Novel heptacyclic compound and synthesis, activity evaluation and application thereof
What is Al technical title?
Al technical title is built by PatSnap Al team. It summarizes the technical point description of the patent document.
A technology of cyclic compounds and drugs, applied in the field of its preparation, can solve problems such as reducing
Active Publication Date: 2017-04-26
CAPITAL UNIVERSITY OF MEDICAL SCIENCES
View PDF1 Cites 23 Cited by
Summary
Abstract
Description
Claims
Application Information
AI Technical Summary
This helps you quickly interpret patents by identifying the three key elements:
Problems solved by technology
Method used
Benefits of technology
Problems solved by technology
However, the effective dose of β-carboline, for example, the effective dose of 3S-3-carbox
Method used
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more
Image
Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
Click on the blue label to locate the original text in one second.
Reading with bidirectional positioning of images and text.
Smart Image
Examples
Experimental program
Comparison scheme
Effect test
Embodiment 1
[0019] Example 1 Preparation of 3S-3-carboxy-1,2,3,4-tetrahydro-β-carboline
[0020] To 5.0g (24.5mmol) L-Trp, 25ml H 2 SO 4 Add 8ml formaldehyde (36-38%) to the compound of (1M) and 80ml water. The reaction compound was stirred at room temperature for 2 h, adjusted to pH 7 with concentrated ammonia water, placed at 0°C for 12 h, and the resulting precipitate was filtered out. After recrystallization from acetone, 3.97 g (75%) of the title compound were obtained as colorless crystals. Mp:280-282℃; ESI / MS:217[M+H] + ;IR(KBr):3450,3200,3000,2950,2850,1700,1601,1452,1070,900cm -1 ; 1 HNMR (BHSC-500, DMSO-d6): δ10.99(s, 1H), 9.89(s, 1H), 7.30(t, J=7.5Hz, 1H), 7.22(t, J=8.0Hz, 1H) ,7.01(d,J=8.0Hz,1H),6.81(d,J=7.5Hz,1H),4.01(t,J=4.8Hz,1H),3.75(dd,J=10.5Hz,J=5.0Hz , 1H), 3.64 (dd, J=10.5Hz, J=2.4Hz, 1H), 2.91 (d, J=10.5Hz, 2H), 2.86 (s, 1H).
Embodiment 2
[0021] Embodiment 2 prepares THPDTPI
[0022] Add 0.3mL N -Methylmorpholine to adjust the pH to 9. The reaction mixture was stirred at room temperature for 12 h, TLC (CH 2 Cl 2 / CH 3 OH, 15 / 1) indicated the reaction was complete. The reaction mixture was concentrated under reduced pressure at 45 °C, and the residue was repeatedly triturated with water and acetone, and then purified by silica gel column chromatography (CH 2 Cl 2 / CH 3 OH, 30 / 1), yielding 535 mg (90%) of the title compound as a colorless powder. FT-MS 397.1586[M+H] + . 1 H NMR (800MHz, CDCl 3 ): δ=7.930(s, 2H), 7.448(d, J=8.0Hz, 2H), 7.360(d, J=8.0Hz, 2H), 7.204(t, J=8.0Hz, 2H), 7.124(t ,J=8.0Hz,2H),5.737(d,J=16.0Hz,2H),4.468(dd,J=12.0Hz,J=4.0Hz,2H),4.264(d,J=16.0Hz,2H), 3.535(dd, J=14.4Hz, J=2.4Hz, 2H), 2.927(t, J=13.6Hz, 2H). 13 C NMR (200MHz, CDCl 3 ): δ=169.98, 165.05, 136.71, 136.46, 130.31, 128.40, 126.75, 121.72, 121.60, 119.22, 118.24, 118.15, 111.63, 107.11, 106.01, 57.06, 56.46, 28.06.
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more
PUM
Login to view more
Abstract
The invention discloses a novel heptacyclic compound (2'S,5'S)-tetrahydropyrazine [1',2':1,6] and bis{2,3,4,9-tetrahydro-1H-pyridine [3,4-b] indole}-1',4'-diketone (THPDTPI for short), a preparation method thereof, and antithrombosis action, anti-inflammatory action, anti-tumor action, free radical scavenging action and P-selectin expression inhibition action thereof. Therefore, the invention discloses application of the THPDTPI in preparing a medicament which takes the P-selectin as a target and simultaneously inhibits thrombosis, inflammation and tumor. Because thrombosis and inflammation are the most popular complications in patients with tumor, the THPDTPI not only can treat tumor, but also can prevent patients with tumor from complicating thrombosis and inflammation. The THPDTPI disclosed by the invention has favorable clinical application prospects.
Description
[0001] field of invention [0002] The present invention relates to a novel seven-ring compound (2'S,5'S)-tetrahydropyrazine[1',2':1,6]bis{2,3,4,9-tetrahydro-1H-pyridine[3,4- b] Indole}-1',4'-diketone (abbreviated THPDTPI), relating to its preparation method, relating to its antithrombotic effect, relating to its anti-inflammatory effect, relating to its anti-tumor effect, and further relating to it Free radical scavenging and inhibition of P-selectin expression. Therefore, the present invention relates to the application of THPDTPI in the preparation of drugs targeting P-selectin for inhibiting thrombus, inflammation and tumors. Since thrombus and inflammation are the most common complications of tumor patients, THPDTPI of the present invention can not only treat tumors, but also prevent tumor patients from concurrent thrombosis and inflammation. The THPDTPI of the present invention has a good clinical application prospect. The invention belongs to the field of biomedicine. ...
Claims
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more
Application Information
Patent Timeline
Application Date:The date an application was filed.
Publication Date:The date a patent or application was officially published.
First Publication Date:The earliest publication date of a patent with the same application number.
Issue Date:Publication date of the patent grant document.
PCT Entry Date:The Entry date of PCT National Phase.
Estimated Expiry Date:The statutory expiry date of a patent right according to the Patent Law, and it is the longest term of protection that the patent right can achieve without the termination of the patent right due to other reasons(Term extension factor has been taken into account ).
Invalid Date:Actual expiry date is based on effective date or publication date of legal transaction data of invalid patent.
Login to view more 
Login to view more