79916-77-1, Forsythoside,
连翘酯苷,
CAS:79916-77-1
C29H36O15 / 624.587
MFCD08460220
Exhibits antibacterial, antiiflammatory, antioxidant and antiviral properties.
Forsythiaside is a natural phenylethanoid glycoside that is isolated from the fruits and leaves of Forsythia suspensa (Thunb.) Vahl, a traditional Chinese herb used for the treatment of various diseases. Forsythiaside is known for its multiple pharmacological effects, including anti-inflammatory, anti-viral, anti-cancer, and antioxidant activities.
Synthesis and Characterization
Forsythiaside can be synthesized from p-coumaric acid and phillygenin through enzymatic or chemical methods. The enzymatic method involves using β-glucosidase or amyloglucosidase to catalyze the reaction, while the chemical method involves using acid or alkali to catalyze the reaction. Forsythiaside can be characterized by various techniques, such as nuclear magnetic resonance (NMR) spectroscopy, infrared (IR) spectroscopy, and high-performance liquid chromatography (HPLC).
Analytical Methods
Forsythiaside can be detected and quantified by various analytical methods, such as HPLC, ultra-performance liquid chromatography (UPLC), and capillary electrophoresis (CE). These methods are preferred due to their sensitivity, specificity, and accuracy.
Biological Properties
Forsythiaside exhibits a wide range of biological activities, including anti-inflammatory, anti-viral, anti-cancer, and antioxidant activities. Forsythiaside inhibits the production of inflammatory mediators, such as nitric oxide (NO), prostaglandin E2 (PGE2), and tumor necrosis factor-alpha (TNF-α). It also suppresses the replication of various viruses, such as influenza virus, hepatitis B virus, and herpes simplex virus. Forsythiaside exerts anti-tumor effects by inducing apoptosis and inhibiting angiogenesis in cancer cells. Forsythiaside also exhibits antioxidant activity by scavenging free radicals and reducing oxidative stress.
Toxicity and Safety in Scientific Experiments
The toxicity and safety of Forsythiaside have been evaluated in various in vivo and in vitro experiments. Forsythiaside has been shown to have a low toxicity profile and is generally considered safe at therapeutic doses. However, high doses of Forsythiaside may cause liver and kidney damage in some animals.
Applications in Scientific Experiments
Forsythiaside has a wide range of applications in scientific experiments, including drug discovery, disease treatment, and biological research. Forsythiaside can be used as a lead compound for developing new drugs with anti-inflammatory, anti-viral, anti-cancer, and antioxidant activities. Forsythiaside can also be used as a natural antioxidant in food and cosmetic industries.
Current State of Research
The research on Forsythiaside has increased significantly in the past few decades. Several studies have investigated the pharmacological effects, molecular mechanisms, and safety profiles of Forsythiaside. These studies have provided valuable insights into the potential applications of Forsythiaside in various fields of research and industry.
Potential Implications in Various Fields of Research and Industry
Forsythiaside has potential implications in various fields of research and industry, including drug development, disease treatment, food industry, and cosmetic industry. Forsythiaside can be used as a lead compound for developing new drugs with therapeutic effects. Forsythiaside can also be used as a natural antioxidant in the food and cosmetic industries.
Limitations and Future Directions
Despite the significant progress made in the research on Forsythiaside, there are still some limitations and challenges that need to be addressed. For example, the molecular mechanisms underlying the pharmacological effects of Forsythiaside are not fully elucidated. Moreover, the safety and efficacy of Forsythiaside in clinical trials need to be further evaluated. The future directions in the research on Forsythiaside include exploring new applications of Forsythiaside in drug development, disease treatment, and other fields of research. New studies are also needed to investigate the molecular mechanisms and safety profiles of Forsythiaside in more detail.
In conclusion, Forsythiaside is a natural phenylethanoid glycoside with multiple pharmacological effects, including anti-inflammatory, anti-viral, anti-cancer, and antioxidant activities. Forsythiaside has potential implications in various fields of research and industry, including drug development, disease treatment, food industry, and cosmetic industry. Despite the progress made in the research on Forsythiaside, further studies are needed to fully elucidate the molecular mechanisms and safety profiles of Forsythiaside.
CAS Number | 79916-77-1 |
Product Name | Forsythiaside |
IUPAC Name | [(2R,3S,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate |
Molecular Formula | C29H36O15 |
Molecular Weight | 624.6 g/mol |
InChI | InChI=1S/C29H36O15/c1-13-22(35)23(36)25(38)29(42-13)41-12-20-27(44-21(34)7-4-14-2-5-16(30)18(32)10-14)24(37)26(39)28(43-20)40-9-8-15-3-6-17(31)19(33)11-15/h2-7,10-11,13,20,22-33,35-39H,8-9,12H2,1H3/b7-4+/t13-,20+,22-,23+,24+,25+,26+,27+,28+,29+/m0/s1 |
InChI Key | DTOUWTJYUCZJQD-UJERWXFOSA-N |
Synonyms | forsythiaside, forsythoside A |
Canonical SMILES | CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OCCC3=CC(=C(C=C3)O)O)O)O)OC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O |
Isomeric SMILES | C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OCCC3=CC(=C(C=C3)O)O)O)O)OC(=O)/C=C/C4=CC(=C(C=C4)O)O)O)O)O |
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