6847-93-4

Usage

Uses

Used in Pharmaceutical Industry:
Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium,5,6-dihydro-9-hydroxy-10-methoxy-, inner salt is used as a potential pharmaceutical candidate for its possible pharmacological properties. Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium,5,6-dihydro-9-hydroxy-10-methoxy-, inner salt's unique structure and charge may contribute to its potential as a therapeutic agent, warranting further investigation into its efficacy and safety in various medical applications.
Used in Medicinal Chemistry Research:
Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium,5,6-dihydro-9-hydroxy-10-methoxy-, inner salt is used as a subject of study in medicinal chemistry research to explore its potential interactions with biological targets and its effects on various physiological processes. The 9-hydroxy and 10-methoxy substitutions on the quinolizinium core may provide insights into the structure-activity relationships of similar compounds, guiding the design of new and improved therapeutic agents.

Upstream product

• 15401-69-1 berberrubine chloride 
• 2086-83-1 berberine 
• 633-65-8 berberine chloride 

Downstream Products

• 144-62-7 oxalic acid 
• 1219819-27-8 9-O-[5-(phenyloxy)pentyl]berberine bromide 
• 1219819-26-7 9-O-[4-(phenyloxy)butyl]berberine bromide 
• 1219819-28-9 9-O-[6-(phenyloxy)hexyl]berberine bromide 
• 1219819-24-5 9-O-[2-(phenyloxy)ethyl]berberine bromide 
• 1219819-25-6 9-O-[3-(phenyloxy)propyl]berberine bromide 
• 1235866-07-5 9-O-[3-(4-chloro-phenoxy)butyl]berberine bromide 
• 1235866-09-7 9-O-[3-(4-bromo-phenoxy)butyl]berberine bromide 
• 1235866-11-1 9-O-[3-(4-nitro-phenoxy)butyl]berberine bromide 
• 1235866-03-1 9-O-[3-(4-methyl-phenoxy)propyl]berberine bromide 
• 1235866-21-3 9-O-[(3-oxo-3-p-methoxyphenylamino)propyl]berberine bromide 
• 1235866-19-9 9-O-[(3-oxo-3-phenylamino)propyl]berberine bromide 
• 1235866-20-2 9-O-[(3-oxo-3-p-tolylamino)propyl]berberine bromide 
• 1235866-23-5 9-O-[(3-oxo-3-p-nitrophenylamino)propyl]berberine bromide 

Relevant academic research and scientific papers

A class of intestinal lysis type co-drugs and their preparation and use

The present invention relates to a class of intestinal cleavage type co-drugs (Codrug) and preparation and use thereof, in particular, the present invention provides a co-drug compound as shown in formula I. The present invention further provides a method

Ferrocene-berberine/indometacin@glucose oxidase@hyaluronic acid nano-drug as well as preparation method and application thereof

The invention discloses a method for preparing a ferrocene-berberine/indomethacin@glucose oxidase@hyaluronic acid self-assembled targeting anti-cancer nano-drug, which comprises the following steps: designing ferrocene-berberine coupled drug molecules, inducing glucose oxidase self-assembly together with indomethacin, and wrapping with hyaluronic acid to obtain the anti-cancer nano-drug. The invention provides a preparation method of the ferrocene-berberine/indometacin@glucose oxidase@hyaluronic acid nano-drug and application thereof in cancer treatment. The nano-drug provided by the invention can be delivered in a targeted manner, and shows remarkable growth and transfer inhibition effects on liver cancer cells.

Novel Inhibitors of an Insect Pest Chitinase: Design and Optimization of 9-O-Aromatic and Heterocyclic Esters of Berberine

OfChi-h, a lepidopteran-exclusive glycoside hydrolase family 18 (GH18) chitinase from the agricultural insect pest Ostrinia furnacalis, is a promising molecular target candidate for pest control and management. Berberine (BER), a traditional Chinese medic

Mitochondria-targeting nanomedicine self-assembled from GSH-responsive paclitaxel-ss-berberine conjugate for synergetic cancer treatment with enhanced cytotoxicity

Mitochondria play a fundamental role in plenty of cellular metabolic processes, and mitochondria-homing drug delivery is a promising and effective strategy for cancer treatment. Paclitaxel (PTX) is a broad-spectrum anticancer drug, but its therapeutic eff

Camptothecin-berberine/indocyanine green nano-drug, preparation method and application

The invention discloses a preparation method of a camptothecin-berberine/indocyanine green co-assembled mitochondrial-targeting micro-environment-response anti-cancer nano-drug. Camptothecin-berberinecoupled drug molecules containing a disulfide bond are designed, and are co-assembled with a photosensitizer indocyanine green to obtain the anti-cancer nano-drug. The camptothecin-berberine/indocyanine green co-assembled nano-drug provided by the invention is sensitive in tumor microenvironment response, can realize targeted drug delivery of cancer cell mitochondria, and improves the treatment effect of the drug on lung cancer through the synergistic effect of chemotherapy and photothermal therapy.

