56973-65-0

Basic information

• Product Name: Platyphyllene
• Synonyms: Platyphyllene;Platyphyllenone;1,7-Bis(4-hydroxyphenyl)-4-hepten-3-one;(E)-1,7-Bis(4-hydroxyphenyl)hept-4-en-3-one
• CAS NO: 56973-65-0
• Molecular Formula: C₁₉H₂₀O₃
• Molecular Weight: 296.3603
• Mol File: 56973-65-0.mol

Chemical Properties

• Appearance: /
• Storage Temp.: ?20°C
• CAS DataBase Reference: Platyphyllene(CAS DataBase Reference)
• NIST Chemistry Reference: Platyphyllene(56973-65-0)
• EPA Substance Registry System: Platyphyllene(56973-65-0)

Safety Data

• Hazard Codes: N
• Statements: 50
• Safety Statements: 61
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 56973-65-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Platyphyllene is used as an anti-inflammatory agent for its potential to manage conditions characterized by pain and inflammation. Its anti-inflammatory properties make it a candidate for the development of treatments for various inflammatory disorders.
Used in Pain Management:
Platyphyllene is used as an analgesic agent to alleviate pain, particularly in conditions where inflammation is a contributing factor. Its analgesic effects are of interest for the development of pain relief therapies.
Used in Cancer Treatment:
Platyphyllene is used as a cytotoxic agent in cancer treatment, as it has shown potential to target and destroy cancer cells. Its role in cancer therapy is currently under investigation, with the aim of developing it as a novel therapeutic agent for various types of cancer.
Used in Aromatherapy:
Platyphyllene, due to its spicy, woody aroma, is used in aromatherapy for its potential mood-enhancing and relaxing effects. Its aromatic properties make it a valuable component in essential oils used in this therapeutic practice.
Used in Essential Oil Production:
Platyphyllene is used as a key component in the production of essential oils, where its aromatic qualities contribute to the overall scent and potential therapeutic benefits of the oils. Its presence in essential oils makes it a valuable ingredient in the fragrance and cosmetics industries.

Upstream product

• 41137-85-3 (+/-)-5-hydroxy-1,7-bis-(4'-hydroxyphenyl)-3-heptanone 

Downstream Products

• 56438-66-5 1,7-bis<4-methoxyphenyl>-3-hepten-5-one 

Relevant articles and documents

Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species

The natural curcuminoids curcumin (1), demethoxycurcumin (2) and bisdemethoxycurcumin (3) have been chemically modified to give 46 analogs and 8 pairs of 1:1 mixture of curcuminoid analogs and these parent curcuminoids and their analogs were assessed against protozoa of the Trypanosoma and Leishmania species. The parent curcuminoids exhibited low antitrypanosomal activity (EC50 for our drug-sensitive Trypanosoma brucei brucei line (WT) of compounds 1, 2 and 3 are 2.5, 4.6 and 7.7 μM, respectively). Among 43 curcuminoid analogs and 8 pairs of 1:1 mixture of curcuminoid analogs tested, 8 pure analogs and 5 isomeric mixtures of analogs exhibited high antitrypanosomal activity in submicromolar order of magnitude. Among these highly active analogs, 1,7-bis(4-hydroxy-3-methoxyphenyl)hept-4-en-3-one (40) was the most active compound, with an EC50 value of 0.053 ± 0.007 μM; it was about 2-fold more active than the standard veterinary drug diminazene aceturate (EC50 0.12 ± 0.01 μM). Using a previously characterized diminazene-resistant T. b. brucei (TbAT1-KO) and a derived multi-drug resistant line (B48), no cross-resistance of curcuminoids was observed to the diamidine and melaminophenyl arsenical drugs that are the current treatments. Indeed, curcuminoids carrying a conjugated keto (enone) motif, including 40, were significantly more active against T. b. brucei B48. This enone motif was found to contribute to particularly high trypanocidal activity against all Trypanosoma species and strains tested. The parent curcuminoids showed low antileishmanial activity (EC50 values of compounds 1 and 2 for Leishmania mexicana amastigotes are 16 ± 3 and 37 ± 6 μM, respectively) while the control drug, pentamidine, displayed an EC50 of 16 ± 2 μM. Among the active curcuminoid analogs, four compounds exhibited EC50 values of less than 5 μM against Leishmania major promastigotes and four against L. mexicana amastigotes. No significant difference in sensitivity to curcuminoids between L. major promastigotes and L. mexicana amastigotes was observed. The parent curcuminoids and most of their analogs were also tested for their toxicity against human embryonic kidney (HEK) cells. All the curcuminoids exhibited lower toxicity to HEK cells than to T. b. brucei bloodstream forms and only one of the tested compounds showed significantly higher activity against HEK cells than curcumin (1). The selectivity index for T. b. brucei ranged from 3-fold to 1500-fold. The selectivity index for the most active analog, the enone 40, was 453-fold.