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Product name: Isoviolanthin
Synonym name: 6-C-a-L-Rhamnopyranosylvitexine;6-C-Rhamnosyl-8-C-glucosylapigenin
Catalogue No.: BP2071
Cas No.: 40788-84-9
Formula: C27H30O14
Mol Weight: 578.523
Botanical Source: Microcos paniculata L.
Type of Compound: Flavonoids
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 Isoviolanthin
Storage conditions：Short-term storage at 2~8℃, long-term storage at -20 ~ -80℃
250.9700
-.4703
-.5497
1.9727
.5268
.1952
Low
75.8662
4.8233
Yes
No
No
No
Yes
Yes
0.6
Yes
No
Yes
No
Isoviolanthin (CAS No.: 40788-84-9) is a natural flavonoid glycoside, mainly isolated from the Dendrobium officinale plant, a traditional Chinese medicinal herb. As an important member of flavonoid compounds, heterochromoside has attracted widespread attention in the field of natural product pharmacology in recent years due to its unique chemical structure and multi-target bioactivity. Studies have shown that heterochromoside not only has significant anti-tumor, anti-inflammatory, and cell-protective effects, but also regulates several key cellular signaling pathways, such as TGF-β/Smad and PI3K/Akt/mTOR, demonstrating its potential application value in the treatment of malignant tumors such as hepatocellular carcinoma. In addition, heterochromoside exhibits strong binding affinity for various protein targets such as KDM6B, CHAC2, ESCO2, and IPO4, suggesting complex regulatory mechanisms at the molecular level. This paper will systematically review the chemical structure, plant origin, pharmacological activity, mechanism of action, druggability evaluation, and clinical application prospects of heteropansy xanthocyanins, aiming to provide a theoretical foundation and reference for the in-depth research and development of this natural product.
Isotricolor pansy xanthoside belongs to the flavonoid glycosides, with the molecular formula C_27H_30O_14 and a molecular weight of 578.5230. Its structural features include a typical flavonoid framework with multiple hydroxyl and glycosyl modifications, giving it good water solubility (about 1.9727 mg/mL) and high polarity (TPSA of 250.97 Ų). The LogP value was -0.4703, indicating strong hydrophilicity, difficulty crossing the lipid-soluble barrier, and low blood-brain barrier penetration, which may limit the pharmacological effects of the central nervous system. The hERG channel inhibition test was negative, indicating a low risk of cardiotoxicity. The Ames test result was 0.6, indicating a low genotoxicity risk and a certain safety foundation.
Chemically, the flavonoid core structure of heterochromosidesin forms the basis of its biological activity. The presence of glycosyls not only enhances its water solubility but may also affect its targeting specificity and cellular uptake efficiency. The presence of multiple hydroxyl groups gives it excellent antioxidant capacity, which is closely related to its cell-protective effects. The phenolic hydroxyl groups and glycosidic bonds contained in its structural formula are key sites for regulating its pharmacological activity.
Viola xanthoside is mainly extracted from Dendrobium officinale. Dendrobium officinale is a perennial epiphytic plant of the Orchidaceae family, genus Dendrobium, widely studied for its rich medicinal value and unique chemical composition. As one of the important flavonoid components in this plant, although its content is not as abundant as polysaccharide active substances, its unique biological activity makes it a key research focus.
Common methods for extracting heteropansin include solvent extraction, ultrasound-assisted extraction, and high-performance liquid chromatography (HPLC) separation and purification. Generally, ethanol or methanol aqueous solutions are used as extractants, combined with ultrasonic assistance to improve extraction efficiency. The extract is purified through concentration, separation, and column chromatography, and finally the compound structure and purity are confirmed by HPLC and mass spectrometry. In recent years, with technological advancements, supercritical fluid extraction and membrane separation techniques have also been attempted to extract heteropanzicosides, aiming to improve extraction efficiency and purity, reduce solvent residues, and reduce environmental pollution.
Research on the pharmacological activity of heteropansy xanthin covers multiple aspects including anti-tumor, anti-inflammatory, and cell protection, demonstrating its multi-target and multi-mechanism biological effects.
Numerous in vitro and in vivo studies have shown that heterochroma viola xanthin has significant anticancer activity against hepatocellular carcinoma (HCC). Its mechanisms of action mainly include inhibiting tumor cell proliferation, inducing apoptosis, and inhibiting tumor cell migration and invasion. Isotricolor pansy xanthin can significantly reduce the expression of matrix metalloproteinases MMP-2 and MMP-9, inhibit matrix degradation in tumor cells, and block tumor metastasis. Additionally, it inhibits tumor cell proliferation and survival signals by regulating TGF-β/Smad and PI3K/Akt/mTOR signaling pathways, further enhancing antitumor efficacy.
Viola xanthin exhibits excellent cellular protective effects, able to resist cell damage caused by oxidative stress and inflammatory responses. Its antioxidant mechanism is related to the widespread free radical scavenging ability of flavonoids, while also enhancing cells' resilience by regulating intracellular signaling pathways. The study found that heteropansycosides can upregulate the expression of Fhl3 (Four and a half LIM domains protein 3). As a protein that regulates cell proliferation and differentiation, Fhl3 participates in cellular stress responses and repair processes, suggesting that heterotycosidesin plays a key role in cell protection.