Triple stimuli-responsive supramolecular nanoassembly with mitochondrial targetability for chemophotothermal therapy

Mitochondria play crucial roles in a variety of cellular physiological processes, mitochondria-accumulating drug delivery has drawn pronounced attention in the field of cancer theranostics. Camptothecin (CPT) is a DNA Topoisomerase I inhibitor and exerts a broad-spectrum anticancer profile. Berberine (BBR) is able to perferably enter into cancer cell mitochondria and trigger the cell apoptosis. In this work, CPT and BBR were combined together (CPT-ss-BBR) through GSH-responsible disulfide bond, and then co-assembled with photosensitizer indocyanine green (ICG) into nanodrugs (CPT-ss-BBR/ICG NPs), which was driven through hydrophobic, π-π stacking and especially, electrostatic interactions of anions and cations as found by molecular dynamics simulations and quantum chemistry calculations. Our developed nanodrugs displayed an average size of ~168 nm and showed exceptional instability by irradiation presence, acid condition and high concentration of GSH, thereby eliciting the rapid disassembly and accelerating drug release. The better therapy effect of CPT-ss-BBR/ICG NPs on A549 cells might be attributed to triply stimuli-responsive rapid disassembly, preferable accumulation into mitochondria and combined chemotherapy and photothermal therapy, all of which directly rendered the notable loss of mitochondria membrane potential, high level of reactive oxygen species in cancer cells, accelerated the apoptosis of cancer cells and repressed the growth of tumors.

A novel berberine-based colorimetric and fluorimetric probe for hydrazine detection

Hydrazine in water and soil has caused serious diseases that threaten human health. It is critical to develop a simple and effective method for hydrazine detection. In this work, a simple fluorescent probe (BP) for hydrazine detection was synthesized from the isoquinoline alkaloid berberine. The probe has a short synthesis route (2 steps), low detection limit (1.37 μM), excellent fluorescence properties, and convenient naked-eye detection. In addition, BP displayed excellent selectivity and specificity over other metal ions, anions, and amines. Moreover, BP was also successfully used to detect hydrazine gas at different concentrations. This journal is

Dual-channel berberine-based fluorescent probe for detecting Hg/ClO as well as preparation method and application thereof

The invention discloses a dual-channel berberine-based fluorescent probe for detecting Hg/ClO as well as a preparation method and application of the dual-channel berberine-based fluorescent probe. According to the invention, berberine is used as a raw material to prepare the dual-channel berberine fluorescent probe for detection of Hg/ClO. Berberine hydrochloride 1 is subjected to methoxy and chloride ion removal to obtain a ketone compound 2; the compound 2 is acidified and isomerized to obtain a phenolic compound 3; Duff formylation reaction is carried out on the compound 3 toobtain a p-hydroxy aldehyde compound 4; and the compound 4 and thiosemicarbazide are condensed to obtain a thiosemicarbazide Schiff base compound 5. The compound 5 can specifically recognize Hg and ClO, and the probe emits orange red fluorescence in the presence of Hg under the irradiation of 365nm ultraviolet light. In the presence of ClO, the probe emits green fluorescence, and inthe presence of other anions and metal ions, fluorescence does not occur. Therefore, the compound 5 can be used as a dual-channel fluorescent probe and has good application value.

Berberine derivatives with a long alkyl chain branched by hydroxyl group and methoxycarbonyl group at 9-position show improved anti-proliferation activity and membrane permeability in A549 cells

Berberine (BBR) exhibits diverse bioactivities, including anticancer activity; but its poor druggability limits its applications. In this study, we designed and synthesized a series of 9-O position modified BBR derivatives aiming to improve its cell permeability and anticancer activity, utilizing a long alkyl chain branched by hydroxyl group and methoxycarbonyl group. Among these compounds, B10 showed 3.6-fold higher intracellular concentration than BBR, as well as 60-fold increased anti-proliferation activity against human lung cancer A549 cells compared with BBR. Treatment with B10 (1, 2 μM) induced apoptosis of A549 cells. Further investigations showed that B10 treatment dose-dependently affected mitochondrial functions, including oxygen consumption rate (OCR), mitochondrial membrane potential (MMP) and the morphology of mitochondria in A549 cells. Therefore, this work offers a new way for BBR structural modification through improving cell membrane permeability to affect mitochondrial functions and potential anti-tumor therapy in the future.

Taxol-berberine nanodrug synthesis method and application

The invention discloses a taxol-berberine nanodrug synthesis method, which realizes self-assembly of coupling drugs by designing a taxol-berberine coupling drug molecule containing disulfide bonds to obtain an anticancer nanodrug. The paclitaxel-berberine