50773-41-6

Basic information

• Product Name: POLYPHYLLIN D
• Synonyms: POLYPHYLLIN D;Polyphyllin;Polyphyllin I;Polyphyllin C;Paris saponin Pa;Polyphillin D;Polyphyllin A;Chonglou Saponin I(Polyphyllin A)
• CAS NO: 50773-41-6
• Molecular Formula: C₄₄H₇₀O₁₆
• Molecular Weight: 855.021
• Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 50773-41-6.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Density: 1.40
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated), Pyridine (Slightly)
• PKA: 12?+-.0.70(Predicted)
• CAS DataBase Reference: POLYPHYLLIN D(CAS DataBase Reference)
• NIST Chemistry Reference: POLYPHYLLIN D(50773-41-6)
• EPA Substance Registry System: POLYPHYLLIN D(50773-41-6)

Safety Data

• Hazardous Substances Data: 50773-41-6(Hazardous Substances Data)

Usage

Description

Polyphyllin D is a natural steroid saponin derived from the plant Paris polyphylla. It possesses significant anticancer properties and has been found to be effective in inhibiting the proliferation of various cancer cells and inducing apoptosis. POLYPHYLLIN D is characterized by its ability to disrupt mitochondrial membrane potential, activate caspase-3, and increase the protein levels of the caspase-3 substrate poly(ADP-ribose) polymerase (PARP).

Uses

Used in Anticancer Applications:
Polyphyllin D is used as an anticancer agent for its ability to decrease the proliferation of cancer cells and induce apoptosis. It has been particularly effective against lung and cervical cancers, showing promise in the treatment of these malignancies.
Used in Drug Delivery Systems:
In the pharmaceutical industry, Polyphyllin D is used as a component in drug delivery systems to enhance the efficacy and bioavailability of anticancer treatments. Its incorporation into novel drug delivery systems aims to improve the delivery of the compound to cancer cells, thereby increasing therapeutic outcomes and overcoming potential limitations associated with its use.
Used in Cancer Cell Research:
Polyphyllin D is also utilized in the field of cancer cell research as a tool to study the mechanisms of apoptosis and the effects of various compounds on cancer cell proliferation. Its ability to disrupt mitochondrial membrane potential and activate caspase-3 makes it a valuable asset in understanding the complex processes involved in cancer cell death.

Upstream product

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• 512-04-9 diosgenin 
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• 211797-89-6 diosgenyl 4,6-O-benzylidene-β-D-glucopyranoside 
• 213753-23-2 diosgenyl 2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-6-O-benzoyl-3-O-pivaloyl-β-D-glucopyranoside 
• 213753-22-1 diosgenyl 2,3,4,6-tetra-O-acetyl-α-L-rhamnopyranosyl-(1->2)-4,6-O-benzylidene-3-O-pivaloyl-β-D-glucopyranoside 
• 222719-08-6 diosgenyl 2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-3-O-pivaloyl-β-D-glucopyranoside 
• 213753-20-9 diosgenyl 2,3-di-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 213753-21-0 diosgenyl 4,6-O-benzylidene-3-O-pivaloyl-β-D-glucopyranoside 
• 149563-08-6 (2R,4aR,6S,7R,8S,8aR)-6-(ethylthio)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diyl dibenzoate 
• 122089-71-8 2,3,4-tri-O-acetyl-L-rhamnopyranosyl trichloroacetimidate 
• 56272-01-6 1,2,3,5-tetra-O-acetyl-L-arabinofuranose 
• 222719-12-2 diosgenyl 4-O-(tri-O-acetyl-α-L-arabinofuranosyl)-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-6-O-benzoyl-3-O-pivaloyl-β-D-glucopyranoside 

Downstream Products

• 2280-44-6 D-Glucose 
• 73-34-7 L-rhamnose 
• 532-20-7 L-arabinose 
• 14144-06-0 trillin 
• 19057-67-1 ophiopogonin C 
• 512-04-9 diosgenin 

Relevant articles and documents

Synthesis of novel diosgenyl saponin analogs and evaluation effects of rhamnose moeity on their cytotoxic activity

Diosgenyl saponins, as a type of natural products derived from plants, are the main active component of traditional chinese medicine. Inspiringly, a large number of natural diosgensyl saponins have been shown to exert excellent toxicity to hepatocellular cancer (HCC) cells. In order to better understand the relationship between the structures and their biological effects, a group of diosgenyl saponins (1–4 as natural products and 5 and 6 as their analogs) were efficiently synthesized. The cytotoxic activity of these compounds was evaluated on human hepatocellular carcinoma (HepG2) cells. Structure–activity relationship studies showed that the pentasaccharide or hexasaccharide saponin analogs were relatively less active than their corresponding disaccharide analogue or dioscin. The extension of 4-branched rhamnose moiety on these saponin does not exhibit significant effect on their cytotoxic activity, which disclosed that a certain number and the linkage mode of rhamnose moieties could influence the cytotoxicity of steroid saponins on HepG2 cells.

An improved synthesis of the saponin, polyphyllin D

Polyphyllin D, namely diosgenyl α-L-rhamnopyranosyl-(1→2)-[(α-L-arabinofuranosyl)- (1→4)]-β-D-glucopyranoside, was synthesized from diosgenyl-β-D-glucopyranoside in four steps and in 30% overall yield, taking advantage of regioselective pivaloylation and

A facile synthetic approach to a group of structurally typical diosgenyl saponins

A facile approach was developed for synthesizing an important group of plant diosgenyl saponins, three members (dioscin, polyphyllin D, and balanitin 7) with promising bioactivities were prepared.