Purpurin 18

• CAS: 25465-77-4
• Catalog Number: ALC-FP-25465774
• Category: Other Products; Featured Products
• Molecular Weight: 564.64 g/mol
• Molecular Formula: C33H32N4O5
• Synonyms: ChlorophyllImpurity3
• IUPAC Name: 3-[(22S,23S)-17-ethenyl-12-ethyl-13,18,22,27-tetramethyl-3,5-dioxo-4-oxa-8,24,25,26-tetrazahexacyclo[19.2.1.16,9.111,14.116,19.02,7]heptacosa-1,6,9(27),10,12,14(26),15,17,19(25),20-decaen-23-yl]propanoicacid
• SMILES: CCC1=C(C2=NC1=CC3=C(C4=C(N3)C(=C5[C@H]([C@@H](C(=CC6=NC(=C2)C(=C6C)C=C)N5)C)CCC(=O)O)C(=O)OC4=O)C)C
• InChI: InChI=1S/C33H32N4O5/c1-7-18-14(3)21-11-23-16(5)20(9-10-27(38)39)30(36-23)29-31-28(32(40)42-33(29)41)17(6)24(37-31)13-26-19(8-2)15(4)22(35-26)12-25(18)34-21/h7,11-13,16,20,36-37H,1,8-10H2,2-6H3,(H,38,39)/t16-,20-/m0/s1
• InChI Key: KUFHJWJISCAHNP-JXFKEZNVSA-N
• Boiling Point: 1046.1 ± 65.0 °C
• Density: 1.313 ± 0.06 g/ml
• Appearance: Solid
• Sample Lot No.: A24C515E3

Case Study

Purpurin 18-Loaded PLGA Nanoparticles for Combined Chemo-Photodynamic Cancer Therapy

Zumaya ALV, et al. International Journal of Pharmaceutics, 2024, 657, 124170.

In this study, Purpurin 18 (P18) was co-encapsulated with colchicine (Colch) into poly(lactide-co-glycolide) (PLGA) nanoparticles (NPs) to construct a multifunctional drug delivery system (DDS) for cancer therapy. Both PEGylated and non-PEGylated PLGA NPs were synthesized via an emulsification-solvent evaporation method, yielding particles with a mean diameter of 200 ± 75 nm. Encapsulation efficiency and in vitro release profiles of P18 were evaluated under physiological conditions, demonstrating controlled and sustained release. Cellular uptake studies in multiple cancer cell lines (CaCo-2, PC-3, MCF-7) showed significantly enhanced internalization of P18-loaded NPs compared to free P18, assessed by confocal microscopy and flow cytometry. The therapeutic efficacy was further investigated in 2D monolayer cultures and 3D cancer spheroids, where co-delivery of P18 and Colch induced synergistic cytotoxicity through combined chemotherapeutic and photodynamic mechanisms. Upon light irradiation at the appropriate wavelength, P18-mediated reactive oxygen species generation contributed to enhanced apoptosis in cancer cells. This experimental protocol demonstrates the practical application of Purpurin 18 in a PLGA-based nanoplatform for multimodal cancer treatment, providing a robust methodology for integrating photosensitizers with chemotherapeutic agents.

Purpurin-18 for the Preparation of Magnetic Silica Nanocarriers and Its Application in Photodynamic Therapy

Liu F, et al. Materials Letters, 2008, 62(17-18), 2844-2847.

Purpurin-18-loaded magnetic nanocarriers were synthesized via a water-in-oil (W/O) micro-emulsion method using cottonseed oil as the continuous phase. Fe₃O₄ nanoparticles were encapsulated within a silica shell, forming core-shell nanocarriers with diameters of 20-30 nm, as confirmed by transmission electron microscopy. Ultraviolet-visible and Fourier-transform infrared spectroscopy verified successful entrapment of purpurin-18 within the silica matrix. The photodynamic efficacy of the nanocarriers was evaluated by singlet oxygen generation using the N,N-dimethyl-4-nitrosoaniline (RNO) bleaching assay, showing a time-dependent decrease in RNO absorbance at 440 nm under irradiation. The W/O micro-emulsion approach provided a controlled nanoscale environment, preventing particle aggregation and ensuring high dispersity and purity. This method demonstrates a robust strategy for integrating photodynamic agents with magnetic nanocarriers for enhanced PDT applications.

Custom Q&A

What is the molecular formula of Purpurin 18?

The molecular formula of Purpurin 18 is C33H32N4O5.

When was Purpurin 18 created in PubChem?

Purpurin 18 was created in PubChem on August 8, 2005.

What is the molecular weight of Purpurin 18?

The molecular weight of Purpurin 18 is 564.6 g/mol.

What is the IUPAC Name of Purpurin 18?

The IUPAC Name of Purpurin 18 is 3-[(22S,23S)-17-ethenyl-12-ethyl-13,18,22,27-tetramethyl-3,5-dioxo-4-oxa-8,24,25,26-tetrazahexacyclo[19.2.1.1 6,9 .1 11,14 .1 16,19 .0 2,7 ]heptacosa-1,6,9(27),10,12,14(26),15,17,19(25),20-decaen-23-yl]propanoic acid.

What is the Canonical SMILES of Purpurin 18?

The Canonical SMILES of Purpurin 18 is CCC1=C(C2=NC1=CC3=C(C4=C(N3)C(=C5C(C(C(=CC6=NC(=C2)C(=C6C)C=C)N5)C)CCC(=O)O)C(=O)OC4=O)C)C.

What are some synonyms for Purpurin 18?

Some synonyms for Purpurin 18 are Purpurin-18, PP-18, and 25465-77-4.

What is the InChI Key of Purpurin 18?

The InChI Key of Purpurin 18 is KUFHJWJISCAHNP-JXFKEZNVSA-N.

How many hydrogen bond donor counts does Purpurin 18 have?

Purpurin 18 has 3 hydrogen bond donor counts.

What is the CAS number of Purpurin 18?

The CAS number of Purpurin 18 is 25465-77-4.

What is the topological polar surface area of Purpurin 18?

The topological polar surface area of Purpurin 18 is 138 Å2.