1222-90-8

Basic information

• Product Name: albonoursin
• Synonyms: albonoursin;(3Z,6Z)-3-Benzylidene-6-isobutylidene-2,5-piperazinedione;Albonoursine;Albonursin;B-73;P-42-2
• CAS NO: 1222-90-8
• Molecular Formula: C₁₅H₁₆N₂O₂
• Molecular Weight: 256.303
• Mol File: 1222-90-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 567.8°C at 760 mmHg
• Flash Point: 232.3°C
• Appearance: /
• Density: 1.221g/cm³
• Vapor Pressure: 6.6E-13mmHg at 25°C
• Refractive Index: 1.645
• CAS DataBase Reference: albonoursin(CAS DataBase Reference)
• NIST Chemistry Reference: albonoursin(1222-90-8)
• EPA Substance Registry System: albonoursin(1222-90-8)

Safety Data

• Hazardous Substances Data: 1222-90-8(Hazardous Substances Data)

Usage

Description

Albonoursin is a 2,5-diketopiperazine compound that belongs to the class of alpha''-dioxo-diketopiperazines. It is characterized by the presence of benzylidene and isobutylidene groups at positions 3 and 6, respectively, making it the 3Z,6Z-geoisomer. Albonoursin exhibits potent antimalarial activity both in vitro and in vivo.

Uses

Used in Pharmaceutical Industry:
Albonoursin is used as an antimalarial agent for its potent in vitro and in vivo activity against malaria. It is a promising candidate for the development of new antimalarial drugs due to its effectiveness in combating the disease.
Used in Antimalarial Drug Development:
Albonoursin is utilized in the research and development of new antimalarial drugs, as it has demonstrated significant potential in treating malaria. Its unique structure and properties make it a valuable compound for further investigation and potential incorporation into novel therapeutic agents.

InChI:InChI=1/C15H16N2O2/c1-10(2)8-12-14(18)17-13(15(19)16-12)9-11-6-4-3-5-7-11/h3-10H,1-2H3,(H,16,19)(H,17,18)/b12-8-,13-9-

Upstream product

• 100-52-7 benzaldehyde 
• 74124-69-9 (3Z,6S)-3-benzylidene-6-isobutylpiperazine-2,5-dione 
• 3354-31-2 (3S,6S)-3-benzyl-6-isobutylpiperazine-2,5-dione 
• 78-84-2 isobutyraldehyde 
• 30166-29-1 1-acetyl-3-[(Z)-benzylidene]-2,5-piperazinedione 

Related news

The albonoursin (cas 1222-90-8) Gene Cluster of S. noursei07/25/2019

Albonoursin [cyclo(ΔPhe-ΔLeu)], an antibacterial peptide produced by Streptomyces noursei, is one of the simplest representatives of the large diketopiperazine (DKP) family. Formation of α,β unsaturations was previously shown to occur on cyclo(L-Phe-L-Leu), catalyzed by the cyclic dipeptide ...detailed

Relevant articles and documents

Effective production of dehydro cyclic dipeptide albonoursin exhibiting pronuclear fusion inhibitory activity II. Biosynthetic and bioconversion studies

Albornoursin production was greatly enhanced when cycle (r-Leu-L-Phe) (CFL), a tetrahydro derivative of albonoursin, was added to the 2-day culture of an albonoursin-producing actinomycete, Streptomyces albulus KO-23. The increase in albonoursin production paralleled the amount of CFL added. Furthermore, the resting cells of the strain catalyzed the bioconversion of CFL to albonoursin. The optimum pH and temperature for the conversion were found to be pH 10.0 and 50°C. The feeding experiments and the resting-cell reactions revealed that albonoursin is biosynthesized by dehydrogenation of CFL in the actinomycete. This is the first report for a dehydrogenation of amino acid residues at the α,β-positions in cyclic dipeptides.

Potassium Fluoride on Alumina: Condensation of 1,4-Diacetylpiperazine-2,5-dione with Aldehydes. Dry Condensation under Microwave Irradiation. Synthesis of Albonursin and Analogues

1,4-Diacetylpiperazine-2,5-dione (1) was condensated with aldehydes (2) with KF on alumina without solvent under microwaves or in at room temperature in the presence of DMF.The reaction was stereoselective and some natural products (4a-c) like albonursin (4c) were synthesized.