Although current research on heteropansin in immunological diseases such as allergic rhinitis is limited, its regulatory potential for various inflammation-related targets is worth attention. Isotricolor violet xanthin has strong binding affinity for proteins such as CHAC2 and KDM6B, which are involved in inflammatory responses and immune regulation. Additionally, heterochromoside may exert anti-inflammatory effects by inhibiting NF-κB signaling pathway-related targets. Future research on allergic rhinitis-related targets such as CHRM3, NFKB1, IL4, and IL5 is expected to reveal their potential application value in allergic diseases.
The biological effects of heteropansin depend on its interactions with various molecular targets and regulation of key cellular signaling pathways.
Molecular docking and biochemical experiments show that heterochromoside has strong binding affinity for proteins such as KDM6B, CHAC2, ESCO2, and IPO4. KDM6B (also known as JMJD3) is a histone demethylase that regulates gene expression and cell fate, modulating the tumor microenvironment and immune responses. CHAC2 plays a role in glutathione metabolism and is associated with cellular redox balance. ESCO2 participates in the linkage of sister chromatids on chromosomes, affecting the cell cycle and gene stability. IPO4 is a nucleo-export protein that regulates nucleoplasmic transport in proteins. The regulation of these targets collectively affects cell proliferation, apoptosis, and immune responses, forming the molecular basis for the multidimensional action of heteropanyanins.
Isotricolor pansy xanthin significantly inhibits the TGF-β/Smad signaling pathway. The TGF-β pathway plays a central role in tumor development, fibrosis, and immune regulation, with overactivation promoting tumor cell invasion and metastasis. Isotricolor pansy xanthin blocks signal transduction by inhibiting the phosphorylation of the Smad protein, thereby suppressing tumor progression.
Additionally, heterochromatin inhibits the PI3K/Akt/mTOR signaling pathway, a key regulatory axis for cell proliferation, metabolism, and survival. By inhibiting this pathway, heterochromoside reduces tumor cell growth and drug resistance, enhancing apoptosis.
Heteropansy xanthin can upregulate Fhl3 expression, which acts as a regulatory protein of the cytoskeleton and signal transduction, participating in cell proliferation and differentiation, promoting cell repair and protection. Additionally, heterochromoside reduces the expression of MMP-2 and MMP-9, inhibits tumor cell matrix degradation and migration, and blocks tumor metastasis.
The druggability evaluation of xenopansin indicates that it has certain advantages and challenges.
Isopansy xanthin has a relatively large molecular weight (578.5 Da), a high TPSA (250.97 Ų), and a negative LogP, indicating strong hydrophilicity and poor lipid solubility. These characteristics limit its oral bioavailability and membrane permeability, potentially affecting its absorption and distribution in the body. Its low blood-brain barrier penetration suggests difficulty entering the central nervous system, making it suitable for targeting peripheral diseases.
In vivo pharmacokinetic studies are still insufficient, but based on their structural characteristics, heteropansy xanthin may undergo rapid enterohepatic first-pass effects and is easily hydrolyzed by glycosidase. In the future, structural modification or nanocarrier technology will be needed to enhance its stability and bioavailability.
The hERG channel inhibition test was negative, indicating a low risk of cardiotoxicity in heteropansy xanthin. The Ames test result was 0.6, indicating a low genotoxicity risk and a solid safety foundation. In vivo toxicology studies still require further research to comprehensively assess the safety of long-term medication.
Isopansy xanthocyanins show great potential in hepatocellular carcinoma treatment due to their multi-target and multi-mechanism pharmacological activity. By regulating the tumor microenvironment and inhibiting tumor cell proliferation and metastasis, it offers new ideas for adjuvant therapy for liver cancer. Additionally, the cell-protective and anti-inflammatory effects of isotricolorin suggest its promising application in chronic inflammatory diseases and immunomodulation.
Although there is limited research on immunological diseases such as allergic rhinitis, due to its binding affinity for related targets and potential for signaling pathway regulation, heterotricolor pansy xanthin is expected to become a candidate molecule for novel natural anti-allergy drugs.
Future research should focus on the following areas:
Through multidisciplinary collaboration, heteropansy xanthoside is expected to develop into a promising natural drug with clinical value.
As a flavonoid glycoside derived from Dendrobium officinale, heterochromatin shows broad application prospects in fields such as anti-tumor, cell protection, and immune regulation, thanks to its unique chemical structure and multi-target pharmacological activity. Its significant inhibitory effect on hepatocellular carcinoma and regulation of key signaling pathways lay the foundation for its potential as a natural drug. Although there are currently some limitations in its druggability, with the help of modern drug design and delivery technologies, heterotricolor xanthin is expected to overcome these obstacles and achieve clinical translation. In the future, systematic pharmacokinetics, safety evaluation, and mechanism studies will drive heterotrichromatic pansy xanthin from the laboratory to clinical practice, becoming one of the key achievements in natural product pharmacology research.
Shenshuai
Wenjing
Hedandan
