A AP1377A (en) 1999-06-24 2000-06-22 Naphthoquinone derivatives and their use in the treatment and control of tuberculosis.
EP00937123A EP1194137B1 (en) 1999-06-24 2000-06-22 Naphthoquinone derivatives and their use in the treatment and control of tuberculosis
AU52407/00A AU5240700A (en) 1999-06-24 2000-06-22 Naphthoquinone derivatives and their use in the treatment and control of tuberculosis
JP2001506968A JP2003531813A (en) 1999-06-24 2000-06-22 Naphthoquinone derivatives and their use in the treatment and control of tuberculosis
DE60017133T DE60017133T2 (en) 1999-06-24 2000-06-22 Naphthoquinone derivatives and their use in the treatment and control of tuberculosis

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
ZA99/4176 1999-06-24
ZA994176 1999-06-24

Publications (2)

Publication Number Publication Date
WO2001000554A2 WO2001000554A2 (en) 2001-01-04
WO2001000554A3 true WO2001000554A3 (en) 2001-07-05

Family

ID=25587788

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IB2000/000837 WO2001000554A2 (en) 1999-06-24 2000-06-22 Naphthoquinone derivatives and their use in the treatment and control of tuberculosis

Country Status (9)

Country Link
US (1) US6835755B1 (en)
EP (1) EP1194137B1 (en)
JP (1) JP2003531813A (en)
CN (1) CN1192768C (en)
AP (1) AP1377A (en)
AU (1) AU5240700A (en)
DE (1) DE60017133T2 (en)
RU (1) RU2246299C2 (en)
WO (1) WO2001000554A2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8889698B2 (en) 2007-02-01 2014-11-18 Resverlogix Corp. Compounds for the prevention and treatment of cardiovascular diseases

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2864955B1 (en) * 2004-01-08 2006-03-10 Centre Nat Rech Scient GOSSYPOL DERIVATIVES, METHOD FOR OBTAINING THEM AND USES THEREOF
KR101431279B1 (en) * 2005-07-29 2014-08-20 리스버로직스 코퍼레이션 Pharmaceutical compositions for the prevention and treatment of complex diseases and their delivery by insertable medical devices
RU2520098C2 (en) 2008-06-26 2014-06-20 Ресверлоджикс Корп. Method of producing quinazolinone derivatives
WO2010079431A2 (en) 2009-01-08 2010-07-15 Resverlogix Corp. Compounds for the prevention and treatment of cardiovascular disease
NZ595747A (en) 2009-03-18 2015-06-26 Resverlogix Corp Novel quinazolinones and related compounds for use as anti-inflammatory agents
KR20190091564A (en) 2009-04-22 2019-08-06 리스버로직스 코퍼레이션 Novel anti-inflammatory agents
CN101669927B (en) * 2009-09-22 2012-02-29 中山大学 Application of anthraquinone ZSU-H85 for preparing mycobacterium smegmatis resistant drugs
PT2773354T (en) 2011-11-01 2019-07-17 Resverlogix Corp Oral immediate release formulations for substituted quinazolinones
WO2014080291A2 (en) 2012-11-21 2014-05-30 Rvx Therapeutics Inc. Biaryl derivatives as bromodomain inhibitors
WO2014080290A2 (en) 2012-11-21 2014-05-30 Rvx Therapeutics Inc. Cyclic amines as bromodomain inhibitors
WO2014096965A2 (en) 2012-12-21 2014-06-26 Rvx Therapeutics Inc. Novel heterocyclic compounds as bromodomain inhibitors
JO3789B1 (en) 2015-03-13 2021-01-31 Resverlogix Corp Compositions and therapeutic methods for the treatment of complement -associated diseases
CN106176709B (en) * 2015-05-26 2020-02-07 顺天乡大学校产学协力团 Pharmaceutical composition for treating tuberculosis and preparation method thereof
KR101851377B1 (en) * 2015-05-26 2018-06-05 순천향대학교 산학협력단 Composition containing compound for tuberculosis therapeutics and preparation method for the same
CN109730984A (en) * 2019-01-18 2019-05-10 天津国际生物医药联合研究院 Application of the 1,4- naphthoquinones in Killing Mycobacterium Tuberculosis infection
CN110075095A (en) * 2019-04-15 2019-08-02 天津国际生物医药联合研究院 Application of the 1,4- naphthoquinones in Killing Mycobacterium Tuberculosis infection

