Title:
1,4-NAPHTHOQUINONE COMPOUND FOR RESISTING NOVEL CORONAVIRUS AND MEDICAL USE THEREOF
Document Type and Number:
WIPO Patent Application WO/2021/175123
Kind Code:
A1
Abstract:
Disclosed are a 1,4-naphthoquinone compound for resisting novel coronavirus and the medical use thereof. The structure of the compound is as shown in formula (X): (X), wherein R1 is hydrogen, hydroxy, methoxy, ethoxy, benzyloxy, acetyloxy, propionyloxy or benzoyloxy; R2 is hydrogen, methyl or ethyl; and R3 is hydrogen, hydroxy, methyl or acetyl. The naphthoquinone compound can inhibit 3CL hydrolase (3C-like proteinase, 3CLpro) of the 2019 novel coronavirus (2019-nCOV), and has an anti-novel coronavirus activity. The 1,4-naphthoquinone compound has a clear structure, simple preparation method, high yield, and is of great significance for developing a novel anti-novel coronavirus drug with a high efficiency and a low toxicity.
Inventors:
JIA JINPING (CN)
CUI JIAHUA (CN)
CUI JIAHUA (CN)
Application Number:
PCT/CN2021/077207
Publication Date:
September 10, 2021
Filing Date:
February 22, 2021
Export Citation:
Assignee:
UNIV SHANGHAI JIAOTONG (CN)
International Classes:
C07C50/32; A61K31/122; A61P31/14
Foreign References:
| CN111233649A | 2020-06-05 | |||
| CN102249887A | 2011-11-23 | |||
| CN110655524A | 2020-01-07 | |||
| CN102659494A | 2012-09-12 |
Other References:
RAJESH SHARMA; DEBADASH PANIGRAHI; GANESH PRASAD MISHRA: "QSAR studies of 7-methyljuglone derivatives as antitubercular agents", MEDICINAL CHEMISTRY RESEARCH, BIRKHÄUSER-VERLAG, BOSTON, vol. 21, no. 8, 8 July 2011 (2011-07-08), Boston, pages 2006 - 2011, XP035075522, ISSN: 1554-8120, DOI: 10.1007/s00044-011-9731-0
SÁNCHEZ-CALVO JUAN M.; BARBERO GARA R.; GUERRERO-VÁSQUEZ GUILLERMO; DURÁN ALEXANDRA G.; MACÍAS MARIOLA; RODRÍGUEZ-IGLESIAS MANUEL : "Synthesis, antibacterial and antifungal activities of naphthoquinone derivatives: a structure-activity relationship study", MEDICINAL CHEMISTRY RESEARCH, BIRKHAEUSER, BOSTON., US, vol. 25, no. 6, 12 April 2016 (2016-04-12), US, pages 1274 - 1285, XP035802970, ISSN: 1054-2523, DOI: 10.1007/s00044-016-1550-x
DE CARVALHO RENATO L, GUILHERME A. M. JARDIM, AUGUSTO C. C. SANTOS, MARIA H. ARAUJO, WILLIAN X. C. OLIVEIRA, ANA CRISTINA S. BOMBA: "Combination of Aryl Diselenides/Hydrogen Peroxide and Carbon- Nanotube/Rhodium Nanohybrids for Naphthol Oxidation: An Efficient Route towards ypanocidal Quinones", CHEMISTRY A EUROPEAN JOURNAL, vol. 24, 14 June 2018 (2018-06-14), pages 15227 - 15235, XP055842199, DOI: 10.1002/chem.201802773
DURÁN ALEXANDRA G, CHINCHILLA NURIA, MOLINILLO JOSÉ MG, MACÍAS FRANCISCO A: "Influence of lipophilicity in O ‐acyl and O ‐alkyl derivatives of juglone and lawsone: a structure–activity relationship study in the search for natural herbicide models", PEST MANAGEMENT SCIENCE, PUBLISHED FOR SCI BY WILEY, vol. 74, no. 3, 1 March 2018 (2018-03-01), pages 682 - 694, XP055842200, ISSN: 1526-498X, DOI: 10.1002/ps.4764
PARKER KATHLYN A., MICHAEL E. SWORIN: "Assignment of Regiochemistry to Substituted Naphthoquinones by Chemical and Spectroscopic Methods. Amino-, Hydroxy-, and Bromojuglone Derivatives", THE JOURNAL OF ORGANIC CHEMISTRY, vol. 46, no. 73, 1 July 1981 (1981-07-01), pages 3218 - 3223, XP055842205, DOI: 10.1021/jo00329a014
SÁNCHEZ-CALVO JUAN M.; BARBERO GARA R.; GUERRERO-VÁSQUEZ GUILLERMO; DURÁN ALEXANDRA G.; MACÍAS MARIOLA; RODRÍGUEZ-IGLESIAS MANUEL : "Synthesis, antibacterial and antifungal activities of naphthoquinone derivatives: a structure-activity relationship study", MEDICINAL CHEMISTRY RESEARCH, BIRKHAEUSER, BOSTON., US, vol. 25, no. 6, 12 April 2016 (2016-04-12), US, pages 1274 - 1285, XP035802970, ISSN: 1054-2523, DOI: 10.1007/s00044-016-1550-x
DE CARVALHO RENATO L, GUILHERME A. M. JARDIM, AUGUSTO C. C. SANTOS, MARIA H. ARAUJO, WILLIAN X. C. OLIVEIRA, ANA CRISTINA S. BOMBA: "Combination of Aryl Diselenides/Hydrogen Peroxide and Carbon- Nanotube/Rhodium Nanohybrids for Naphthol Oxidation: An Efficient Route towards ypanocidal Quinones", CHEMISTRY A EUROPEAN JOURNAL, vol. 24, 14 June 2018 (2018-06-14), pages 15227 - 15235, XP055842199, DOI: 10.1002/chem.201802773
DURÁN ALEXANDRA G, CHINCHILLA NURIA, MOLINILLO JOSÉ MG, MACÍAS FRANCISCO A: "Influence of lipophilicity in O ‐acyl and O ‐alkyl derivatives of juglone and lawsone: a structure–activity relationship study in the search for natural herbicide models", PEST MANAGEMENT SCIENCE, PUBLISHED FOR SCI BY WILEY, vol. 74, no. 3, 1 March 2018 (2018-03-01), pages 682 - 694, XP055842200, ISSN: 1526-498X, DOI: 10.1002/ps.4764
PARKER KATHLYN A., MICHAEL E. SWORIN: "Assignment of Regiochemistry to Substituted Naphthoquinones by Chemical and Spectroscopic Methods. Amino-, Hydroxy-, and Bromojuglone Derivatives", THE JOURNAL OF ORGANIC CHEMISTRY, vol. 46, no. 73, 1 July 1981 (1981-07-01), pages 3218 - 3223, XP055842205, DOI: 10.1021/jo00329a014
Attorney, Agent or Firm:
DUAN & DUAN LAW FIRM et al. (CN)
Download PDF:
Previous Patent: COMPOSITE POLYMER, AND PREPARATION METHOD THEREFOR AND APPLICATION THEREOF
Next Patent: CHANNEL SOUNDING METHOD AND APPARATUS
Next Patent: CHANNEL SOUNDING METHOD AND APPARATUS