Title:
STEROID COMPOUND, PREPARATION METHOD THEREFOR, AND APPLICATION THEREOF
Document Type and Number:
WIPO Patent Application WO/2023/143402
Kind Code:
A1
Abstract:
Disclosed in the present invention are a steroid compound, a preparation method therefor, and an application thereof. The steroid compound can have a structure shown in formula I. The compound of the present invention has SREBP pathway inhibitory activity, and can be used for preventing and/or treating obesity, hyperlipidemia, fatty liver, diabetes, atherosclerosis, cardiovascular and cerebrovascular diseases, liver cancer, skin injury, and other diseases.
Inventors:
LIU JINBIAO (CN)
TANG JINGJIE (CN)
TANG JINGJIE (CN)
Application Number:
PCT/CN2023/073240
Publication Date:
August 03, 2023
Filing Date:
January 19, 2023
Export Citation:
Assignee:
CHOLESGEN SHANGHAI CO LTD (CN)
International Classes:
C07J9/00; A61K31/575; A61K31/58; A61P3/04; A61P3/06; A61P3/10; A61P9/00; A61P9/10
Foreign References:
| CN109833319A | 2019-06-04 | |||
| CN108794556A | 2018-11-13 | |||
| CN108884126A | 2018-11-23 | |||
| CN107312053A | 2017-11-03 |
Other References:
SAGUMORI, I. ET AL.: "Luciferase-based HMG-CoA Reductase Degradation Assay for Activity and Selectivity Profiling of Oxy(lano)sterols", BIOORGANIC & MEDICINAL CHEMISTRY, vol. 28, no. 3, 30 December 2019 (2019-12-30), XP085979639, ISSN: 0968-0896, DOI: 10.1016/j.bmc.2019.115298
PETTIT GEORGE R., YE QINGHUA, HERALD DELBERT L., KNIGHT JOHN C., HOGAN FIONA, MELODY NOELEEN, MUKKU VENUGOPAL J. R. V., DOUBEK DEN: "Isolation and Structure of Cancer Cell Growth Inhibitory Tetracyclic Triterpenoids from the Zimbabwean Monadenium lugardae", JOURNAL OF NATURAL PRODUCTS, AMERICAN CHEMICAL SOCIETY, US, vol. 79, no. 6, 24 June 2016 (2016-06-24), US , pages 1598 - 1603, XP093081621, ISSN: 0163-3864, DOI: 10.1021/acs.jnatprod.6b00107
KRIEF ALAIN, PATRICK PASAU, ERIC GUITTET, YANG YIN SHAN, MAM HERIN: "Novel Results on the Biocyclisation of 2,3-Oxidosqualene Analogs by Sterol Cyclase", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. 3, no. 2, 28 February 1993 (1993-02-28), pages 365 - 368, XP093081620
LEONG, Y. W. ET AL.: "(20R,23E)-Eupha-8,23-diene-3β,25-diol from Tripetalum Cymosum", PHYTOCHEMISTRY, vol. 50, no. 5, 10 March 1999 (1999-03-10), XP004290629, ISSN: 0031-9422, DOI: 10.1016/S0031-9422(98)00565-2
ZHAO, FENQIN ET AL.: "Chemical Constituents from Inonotus obliquus and Their Antitumor Activities", JOURNAL OF NATURAL MEDICINES, vol. 70, no. 4, 14 May 2016 (2016-05-14), XP018523875, ISSN: 1861-0293
O’KEEFFE ROISIN, KENNY OLIVIA, BRUNTON NIGEL P., HOSSAIN MOHAMMAD B., RAI DILIP K., JONES PETER W., O’BRIEN NORA, MAGUIRE ANITA R.: "Synthesis of novel 24-amino-25,26,27-trinorlanost-8-enes: Cytotoxic and apoptotic potential in U937 cells", BIOORGANIC & MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 23, no. 9, 1 May 2015 (2015-05-01), AMSTERDAM, NL, pages 2270 - 2280, XP093081623, ISSN: 0968-0896, DOI: 10.1016/j.bmc.2015.02.034
HASSERODT, J. ET AL.: "Antibodies Mimic Natural Oxidosqualene-Cyclase Action in Steroid Ring A Formation", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 122, no. 1, 18 December 1999 (1999-12-18), XP002357619, ISSN: 0002-7863, DOI: 10.1021/ja993054l
ATOR MARK A, SCHMIDT STANLEY J, ADAMS JERRY L, DOLLE ROLAND E, KRUSE LAWRENCE I, FREY CARRIE L, BARONE JANICE M: "Synthesis, Specificity, and An "ungal Activity of Inhibitors of the Candida albicans A24-Sterol Methyltransferase", J. MED. CHEM., vol. 35, no. 1, 1 January 1992 (1992-01-01), pages 100 - 106, XP093081624
POYSER J P, F. DE REINACH HIRTZBACH, G. OURISSON: "THE STEREOSPECIFIC SYNTHESIS OF INOTODIOL 3p, 22R-DIHYDROXYLANOSTA-8,24-DIENE", TETRAHEDRON, vol. 30, no. 8, 21 November 1973 (1973-11-21), pages 977 - 986, XP093081627