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4837399A (en) * 1988-05-10 1989-06-06 The United States Of America As Represented By The Secretary Of Agriculture Napthoquinone antibiotics from fuserium solani

Non-Patent Citations (12)

* Cited by examiner, † Cited by third party
Title
ADENIYI, B. A. ET AL: "Antibacterial activity of diospyrin, isodiospyrin and bisisodiospyrin from the root of Diospyros piscatoria (Gurke) (Ebenaceae)", PHYTOTHER. RES. (2000), 14(2), 112-117, XP000978371 *
DATABASE CHEMABS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; VICHKANOVA, S. A. ET AL: "Search for antimicrobial drugs among quinones of plant origin", XP002157353, retrieved from STN Database accession no. 91:83030 *
HAZRA, BANASRI ET AL: "Biological activity of diospyrin towards Ehrlich ascites carcinoma in Swiss A mice", PLANTA MED. (1984), 50(4), 295-7, XP000978377 *
HAZRA, BANASRI ET AL: "In vitro antiplasmodial effects of diospyrin, a plant-derived naphthoquinoid, and a novel series of derivatives", PHYTOTHER. RES. (1995), 9(1), 72-4, XP000978372 *
HAZRA, BANASRI ET AL: "New diospyrin derivatives with improved tumor inhibitory activity towards Ehrlich ascites carcinoma", MED. SCI. RES. (1994), 22(5), 351-3, XP000978374 *
KHAN M R ET AL: "ANTIBIOTIC ACTION OF CONSTITUENTS OF ROOT BARK OF EUCLEA-NATALENSIS.", PAK J SCI IND RES, (1978 (RECD 1979)) 21 (5-6), 197-199., XP000978450 *
KHAN, M. R. (1) ET AL: "Constituents of Diospyros lolin, D. maritima and D. novoguinensis.", FITOTERAPIA, (APRIL, 1999) VOL. 70, NO. 2, PP. 194-196., XP000978591 *
OERIU I: "Relation between the chemical structure and the antitubercular effect of alpha-naphthoquinone derivatives substituted in 2 and 3 positions.", PHARMAZIE, (1961 MAY) 16 266-72., XP000971910 *
OERIU I: "Zusammenhänge zwischen der chemischen Struktur und der antituberkulösen Wirkung der in Stellung 2 und 3 substituieren Derivate des alpha-Naphthochinons", PHARMAZIE,DD,VEB VERLAG VOLK UND GESUNDHEIT. BERLIN, no. 16, 1961, pages 320 - 327, XP002078405, ISSN: 0031-7144 *
RASTIT. RESUR. (1979), 15(2), 167-77 *
ROUSHDI I M ET AL: "Synthesis of 1.4-naphthoquinones-4-aryl(aroyl)hydrazones of potential antimicrobial activity.", PHARMAZIE, (1976) 31 (12) 856-9., XP000971908 *
YARDLEY, VANESSA ET AL: "In vitro activity of diospyrin and derivatives against Leishmania donovani, Trypanosoma cruzi and Trypanosoma brucei brucei", PHYTOTHER. RES. (1996), 10(7), 559-562, XP000978369 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8889698B2 (en) 2007-02-01 2014-11-18 Resverlogix Corp. Compounds for the prevention and treatment of cardiovascular diseases

Also Published As

Publication number Publication date
DE60017133T2 (en) 2005-06-16
WO2001000554A2 (en) 2001-01-04
AU5240700A (en) 2001-01-31
US6835755B1 (en) 2004-12-28
DE60017133D1 (en) 2005-02-03
CN1192768C (en) 2005-03-16
EP1194137B1 (en) 2004-12-29
CN1372464A (en) 2002-10-02
AP1377A (en) 2005-03-18
RU2246299C2 (en) 2005-02-20
EP1194137A2 (en) 2002-04-10
AP2002002393A0 (en) 2002-03-31
JP2003531813A (en) 2003-10-28

