39277-41-3 Usage
Description
Viridicatumtoxin is a tetracycline-like polyketide antibiotic that is produced by several species of Penicillium and Aspergillus. It exhibits diverse biological activities, including antimicrobial, cytotoxic, and toxic properties. Viridicatumtoxin inhibits the growth of various bacteria and fungi, and has been found to be a potent antibacterial against S. aureus, including MRSA and QRSA strains. It also has cytotoxic effects against human cells and is toxic to rats and mice when administered in certain ways.
Uses
Used in Antimicrobial Applications:
Viridicatumtoxin is used as an antibacterial agent for its potent activity against methicillin-resistant S. aureus (MRSA) and other bacterial strains such as B. subtilis, M. luteus, C. perfringens, and B. fragilis. It inhibits the production of polyprenyl alcohols by various bacterial and fungal synthases, thus disrupting their growth.
Used in Antifungal Applications:
Viridicatumtoxin is used as an antifungal agent, effective against C. albicans, S. cerevisiae, M. racemosus, A. niger, and P. chrysogenum. Its ability to inhibit fungal growth makes it a potential candidate for treating fungal infections.
Used in Research and Development:
Due to its diverse biological activities and potent effects against certain bacteria and fungi, viridicatumtoxin is used in the research and development of new antimicrobial and antifungal agents. Its mode of action and potential synergistic effects with other drugs are of particular interest to scientists working on novel treatments for resistant infections.
Used in Pharmaceutical Industry:
Viridicatumtoxin's antimicrobial and cytotoxic properties make it a valuable compound for the pharmaceutical industry, where it can be further studied and potentially developed into new drugs for treating bacterial and fungal infections, particularly those caused by drug-resistant strains.
Check Digit Verification of cas no
The CAS Registry Mumber 39277-41-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,9,2,7 and 7 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 39277-41:
(7*3)+(6*9)+(5*2)+(4*7)+(3*7)+(2*4)+(1*1)=143
143 % 10 = 3
So 39277-41-3 is a valid CAS Registry Number.
39277-41-3Relevant articles and documents
A cytochrome P450 serves as an unexpected terpene cyclase during fungal meroterpenoid biosynthesis
Chooi, Yit-Heng,Hong, Young J.,Cacho, Ralph A.,Tantillo, Dean J.,Tang, Yi
, p. 16805 - 16808 (2013/12/04)
Viridicatumtoxin (1) is a tetracycline-like fungal meroterpenoid with a unique, fused spirobicyclic ring system. Puzzlingly, no dedicated terpene cyclase is found in the gene cluster identified in Penicillium aethiopicum. Cytochrome P450 enzymes VrtE and VrtK in the vrt gene cluster were shown to catalyze C5-hydroxylation and spirobicyclic ring formation, respectively. Feeding acyclic previridicatumtoxin to Saccharomyces cerevisiae expressing VrtK confirmed that VrtK is the sole enzyme required for cyclizing the geranyl moiety. Thus, VrtK is the first example of a P450 that can catalyze terpene cyclization, most likely via initial oxidation of C17 to an allylic carbocation. Quantum chemical modeling revealed a possible new tertiary carbocation intermediate E that forms after allylic carbocation formation. Intermediate E can readily undergo concerted 1,2-alkyl shift/1,3-hydride shift, either spontaneously or further aided by VrtK, followed by C7 Friedel-Crafts alkylation to afford 1. The most likely stereochemical course of the reaction was proposed on the basis of the results of our computations.
