Violaceol II
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Mycotoxins |
| Catalog number | BBF-05594 |
| CAS | 81827-49-8 |
| Molecular Weight | 262.26 |
| Molecular Formula | C14H14O5 |
Online Inquiry
Description
It is a mycotoxin isolated from Emericella violacea and Aspergillus spp. It has weak activity against Gram-positive bacteria, Gram-negative bacteria, fungi and yeast.
Specification
| Synonyms | violacerol-II; 3-(2,6-dihydroxy-4-methylphenoxy)-5-methylbenzene-1,2-diol; 5-methyl-2-[5-methyl-2,3-bis(oxidanyl)phenoxy]benzene-1,3-diol; 2-(2,3-dihydroxy-5-methyl-phenoxy)-5-methyl-resorcinol |
| IUPAC Name | 2-(2,3-dihydroxy-5-methylphenoxy)-5-methylbenzene-1,3-diol |
| Canonical SMILES | CC1=CC(=C(C(=C1)O)OC2=CC(=CC(=C2O)O)C)O |
| InChI | InChI=1S/C14H14O5/c1-7-4-10(16)14(11(17)5-7)19-12-6-8(2)3-9(15)13(12)18/h3-6,15-18H,1-2H3 |
| InChI Key | SXPZFHCIUAADLD-UHFFFAOYSA-N |
Properties
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria; Fungi; Yeast |
| Boiling Point | 400.5±45.0°C at 760 mmHg |
| Density | 1.4±0.1 g/cm3 |
Reference Reading
1. Phenyl Ethers from the Marine-Derived Fungus Aspergillus tabacinus and Their Antimicrobial Activity Against Plant Pathogenic Fungi and Bacteria
Minh Van Nguyen, Jae Woo Han, Hun Kim, Gyung Ja Choi ACS Omega. 2022 Sep 7;7(37):33273-33279. doi: 10.1021/acsomega.2c03859. eCollection 2022 Sep 20.
Marine fungi produce various secondary metabolites with unique chemical structures and diverse biological activities. In the continuing search for new antifungal agents from fungi isolated from marine environments, the culture filtrate of a fungus Aspergillus tabacinus SFC20160407-M11 exhibited the potential to control plant diseases caused by fungi. From the culture filtrate of A. tabacinus SFC20160407-M11, a total of seven compounds were isolated and identified by activity-guided column chromatography and spectroscopic analysis: violaceol I (1), violaceol II (2), diorcinol (3), versinol (4), orcinol (5), orsellinic acid (6), and sydowiol C (7). Based on in vitro bioassays against 17 plant pathogenic fungi and bacteria, violaceols and diorcinol (1-3) showed a broad spectrum of antimicrobial activity with minimum inhibitory concentration values in the range of 6.3-200 μg mL-1. These compounds also effectively reduced the development of rice blast, tomato late blight, and pepper anthracnose caused by plant pathogenic fungi in a dose-dependent manner. Our results suggest that A. tabacinus SFC20160407-M11 and its phenyl ether compounds could be used for developing new antimicrobial agents to protect crops from plant pathogens.
2. Quellenin, a new anti-Saprolegnia compound isolated from the deep-sea fungus, Aspergillus sp. YK-76
Konami Takahashi, Kazunari Sakai, Wataru Fukasawa, Yuriko Nagano, Sakiko Orui Sakaguchi, Andre O Lima, Vivian H Pellizari, Masato Iwatsuki, Kiyotaka Takishita, Takao Yoshida, Kenichi Nonaka, Katsunori Fujikura, Satoshi Ōmura J Antibiot (Tokyo). 2018 Aug;71(8):741-744. doi: 10.1038/s41429-018-0053-z. Epub 2018 Apr 23.
Saprolegnia parasitica, belonging to oomycetes, is one of virulent pathogen of fishes such as salmon and trout, and causes tremendous damage and losses in commercial aquacultures by saprolegniasis. Previously, malachite green, an effective medicine, had been used to control saprolegniasis. However, this drug has been banned around the world due to its mutagenicity. Therefore, novel anti-saprolegniasis compounds are urgently needed. As a new frontier to discover bioactive compounds, we focused on the deep-sea fungi for the isolation of anti-saprolegniasis compounds. In this paper, on the course of anti-saprolegniasis agents from 546 cultured broths of 91 deep-sea fungal strains, we report a new compound, named quellenin (1) together with three known compounds, diorcinol (2), violaceol-I (3) and violaceol-II (4), from deep-sea fungus Aspergillus sp. YK-76. This strain was isolated from an Osedax sp. annelid, commonly called bone-eating worm, collected at the São Paulo Ridge in off Brazil. Compounds 2, 3 and 4 showed anti-S. parasitica activity. Our results suggest that diorcinol and violaceol analogs and could be good lead candidates for the development of novel agents to prevent saprolegniasis.
3. Coumamarin: a first coumarinyl calcium complex isolated from nature
Abdelaaty Hamed, Ahmed S Abdel-Razek, Marcel Frese, Jens Sproß, Hans Georg Stammler, Norbert Sewald, Mohamed Shaaban J Antibiot (Tokyo). 2019 Oct;72(10):729-735. doi: 10.1038/s41429-019-0207-7. Epub 2019 Jul 9.
The first calcium complex from nature, Coumamarin (1), 7-hydroxy-3-methoxy-2-oxo-2H-chromene-6-carboxylate Ca(II) complex, was isolated from Aspergillus sydowii ASTI, together with diorcinol (2), violaceol I (3), hydroxysydonic acid (4), cyclo (Trp-Phe), kojic acid, ergosterol, and uracil. The producing strain was isolated from marine water sample collected from Tiran Island, Red Sea, Egypt. Structure 1 was assigned by intensive 1D, 2D NMR, HR-ESIMS, and X-ray crystallography as well. Coumamarin is potentially active against certain tested bacteria and yeasts, while showing no cytotoxic activity against human cervix carcinoma cell line (KB-3-1). Taxonomically, the fungus was identified by phylogenetic analysis of its 18S rRNA gene sequence.
Recommended Products
| BBF-03753 | Baicalin | Inquiry |
| BBF-05862 | Epirubicin | Inquiry |
| BBF-02642 | Lactonamycin | Inquiry |
| BBF-01825 | Loganin | Inquiry |
| BBF-03754 | CASTANOSPERMINE | Inquiry |
| BBF-01693 | Doxorubicin EP Impurity A (Daunorubicin) | Inquiry |
Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
