| Catalog No | Package | Original Price | Price | Inventory | Quantity | Operating |
|---|---|---|---|---|---|---|
| BP0497-20mg | 20mg | $196.00 | Sign in |
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Product name: Dihydromethysticin
Synonym name: ψ-Methysticin; Pseudomethysticin
Catalogue No.: BP0497
Cas No.: 19902-91-1
Formula: C15H16O5
Mol Weight: 276.288
Botanical Source: Piper methysticum Forst
Physical Description:
Type of Compound: Phenols
Purity: 95%~99%
Analysis Method: HPLC-DAD or/and HPLC-ELSD
Identification Method: Mass, NMR
Packing: Brown vial or HDPE plastic bottle
Storage: Store in a well closed container, protected from air and light. Put into refrigerate or freeze for long term storage.
Whenever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20℃. Generally, these will be useable for up to two weeks.
The product could be supplied from milligrams to grams
Inquire for bulk scale.
Chengdu Biopurify Phytochemicals Ltd. is a leading company in the research, development, manufacture and marketing of High Quality Phytochemicals and Extracts(especially Active Ingredients from Traditional Chinese Medicine，TCM), Natural Active Pharmaceutical Ingredients worldwide.
The main services:
A. Supply active ingredients and reference standards of TCM, from mgs to kgs scale
B. Custom extraction and purification, target Herb Active Ingredients
C. Custom synthesis and semi-synthesis for Natural Active Ingredients
D. CR(contract research), CM(contract manufacture) and PD(process development) services from lab scale, pilot scale to commercial scale(GMP is also available)
E. TCM compounds library for drug screen,more than 3000 compounds available, many of them are rare and unique.
HPLC of Dihydromethysticin
Storage conditions：Short-term storage at 2~8℃, long-term storage at -20 ~ -80℃
Dihydromethicin (CAS number 19902-91-1) is a natural active ingredient derived from the South Pacific traditional medicinal plant Piper methicum, commonly known as Kava. As one of the multiple active ingredients in anesthesia peppers, dihydro anesthesia capsaicin has attracted widespread attention in the field of natural product pharmacology in recent years due to its unique biological activity and good oral bioavailability. Research has shown that dihydro anesthetic capsaicin not only has traditional pharmacological effects such as analgesia and anti-inflammatory, but also exhibits significant anti-tumor activity against colorectal cancer and lung adenomas. Its mechanism of action involves multi-target regulation, including enzyme inhibition, signaling pathway regulation, and induction of cell apoptosis, reflecting its potential as a multifunctional drug candidate molecule.
The purpose of this review is to systematically summarize the chemical structure and physicochemical properties, plant sources, and extraction methods of dihydroanesthetics such as piperidine. The focus is on its pharmacological activity and mechanism of action, and to deeply explore its pharmacological properties and pharmacokinetic characteristics. The clinical application prospects are also discussed, aiming to provide theoretical basis and practical guidance for related research.
The molecular formula of dihydro anesthetic capsaicin is C17H20O4, with a molecular weight of 276.2880. Its chemical structure belongs to the class of anesthetic pepper lactones, which contains a typical methylenedioxyphenyl ring and side chain saturated cyclohexene ether structure, demonstrating high chemical stability and biological activity. The LogP value is 2.1425, indicating that it has moderate lipid solubility, which is beneficial for cell membrane penetration and oral absorption. The polar surface area (TPSA) is 53.99 Å ², indicating moderate polarity and favorable binding to biological targets. The low water solubility (0.1446 mg/mL) suggests limited solubility in aqueous systems, but the lipid solubility characteristic helps to cross biofilms.
Dihydro anesthetics have excellent blood-brain barrier penetration ability, which is crucial for the central nervous system to function effectively. The negative result of hERG channel inhibition experiment indicates a low risk of cardiac toxicity. The Ames mutagenicity test result is 0.0, indicating that its genotoxicity risk is extremely low and meets safety requirements.
Dihydro anesthetics mainly exist in the roots and stems of Piper methicum, a traditional medicinal and ceremonial plant in the South Pacific region, widely used for its sedative, anti anxiety, and analgesic effects. The rhizome of Anesthetic Pepper contains various Anesthetic Pepper lactones, among which Dihydro Anesthetic Pepper Bitter is one of the important active ingredients.
The extraction method usually uses organic solvent extraction combined with chromatographic separation technology. Common extraction solvents include ethanol, methanol, and their aqueous solutions, which utilize their excellent solubility for lipophilic components. The extraction process generally includes the following steps:
In recent years, ultrasound assisted extraction and supercritical CO2 extraction technologies have also been applied to improve extraction efficiency and purity, while reducing the use of organic solvents, in line with the concept of green chemistry.
