Papyracon Ⅳ
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| Category | Bioactive by-products |
| Catalog number | BBF-02365 |
| CAS | |
| Molecular Weight | 250.29 |
| Molecular Formula | C14H18O4 |
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Description
It is produced by the strain of Lachnum papyraceum. It has weak effect against nematodes and has inhibitory effect on L1210 and HL60 cells. It also has weak anti-gram-positive bacterial effect.
Specification
| Synonyms | Lachnumfuran A |
| IUPAC Name | (2'R,5S,6S)-5-hydroxy-2'-(2-hydroxypropan-2-yl)-2-methylspiro[4,5-dihydro-1-benzofuran-6,1'-cyclopropane]-7-one |
| Canonical SMILES | CC1=CC2=C(O1)C(=O)C3(CC3C(C)(C)O)C(C2)O |
| InChI | InChI=1S/C14H18O4/c1-7-4-8-5-10(15)14(12(16)11(8)18-7)6-9(14)13(2,3)17/h4,9-10,15,17H,5-6H2,1-3H3/t9-,10-,14-/m0/s1 |
| InChI Key | AFRGLBNIROTEDN-BHDSKKPTSA-N |
Properties
| Appearance | Yellow Oily Matter |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Neoplastics (Tumor); Parasites |
| Solubility | Soluble in Chloroform |
Reference Reading
1. New metabolites with nematicidal and antimicrobial activities from the ascomycete Lachnum papyraceum (Karst.) Karst. VI. Structure determination of non-halogenated metabolites structurally related to mycorrhizin A
M Stadler, H Anke, R Shan, O Sterner J Antibiot (Tokyo). 1995 Feb;48(2):154-7. doi: 10.7164/antibiotics.48.154.
The structure determination of four new biologically active non-halogenated metabolites isolated from submerged cultures of the ascomycete Lachnum papyraceum is described. The compounds are structurally related to the antibiotic mycorrhizin A: (l'Z)-Dechloromycorrhizin A (12), a stereoisomer of dechloromycorrhizin A (5) previously isolated from the same fungus, as well as papyracon A (13), papyracon B (14) and papyracon C (15) containing an exocyclic double bond. The amounts of the latter three increased significantly when CaBr2 was added to the culture medium. The structures were determined by spectroscopic methods.
2. New metabolites with nematicidal and antimicrobial activities from the ascomycete Lachnum papyraceum (Karst.) Karst. VIII. Isolation, structure determination and biological activities of minor metabolites structurally related to mycorrhizin A
R Shan, M Stadler, O Sterner, H Anke J Antibiot (Tokyo). 1996 May;49(5):447-52. doi: 10.7164/antibiotics.49.447.
Five new minor metabolites, papyracon D (6), 6-O-methylpapyracon B (9), 6-O-methylpapyracon C (10), lachnumfuran A (11) and lachnumlactone A (12a), together with the known chloromycorrhizinol A (4), have been isolated from extracts of the culture fluids of the ascomycete Lachnum papyraceum. The compounds, which structures were determined by spectroscopic methods, are structurally related to the nematicidal and antibiotic mycorrhizin A (1), which also is produced by the fungus. The nematicidal, antibiotic and cytotoxic activities of the new compounds are weaker compared to those of mycorrhizin A (1). Papyracon D (6) possesses the highest antibiotic activities while lachnumlactone A (12a) is the most nematicidal and cytotoxic.
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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 ╳
