Lactaroviolin

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Lactaroviolin
Category Antibiotics
Catalog number BBF-02228
CAS 85-33-6
Molecular Weight 210.27
Molecular Formula C15H14O

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Description

It is produced by the strain of Lactarius deliciosus. It is an aromatic derivative antibiotic. It can inhibit the growth of Mycobacterium tuberculosis, but the effect is not strong.

Specification

Synonyms Lactarioviolin; 1-Azulenecarboxaldehyde, 4-methyl-7-(1-methylethenyl)-; 1-Formyl-7-isopropenyl-4-methylazulene; 1,3,5,7,9,11-Guaiahexaen-15-al; 7-Isopropenyl-4-methyl-1-Azulenecarboxaldehyde
IUPAC Name 4-methyl-7-prop-1-en-2-ylazulene-1-carbaldehyde
Canonical SMILES CC1=C2C=CC(=C2C=C(C=C1)C(=C)C)C=O
InChI InChI=1S/C15H14O/c1-10(2)12-5-4-11(3)14-7-6-13(9-16)15(14)8-12/h4-9H,1H2,2-3H3
InChI Key PUEUPUYRYIOTKZ-UHFFFAOYSA-N

Properties

Appearance Purple Crystal
Antibiotic Activity Spectrum Mycobacteria
Boiling Point 363.7°C at 760 mmHg
Melting Point 53°C
Density 1.065 g/cm3
Solubility Soluble in Ethanol

Reference Reading

1. Assays of the biological activities of guaiane sesquiterpenoids isolated from the fruit bodies of edible lactarius species
H Anke, O Bergendorff, O Sterner Food Chem Toxicol. 1989 Jun;27(6):393-7. doi: 10.1016/0278-6915(89)90145-2.
Three sesquiterpenoids that are found in the edible mushrooms Lactarius deliciosus, L. deterrimus and L. sanguifluus, have been assayed for biological activity. The compounds tested were a stearic acid ester of a sesquiterpene (I) and a sesquiterpene aldehyde (lactaroviolin, II) and alcohol (deterrol, III). The assays used were for mutagenic activity in the Ames Salmonella assay, for antimicrobial activity against bacterial fungi and algae, for cytotoxicity against Ehrlich ascitic tumour cells and L 1210 cells, and for phytotoxic activity against Lepidium sativum and Seteria italica. All three compounds showed weak mutagenic activity in the Ames assay. Two compounds (II and III) were found to have moderate cytotoxic activity and one (III) exhibited weak antibacterial activity. No compound revealed phytotoxic, algicidal or antifungal activity.

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