Title:
MONOSUBSTITUTED OR POLYSUBSTITUTED AMPHIPHILIC HYPOCRELLIN DERIVATIVE, PREPARATION METHOD THEREFOR, AND USES THEREOF
Document Type and Number:
WIPO Patent Application WO/2017/067497
Kind Code:
A3
Abstract:
Disclosed are a monosubstituted or polysubstituted amphiphilic hypocrellin derivative, preparation method therefor, and uses thereof. In the present invention, the amphiphilic hypocrellin derivative having substituted functional groups such as condensed ethylene glycol and quaternary ammonium salt shows in its absorption spectrum a substantial redshift and an enhanced molar extinction coefficient compared to hypocrellin precursor, and can highly effectively produce reactive oxygen species such as singlet state oxygen under light-sensitive conditions. By adjusting the hydrophobicity and hydrophilicity of said derivative, said derivative can have different amphiphilicity and enhanced biocompatibility with cells or tissues. The amphiphilic hypocrellin derivative can satisfy the requirements for different clinical medications and addresses the conflict between medicinal hydrophilicity and lipophilicity caused by different administration methods. Compared to the first and second generation commercial photosensitizer, under the same conditions, the amphiphilic hypocrellin derivative photosensitizer of the present invention has higher photodynamic capabilities in the eradication of live tumor cells.
Inventors:
WANG PENGFEI (CN)
WU JIASHENG (CN)
LIU WEIMIN (CN)
GU YING (CN)
GE JIECHAO (CN)
ZHENG XIULI (CN)
ZHANG HONGYAN (CN)
WU JIASHENG (CN)
LIU WEIMIN (CN)
GU YING (CN)
GE JIECHAO (CN)
ZHENG XIULI (CN)
ZHANG HONGYAN (CN)
Application Number:
PCT/CN2016/102832
Publication Date:
August 24, 2017
Filing Date:
October 21, 2016
Export Citation:
Assignee:
TECHNICAL INST OF PHYSICS AND CHEMISTRY OF THE CHINESE ACAD OF SCIENCES (CN)
International Classes:
C07C221/00; A61K41/00; A61P35/00; C07C213/06; C07C217/12; C07C225/32; C07C249/02; C07C251/24; C07C319/18; C07C323/25
Domestic Patent References:
| WO2007016762A1 | 2007-02-15 | |||
| WO2003063901A1 | 2003-08-07 |
Other References:
YANG, HONGYING ET AL.: "A novel photosensitizer, 2-butylamino-2-demethoxy-hypoc-rellin B (2- BA -2-DMHB) - its photodynamic ejects on HeLa cells: efficacy and apoptosis", BIOCHIMICAET BIOPHYSICAACTA, vol. 1540, no. 1, 31 December 2001 (2001-12-31), pages 22 - 31, XP004274882
DENG, HONG ET AL.: "Quantitative and Site-Directed Chemical Modification of Hypoc-rellins toward Direct Drug Delivery and Effective Photodynamic Activity", J. MED. CHEM., vol. 55, no. 5, 21 February 2012 (2012-02-21), pages 1910 - 1919, XP055454789
ZHANG, YANG ET AL.: "Novel Surfactant-like Hypocrellin Derivatives to Achieve Simultaneous Drug Delivery in Blood Plasma and Cell Uptake", PHOTOCHEMISTRY AND PHOTOBIOLOGY, vol. 83, no. 6, 31 December 2010 (2010-12-31), pages 668, XP055454796
See also references of EP 3366669A4
DENG, HONG ET AL.: "Quantitative and Site-Directed Chemical Modification of Hypoc-rellins toward Direct Drug Delivery and Effective Photodynamic Activity", J. MED. CHEM., vol. 55, no. 5, 21 February 2012 (2012-02-21), pages 1910 - 1919, XP055454789
ZHANG, YANG ET AL.: "Novel Surfactant-like Hypocrellin Derivatives to Achieve Simultaneous Drug Delivery in Blood Plasma and Cell Uptake", PHOTOCHEMISTRY AND PHOTOBIOLOGY, vol. 83, no. 6, 31 December 2010 (2010-12-31), pages 668, XP055454796
See also references of EP 3366669A4
Attorney, Agent or Firm:
BEIJING JANLEA PATENT AGENCY CO., LTD. (CN)
Download PDF: