JP2018525346A - シシジマイシンａ及びその類似体の全合成 - Google Patents

シシジマイシンａ及びその類似体の全合成 Download PDF

Info

Publication number
JP2018525346A
JP2018525346A JP2017568032A JP2017568032A JP2018525346A JP 2018525346 A JP2018525346 A JP 2018525346A JP 2017568032 A JP2017568032 A JP 2017568032A JP 2017568032 A JP2017568032 A JP 2017568032A JP 2018525346 A JP2018525346 A JP 2018525346A
Authority
JP
Japan
Prior art keywords
substituted
alkoxy
hydrogen
alkyl
compound
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.)
Pending
Application number
JP2017568032A
Other languages
English (en)
Japanese (ja)
Other versions
JP2018525346A5 (enExample
Inventor
キリアコス シー． ニコラウ
キリアコス シー． ニコラウ
ルオファン リー
ルオファン リー
チャオヨン ルー
チャオヨン ルー
テ−イク ソン
テ−イク ソン
ジェイムズ ウッズ
ジェイムズ ウッズ
エマヌエル エヌ． ピットシノス
エマヌエル エヌ． ピットシノス
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.)
William Marsh Rice University
Original Assignee
William Marsh Rice University
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 William Marsh Rice University filed Critical William Marsh Rice University
Publication of JP2018525346A publication Critical patent/JP2018525346A/ja
Publication of JP2018525346A5 publication Critical patent/JP2018525346A5/ja
Pending legal-status Critical Current

Links

Images

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
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
    • A61K31/7052—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides
    • A61K31/706—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
    • A61K47/68—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an antibody, an immunoglobulin or a fragment thereof, e.g. an Fc-fragment
    • A61K47/6801—Drug-antibody or immunoglobulin conjugates defined by the pharmacologically or therapeutically active agent
    • A61K47/6803—Drugs conjugated to an antibody or immunoglobulin, e.g. cisplatin-antibody conjugates
    • A61K47/6807—Drugs conjugated to an antibody or immunoglobulin, e.g. cisplatin-antibody conjugates the drug or compound being a sugar, nucleoside, nucleotide, nucleic acid, e.g. RNA antisense
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • 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
    • C07D487/02—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 two hetero rings
    • C07D487/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/10—Spiro-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
    • 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
    • C07H15/20—Carbocyclic rings
    • 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
    • C07H15/20—Carbocyclic rings
    • C07H15/203—Monocyclic carbocyclic rings other than cyclohexane rings; Bicyclic carbocyclic ring systems
    • 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
    • C07H15/20—Carbocyclic rings
    • C07H15/24—Condensed ring systems having three or more rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Molecular Biology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Biochemistry (AREA)
  • Epidemiology (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Immunology (AREA)
  • Peptides Or Proteins (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Medicinal Preparation (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
JP2017568032A 2015-06-29 2016-06-29 シシジマイシンａ及びその類似体の全合成 Pending JP2018525346A (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201562186191P 2015-06-29 2015-06-29
US62/186,191 2015-06-29
PCT/US2016/040047 WO2017004172A1 (en) 2015-06-29 2016-06-29 Total synthesis of shishijimicin a and analogs thereof

Publications (2)

Publication Number Publication Date
JP2018525346A true JP2018525346A (ja) 2018-09-06
JP2018525346A5 JP2018525346A5 (enExample) 2019-08-08

Family

ID=57609044

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2017568032A Pending JP2018525346A (ja) 2015-06-29 2016-06-29 シシジマイシンａ及びその類似体の全合成

Country Status (19)

Country Link
US (1) US10590158B2 (enExample)
EP (1) EP3313389A1 (enExample)
JP (1) JP2018525346A (enExample)
KR (1) KR20180053294A (enExample)
CN (1) CN108348489A (enExample)
AR (1) AR105193A1 (enExample)
AU (1) AU2016286071A1 (enExample)
BR (1) BR112017028557A2 (enExample)
CA (1) CA2990206A1 (enExample)
CL (1) CL2017003500A1 (enExample)
HK (1) HK1254923A1 (enExample)
IL (1) IL256345A (enExample)
MA (1) MA42273A (enExample)
MX (1) MX2017016885A (enExample)
PE (1) PE20180658A1 (enExample)
PH (1) PH12018500014A1 (enExample)
RU (1) RU2018102808A (enExample)
TW (1) TW201713634A (enExample)
WO (1) WO2017004172A1 (enExample)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110357785B (zh) * 2019-07-26 2020-03-24 东莞市领创环保材料科技有限公司 一种氰酸酯树脂增塑剂的制备方法
CN115197188B (zh) * 2021-04-12 2023-12-26 南开大学 一类具有五环骨架的倍半萜氢醌化合物及其制备方法