COUNSELL, R. E. ET AL.: "Hypocholesterolemic Agents. 8. Synthesis of 25-azadihydrolanosterol and Derivatives", JOURNAL OF MEDICINAL CHEMISTRY, vol. 14, no. 2, 28 February 1971 (1971-02-28), XP002325659, ISSN: 0022-2623, DOI: 10.1021/jm00284a013
SONODA, Y. ET AL.: "Effects of Oxygenated Lanosterol Analogs on Cholesterol Biosynthesis from Lanosterol", CHEM.PHARM.BULL, vol. 31, no. 5, 31 December 1983 (1983-12-31), XP002162691
DATABASE Registry 16 November 1984 (1984-11-16), "26,27-Dinorergost-8-ene-3,24-diol, 4,4,14-trimethyl-, (3β,5α)- (9CI) (CA INDEX NAME)", XP093081632, retrieved from STNext Database accession no. 30655-17-5
PETTIT GEORGE R., YE QINGHUA, HERALD DELBERT L., KNIGHT JOHN C., HOGAN FIONA, MELODY NOELEEN, MUKKU VENUGOPAL J. R. V., DOUBEK DEN: "Isolation and Structure of Cancer Cell Growth Inhibitory Tetracyclic Triterpenoids from the Zimbabwean Monadenium lugardae", JOURNAL OF NATURAL PRODUCTS, AMERICAN CHEMICAL SOCIETY, US, vol. 79, no. 6, 24 June 2016 (2016-06-24), US , pages 1598 - 1603, XP093081621, ISSN: 0163-3864, DOI: 10.1021/acs.jnatprod.6b00107
KRIEF ALAIN, PATRICK PASAU, ERIC GUITTET, YANG YIN SHAN, MAM HERIN: "Novel Results on the Biocyclisation of 2,3-Oxidosqualene Analogs by Sterol Cyclase", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. 3, no. 2, 28 February 1993 (1993-02-28), pages 365 - 368, XP093081620
LEONG, Y. W. ET AL.: "(20R,23E)-Eupha-8,23-diene-3β,25-diol from Tripetalum Cymosum", PHYTOCHEMISTRY, vol. 50, no. 5, 10 March 1999 (1999-03-10), XP004290629, ISSN: 0031-9422, DOI: 10.1016/S0031-9422(98)00565-2
ZHAO, FENQIN ET AL.: "Chemical Constituents from Inonotus obliquus and Their Antitumor Activities", JOURNAL OF NATURAL MEDICINES, vol. 70, no. 4, 14 May 2016 (2016-05-14), XP018523875, ISSN: 1861-0293
O’KEEFFE ROISIN, KENNY OLIVIA, BRUNTON NIGEL P., HOSSAIN MOHAMMAD B., RAI DILIP K., JONES PETER W., O’BRIEN NORA, MAGUIRE ANITA R.: "Synthesis of novel 24-amino-25,26,27-trinorlanost-8-enes: Cytotoxic and apoptotic potential in U937 cells", BIOORGANIC & MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 23, no. 9, 1 May 2015 (2015-05-01), AMSTERDAM, NL, pages 2270 - 2280, XP093081623, ISSN: 0968-0896, DOI: 10.1016/j.bmc.2015.02.034
HASSERODT, J. ET AL.: "Antibodies Mimic Natural Oxidosqualene-Cyclase Action in Steroid Ring A Formation", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 122, no. 1, 18 December 1999 (1999-12-18), XP002357619, ISSN: 0002-7863, DOI: 10.1021/ja993054l
ATOR MARK A, SCHMIDT STANLEY J, ADAMS JERRY L, DOLLE ROLAND E, KRUSE LAWRENCE I, FREY CARRIE L, BARONE JANICE M: "Synthesis, Specificity, and An "ungal Activity of Inhibitors of the Candida albicans A24-Sterol Methyltransferase", J. MED. CHEM., vol. 35, no. 1, 1 January 1992 (1992-01-01), pages 100 - 106, XP093081624
POYSER J P, F. DE REINACH HIRTZBACH, G. OURISSON: "THE STEREOSPECIFIC SYNTHESIS OF INOTODIOL 3p, 22R-DIHYDROXYLANOSTA-8,24-DIENE", TETRAHEDRON, vol. 30, no. 8, 21 November 1973 (1973-11-21), pages 977 - 986, XP093081627
COUNSELL, R. E. ET AL.: "Hypocholesterolemic Agents. 8. Synthesis of 25-azadihydrolanosterol and Derivatives", JOURNAL OF MEDICINAL CHEMISTRY, vol. 14, no. 2, 28 February 1971 (1971-02-28), XP002325659, ISSN: 0022-2623, DOI: 10.1021/jm00284a013
SONODA, Y. ET AL.: "Effects of Oxygenated Lanosterol Analogs on Cholesterol Biosynthesis from Lanosterol", CHEM.PHARM.BULL, vol. 31, no. 5, 31 December 1983 (1983-12-31), XP002162691
DATABASE Registry 16 November 1984 (1984-11-16), "26,27-Dinorergost-8-ene-3,24-diol, 4,4,14-trimethyl-, (3β,5α)- (9CI) (CA INDEX NAME)", XP093081632, retrieved from STNext Database accession no. 30655-17-5
Attorney, Agent or Firm:
SHANGHAI BESHINING LAW OFFICE (CN)
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