Dihydro anesthetics have shown significant analgesic activity, and related studies have shown that they achieve analgesic effects through multi-target regulation. Its targets include TRPV1 (transient receptor potential vanillic acid receptor 1), CNR1 (cannabinoid receptor 1), OPRD1 (delta opioid receptor), OPRM1 (μ - opioid receptor), OPRK1 (kappa opioid receptor), PTGS1/2 (cyclooxygenase 1 and 2), TRPA1 (transient receptor potential vanillic acid receptor related 1), and SLC6A4 (serotonin transporter). These targets involve pain transmission, inflammatory response, and neurotransmitter regulation. Dihydrocannabinol synergistically regulates these targets, reducing neuroinflammation and pain sensitivity, and exerting analgesic effects.
Dihydro anesthetics showed significant inhibitory effects on colorectal cancer and lung adenoma cells. In vitro cell experiments have shown that dihydroanesthetics can induce apoptosis of tumor cells, inhibit cell proliferation and migration. Its anti-cancer mechanism is partially attributed to the upregulation of NLR family protein 3 containing CARD structure (NLRC3), which plays an important role in regulating immune response and cell apoptosis. By activating the NLRC3 signaling pathway, dihydro anesthetic capsaicin promotes tumor cell apoptosis and inhibits tumor growth.
In addition, dihydroanesthetics such as piperidine have inhibitory effects on liver metabolic enzymes carboxysterase 1 (CES1) and cytochrome P450 2A5 (CYP2A5) (Ki=68.2 μ M), suggesting that it may affect tumor cell drug metabolism and resistance by regulating the activity of drug metabolizing enzymes.
Some studies have also found that dihydro anesthetic capsaicin has anti-inflammatory, antioxidant, and neuroprotective effects, which may be related to its regulation of inflammatory factor expression and oxidative stress levels. These effects provide a theoretical basis for their potential applications in neurological diseases and chronic inflammatory diseases.
The pharmacological effects of dihydro anesthetic capsaicin are based on its multi-target and multi pathway regulatory properties. In terms of analgesia, dihydro anesthetics such as capsaicin regulate TRPV1 and TRPA1 channels, inhibit the influx of calcium ions into pain nerve endings, and reduce pain transmission signals; By activating CNR1 and opioid receptors (OPRD1, OPRM1, OPRK1), the effect of endogenous analgesic system is enhanced; Simultaneously inhibit PTGS1/2, reduce prostaglandin synthesis, and alleviate inflammatory pain.
In terms of anti-cancer mechanism, dihydroanesthetics upregulate NLRC3, promote the regulation of intracellular inflammasomes, and induce tumor cell apoptosis. In addition, by inhibiting CES1 and CYP2A5, it affects intracellular drug metabolism and redox status, further inhibiting the growth and spread of tumor cells.
Molecular docking and cell signaling pathway analysis showed that dihydro anesthetic capsaicin has a strong binding affinity with the above-mentioned targets, and can regulate key pathways such as NF - κ B, MAPK, and PI3K/Akt, regulating cell proliferation, apoptosis, and inflammatory response.
From the perspective of medicinal properties, dihydro anesthetics have excellent medicinal properties. Moderate molecular weight and LogP value give it good oral absorption potential. Although its lower polar surface area and water solubility limit its water solubility, its lipid solubility helps to cross cell membranes and blood-brain barriers, supporting the activity of the central nervous system.
The high penetrability of the blood-brain barrier supports its potential application in central nervous system diseases. The hERG inhibition test was negative and the Ames test showed no mutagenicity, indicating its high safety and reduced the risk of cardiac toxicity and genotoxicity.
Pharmacokinetic studies have shown that dihydroanesthetics of capsaicin are well absorbed after oral administration and widely distributed in the body, especially at high concentrations in brain tissue. Its metabolism is mainly carried out through the liver enzyme system, and some metabolites may have activity. The main excretion pathways are bile and urine. Moderate half-life, suitable for daily administration.
However, low water solubility may limit its bioavailability, and formulation optimization (such as nanocarriers, solid dispersions, etc.) is needed to improve solubility and stability.
Dihydro anesthesia capsaicin, as a multi-target natural active ingredient, has broad clinical application potential. Its analgesic effect provides a new candidate drug for the treatment of chronic pain, neuropathic pain, and inflammatory pain, especially suitable for patients who require central analgesia and have low side effects.
The anticancer activity makes it potentially valuable in adjuvant therapy for colorectal cancer and lung adenomas, especially in combination chemotherapy or targeted therapy, which may enhance efficacy and reduce drug resistance by regulating the tumor microenvironment and drug metabolism.
Future research should focus on the following directions:
Dihydro anesthetics, as an important active ingredient in Piper methicum, exhibit excellent analgesic and anticancer potential due to their multi-target and multi mechanism pharmacological properties. Its excellent pharmacological parameters and safety indicators have laid the foundation for clinical development. In the future, through in-depth mechanism research and drug development optimization, dihydro anesthetic capsaicin is expected to become a star molecule in the field of natural product pharmacology, providing new treatment strategies for pain management and tumor therapy. The scientific research community and the pharmaceutical industry should strengthen cooperation, promote their clinical application process, and achieve the successful transformation of natural products into modern drugs.
