60657-37-6

Basic information

• Product Name: rac Pterosin B
• Synonyms: rac Pterosin B;(±)-2,3-Dihydro-6-(2-hydroxyethyl)-2,5,7-triMethyl-1H-inden-1-one;Pterosine B
• CAS NO: 60657-37-6
• Molecular Formula: C14H18O2
• Molecular Weight: 218.29152
• Product Categories: Aromatics;Mutagenesis Research Chemicals
• Mol File: 60657-37-6.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Storage Temp.: -20°C Freezer
• CAS DataBase Reference: rac Pterosin B(CAS DataBase Reference)
• NIST Chemistry Reference: rac Pterosin B(60657-37-6)
• EPA Substance Registry System: rac Pterosin B(60657-37-6)

Safety Data

• Hazardous Substances Data: 60657-37-6(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 60657-37-6 differently. You can refer to the following data:
1. As a pterosin derivative and related compound of the Ptaquiloside, a sesquiterpenoid carcinogen from bracken fern, rac Pterosin B can be used in the detection of this pollutant.
2. A pterosin derivative and related compound of the Ptaquiloside, a sesquiterpenoid carcinogen from bracken fern, used in the detection of this pollutant.

Upstream product

• 66791-69-3 pterosin O 
• 576-22-7 2-Bromo-m-xylene 
• 39815-61-7 6-[2'-(benzoyloxy)ethyl]-(2R)-2,5,7-trimethyl-1-indanone 
• 131750-27-1 6-bromo-5,7-dimethyl-indan-1-one 
• 89042-98-8 (3-Hydroxy-2,4,6-trimethyl-indan-5-yl)-acetic acid ethyl ester 
• 89042-97-7 dihydropterosin-E 
• 52528-75-3 3-(4-Carboxymethyl-3,5-dimethyl-phenyl)-2-methyl-propionic acid 
• 89103-85-5 (+/-)-pterosin-E 
• 87701-34-6 C₁₄H₁₈O₂ 
• 87625-62-5 ptaquiloside 
• 137247-04-2 3-acetoxy-6-(β-methoxy)ethyl-2,5,7-trimethyl-1-indanone 
• 93525-52-1 6-(β-methoxy)ethyl-2,5,7-trimethyl-1-indenone 
• 65848-80-8 2-(4,6-dimethyl-3-oxo-2,3-dihydro-1H-inden-5-yl)ethyl acetate 
• 6950-92-1 2-(2,4,6-trimethylphenyl)ethanol 

Relevant articles and documents

PTAQUILOSIDE, A NOVEL NORSESQUITERPENE GLUCOSIDE FROM BRACKEN, PTERIDIUM AQUILINUM VAR. LATIUSCULUM

An unstable norsesquiterpene glucoside with a novel illudane skeleton, ptaquiloside (1) has been isolated from bracken fern, Pteridium aquilinum var. latiusculum and the planar structure has been established on the basis of spectral and chemical means.

A concise stereoselective synthesis of pterosin B

Pterosin B is a naturally occurring indanone found in bracken fern (Pteridium aquilinum) that displays a variety of interesting pharmacological properties, but for which few stereoselective syntheses exist. Herein we describe a 7-step stereoselective synthesis of (2R)-pterosin B via 6-bromo-5,7-dimethylindan-1-one whose structure was confirmed by NOE analysis and structure determination by X-ray crystallography. The hydroxyethyl chain was introduced via a Suzuki-Miyaura cross-coupling reaction. The 2-methyl group was introduced stereoselectively by methylation of a SAMP [(S)-1-amino-2-methoxymethyl)pyrrolidine] hydrazone and the chiral auxiliary was removed to produce (2R)-pterosin B. The structure of pterosin B was confirmed by specific rotation and structural determination by X-ray crystallography.

PTAQUILOSIDE, A POTENT CARCINOGEN ISOLATED FROM BRACKEN FERN PTERIDIUM AQUILINUM VAR. LATIUSCULUM: STRUCTURE ELUCIDATION BASED ON CHEMICAL AND SPECTRAL EVIDENCE, AND REACTIONS WITH AMINO ACIDS, NUCLEOSIDES, AND NUCLEOTIDES

The structure of ptaquiloside (I), a potent carcinogenic compound isolated from bracken fern, Pteridium aquilinum var. latiusculum has been elucidated on the basis of chemical and spectral evidence.The dienone 3 generated from 1 under alkaline conditions was shown to be a strong alkylating agent.For the purpose of obtaining the preliminary information on chemical modification of biopolymers such as proteins and DNA with the dienone 3, reactions of 3 with amino acids, nucleosides, and nucleotides have been carried out and the alkylated products have been characterized.

Studies in Terpenoids: Part LXI - Synthesis of (+/-)-Pterosin-B

(+/-)-Pterosin-B (1), a sesquiterpene constituent of several ferns, has been synthesized in excellent yield by the regiospecific oxidation of the diol (12) obtained by LAH reduction of the dihydroderivatives (10 and 11) of (+/-)-pterosin-E (2).