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5264586A (en) * 1991-07-17 1993-11-23 The Scripps Research Institute Analogs of calicheamicin gamma1I, method of making and using the same
US5550246A (en) * 1994-09-07 1996-08-27 The Scripps Research Institute Calicheamicin mimics
JP2003238584A (ja) * 2002-02-08 2003-08-27 Yamanouchi Pharmaceut Co Ltd 新規エンジイン化合物
JP2007529536A (ja) * 2004-03-15 2007-10-25 ワイス 抗体カリケアマイシン結合体
WO2014080251A1 (en) * 2012-11-24 2014-05-30 Hangzhou Dac Biotech Co., Ltd. Hydrophilic linkers and their uses for conjugation of drugs to cell binding molecules

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5261586A (en) * 1992-03-26 1993-11-16 Chen Jen Fu Yarn feeding device with a guiding flange

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5264586A (en) * 1991-07-17 1993-11-23 The Scripps Research Institute Analogs of calicheamicin gamma1I, method of making and using the same
US5550246A (en) * 1994-09-07 1996-08-27 The Scripps Research Institute Calicheamicin mimics
JP2003238584A (ja) * 2002-02-08 2003-08-27 Yamanouchi Pharmaceut Co Ltd 新規エンジイン化合物
JP2007529536A (ja) * 2004-03-15 2007-10-25 ワイス 抗体カリケアマイシン結合体
WO2014080251A1 (en) * 2012-11-24 2014-05-30 Hangzhou Dac Biotech Co., Ltd. Hydrophilic linkers and their uses for conjugation of drugs to cell binding molecules

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
HAMANN, P. R. ET AL.: "An Anti-CD33 Antibody-Calicheamicin Conjugate for Treatment of Acute Myeloid Leukemia. Choice of Lin", BIOCONJUGATE CHEM., vol. 13, JPN6020016516, 2002, pages 40 - 46, ISSN: 0004442741 *
MYERS. A. G.: "A Study of the Reaction of Calicheamicin γ1 with Glutathione in the Presence of Double-Stranded DNA", J. AM. CHEM. SOC., vol. 116, JPN6020016518, 1994, pages 1255 - 1271, ISSN: 0004266630 *
NICOLAOU, K. C. ET AL.: "Calicheamicin θI1: A rationally designed molecule with extremely potent and selective DNA cleaving", ANGEW. CHEM., INT. ED. ENGL, vol. 33, JPN6020016515, 1994, pages 183 - 186, ISSN: 0004442740 *
OKU, N. ET AL.: "Shishijimicins A-C, novel enediyne antitumor antibiotics from the ascidian Didemnum proliferum", J. AM. CHEM. SOC., vol. 125, JPN6020016512, 2003, pages 2044 - 2045, ISSN: 0004442739 *
ZEIN, N. ET AL.: "Calicheamicin γ1I and DNA: Molecular Recognition Process Responsible for Site-Specificity", SCIENCE, vol. 244, JPN6020016520, 1989, pages 697 - 699, ISSN: 0004266631 *

Also Published As

Publication number Publication date
PE20180658A1 (es) 2018-04-17
AR105193A1 (es) 2017-09-13
KR20180053294A (ko) 2018-05-21
MA42273A (fr) 2018-05-02
EP3313389A1 (en) 2018-05-02
CN108348489A (zh) 2018-07-31
AU2016286071A8 (en) 2019-08-08
HK1254923A1 (zh) 2019-08-02
IL256345A (en) 2018-02-28
PH12018500014A1 (en) 2018-07-09
WO2017004172A8 (en) 2018-01-11
TW201713634A (zh) 2017-04-16
CL2017003500A1 (es) 2018-04-27
CA2990206A1 (en) 2017-01-05
RU2018102808A3 (enExample) 2020-04-30
US20180327439A1 (en) 2018-11-15
AU2016286071A1 (en) 2018-02-01
RU2018102808A (ru) 2019-07-30
US10590158B2 (en) 2020-03-17
WO2017004172A1 (en) 2017-01-05
BR112017028557A2 (pt) 2018-09-04
MX2017016885A (es) 2018-09-06

Similar Documents

Publication Publication Date Title
US10889590B2 (en) Derivatives of uncialamycin, methods of synthesis and their use as antitumor agents
JP2018509404A (ja) デスアセトキシツブリシンｈおよびその類似体
JP2019524650A (ja) タイランスタチンａの誘導体、それについての治療方法および合成方法
US10874646B2 (en) Epothilone analogs, methods of synthesis, methods of treatment, and drug conjugates thereof
JP2018525346A (ja) シシジマイシンａ及びその類似体の全合成
US20210230178A1 (en) Trioxacarcin analogs and dimers as potent anticancer agents
JP2017537968A (ja) トリオキサカルシンｄｃ４５−ａ２の全合成及びトリオキサカルシン類似体の調製
JP2020516626A (ja) アジリジンを含有するエポチロン類似体、合成方法、治療方法及び薬物コンジュゲート

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20180411

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20190626

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20190626

A977 Report on retrieval

Free format text: JAPANESE INTERMEDIATE CODE: A971007

Effective date: 20200423

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20200525

A601 Written request for extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A601

Effective date: 20200824

A02 Decision of refusal

Free format text: JAPANESE INTERMEDIATE CODE: A02

Effective date: 20210210