Similar Documents

Publication Publication Date Title
WO2001000554A3 (en) Naphthoquinone derivatives and their use in the treatment and control of tuberculosis
DE3576690D1 (en) PYRIMIDOPYRIMIDINE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, THE PHARMACEUTICAL PREPARATIONS CONTAINING THEM AND THEIR USE AS AN ANTI-ALLERGIC AGENT.
NO20015172L (en) 1-methyl-erythromycin derivatives
CA2309350A1 (en) Purine derivatives and medicaments comprising the same as active ingredient
AU8794291A (en) New oxazolopyridine derivatives, processes for preparing these and pharmaceutical compositions containing them
EP0630898A4 (en) Thrombocytopenia remedy.
PT1021456E (en) MACROCYCLIC DERIVATIVES OF ERITROMYCINES A AND B OF 13 MEMBER RINGS
PT1181299E (en) C-2 modified erythromycin derivatives
EP1206935A4 (en) Th2 differentiation inhibitors
NO996108L (en) 9 oksinerytromycinderivater
NZ503897A (en) 3,6-hemiketals from the class of 9a-azalides
EP1057813A4 (en) Indole derivatives and medicinal compositions containing the same
CA2120028A1 (en) Indol Derivatives for the Treatment of Migrane
CA2365359A1 (en) Medicaments containing a sulfopyranosylglycerol derivative
TW221441B (en)
CA2226886A1 (en) N-(4-substituted-benzyl)-2-aminolactam derivatives
EP0832875A4 (en) Highly water-soluble metalloproteinase inhibitor
GB9426090D0 (en) Pharmaceutical compounds
MY126743A (en) Aminoethylphenoxyacetic acid derivatives and agents for relieving pain and promoting the removal of calculi in urolithiasis
AU2001261707A1 (en) Pirazino '1$m(1)2$m(1) :1, 6! pyrido '3,4-b! indole derivatives
NO985202D0 (en) Anti-heliobacter pylori preparations containing 1-methylcarbapenem derivatives
HRP20010885B1 (en) Ethanesulfonyl-piperidine derivatives
EP0759297A4 (en) Remedy for pulmonary heart
EP0900796A4 (en) Preventives and remedies for ischemic intestinal lesion and ileus
NO994104L (en) 5-hydroxymethyl-2-aminotetralins in the form of cardiovascular agents

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A2

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CR CU CZ DE DK DM DZ EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT TZ UA UG US UZ VN YU ZA ZW

AL Designated countries for regional patents

Kind code of ref document: A2

Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN GW ML MR NE SN TD TG

121 Ep: the epo has been informed by wipo that ep was designated in this application
DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
AK Designated states

Kind code of ref document: A3

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CR CU CZ DE DK DM DZ EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT TZ UA UG US UZ VN YU ZA ZW

AL Designated countries for regional patents

Kind code of ref document: A3

Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN GW ML MR NE SN TD TG

WWE Wipo information: entry into national phase

Ref document number: 200110527

Country of ref document: ZA

ENP Entry into the national phase

Ref country code: JP

Ref document number: 2001 506968

Kind code of ref document: A

Format of ref document f/p: F

WWE Wipo information: entry into national phase

Ref document number: 2000937123

Country of ref document: EP

ENP Entry into the national phase

Ref country code: RU

Ref document number: 2002 2002101622

Kind code of ref document: A

Format of ref document f/p: F

WWE Wipo information: entry into national phase

Ref document number: 008120072

Country of ref document: CN

WWE Wipo information: entry into national phase

Ref document number: 09926807

Country of ref document: US

WWP Wipo information: published in national office

Ref document number: 2000937123

Country of ref document: EP

REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

WWE Wipo information: entry into national phase

Ref document number: 200208930

Country of ref document: ZA

WWG Wipo information: grant in national office

Ref document number: 2000937123

Country of ref document: EP