173485-70-6

Basic information

• Product Name: penostatin A
• Synonyms: penostatin A
• CAS NO: 173485-70-6
• Molecular Formula: C22H32 O3
• Molecular Weight: 344.49
• Mol File: 173485-70-6.mol

Chemical Properties

• Boiling Point: 509.3°Cat760mmHg
• Flash Point: 173.2°C
• Appearance: /
• Density: 1.09g/cm³
• Vapor Pressure: 3.67E-12mmHg at 25°C
• Refractive Index: 1.546
• CAS DataBase Reference: penostatin A(CAS DataBase Reference)
• NIST Chemistry Reference: penostatin A(173485-70-6)
• EPA Substance Registry System: penostatin A(173485-70-6)

Safety Data

• Hazardous Substances Data: 173485-70-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C22H32O3/c1-3-4-5-6-7-8-9-10-21-15(2)11-19-18-14-17(23)12-16(18)13-20(24)22(19)25-21/h9-11,13,17-19,21-23H,3-8,12,14H2,1-2H3/b10-9+/t17-,18+,19-,21-,22+/m0/s1

Relevant articles and documents

Total synthesis of penostatin B

The first total synthesis of penostatin B has been accomplished by using a highly diastereoselective Pauson-Khand reaction and an efficient relay ring-closing metathesis for the construction of the basic carbon skeleton of the natural product as the key steps.

Asymmetric Total Syntheses of (+)-Penostatins A and C

Penostatins A and C are cytotoxic natural products that show promising selective inhibitory activity against PTP1B. Here the first asymmetric total syntheses of (+)-penostatins A and C are reported. Our strategy features (i) a new method for the synthesis of 6-alkyl-3-hydroxy-2-pyrones, (ii) a cascade involving the intramolecular Diels-Alder reaction of 2-pyrone and a retro-hetero-Diels-Alder (decarboxylation) reaction, (iii) Ando-Horner-Wadsworth-Emmons olefination/lactonization, and (iv) selenoxide elimination. Our study confirmed the absolute configurations of penostatins A and C and laid the groundwork for further bioactivity studies.

Absolute stereostructures of novel cytotoxic metabolites, penostatins A- E, from a Penicillium species separated from an Enteromorpha alga

Penostatins A - E have been isolated from a strain of Penicillium sp. originally separated from the marine alga Enteromorpha intestinalis, and their absolute stereostructures and confirmations have been established on the basis of spectral analyses and so