517-66-8 Usage
Description
Dicentrin, also known as D-Dicentrine, is a natural aporphine alkaloid predominantly found in the Lauraceae family of plants, particularly in Lindera megaphylla. It exhibits a range of biological activities, including antinociceptive, antitumor, and alpha 1-adrenoceptor antagonist properties.
Uses
Used in Pharmaceutical Industry:
Dicentrin is used as an antinociceptive agent for alleviating pain in a mouse model, potentially through a TRPA1-dependent mechanism. Its effectiveness in pain management makes it a valuable compound for the development of new pain relief medications.
Used in Anticancer Applications:
Dicentrin is utilized as an antitumor agent, specifically through the inhibition of topoisomerase II. This action contributes to its potential use in the development of cancer treatments, targeting various types of cancer cells.
Used in Urological Applications:
Dicentrin functions as an alpha 1-adrenoceptor antagonist, making it effective against human hyperplastic prostates. This application highlights its potential use in the treatment of benign prostatic hyperplasia (BPH) and other related urological conditions.
Anti-cancer Activity
D-Dicentrine, a naturally occurring aporphine type isoquinoline alkaloid, isolated from the root of Lindera megaphylla Hemsl. (Lauraceae), was evaluated for its potential anti-cancer activity. Huang RL etc. found d-dicentrine significantly inhibited the growth of human hepatoma cell line HuH-7 by delaying its doubling time in tissue culture. An in vitro colony forming assay showed that d-dicentrine decreased the colony formation efficiency in both hepatoma cell lines, HuH-7 and MS-G2, used in our study.
Check Digit Verification of cas no
The CAS Registry Mumber 517-66-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,1 and 7 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 517-66:
(5*5)+(4*1)+(3*7)+(2*6)+(1*6)=68
68 % 10 = 8
So 517-66-8 is a valid CAS Registry Number.
InChI:InChI=1/C20H21NO4/c1-21-5-4-11-7-17-20(25-10-24-17)19-13-9-16(23-3)15(22-2)8-12(13)6-14(21)18(11)19/h7-9,14H,4-6,10H2,1-3H3
517-66-8Relevant articles and documents
Enantioselective synthesis and anti-parasitic properties of aporphine natural products
Amaral, Maiara,Anderson, Edward A.,McHugh, Eliza,Pieper, Pauline,Tempone, Andre G.
, (2019/12/09)
Chagas disease and visceral leishmaniasis are neglected protozoan diseases with significant impact in developing countries. Due to the limited number and toxicity of current therapies, new drug leads are urgently needed. In this work, four aporphine natural products were synthesized using an enantioselective, modular and convergent strategy, comprising eight steps in the longest linear sequence; key steps included Bischler-Napieralski cyclization/Noyori asymmetric reduction to construct the tetrahydroisoquinolines, and palladium-catalyzed arylation to close the C ring. Norglaucine, nordicentrine and dicentrine showed promising bioactivity against T. cruzi and L. infantum, suggesting potential for further development of these scaffolds as antiparasitic agents.
New aporphine alkaloids of Ocotea minarum
Vecchietti,Casagrande,Ferrari,Severini Ricca
, p. 829 - 840 (2007/10/04)
Fourteen aporphine alkaloids were isolated from the leaves of a Brazilian Lauracea, Ocotea minarum Nees (Mez). The known alkaloids were identified through their physico-chemical properties as: leucoxylonine (VII), dicentrine (IV), ocoteine (V), leucoxine (VI), ocopodine (VIII), predicentrine (IX), dicentrinone (XIV) and thalicminine (XV). Six new aporphine alkaloids were also isolated: ocotominarine (I), ocominarine (III), nor-leucoxylonine (XI), iso-oconovine (XII), 4-hydroxydicentrine (XIII) and ocominarone (XVI). Their structures were determined using spectroscopic methods and chemical correlations.
